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Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp and kayak racks, offering an easy connection to the South River lifestyle. Inside, a welcoming two-story foyer introduces the home’s fresh, elevated feel, highlighted by a remodeled staircase with wrought iron balusters, maple railing and treads, and fresh neutral interior paint throughout. The main level offers an open and airy floor plan with recessed lighting, large picture windows, and a wood-burning fireplace with a white brick surround. The living area flows seamlessly through glass sliding doors to the wraparound covered deck, creating a wonderful setting for outdoor dining, relaxing, entertaining, or simply enjoying the peaceful surroundings. From the main level living area, 180-degree views capture both Duvall Creek and the Chesapeake Bay, offering a rare setting to enjoy beautiful sunrise and sunset views. The spacious kitchen features abundant maple cabinetry, stainless steel appliances, a center island with bar seating, and a walk-in pantry. The main level also includes three bedrooms with new luxury wool carpeting, including a spacious primary suite with multiple closets and a beautiful en suite bath. The stunningly remodeled primary bath features a high-end double vanity, luxurious polished nickel fixtures, elegant medicine cabinets, alabaster sconces, a freestanding soaking tub, an oversized glass-enclosed curbless shower with a rain showerhead, custom niches, a custom double window, and a touchless toilet. The second full hall bathroom has also been recently remodeled and offers designer finishes, a new skylight, and a tub/shower combination. The lower level provides exceptional flexibility with a large second living area featuring new maple hardwood flooring throughout, a new sliding glass door, a coat closet, under-stair storage, a spacious fourth bedroom, and a fully remodeled bathroom with a glass-enclosed shower and designer finishes. A laundry/mudroom with additional storage connects to the oversized two-car garage, which includes a large attached separate storage room or exercise room. Outdoors, the newly fenced backyard with horizontal cedar plank fencing enhances privacy and creates a comfortable space for pets, play, gardening, or entertaining. With refreshed interiors, renovated bathrooms, updated flooring, improved lighting, generous indoor and outdoor living spaces, and a prime Hillsmere Shores location, 124 E Bay View Drive is ready to welcome you home. Hillsmere Shores offers a true Annapolis waterfront lifestyle, ideally located approximately three miles from historic Downtown Annapolis and adjacent to Quiet Waters Park, with a convenient neighborhood entrance located within Hillsmere Shores. The community offers residents access to a private marina with direct South River access, a sandy beach with stunning water views, a community pool, multiple playgrounds, waterfront pavilions, boat ramp, and kayak/dinghy storage. The neighborhood is also close to The Key School, the Eastport-Annapolis Neck Library, Hillsmere Elementary, and all the shops, restaurants, and waterfront charm of Downtown Annapolis.

124 E Bay View Dr, Annapolis

Listing courtesy of Washington Fine Properties. Contact:

This 2,300 sq ft townhome offers easy, low-maintenance waterfront living with scenic marina views, four levels of living space, and a 1-car garage. Freshly updated throughout, the interior features new paint, new carpet, hardwood floors, and an updated kitchen and primary bath. Two wood-burning fireplaces add warmth and character to the living and family rooms, while the dining room includes a built-in buffet area with a pass thru to the kitchen. Outdoor living is a highlight with a waterside patio and three decks, perfect for watching boating activity! Updates include replacement of 3 sets of sliders, a new hot water heater freshly painted garage flooring, and new smoke detectors. Community amenities include 2 pools, including one with sweeping Bay views, beaches, walking trails, a jetty pier, tennis and pickleball courts, a public marina, gated security, and a waterfront restaurant. Ideal for a lock-and-leave, carefree lifestyle in a sought-after waterfront community. Move right in!

$1,025,000

3 Beds ⋅ 4 Baths

This 2,300 sq ft townhome offers easy, low-maintenance waterfront living with scenic marina views, four levels of living space, and a 1-car garage. Freshly updated throughout, the interior features new paint, new carpet, hardwood floors, and an updated kitchen and primary bath. Two wood-burning fireplaces add warmth and character to the living and family rooms, while the dining room includes a built-in buffet area with a pass thru to the kitchen. Outdoor living is a highlight with a waterside patio and three decks, perfect for watching boating activity! Updates include replacement of 3 sets of sliders, a new hot water heater freshly painted garage flooring, and new smoke detectors. Community amenities include 2 pools, including one with sweeping Bay views, beaches, walking trails, a jetty pier, tennis and pickleball courts, a public marina, gated security, and a waterfront restaurant. Ideal for a lock-and-leave, carefree lifestyle in a sought-after waterfront community. Move right in!

2204 Chesapeake Harbour Dr E, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: EXP Realty, LLC.

$1,025,000

Significant price reduction creates an outstanding opportunity to purchase a classic brick home in the Murray Hill neighborhood of Annapolis. Just steps from Maryland Hall and three blocks from Amos Garrett Park, which provides easy water access for launching kayaks and paddleboards on Spa Creek. The home retains many original features including solid plaster walls, hardwood floors, 8½-foot ceilings, and classic archways. The kitchen opens to a flexible main-level layout. The spacious family room with an adjoining office and full bath could easily function as a first-floor primary suite. The living room includes a fireplace, mantle and built-in bookcases and connects to a tiled screened porch overlooking the side yard. A mudroom sits just off the kitchen for everyday convenience. Additional space includes a large walk-up attic for storage or future use, along with a full basement with a outside entrance and workshop area. Walk to Maryland Hall for concerts, art classes, and the Annapolis Film Festival, and enjoy nearby access to Spa Creek from Amos Garrett Park. A rare chance to buy into one of Annapolis’ most sought-after neighborhoods.

3 Beds ⋅ 2 Baths

Significant price reduction creates an outstanding opportunity to purchase a classic brick home in the Murray Hill neighborhood of Annapolis. Just steps from Maryland Hall and three blocks from Amos Garrett Park, which provides easy water access for launching kayaks and paddleboards on Spa Creek. The home retains many original features including solid plaster walls, hardwood floors, 8½-foot ceilings, and classic archways. The kitchen opens to a flexible main-level layout. The spacious family room with an adjoining office and full bath could easily function as a first-floor primary suite. The living room includes a fireplace, mantle and built-in bookcases and connects to a tiled screened porch overlooking the side yard. A mudroom sits just off the kitchen for everyday convenience. Additional space includes a large walk-up attic for storage or future use, along with a full basement with a outside entrance and workshop area. Walk to Maryland Hall for concerts, art classes, and the Annapolis Film Festival, and enjoy nearby access to Spa Creek from Amos Garrett Park. A rare chance to buy into one of Annapolis’ most sought-after neighborhoods.

637 Chase St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Select Realtors of Annapolis.

$1,000,000

Open House Saturday 2-4PM & Sunday 12-2PM. Welcome to your own Eastport retreat, where the inviting outdoor living spaces set the stage for everything this exceptional home has to offer. Located within walking distance to waterfront restaurants, marinas & yacht clubs, the fully fenced backyard is perfect for entertaining, morning coffee, gathering with friends, or simply relaxing on warm summer evenings. Inside, this beautifully updated 4-bedroom, 3-bath home offers a versatile floor plan with two bedrooms and one full bath on the main level, plus two spacious upper-level bedrooms and two additional full baths. The thoughtfully curated design feels straight out of a Serena & Lily magazine, featuring designer lighting, stylish finishes, and a light, airy coastal aesthetic throughout. Additional highlights include a stone driveway/landing providing extra parking or flexible storage space. The unfinished basement offers exceptional storage for bikes, paddleboards, boating gear, lawn and garden equipment, or the potential to create a workshop, hobby room, or creative space tailored to your needs. Just moments from the heart of Eastport, this home delivers the perfect blend of coastal charm, comfort, and lifestyle in one of Annapolis’ most sought-after waterfront communities.

Open House Saturday 2-4PM & Sunday 12-2PM. Welcome to your own Eastport retreat, where the inviting outdoor living spaces set the stage for everything this exceptional home has to offer. Located within walking distance to waterfront restaurants, marinas & yacht clubs, the fully fenced backyard is perfect for entertaining, morning coffee, gathering with friends, or simply relaxing on warm summer evenings. Inside, this beautifully updated 4-bedroom, 3-bath home offers a versatile floor plan with two bedrooms and one full bath on the main level, plus two spacious upper-level bedrooms and two additional full baths. The thoughtfully curated design feels straight out of a Serena & Lily magazine, featuring designer lighting, stylish finishes, and a light, airy coastal aesthetic throughout. Additional highlights include a stone driveway/landing providing extra parking or flexible storage space. The unfinished basement offers exceptional storage for bikes, paddleboards, boating gear, lawn and garden equipment, or the potential to create a workshop, hobby room, or creative space tailored to your needs. Just moments from the heart of Eastport, this home delivers the perfect blend of coastal charm, comfort, and lifestyle in one of Annapolis’ most sought-after waterfront communities.

140 Jefferson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$999,999

Rare Opportunity to purchase in Windswept at Broad Creek. 16 Executive Homes in this cul-de-sac Koch Homes built neighborhood in Annapolis. Beautiful home at end of cul-de-sac backing to trees makes a perfect place to make your new home! 4 Bedrooms, Bonus Room in Basement as well as separate main level office makes this home ready for all your needs! Beautiful remodeled kitchen with maple cabinetry, stainless steel upgraded appliances; oven is a steam-assist convection oven. Center island and all countertops are Quartzite. Great entertaining floorplan with family room opening to breakfast area and kitchen. Go out your french sliders off the breakfast area and choose between your screened in porch or your open decks! You will find stunning picture boxes in your formal dining room as well as plantation shutters. These shutters are also in the family room and living room as well. You will find two gas fireplaces, one in the family room and one downstairs in your finished recreation room. For those who work out of their home, there is formal main level office with built-in bookcases as well as a spacious sitting area in the primary bedroom perfect for that second office space if needed. Upstairs you will find an enormous primary suite with sitting room as well as a primary bath with soaking tub and separate shower. The second bedroom also has it’s own bathroom attached. The third and fourth bedrooms as well as a third full bath round out the upstairs. Down in the basement you will find the recreation room as well as a gym and a wet bar. There is an unfinished storage area as well as a utility room to be kept for storage or future bedroom(s). All of this on a 1/3 of an acre, at the end of a cul-de-sac backing to trees in a great neighborhood in Annapolis! **PLEASE NOTE: Both sellers work out of the house so it will have daily updates as to times available to be shown.**. Feel free to reach out to listing agent with any questions.

4 Beds ⋅ 5 Baths

Rare Opportunity to purchase in Windswept at Broad Creek. 16 Executive Homes in this cul-de-sac Koch Homes built neighborhood in Annapolis. Beautiful home at end of cul-de-sac backing to trees makes a perfect place to make your new home! 4 Bedrooms, Bonus Room in Basement as well as separate main level office makes this home ready for all your needs! Beautiful remodeled kitchen with maple cabinetry, stainless steel upgraded appliances; oven is a steam-assist convection oven. Center island and all countertops are Quartzite. Great entertaining floorplan with family room opening to breakfast area and kitchen. Go out your french sliders off the breakfast area and choose between your screened in porch or your open decks! You will find stunning picture boxes in your formal dining room as well as plantation shutters. These shutters are also in the family room and living room as well. You will find two gas fireplaces, one in the family room and one downstairs in your finished recreation room. For those who work out of their home, there is formal main level office with built-in bookcases as well as a spacious sitting area in the primary bedroom perfect for that second office space if needed. Upstairs you will find an enormous primary suite with sitting room as well as a primary bath with soaking tub and separate shower. The second bedroom also has it’s own bathroom attached. The third and fourth bedrooms as well as a third full bath round out the upstairs. Down in the basement you will find the recreation room as well as a gym and a wet bar. There is an unfinished storage area as well as a utility room to be kept for storage or future bedroom(s). All of this on a 1/3 of an acre, at the end of a cul-de-sac backing to trees in a great neighborhood in Annapolis! **PLEASE NOTE: Both sellers work out of the house so it will have daily updates as to times available to be shown.**. Feel free to reach out to listing agent with any questions.

235 Ebb Point Ln, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

A rare opportunity for the true history enthusiast, this stunning Keith Anthony reproduction of the iconic Noah Webster Home, originally built in New England circa 1758, masterfully blends authentic colonial architecture with the comforts of modern living. Situated on a premium corner lot in the water-privileged community of Broadview Estates, just off Riva Road, this one-of-a-kind residence offers timeless character and exceptional craftsmanship throughout. Inside, authentic random-width pine flooring, exposed brick accents, and traditional plaster walls create a warm and inviting atmosphere. The main level features spacious living areas with two gas-burning fireplaces, a charming kitchen complete with a gas fireplace as well as a convenient first-floor bedroom and hallway half bath. French-inspired details and period-correct architectural elements make this home truly distinctive while seamlessly accommodating today's lifestyle. Upstairs, the primary suite offers a private retreat with its own woodburning fireplace and en suite bath, accompanied by 2 additional bedrooms and a full bathroom. In total, the home features four bedrooms and 2.5 baths, providing flexibility for family, guests, or remote work. The lower level offers additional living space and abundant storage, while the oversized two-car garage and expansive driveway provide ample parking. Outside, enjoy the large corner lot and fenced in brick patio, perfect for entertaining or relaxing on warm Maryland evenings with state of the art low voltage lighting that auto turns on around the exterior of the home for a stunning presentation at night. If you're searching for a home with character, history, and charm that stands apart from today's cookie-cutter designs, this extraordinary property is truly one of a kind.

$999,999

A rare opportunity for the true history enthusiast, this stunning Keith Anthony reproduction of the iconic Noah Webster Home, originally built in New England circa 1758, masterfully blends authentic colonial architecture with the comforts of modern living. Situated on a premium corner lot in the water-privileged community of Broadview Estates, just off Riva Road, this one-of-a-kind residence offers timeless character and exceptional craftsmanship throughout. Inside, authentic random-width pine flooring, exposed brick accents, and traditional plaster walls create a warm and inviting atmosphere. The main level features spacious living areas with two gas-burning fireplaces, a charming kitchen complete with a gas fireplace as well as a convenient first-floor bedroom and hallway half bath. French-inspired details and period-correct architectural elements make this home truly distinctive while seamlessly accommodating today's lifestyle. Upstairs, the primary suite offers a private retreat with its own woodburning fireplace and en suite bath, accompanied by 2 additional bedrooms and a full bathroom. In total, the home features four bedrooms and 2.5 baths, providing flexibility for family, guests, or remote work. The lower level offers additional living space and abundant storage, while the oversized two-car garage and expansive driveway provide ample parking. Outside, enjoy the large corner lot and fenced in brick patio, perfect for entertaining or relaxing on warm Maryland evenings with state of the art low voltage lighting that auto turns on around the exterior of the home for a stunning presentation at night. If you're searching for a home with character, history, and charm that stands apart from today's cookie-cutter designs, this extraordinary property is truly one of a kind.

355 Broadview Ln, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Taylor Properties.

$998,800

Discover an exceptional new property listing in the highly sought-after Kingsport community of Annapolis, MD, offering over 6,000 finished square feet of beautifully designed living space. This impressive home welcomes you with a dramatic two-story foyer and a stunning two-story family room with fireplace, creating an open and airy atmosphere perfect for both everyday living and entertaining. The main level with refinished hardwood floors includes dual staircases, a spacious living room, formal dining room, private office, full bath and convenient laundry room. The gourmet kitchen with island is a chef’s dream, flowing seamlessly into a bright morning room with access to the patio and hot tub, and private fenced backyard—perfect for indoor-outdoor living. Featuring five spacious bedrooms and five full baths, the home provides comfort and flexibility for modern lifestyles. On the upper level with all new carpet, the luxurious primary suite offers a private sitting area, fireplace, and two custom walk-in closets, along with a spa-like primary bath featuring dual vanities, a separate shower and soaking tub. The finished lower level expands the home’s versatility with a fifth bedroom, fifth full bath, a cozy fireplace, spacious rec room, and abundant extra storage. Upgrades include HVACs, flooring, cabinets, lighting and landscaping. Residents of Kingsport enjoy resort-style amenities including a community pool, private water access on Crab Creek for kayaking, and multiple tot lots, making this an ideal setting for both relaxation and recreation. Conveniently located to Baltimore and Washington, DC.

5 Beds ⋅ 5 Baths

Discover an exceptional new property listing in the highly sought-after Kingsport community of Annapolis, MD, offering over 6,000 finished square feet of beautifully designed living space. This impressive home welcomes you with a dramatic two-story foyer and a stunning two-story family room with fireplace, creating an open and airy atmosphere perfect for both everyday living and entertaining. The main level with refinished hardwood floors includes dual staircases, a spacious living room, formal dining room, private office, full bath and convenient laundry room. The gourmet kitchen with island is a chef’s dream, flowing seamlessly into a bright morning room with access to the patio and hot tub, and private fenced backyard—perfect for indoor-outdoor living. Featuring five spacious bedrooms and five full baths, the home provides comfort and flexibility for modern lifestyles. On the upper level with all new carpet, the luxurious primary suite offers a private sitting area, fireplace, and two custom walk-in closets, along with a spa-like primary bath featuring dual vanities, a separate shower and soaking tub. The finished lower level expands the home’s versatility with a fifth bedroom, fifth full bath, a cozy fireplace, spacious rec room, and abundant extra storage. Upgrades include HVACs, flooring, cabinets, lighting and landscaping. Residents of Kingsport enjoy resort-style amenities including a community pool, private water access on Crab Creek for kayaking, and multiple tot lots, making this an ideal setting for both relaxation and recreation. Conveniently located to Baltimore and Washington, DC.

726 Pearson Point Pl, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Rare opportunity to buy into Annapolis Cove. Enjoy full water privileges and option for membership in the Bay Ridge Pool Club located in the adjacent Bay Ridge community. This extra-roomy 5 bedroom colonial is situated on the large corner lot of a quiet cul-de-sac. A newly renovated basement with a separate entrance can be used for a nanny or as a mother-in-law suite. The first floor features a two-story family room, informal dining area, formal dining room, formal living room, half bathroom, and a sunroom. The family room leads directly to a large screened porch adjacent to a brick patio which overlooks a generous fenced-in yard. Upstairs features a spacious loft, a large primary suite, and three additional bedrooms and bathrooms. Hardwood floors throughout the first and second floors. Portable generator and garage refrigerator convey. Kitchen includes all new appliances and reverse osmosis water system. This is a rare availability in the community of Annapolis Cove, which boasts piers, a dinghy dock, a picnic area on Lake Ogleton, and many community events/activities.

$985,000

5 Beds ⋅ 5 Baths

Rare opportunity to buy into Annapolis Cove. Enjoy full water privileges and option for membership in the Bay Ridge Pool Club located in the adjacent Bay Ridge community. This extra-roomy 5 bedroom colonial is situated on the large corner lot of a quiet cul-de-sac. A newly renovated basement with a separate entrance can be used for a nanny or as a mother-in-law suite. The first floor features a two-story family room, informal dining area, formal dining room, formal living room, half bathroom, and a sunroom. The family room leads directly to a large screened porch adjacent to a brick patio which overlooks a generous fenced-in yard. Upstairs features a spacious loft, a large primary suite, and three additional bedrooms and bathrooms. Hardwood floors throughout the first and second floors. Portable generator and garage refrigerator convey. Kitchen includes all new appliances and reverse osmosis water system. This is a rare availability in the community of Annapolis Cove, which boasts piers, a dinghy dock, a picnic area on Lake Ogleton, and many community events/activities.

1205 Britania Ln, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Executive.

$980,000

Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and location. A stunning two-story addition creates an expansive main-level family room and an unforgettable upper-level bedroom featuring a loft and an incredible built-in slide—sure to be a favorite for kids and guests alike. The thoughtfully designed upper level also includes the convenience of a laundry room and ALL five bedrooms. The kitchen was tastefully updated in 2026 with new appliances, making it ready for everyday living and entertaining. Step outside to a fully fenced backyard that backs directly to the Goshen Farm Preservation Society, where you’ll enjoy scenic walking trails, community events, and peaceful natural surroundings right outside your gate. Convenience is another highlight of this home. Just a short walk away, you’ll find a neighborhood shopping center with a grocery store, coffee shop, restaurants, hair and nail salons, and other everyday essentials. Multiple parks are also within walking distance, making this an ideal location for enjoying an active lifestyle.

Welcome home to this beautifully updated 5-bedroom, 3.5-bath residence offering the perfect blend of space, style, and location. A stunning two-story addition creates an expansive main-level family room and an unforgettable upper-level bedroom featuring a loft and an incredible built-in slide—sure to be a favorite for kids and guests alike. The thoughtfully designed upper level also includes the convenience of a laundry room and ALL five bedrooms. The kitchen was tastefully updated in 2026 with new appliances, making it ready for everyday living and entertaining. Step outside to a fully fenced backyard that backs directly to the Goshen Farm Preservation Society, where you’ll enjoy scenic walking trails, community events, and peaceful natural surroundings right outside your gate. Convenience is another highlight of this home. Just a short walk away, you’ll find a neighborhood shopping center with a grocery store, coffee shop, restaurants, hair and nail salons, and other everyday essentials. Multiple parks are also within walking distance, making this an ideal location for enjoying an active lifestyle.

1408 Cape St Claire Rd, Annapolis

Listing courtesy of Home Towne Real Estate. Contact:

Selling Office: Deep Roots Real Estate.

$979,000

Step into pure elegance and comfort with this stunning Colonial nestled in the coveted St. Margaret’s Landing community. From the moment you cross the threshold of this meticulously maintained home, you’ll be captivated by the thoughtful design, vibrant upgrades, and remarkable attention to detail. Greeted by a grand entrance and gleaming oak wood floors, the main level beckons with an open, light-filled floor plan. The formal living and dining rooms exude sophistication, while the abundance of closet space, a convenient powder room, and a spacious laundry/mudroom add practicality to the mix. The main level also features one of two exceptional owner’s suites, complete with dual walk-in closets and a fully renovated spa-like en-suite bath boasting a flat bottom tub, separate tile shower, dual vanity, and heated tile flooring. The heart of the home—a chef’s kitchen—shines with granite countertops, island, and sleek stainless steel appliances. It seamlessly flows into the inviting family room, where a cozy gas fireplace promises warm gatherings on chilly evenings. Head upstairs to discover the second owner’s suite, equally impressive with its two walk-in closets and private en-suite bath. The upper level also offers three generously sized bedrooms and an additional full bath, ensuring plenty of space for everyone. The lower level is an entertainer’s delight, featuring a finished basement with wet bar, full bathroom, and ample storage. But the true showstopper lies outside: a backyard oasis that dreams are made of. Imagine summers spent lounging by the heated, saltwater inground pool, surrounded by lush landscaping and custom hardscaping. This oversized, fully fenced lot boasts not only the pool area, but plenty of green space for pets and play. The fountain feature of the pool and patio create the perfect backdrop for outdoor gatherings. Located just moments from Route 50, Sandy Point, the Bay Bridge, downtown Annapolis, and Westfield/Town Centre malls, this property combines serenity with unbeatable convenience. This is more than a house—it’s the lifestyle you’ve been waiting for. Welcome home!

5 Beds ⋅ 5 Baths

Step into pure elegance and comfort with this stunning Colonial nestled in the coveted St. Margaret’s Landing community. From the moment you cross the threshold of this meticulously maintained home, you’ll be captivated by the thoughtful design, vibrant upgrades, and remarkable attention to detail. Greeted by a grand entrance and gleaming oak wood floors, the main level beckons with an open, light-filled floor plan. The formal living and dining rooms exude sophistication, while the abundance of closet space, a convenient powder room, and a spacious laundry/mudroom add practicality to the mix. The main level also features one of two exceptional owner’s suites, complete with dual walk-in closets and a fully renovated spa-like en-suite bath boasting a flat bottom tub, separate tile shower, dual vanity, and heated tile flooring. The heart of the home—a chef’s kitchen—shines with granite countertops, island, and sleek stainless steel appliances. It seamlessly flows into the inviting family room, where a cozy gas fireplace promises warm gatherings on chilly evenings. Head upstairs to discover the second owner’s suite, equally impressive with its two walk-in closets and private en-suite bath. The upper level also offers three generously sized bedrooms and an additional full bath, ensuring plenty of space for everyone. The lower level is an entertainer’s delight, featuring a finished basement with wet bar, full bathroom, and ample storage. But the true showstopper lies outside: a backyard oasis that dreams are made of. Imagine summers spent lounging by the heated, saltwater inground pool, surrounded by lush landscaping and custom hardscaping. This oversized, fully fenced lot boasts not only the pool area, but plenty of green space for pets and play. The fountain feature of the pool and patio create the perfect backdrop for outdoor gatherings. Located just moments from Route 50, Sandy Point, the Bay Bridge, downtown Annapolis, and Westfield/Town Centre malls, this property combines serenity with unbeatable convenience. This is more than a house—it’s the lifestyle you’ve been waiting for. Welcome home!

1610 Stern Ct, Annapolis

Listing courtesy of Compass. Contact:

OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial blends classic architecture with fresh coastal-inspired updates throughout. Newly repainted in coastal-themed colors, the home feels light, airy, and welcoming from the moment you enter. Inside, you are greeted by a grand two-story foyer, designer light fixtures throughout, and solid hardwood floors across the main level. A private first-floor home office offers the perfect work-from-home setup, while the lovely dining room flows seamlessly into the open-concept kitchen, family room, and sunroom, creating an ideal space for entertaining and everyday living. The fabulous kitchen features bright white cabinetry, granite countertops, stainless steel appliances, a marble backsplash, and an abundance of natural light. Upstairs, you’ll find three generously sized guest bedrooms and a classic navy-and-white guest bathroom on one side of the home, while the opposite wing is dedicated to the massive primary suite featuring double walk-in closets, a spacious en suite bathroom, and a second home office or exercise room — whatever best fits your lifestyle. The fully finished lower level adds even more flexibility with a fun party and recreation space, a brand-new full bathroom, and a private fifth bedroom that is perfect for guests, an au pair suite, or multigenerational living. A newer roof, three zoned HVAC (2017), new 80-gallon hybrid water heater (2025) add efficiency and peace of mind, along with a transferable home warranty for the next owner. Windfern Forest residents enjoy exceptional South River amenities, including water access, a fishing pier and dock with kayak and SUP storage, picnic areas, basketball hoops, and the kind of welcoming neighborhood atmosphere that makes every day feel like vacation living in Annapolis. Come tour this stunning home and make it yours. Welcome home!

$975,000

OPEN HOUSE CANCELLED - Thank you for all the interest in this lovely home! Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial blends classic architecture with fresh coastal-inspired updates throughout. Newly repainted in coastal-themed colors, the home feels light, airy, and welcoming from the moment you enter. Inside, you are greeted by a grand two-story foyer, designer light fixtures throughout, and solid hardwood floors across the main level. A private first-floor home office offers the perfect work-from-home setup, while the lovely dining room flows seamlessly into the open-concept kitchen, family room, and sunroom, creating an ideal space for entertaining and everyday living. The fabulous kitchen features bright white cabinetry, granite countertops, stainless steel appliances, a marble backsplash, and an abundance of natural light. Upstairs, you’ll find three generously sized guest bedrooms and a classic navy-and-white guest bathroom on one side of the home, while the opposite wing is dedicated to the massive primary suite featuring double walk-in closets, a spacious en suite bathroom, and a second home office or exercise room — whatever best fits your lifestyle. The fully finished lower level adds even more flexibility with a fun party and recreation space, a brand-new full bathroom, and a private fifth bedroom that is perfect for guests, an au pair suite, or multigenerational living. A newer roof, three zoned HVAC (2017), new 80-gallon hybrid water heater (2025) add efficiency and peace of mind, along with a transferable home warranty for the next owner. Windfern Forest residents enjoy exceptional South River amenities, including water access, a fishing pier and dock with kayak and SUP storage, picnic areas, basketball hoops, and the kind of welcoming neighborhood atmosphere that makes every day feel like vacation living in Annapolis. Come tour this stunning home and make it yours. Welcome home!

534 Post Oak Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: TTR Sotheby's International Realty.

$975,000

Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day. Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting. The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas. Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.

3 Beds ⋅ 2 Baths

Welcome to 1717 Porters Hill Road, a light-filled contemporary home designed around volume and a seamless connection to its natural surroundings. Framed by expansive windows and soaring architectural lines, the home offers a fresh, airy interior where natural light moves beautifully throughout the day. Inside, the main living spaces unfold with an open floor plan that feels both modern and inviting. Wide-plank flooring and warm wood accents create a clean, elevated backdrop, while dramatic windows and vaulted ceilings bring a sense of scale and calm. The living area is anchored by walls of glass that open to the surrounding decks, offering a peaceful, almost treehouse-like setting. The home offers three bedrooms and two full bathrooms, including a convenient main-level bedroom that provides flexibility for guests, a home office, or single-level living. The kitchen is bright and streamlined, featuring white cabinetry, stainless steel appliances, a classic tile backsplash, and generous counter space. The relation to the main living and dining areas makes everyday living easy, while also creating an effortless flow for entertaining. Upstairs, two additional bedrooms share a hall bath, providing a thoughtful layout with private spaces tucked away from the main gathering areas. Outdoor living is equally inviting, with an expansive deck wrapping around the home and overlooking Luce Creek. With 163 ft of waterfrontage, the sense of privacy is unmatched and offers ample opportunity to enjoy the surroundings. Super private location, but it’s a short drive to downtown Annapolis and commute routes.

1717 Porters Hill Rd, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Monument Sotheby's International Realty.

$975,000

Welcome to 46 Lafayette Ave, where one of Annapolis's most walkable addresses meets timeless Craftsman charm. Tucked in the heart of historic Murray Hill, you're steps from Lafayette Waterfront Park, West Street's shops and restaurants, and all the energy of downtown Annapolis. Come home to original heart-of-pine floors, a stunning gourmet kitchen with marble island, stainless appliances, and subway tile backsplash, all flowing easily into dining and living spaces made for gathering. Thoughtful details abound including custom plantation shutters, upgraded lighting, first-floor laundry, and a covered front porch perfect for watching the neighborhood go by. Three finished levels offer four bedrooms plus a sitting area and home office, and the private backyard patio is ideal for al fresco dining. Ample off-street parking and a full unfinished basement round out the practicality. Major updates since 2018 include roof, HVAC, and exterior. Homes like this, with this location don't come along often.

4 Beds ⋅ 2 Baths

Welcome to 46 Lafayette Ave, where one of Annapolis's most walkable addresses meets timeless Craftsman charm. Tucked in the heart of historic Murray Hill, you're steps from Lafayette Waterfront Park, West Street's shops and restaurants, and all the energy of downtown Annapolis. Come home to original heart-of-pine floors, a stunning gourmet kitchen with marble island, stainless appliances, and subway tile backsplash, all flowing easily into dining and living spaces made for gathering. Thoughtful details abound including custom plantation shutters, upgraded lighting, first-floor laundry, and a covered front porch perfect for watching the neighborhood go by. Three finished levels offer four bedrooms plus a sitting area and home office, and the private backyard patio is ideal for al fresco dining. Ample off-street parking and a full unfinished basement round out the practicality. Major updates since 2018 include roof, HVAC, and exterior. Homes like this, with this location don't come along often.

46 Lafayette Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Sold in Office Exclusive by Mary Ann Zaruba. Saint Margarets coveted Beechwood on the Burley is the sweet spot for this desirable 5 bedroom 3.5 bath Colonial located off one-way Pleasant Plains Road, past the pastoral sod farms of open space. It offers a convenient back way to downtown Annapolis while enjoying the top Broadneck schools. The neighborhood exudes tranquility of times past allowing residents to walk to the private water access on Burley Creek, the playground, and build strong community connections. This is one of nine Colonial homes constructed by Utz builders in 2001 on a double-deep lot. The property features a front porch framed by a new transom and side lights door, which floods the high ceilings and additional windows with sunlight. The red oak hardwood flooring extends throughout the main level and the upstairs five-bedroom level. The redesigned floorplan seamlessly integrates open spaces, as evidenced by the removal of walls and the addition of pillars during the 2013 kitchen renovation. This renovation included soft-close 42-inch white cabinetry, Cambria Quartz countertops, a man-made composite farm sink, a Bosch dishwasher, new appliances, and French doors that open to a deck and park-like yard. The beautifully landscaped yard features Maryland native plantings that are easy to maintain and attract birds, butterflies, and other wildlife pollinators. The main level includes a living room, dining room, family room, kitchen, bathroom, mudroom, and French doors leading to a private office. The upstairs level boasts five bedrooms, a spacious mudroom, and both bathrooms have been updated with elegant selections. The primary bedroom features two walk-in closets with organizers and a newer frameless walk-in shower with a pebble floor and decorative tile. It also includes a separate soaking tub and dual sinks in a contemporary, airy space. The lower level houses a sixth bedroom with egress, a full bathroom, and a large rec room suitable for playing, watching movies, exercising, storing extra items, hosting Mids, and featuring an outside exit. Every exterior door is equipped with a keyless keypad. The roof was replaced in 2018, and the deck was also renovated in 2018. The two heat pumps are seven years old. This seller has meticulously maintained the property, ensuring a seamless transition into this cherished home without the need for extensive renovations.

$970,610

6 Beds ⋅ 4 Baths

Sold in Office Exclusive by Mary Ann Zaruba. Saint Margarets coveted Beechwood on the Burley is the sweet spot for this desirable 5 bedroom 3.5 bath Colonial located off one-way Pleasant Plains Road, past the pastoral sod farms of open space. It offers a convenient back way to downtown Annapolis while enjoying the top Broadneck schools. The neighborhood exudes tranquility of times past allowing residents to walk to the private water access on Burley Creek, the playground, and build strong community connections. This is one of nine Colonial homes constructed by Utz builders in 2001 on a double-deep lot. The property features a front porch framed by a new transom and side lights door, which floods the high ceilings and additional windows with sunlight. The red oak hardwood flooring extends throughout the main level and the upstairs five-bedroom level. The redesigned floorplan seamlessly integrates open spaces, as evidenced by the removal of walls and the addition of pillars during the 2013 kitchen renovation. This renovation included soft-close 42-inch white cabinetry, Cambria Quartz countertops, a man-made composite farm sink, a Bosch dishwasher, new appliances, and French doors that open to a deck and park-like yard. The beautifully landscaped yard features Maryland native plantings that are easy to maintain and attract birds, butterflies, and other wildlife pollinators. The main level includes a living room, dining room, family room, kitchen, bathroom, mudroom, and French doors leading to a private office. The upstairs level boasts five bedrooms, a spacious mudroom, and both bathrooms have been updated with elegant selections. The primary bedroom features two walk-in closets with organizers and a newer frameless walk-in shower with a pebble floor and decorative tile. It also includes a separate soaking tub and dual sinks in a contemporary, airy space. The lower level houses a sixth bedroom with egress, a full bathroom, and a large rec room suitable for playing, watching movies, exercising, storing extra items, hosting Mids, and featuring an outside exit. Every exterior door is equipped with a keyless keypad. The roof was replaced in 2018, and the deck was also renovated in 2018. The two heat pumps are seven years old. This seller has meticulously maintained the property, ensuring a seamless transition into this cherished home without the need for extensive renovations.

610 Burley Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: Non Subscribing Office.

$959,000

Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.”

Beautifully updated and thoughtfully designed, this four-bedroom home offers exceptional indoor and outdoor living in the prestigious Annapolis waterfront community of Epping Forest. Where waterfront living and exceptional amenities combine to create an unparalleled lifestyle. This sought-after, water-privileged neighborhood features a new deep-water marina, wooded trails, a clubhouse overlooking the Severn River, tennis, pickleball and basketball courts, parks, and two sandy beaches perfect for swimming, relaxing, or launching your next adventure on the water. Inside, this beautifully designed home offers four spacious bedrooms, including a convenient main-level bedroom, ideal for guests, multigenerational living, or a private home office. The open, light-filled floor plan welcomes you with abundant natural light, effortless flow, and oak hardwood floors throughout, creating inviting spaces for both everyday living and entertaining. The chef’s kitchen is thoughtfully appointed with premium GE Café appliances, striking Blue-Eyed granite countertops, and abundant cabinetry, making meal preparation both functional and enjoyable. Just beyond, the inviting living room is anchored by a charming enclosed wood-burning fireplace, creating a warm and welcoming atmosphere throughout the seasons. The spacious dining area opens directly to the side patio, seamlessly extending indoor living and entertaining outdoors. Upstairs, the luxurious primary suite serves as a private retreat, featuring an expansive walk-in closet and a spa-inspired ensuite bath designed for relaxation. A charming Juliet balcony offers the perfect spot to enjoy a cool evening breeze or a quiet morning coffee. Two additional bedrooms and a well-appointed full bathroom provide comfortable accommodations for family and guests. The bright, finished lower level offers exceptional flexibility, with generous space for a recreation room, fitness area, media room, or home office. A large utility room with walk-out access to the rear patio adds both convenience and functionality. Outdoor living is equally impressive. The private patio provides an ideal setting for al fresco dining, morning coffee, or relaxing at the end of the day. Gather around the inviting fire pit on cool evenings, while the charming garden shed keeps outdoor essentials neatly organized. Beyond, a second secluded garden creates a peaceful retreat with plenty of room for family, friends, and pets to enjoy. The professionally landscaped and hardscaped grounds provide season-long color, beauty, and privacy, creating a tranquil outdoor oasis. Combining timeless style, thoughtful design, and the unmatched lifestyle of Epping Forest, this exceptional home offers a rare opportunity to experience the very best of Annapolis waterfront living. Epping Forest is a Special Tax District with an annual assessment of $2,003 and is governed by community Rules and Regulations.”

1724 Robinhood Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Northrop Realty.

$955,000

Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2018 & 2020. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes.

4 Beds ⋅ 4 Baths

Tax records are incorrect the house has approximately 4000 square feet of living space. English Tudor featuring large slate patio, flagstone retaining wall and small covered front porch, surrounded by mature trees and extensive landscaping. HVAC 2 zone system replaced with high efficiency units in 2018 & 2020. Driveway repaved and expanded in 2020. Great room with cathedral beamed ceiling, wide blank redwood walls, floor to ceiling brick fireplace, and Andersen slider to deck. Oversized 2 car garage with floored attic above for future expansion. Drywell was replaced and expanded in 2015. Exterior trim boards replaced in 2024. Rear deck is 45ft.x16ft. built for large gatherings. Back yard is level with ample play area and room for a pool, overlooks wooded community open space. Spacious living room with hardwood floors and brick fireplace. Gourmet kitchen features solid cherry cabinets, stainless steel upgraded appliance package and large kitchen island with quartz top. First floor guest room with wood floors and large closet with shelving.Three of the four bathrooms have been renovated. Lower level has large clubroom, office/study and full bath with walk-in shower. Large storage room with built-in storage. Community has water access to Saltworks Creek with fishing pier & dock for canoes and Kayaks. Sidewalks for walking your favorite pet or walking for exercise. Convenient location for commuting to DC or Baltimore, 20 minutes to BWI Airport and five miles to Annapolis historic District and Naval Academy. Tons of great restaurants close by and lots of shopping within 5 minutes.

553 Choptank Cove Ct, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

Selling Office: Redfin Corp.

$955,000

PRICE IMPROVEMENT! Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest. Enjoy winter waterviews of Saltworks Creek and soak in the wonders of nature from the cozy porch, one of two bedroom balconies, expansive main level back deck (2023) or large paver patio. An abundance of square footage, offering 3 levels of living space including a large recreation room off of the updated kitchen, separate dining room, 5 bedrooms, 3 ½ baths, and finished walk out basement. The grand primary ensuite is the wow factor, with stand-alone fireplace, vaulted ceiling and updated bathroom with separate dressing room (2026). The remaining 4 bedrooms (one with a fireplace) do not disappoint continuing the connection to the outdoors offering natural light and expansive woodland views. Lovingly maintained, this home offers peace of mind with the roof installed in 2021, HVAC in 2026, owned water treatment/conditioning system in 2024, updated radon mitigation system in 2025, and new wall to wall carpet in the living room and stairs in 2026. The 2 freestanding wood stoves and 2 wood burning insert fireplaces are sold as is. No HOA and an ideal, rarely offered location, minutes from downtown, Route 50, I 97, and everything Annapolis has to offer. Welcome home!

PRICE IMPROVEMENT! Welcome to 120 Kingswood Road, a sanctuary offering privacy, comfort and charm tucked away on a secluded 3.00 +/- acre lot. Located in one of Annapolis' most peaceful cul-de-sacs, this home immediately impresses with a long, level, trail-like driveway, leading to a show stopping reveal of contemporary style living at its finest. Enjoy winter waterviews of Saltworks Creek and soak in the wonders of nature from the cozy porch, one of two bedroom balconies, expansive main level back deck (2023) or large paver patio. An abundance of square footage, offering 3 levels of living space including a large recreation room off of the updated kitchen, separate dining room, 5 bedrooms, 3 ½ baths, and finished walk out basement. The grand primary ensuite is the wow factor, with stand-alone fireplace, vaulted ceiling and updated bathroom with separate dressing room (2026). The remaining 4 bedrooms (one with a fireplace) do not disappoint continuing the connection to the outdoors offering natural light and expansive woodland views. Lovingly maintained, this home offers peace of mind with the roof installed in 2021, HVAC in 2026, owned water treatment/conditioning system in 2024, updated radon mitigation system in 2025, and new wall to wall carpet in the living room and stairs in 2026. The 2 freestanding wood stoves and 2 wood burning insert fireplaces are sold as is. No HOA and an ideal, rarely offered location, minutes from downtown, Route 50, I 97, and everything Annapolis has to offer. Welcome home!

120 Kingswood Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Non Subscribing Office.

$950,000

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers the rare opportunity to enjoy a home that has been thoughtfully and extensively updated throughout while embracing the exceptional lifestyle that makes this neighborhood so beloved. Just steps from the community marina, waterfront park, swimming pool, tennis and basketball courts, playground, and walking paths, you'll quickly discover why so many families choose to call Anchorage home. Here, children ride bikes until sunset, neighbors wave from their front porches, friends gather at the marina, dogs are walked along quiet tree-lined streets, and every season brings community events and lasting friendships. Beautifully finished living space blends timeless style with everyday comfort. Rich hardwood floors, elegant finishes, updated baths, designer lighting, and beautifully renovated living spaces create a fresh, move-in ready home where every room reflects quality and care. The stunning gourmet inspired kitchen serves as the heart of the home, opening effortlessly to a sunny breakfast nook where mornings begin over coffee and family breakfasts before school. For larger celebrations, the spacious formal dining room easily accommodates holiday dinners, Thanksgiving feasts, birthday celebrations, and gatherings that become treasured family traditions. Designed for the way families truly live, the spacious living areas offer room to spread out, entertain, or simply relax together beside one of two cozy gas fireplaces. Five generously sized bedrooms and three full baths provide exceptional flexibility for growing families, guests, home offices, or multigenerational living, while the oversized two-car garage offers abundant storage for vehicles, bicycles, paddleboards, kayaks, tools, and everything needed to enjoy life on the Chesapeake Bay. Outdoor living is equally inviting. The expansive deck becomes a favorite place to unwind after a long day, whether enjoying dinner under the open sky, hosting summer barbecues, watching the kids and dogs play in the yard, or ending the evening beneath the stars with family and friends. The screened porch offers the perfect retreat to enjoy fresh Chesapeake breezes from spring through fall, making every season feel just a little more special. Living in Anchorage is about far more than owning a beautiful home—it's about becoming part of one of Annapolis' most welcoming waterfront communities, where neighbors know one another, children grow up together, evening walks are a daily tradition, and the marina, pool, parks, and waterfront become an extension of your own backyard. Just minutes from Historic Annapolis, Eastport, Quiet Waters Park, premier shopping, dining, and major commuter routes, 3115 Starboard Drive offers the perfect balance of updated luxury, community connection, and the Chesapeake Bay lifestyle so many dream of but few ever experience.

5 Beds ⋅ 3 Baths

Perfectly positioned on a beautifully landscaped corner lot in the heart of Anchorage, one of Annapolis' most coveted waterfront communities, 3115 Starboard Drive offers the rare opportunity to enjoy a home that has been thoughtfully and extensively updated throughout while embracing the exceptional lifestyle that makes this neighborhood so beloved. Just steps from the community marina, waterfront park, swimming pool, tennis and basketball courts, playground, and walking paths, you'll quickly discover why so many families choose to call Anchorage home. Here, children ride bikes until sunset, neighbors wave from their front porches, friends gather at the marina, dogs are walked along quiet tree-lined streets, and every season brings community events and lasting friendships. Beautifully finished living space blends timeless style with everyday comfort. Rich hardwood floors, elegant finishes, updated baths, designer lighting, and beautifully renovated living spaces create a fresh, move-in ready home where every room reflects quality and care. The stunning gourmet inspired kitchen serves as the heart of the home, opening effortlessly to a sunny breakfast nook where mornings begin over coffee and family breakfasts before school. For larger celebrations, the spacious formal dining room easily accommodates holiday dinners, Thanksgiving feasts, birthday celebrations, and gatherings that become treasured family traditions. Designed for the way families truly live, the spacious living areas offer room to spread out, entertain, or simply relax together beside one of two cozy gas fireplaces. Five generously sized bedrooms and three full baths provide exceptional flexibility for growing families, guests, home offices, or multigenerational living, while the oversized two-car garage offers abundant storage for vehicles, bicycles, paddleboards, kayaks, tools, and everything needed to enjoy life on the Chesapeake Bay. Outdoor living is equally inviting. The expansive deck becomes a favorite place to unwind after a long day, whether enjoying dinner under the open sky, hosting summer barbecues, watching the kids and dogs play in the yard, or ending the evening beneath the stars with family and friends. The screened porch offers the perfect retreat to enjoy fresh Chesapeake breezes from spring through fall, making every season feel just a little more special. Living in Anchorage is about far more than owning a beautiful home—it's about becoming part of one of Annapolis' most welcoming waterfront communities, where neighbors know one another, children grow up together, evening walks are a daily tradition, and the marina, pool, parks, and waterfront become an extension of your own backyard. Just minutes from Historic Annapolis, Eastport, Quiet Waters Park, premier shopping, dining, and major commuter routes, 3115 Starboard Drive offers the perfect balance of updated luxury, community connection, and the Chesapeake Bay lifestyle so many dream of but few ever experience.

3115 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au pair suite that includes a kitchen, both a full AND a half bath, a 2nd laundry, and not one but two bedrooms! A huge bonus and sheer perfection for guests, multigenerational living, a theater room, or an extended entertaining space. The stunning main-level kitchen is designed to impress, featuring sparkling granite countertops, a massive center island, custom cabinetry, and convenient access via a fun and functional secondary staircase. The kitchen opens seamlessly to the dramatic two-story Great Room, highlighted by a cozy gas fireplace, soaring windows, and elegant custom wood blinds that run throughout the main level. Beautifully maintained hardwood floors run throughout the home, adding warmth and timeless appeal. Outside, the pristine driveway with ample parking and an oversized two-car garage with built-in cabinets and fantastic storage space for gardening, landscaping, and recreational needs. Situated on nearly a quarter-acre lot, the property is the best location in the neighborhood, just two short blocks from the community pool, clubhouse, playgrounds, water access for kayaking and fishing, and scenic walking and biking trails. This exceptional property offers the perfect blend of comfort, elegance, and convenience. Located only 10 minutes from Downtown Annapolis, this home provides the tranquility of private community living without sacrificing easy access to shopping, dining, and waterfront attractions. This elegant home truly checks every box — offering exceptional space, thoughtful upgrades, outstanding community amenities, and an unbeatable Annapolis location.

$950,000

6 Beds ⋅ 6 Baths

Two houses for the price of one! 704 Caleb Lane includes an amazing garden apartment, perfect for an in-law or au pair! It is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au pair suite that includes a kitchen, both a full AND a half bath, a 2nd laundry, and not one but two bedrooms! A huge bonus and sheer perfection for guests, multigenerational living, a theater room, or an extended entertaining space. The stunning main-level kitchen is designed to impress, featuring sparkling granite countertops, a massive center island, custom cabinetry, and convenient access via a fun and functional secondary staircase. The kitchen opens seamlessly to the dramatic two-story Great Room, highlighted by a cozy gas fireplace, soaring windows, and elegant custom wood blinds that run throughout the main level. Beautifully maintained hardwood floors run throughout the home, adding warmth and timeless appeal. Outside, the pristine driveway with ample parking and an oversized two-car garage with built-in cabinets and fantastic storage space for gardening, landscaping, and recreational needs. Situated on nearly a quarter-acre lot, the property is the best location in the neighborhood, just two short blocks from the community pool, clubhouse, playgrounds, water access for kayaking and fishing, and scenic walking and biking trails. This exceptional property offers the perfect blend of comfort, elegance, and convenience. Located only 10 minutes from Downtown Annapolis, this home provides the tranquility of private community living without sacrificing easy access to shopping, dining, and waterfront attractions. This elegant home truly checks every box — offering exceptional space, thoughtful upgrades, outstanding community amenities, and an unbeatable Annapolis location.

704 Caleb Ln, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact:

Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass, all while resting atop a canopy of privacy and magestic trees. Boasting a gorgeous state of the art Kenwood kitchen with custom cabinetry, smart technology appliances , quartz countertops, farm sink , gas range , porcelain flooring and soaring ceilings , this is truly an entertainer's delight! The main level main level offers a cozy gas fireplace , walls of glass to capture the views, Brazilian bamboo flooring, 3 generously sized bedrooms, two full bathrooms and a transition to the incredible screened in porch and expansive trex deck to enjoy your sunrises with a cup of coffee! The expansive lower level provides another level of gracious living offering an additional living room with gas fireplace, full bedroom and bathroom, gym or flex space, storage and walk out to another fully screened in porch! Transitioning to the private back yard oasis, take a swim in the therapeutic swim spa, enjoy a cozy evening around the firepit or relax on the porch with a glass of wine, all while enjoying the tranquil views of Lake Ogleton! The vibrant community of Annapolis Roads is amenity rich offering a sandy beach with sweeping views of the Chesapeake Bay, a waterfront pavilion , playground & firepit , community dock , boat ramp, walking trails in Ogleton Woods & numerous community events - all within walking distance to the home! There is no HOA- it is a special tax district with the tax included in the owners property tax. Minutes from downtown Annapolis, shops and restaurants and close to communting routes, this exceptional home has it all- in fact, it's more than a home, it's a lifestyle!

$950,000

Nestled in the highly sought-after community of Annapolis Roads, this stunning Coastal Contemporary residence offers a rare blend of sophistication, privacy and the quintessential Annapolis lifestyle. Flawlessly designed for comfort and entertainment, this elegant home is seemlessly updated to capture peaceful water views from large picture windows and walls of glass, all while resting atop a canopy of privacy and magestic trees. Boasting a gorgeous state of the art Kenwood kitchen with custom cabinetry, smart technology appliances , quartz countertops, farm sink , gas range , porcelain flooring and soaring ceilings , this is truly an entertainer's delight! The main level main level offers a cozy gas fireplace , walls of glass to capture the views, Brazilian bamboo flooring, 3 generously sized bedrooms, two full bathrooms and a transition to the incredible screened in porch and expansive trex deck to enjoy your sunrises with a cup of coffee! The expansive lower level provides another level of gracious living offering an additional living room with gas fireplace, full bedroom and bathroom, gym or flex space, storage and walk out to another fully screened in porch! Transitioning to the private back yard oasis, take a swim in the therapeutic swim spa, enjoy a cozy evening around the firepit or relax on the porch with a glass of wine, all while enjoying the tranquil views of Lake Ogleton! The vibrant community of Annapolis Roads is amenity rich offering a sandy beach with sweeping views of the Chesapeake Bay, a waterfront pavilion , playground & firepit , community dock , boat ramp, walking trails in Ogleton Woods & numerous community events - all within walking distance to the home! There is no HOA- it is a special tax district with the tax included in the owners property tax. Minutes from downtown Annapolis, shops and restaurants and close to communting routes, this exceptional home has it all- in fact, it's more than a home, it's a lifestyle!

2654 Ogleton Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Annapolis Turnkey Luxury Colonial - Coastal Elegance, Timeless Charm & Exceptional Privacy in Anchorage: Welcome to 1130 Mainsail Drive, a beautifully renovated Colonial nestled in a tranquil corner of Anchorage, one of Annapolis’ sought-after waterfront communities. Set on 0.55 acres along a peaceful, low-traffic street, this exceptional 3-bedroom, 2.5-bath residence offers approximately 2,300 square feet of thoughtfully designed living space, plus a basement and attached garage. Surrounded by mature landscaping and an expansive private backyard backing to woods, the property offers a rare combination of tranquility, privacy, and the distinctive waterfront-community lifestyle of Anchorage. From the moment you arrive, the home’s classic colonial architecture and inviting character set the tone. Inside, a fully renovated, stunning open floor plan with kitchen, family, living and dining areas that blends timeless craftsmanship with sophisticated modern finishes. Hardwood floors extend throughout the main and upper levels, complemented by elegant pine ceilings and an abundance of recessed LED lighting. At the heart of the home is a spectacular gourmet chef’s kitchen, thoughtfully designed for both entertaining and everyday living. The custom renovation features soapstone countertops, a marble mosaic backsplash, a dramatic 7.5’ x 4.5’ marble-topped island illuminated by nautical-inspired pendant lighting, and elegant Martha Stewart Hampton cabinetry with soft-close drawers. Stainless steel appliances and a five-burner gas range complete this beautifully appointed culinary space. The home’s living spaces are equally inviting. The living room features a gas fireplace framed by mosaic tile and elegant built-ins, accented by sophisticated sconces and plantation shutters. The family room offers a second gas fireplace and opens naturally to the screened-in porch, creating an ideal setting for relaxed gatherings or enjoying the peaceful, wooded surroundings. The owner’s suite is a private retreat, complete with a comfortable sitting area, crown molding, and generous closet space. The luxurious en-suite bath evokes a true spa experience with a walk-in marble-tile shower, soaking tub overlooking the private backyard, double vanity with marble countertops and undermount sinks, soft-close mirrored cabinets, recessed lighting, and a refined marble-and-slate floor. Thoughtful design continues throughout the home with a welcoming foyer featuring slate flooring and a beautifully organized mudroom with pine built-ins, hooks, and cubbies. A dedicated laundry room includes a convenient mop sink. Outside, the expansive private yard is one of the property’s defining features. Backing to woods and extending beyond the fenced area toward the electrical utility corridor, the grounds create an unusually spacious and secluded setting. Whether entertaining on the screened porch, enjoying morning coffee, gardening, or simply taking in the peaceful natural surroundings, the property offers a wonderful sense of retreat. Enjoy Chesapeake-area evenings around the inviting fire pit, an ideal setting for cocktails, conversations and outdoor gatherings. Beyond the home’s exceptional aesthetics, the property has been extensively updated for comfort and efficiency. Notable improvements include a whole-house reverse-osmosis water system with a 300-gallon tank, gas water heater replaced in 2022, sewer line replaced with PVC in 2022, and a full-capacity generator. Located within Anchorage, residents enjoy the unique character of an established waterfront community with access to a 49-slip deep-water marina on Lake Ogleton, a boat ramp, a swimming pool, racks for kayaks and paddleboards, and the Chesapeake Bay lifestyle, while remaining conveniently close to downtown Annapolis, 35-miles from Washington DC and 32-miles from Baltimore. Please note Owners would like to sell all furniture! The furniture is NOT included in the listed price!

$949,000

3 Beds ⋅ 3 Baths

Annapolis Turnkey Luxury Colonial - Coastal Elegance, Timeless Charm & Exceptional Privacy in Anchorage: Welcome to 1130 Mainsail Drive, a beautifully renovated Colonial nestled in a tranquil corner of Anchorage, one of Annapolis’ sought-after waterfront communities. Set on 0.55 acres along a peaceful, low-traffic street, this exceptional 3-bedroom, 2.5-bath residence offers approximately 2,300 square feet of thoughtfully designed living space, plus a basement and attached garage. Surrounded by mature landscaping and an expansive private backyard backing to woods, the property offers a rare combination of tranquility, privacy, and the distinctive waterfront-community lifestyle of Anchorage. From the moment you arrive, the home’s classic colonial architecture and inviting character set the tone. Inside, a fully renovated, stunning open floor plan with kitchen, family, living and dining areas that blends timeless craftsmanship with sophisticated modern finishes. Hardwood floors extend throughout the main and upper levels, complemented by elegant pine ceilings and an abundance of recessed LED lighting. At the heart of the home is a spectacular gourmet chef’s kitchen, thoughtfully designed for both entertaining and everyday living. The custom renovation features soapstone countertops, a marble mosaic backsplash, a dramatic 7.5’ x 4.5’ marble-topped island illuminated by nautical-inspired pendant lighting, and elegant Martha Stewart Hampton cabinetry with soft-close drawers. Stainless steel appliances and a five-burner gas range complete this beautifully appointed culinary space. The home’s living spaces are equally inviting. The living room features a gas fireplace framed by mosaic tile and elegant built-ins, accented by sophisticated sconces and plantation shutters. The family room offers a second gas fireplace and opens naturally to the screened-in porch, creating an ideal setting for relaxed gatherings or enjoying the peaceful, wooded surroundings. The owner’s suite is a private retreat, complete with a comfortable sitting area, crown molding, and generous closet space. The luxurious en-suite bath evokes a true spa experience with a walk-in marble-tile shower, soaking tub overlooking the private backyard, double vanity with marble countertops and undermount sinks, soft-close mirrored cabinets, recessed lighting, and a refined marble-and-slate floor. Thoughtful design continues throughout the home with a welcoming foyer featuring slate flooring and a beautifully organized mudroom with pine built-ins, hooks, and cubbies. A dedicated laundry room includes a convenient mop sink. Outside, the expansive private yard is one of the property’s defining features. Backing to woods and extending beyond the fenced area toward the electrical utility corridor, the grounds create an unusually spacious and secluded setting. Whether entertaining on the screened porch, enjoying morning coffee, gardening, or simply taking in the peaceful natural surroundings, the property offers a wonderful sense of retreat. Enjoy Chesapeake-area evenings around the inviting fire pit, an ideal setting for cocktails, conversations and outdoor gatherings. Beyond the home’s exceptional aesthetics, the property has been extensively updated for comfort and efficiency. Notable improvements include a whole-house reverse-osmosis water system with a 300-gallon tank, gas water heater replaced in 2022, sewer line replaced with PVC in 2022, and a full-capacity generator. Located within Anchorage, residents enjoy the unique character of an established waterfront community with access to a 49-slip deep-water marina on Lake Ogleton, a boat ramp, a swimming pool, racks for kayaks and paddleboards, and the Chesapeake Bay lifestyle, while remaining conveniently close to downtown Annapolis, 35-miles from Washington DC and 32-miles from Baltimore. Please note Owners would like to sell all furniture! The furniture is NOT included in the listed price!

1130 Mainsail Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Nestled on 1.3 private wooded acres in the sought-after waterfront community of The Downs, this distinctive Deck House offers a rare opportunity to own a home designed to embrace its natural surroundings. Characterized by dramatic walls of glass, vaulted cedar ceilings, and an open, light-filled floor plan, the home seamlessly blends indoor and outdoor living. The main level features hardwood floors, an open-concept living, dining, and kitchen area, and a striking wood-burning brick fireplace as its centerpiece. A wraparound porch and expansive decking provide the perfect setting for morning coffee, outdoor dining, or simply enjoying the peaceful wooded landscape from every angle. Enhancing the home's modern livability is an upgraded audio/visual system featuring in-wall speakers throughout the interior and outdoor Sonos speakers, all conveniently controlled from a smartphone for effortless entertaining and everyday enjoyment. The finished walkout lower level offers exceptional flexibility with space for additional bedrooms, a home office, recreation room, fitness area, or guest accommodations. Outside, the backyard retreat is designed for entertaining and relaxation, featuring a pool, hot tub, and generous outdoor living spaces surrounded by mature trees and natural beauty. While thoughtfully maintained, the home also presents an incredible opportunity for its next owner to update and personalize the space, creating a truly one-of-a-kind retreat tailored to their vision. Pool and hot tub sold in "as is" condition. Residents of The Downs enjoy an unparalleled waterfront lifestyle with access to a community marina, boat slips (subject to availability and application), swimming pool, tennis courts, kayak storage, clubhouse, and water privileges. Conveniently located just minutes from Downtown Annapolis, Baltimore, and Washington, D.C., this property combines architectural character, privacy, and endless potential in one of Annapolis' most desirable communities.

$937,000

3 Beds ⋅ 2 Baths

Nestled on 1.3 private wooded acres in the sought-after waterfront community of The Downs, this distinctive Deck House offers a rare opportunity to own a home designed to embrace its natural surroundings. Characterized by dramatic walls of glass, vaulted cedar ceilings, and an open, light-filled floor plan, the home seamlessly blends indoor and outdoor living. The main level features hardwood floors, an open-concept living, dining, and kitchen area, and a striking wood-burning brick fireplace as its centerpiece. A wraparound porch and expansive decking provide the perfect setting for morning coffee, outdoor dining, or simply enjoying the peaceful wooded landscape from every angle. Enhancing the home's modern livability is an upgraded audio/visual system featuring in-wall speakers throughout the interior and outdoor Sonos speakers, all conveniently controlled from a smartphone for effortless entertaining and everyday enjoyment. The finished walkout lower level offers exceptional flexibility with space for additional bedrooms, a home office, recreation room, fitness area, or guest accommodations. Outside, the backyard retreat is designed for entertaining and relaxation, featuring a pool, hot tub, and generous outdoor living spaces surrounded by mature trees and natural beauty. While thoughtfully maintained, the home also presents an incredible opportunity for its next owner to update and personalize the space, creating a truly one-of-a-kind retreat tailored to their vision. Pool and hot tub sold in "as is" condition. Residents of The Downs enjoy an unparalleled waterfront lifestyle with access to a community marina, boat slips (subject to availability and application), swimming pool, tennis courts, kayak storage, clubhouse, and water privileges. Conveniently located just minutes from Downtown Annapolis, Baltimore, and Washington, D.C., this property combines architectural character, privacy, and endless potential in one of Annapolis' most desirable communities.

1717 Westminster Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Chesapeake Real Estate Company.

$936,000

Welcome to 316 Halsey Rd, a traditional Cape Cod perched on a scenic hill in the highly desirable Admiral Heights neighborhood of Annapolis. This beautifully maintained home offers stunning views of Weems Creek, classic charm, and a wonderful blend of comfort and functionality—all just minutes from the heart of town. Step inside to discover a warm and inviting interior filled with natural light. Spacious living areas flow effortlessly from the living room to the dining area and kitchen, creating an ideal layout for both everyday living and entertaining. The kitchen features ample cabinetry and workspace, making meal preparation easy while staying connected with family and guests. The first floor offers two bedrooms and a full hall bath, providing the convenience of easy one-level living. Upstairs, you’ll find two generously sized bedrooms with ample closet space, along with a hall bathroom for added comfort and convenience. The flexible floor plan easily accommodates a home office, guest space, or growing household. The lower level features an additional bedroom and full bathroom, creating a perfect private space for guests, extended family, or potential home office use. One of the home’s standout features is the screened-in porch, the perfect place to enjoy morning coffee or unwind in the evening while taking in the peaceful surroundings and elevated views of Weems Creek. Outside, the private yard offers space for gardening, relaxing, or hosting gatherings, all framed by the quiet charm of this sought-after waterfront community. Ideally located close to downtown Annapolis, shopping, dining, and major commuter routes, this home delivers the perfect balance of suburban tranquility and city convenience.

5 Beds ⋅ 3 Baths

Welcome to 316 Halsey Rd, a traditional Cape Cod perched on a scenic hill in the highly desirable Admiral Heights neighborhood of Annapolis. This beautifully maintained home offers stunning views of Weems Creek, classic charm, and a wonderful blend of comfort and functionality—all just minutes from the heart of town. Step inside to discover a warm and inviting interior filled with natural light. Spacious living areas flow effortlessly from the living room to the dining area and kitchen, creating an ideal layout for both everyday living and entertaining. The kitchen features ample cabinetry and workspace, making meal preparation easy while staying connected with family and guests. The first floor offers two bedrooms and a full hall bath, providing the convenience of easy one-level living. Upstairs, you’ll find two generously sized bedrooms with ample closet space, along with a hall bathroom for added comfort and convenience. The flexible floor plan easily accommodates a home office, guest space, or growing household. The lower level features an additional bedroom and full bathroom, creating a perfect private space for guests, extended family, or potential home office use. One of the home’s standout features is the screened-in porch, the perfect place to enjoy morning coffee or unwind in the evening while taking in the peaceful surroundings and elevated views of Weems Creek. Outside, the private yard offers space for gardening, relaxing, or hosting gatherings, all framed by the quiet charm of this sought-after waterfront community. Ideally located close to downtown Annapolis, shopping, dining, and major commuter routes, this home delivers the perfect balance of suburban tranquility and city convenience.

316 Halsey Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a wooded area, the property offers exceptional privacy and a peaceful outdoor setting. The upper level includes a spacious primary suite with a private deck and ensuite bath with soaking tub, along with two additional bedrooms, a full hall bath, and convenient upper-level laundry. The fully finished lower level is perfect for hosting guests offering a large recreation room, additional bedroom, full bath, second laundry, and direct walk-out access to the backyard. The main level features multiple living spaces, a flexible front sitting room, and a beautifully appointed chef’s kitchen complete with a Wolf range, flattop cooking surface, wine fridge, peninsula seating, and generous dining space. Step outside to enjoy the fully fenced backyard featuring a large deck, lower patio, and multiple outdoor seating areas ideal for relaxing or entertaining. Additional highlights include large sized shed, driveway parking for up to 3 vehicles, and ample street parking. Don't miss this opportunity to own a spacious, thoughtfully designed home in a sought-after Annapolis location. Qualified military and civilian buyers may be eligible to assume the seller’s existing low-interest VA loan, offering significant financing advantages.

$930,000

4 Beds ⋅ 4 Baths

This beautifully updated home in Annapolis offers the perfect blend of comfort, style, and convenience, located just moments from downtown Annapolis and near the Navy-Marine Corps Memorial Stadium. Featuring 4 bedrooms, 3 full baths, and 1 half bath across three finished levels, this spacious property is designed for both everyday living and entertaining. Situated on a large lot backing to a wooded area, the property offers exceptional privacy and a peaceful outdoor setting. The upper level includes a spacious primary suite with a private deck and ensuite bath with soaking tub, along with two additional bedrooms, a full hall bath, and convenient upper-level laundry. The fully finished lower level is perfect for hosting guests offering a large recreation room, additional bedroom, full bath, second laundry, and direct walk-out access to the backyard. The main level features multiple living spaces, a flexible front sitting room, and a beautifully appointed chef’s kitchen complete with a Wolf range, flattop cooking surface, wine fridge, peninsula seating, and generous dining space. Step outside to enjoy the fully fenced backyard featuring a large deck, lower patio, and multiple outdoor seating areas ideal for relaxing or entertaining. Additional highlights include large sized shed, driveway parking for up to 3 vehicles, and ample street parking. Don't miss this opportunity to own a spacious, thoughtfully designed home in a sought-after Annapolis location. Qualified military and civilian buyers may be eligible to assume the seller’s existing low-interest VA loan, offering significant financing advantages.

102 Brewer Ave, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: KW Metro Center.

$927,000

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

Nearly 4,000 square feet of beautifully designed living space, elevated finishes, and thoughtful personal touches—all within walking distance of Navy-Marine Corps Memorial Stadium and an easy bike ride to downtown Annapolis. From the moment you step inside, it becomes clear this is anything but an ordinary home. Custom wood trim, designer lighting, hardwood floors, plantation shutters, high-end remote-controlled blinds, and perfectly placed stone accents come together to create a home that feels sophisticated, warm, and completely finished. At the heart of the main level is an impressive kitchen designed equally well for everyday living and entertaining. A six-burner gas cooktop, dual wall ovens, built-in island microwave, wine refrigerator, walk-in pantry and dedicated water connection ready for your coffee or espresso station are just a few of the thoughtful details. The seamless flow from the kitchen to the dining area and family room—and directly outside to an expansive maintenance-free deck and stone patio—creates an incredible indoor/outdoor entertaining experience. If you haven't already fallen in love on the main level, the primary suite may seal the deal. Vaulted ceilings and abundant natural light introduce a retreat that culminates in one of the most impressive primary bathrooms you will find at this price point. An oversized walk-in shower with rain head, separate dual vanities, freestanding soaking tub and private water closet create a true spa-like experience. And then there is the showstopper—the primary walk-in closet. Expansive, beautifully designed, and outfitted with custom organization and its own center island, the space is finished with a perfectly positioned transom window that fills the room with natural light. It is a feature that needs to be seen to be fully appreciated. The upper level continues with three generously sized secondary bedrooms, each featuring double closets with custom organization, a spacious shared bath with dual vanity, and the convenience of a coveted upstairs laundry room. The finished lower level continues the home's theme of exceptional functionality and attention to detail. A large media and recreation room with built-in surround sound, dry bar, and full bathroom provides another fantastic entertaining space, while an additional room offers the flexibility of a fifth bedroom, home gym, or private guest retreat. Your guests may never want to leave. And because no detail was overlooked, the sellers wisely preserved just the right amount of unfinished space for easily accessible storage. Nearly 4,000 square feet, five potential bedrooms, beautifully curated finishes, exceptional indoor and outdoor entertaining spaces, and a primary suite that truly separates this home from the competition—all in an Annapolis location that puts Navy Stadium within walking distance and downtown just a bike ride away. This is a home where thoughtful design, luxury, and location come together beautifully.

215 Windell Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$925,000

Nestled in the highly sought-after Carriage Hills community—where opportunities are few and far between—this stately detached Colonial offers exceptional space, privacy, and convenience. Set on a generous 0.7 acre lot, the home features expansive room sizes, a finished walk-out basement, and a large, private backyard with multiple decks and plenty of open space perfect for relaxing or entertaining. Tucked away on a quiet cul-de-sac, this property combines a peaceful setting with unbeatable accessibility—just minutes to major commuter routes, healthcare, shopping, Baltimore, Washington, D.C., and the charm of historic Annapolis. A rare opportunity to own in one of Annapolis’ most coveted neighborhoods. The main level has a wonderful family room with a cozy, gas fireplace flanked by custom shelving. There is a large living room, a separate dining room for dinner parties and holidays, and a well equipped, table space kitchen with a window bench overlooking the beautiful backyard. A skylight brings in even more natural light. Sliders open up from this area onto one of several decks where you will become Master of the grill! The owners had many trees removed and soil brought in to create a large, level yard area which is unusual in the community. This will be a peaceful refuge throughout the seasons. Upstairs you will find a huge, primary suite with a dressing area, a walk-in closet and an updated bathroom with a double vanity and a glass, walk-in shower. There are 3 more generously sized bedrooms and another full bath with a deep soaking tub. The charming tudor-style windows in every room offer peaceful views of the lush, green setting surrounding this home. The lower level has a huge, finished recreation room with sliding glass doors leading out to the back yard. A third full bathroom is found on this level along with a utility/storage room and workshop area. Your laundry area and mudroom are conveniently tucked away between the kitchen and the garage along with a convenient powder room. The over-sized, 2 car garage has a workbench and plenty of room for storage. A brick paver walkway flanked by mature, meticulous landscaping leads around the side of the home to a flagstone patio and the peaceful, park-like rear yard. A whole house generator and security system will give you extra peace of mind.

4 Beds ⋅ 4 Baths

Nestled in the highly sought-after Carriage Hills community—where opportunities are few and far between—this stately detached Colonial offers exceptional space, privacy, and convenience. Set on a generous 0.7 acre lot, the home features expansive room sizes, a finished walk-out basement, and a large, private backyard with multiple decks and plenty of open space perfect for relaxing or entertaining. Tucked away on a quiet cul-de-sac, this property combines a peaceful setting with unbeatable accessibility—just minutes to major commuter routes, healthcare, shopping, Baltimore, Washington, D.C., and the charm of historic Annapolis. A rare opportunity to own in one of Annapolis’ most coveted neighborhoods. The main level has a wonderful family room with a cozy, gas fireplace flanked by custom shelving. There is a large living room, a separate dining room for dinner parties and holidays, and a well equipped, table space kitchen with a window bench overlooking the beautiful backyard. A skylight brings in even more natural light. Sliders open up from this area onto one of several decks where you will become Master of the grill! The owners had many trees removed and soil brought in to create a large, level yard area which is unusual in the community. This will be a peaceful refuge throughout the seasons. Upstairs you will find a huge, primary suite with a dressing area, a walk-in closet and an updated bathroom with a double vanity and a glass, walk-in shower. There are 3 more generously sized bedrooms and another full bath with a deep soaking tub. The charming tudor-style windows in every room offer peaceful views of the lush, green setting surrounding this home. The lower level has a huge, finished recreation room with sliding glass doors leading out to the back yard. A third full bathroom is found on this level along with a utility/storage room and workshop area. Your laundry area and mudroom are conveniently tucked away between the kitchen and the garage along with a convenient powder room. The over-sized, 2 car garage has a workbench and plenty of room for storage. A brick paver walkway flanked by mature, meticulous landscaping leads around the side of the home to a flagstone patio and the peaceful, park-like rear yard. A whole house generator and security system will give you extra peace of mind.

1074 Foxcroft Run, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact:

Selling Office: Keller Williams Flagship.

$925,000

All offers due Monday evening * Welcome to 750 Harness Creek View Dr—an incredibly private, serene retreat tucked away on 2 wooded acres in the City of Annapolis. Quiet, peaceful, and surrounded by nature, yet just minutes to downtown Annapolis, waterfront dining, shopping, and entertainment. Even better—walk to Quiet Waters Park right across the street or enjoy nearby Great Frogs Winery. From the moment you arrive, the setting stands out… mature landscaping, fig trees, a fenced yard, and two separate driveways offering both convenience and flexibility. Inside, the home blends timeless character with thoughtful updates, featuring original hardwood flooring, coastal charm, and a light-filled layout throughout. The updated kitchen anchors the main level with a spacious island, Brazilian Quartzite countertops, custom white cabinetry, and newer appliances—flowing seamlessly into the main living areas. A bright and airy sunroom captures the surrounding views, creating the perfect space to relax year-round. Step outside to the deck for effortless indoor-outdoor living. The primary suite is a true retreat—filled with natural light and featuring a large ensuite with marble tile, heated floors, and direct access to the deck. The lower level offers exceptional versatility with a fully equipped in-law apartment, complete with a private entrance, full kitchen, separate laundry, 2 bedrooms, full bath, and dedicated living space. Previously rented for $1,800/month, it presents strong income potential or an ideal guest suite. Additional highlights include riparian rights via easement (verify location from the deed or a survey), three HVAC systems, a backup gas furnace, newer roof, newer siding, and two sets of washers and dryers. If you’ve been searching for privacy, flexibility, and a true Annapolis lifestyle—this one delivers.

5 Beds ⋅ 3 Baths

All offers due Monday evening * Welcome to 750 Harness Creek View Dr—an incredibly private, serene retreat tucked away on 2 wooded acres in the City of Annapolis. Quiet, peaceful, and surrounded by nature, yet just minutes to downtown Annapolis, waterfront dining, shopping, and entertainment. Even better—walk to Quiet Waters Park right across the street or enjoy nearby Great Frogs Winery. From the moment you arrive, the setting stands out… mature landscaping, fig trees, a fenced yard, and two separate driveways offering both convenience and flexibility. Inside, the home blends timeless character with thoughtful updates, featuring original hardwood flooring, coastal charm, and a light-filled layout throughout. The updated kitchen anchors the main level with a spacious island, Brazilian Quartzite countertops, custom white cabinetry, and newer appliances—flowing seamlessly into the main living areas. A bright and airy sunroom captures the surrounding views, creating the perfect space to relax year-round. Step outside to the deck for effortless indoor-outdoor living. The primary suite is a true retreat—filled with natural light and featuring a large ensuite with marble tile, heated floors, and direct access to the deck. The lower level offers exceptional versatility with a fully equipped in-law apartment, complete with a private entrance, full kitchen, separate laundry, 2 bedrooms, full bath, and dedicated living space. Previously rented for $1,800/month, it presents strong income potential or an ideal guest suite. Additional highlights include riparian rights via easement (verify location from the deed or a survey), three HVAC systems, a backup gas furnace, newer roof, newer siding, and two sets of washers and dryers. If you’ve been searching for privacy, flexibility, and a true Annapolis lifestyle—this one delivers.

750 Harness Creek View Dr, Annapolis

Listing courtesy of RE/MAX One. Contact:

Selling Office: Samson Properties.

$925,000

Welcome to this exceptional Kingsport 4 BR, 5 BA home with over 4600+ SF of beautifully designed finished living space tailored for both everyday comfort and unforgettable entertaining. Thoughtfully enhanced by its original owners, the home features over $150K in state of the art, commercial grade electronics, seamlessly integrating lighting, whole-home audio, and premium theatre systems throughout. The state of the art whole house Savant control system includes an 11 zone whole house audio and 7 zone video matrix switching system that integrates scene control with audio, video, lighting, thermostats, and cameras. The house also includes a commercial grade network system complete with wireless access points on each level. The lower level is a true showpiece boasting a stunning Rec Room anchored by a custom 8' bar complete with granite countertops, sink, beverage refrigerator, ice maker and draught cocktail system, along with generous bar seating - perfect for hosting gatherings of any size. Brand new carpeting throughout the lower level. Movie nights reach a whole new level in the impressive 17' x 18' soundproofed 4K Home Theatre Room, with luxury stadium seating and top-tier screen & projector technology with 7.2.4 Dolby Atmos sound for an immersive cinematic experience. A summary of the home automation system is in documents. The main level features inviting two story foyer, home office with built ins, formal Living and Dining Rooms and stunning cherry Kitchen with granite and stainless appliances, double ovens, gas cooking in center island and large pantry. The dramatic 2 story Family Room is a true centerpiece of the home highlighted by soaring floor to ceiling windows that flood the space with natural light and a second home theater system complete with in-wall speakers and Frame TV. Recently updated with plush new carpeting, the room also features a cozy gas fireplace and elegant custom built-in cabinetry creating the perfect balance of warmth and sophistication. Upstairs, the hallway showcases rich hardwood flooring, leading to an exquisite Primary Suite and beautifully renovated Owners Bath that offers a spa-like experience with large walk in travertine shower featuring shower head, a rain shower and body sprays, soaking tub and dual walk in closets. All additional Bedrooms on the upper level are comfortably appointed with carpeting. This home features a fully insulated 2 car garage and newly installed insulated garage doors. Outdoors the rear paver patio provides a serene and inviting setting for entertaining, complete with a fully fenced yard, a striking water feature and 13' awning, perfect for relaxing or hosting guests in comfort. Ideally located in the sought-after Kingsport community, this home is just minutes from Downtown Annapolis, offering convenient highway access along with exceptional neighborhood amenities including beautiful outdoor pool, walking trails, tot lots and water access on Crab Creek with pier and kayak launch. Kingsport is just minutes to easy access to Rt. 50/97, Washington DC, Fort Meade, and Baltimore.

4 Beds ⋅ 5 Baths

Welcome to this exceptional Kingsport 4 BR, 5 BA home with over 4600+ SF of beautifully designed finished living space tailored for both everyday comfort and unforgettable entertaining. Thoughtfully enhanced by its original owners, the home features over $150K in state of the art, commercial grade electronics, seamlessly integrating lighting, whole-home audio, and premium theatre systems throughout. The state of the art whole house Savant control system includes an 11 zone whole house audio and 7 zone video matrix switching system that integrates scene control with audio, video, lighting, thermostats, and cameras. The house also includes a commercial grade network system complete with wireless access points on each level. The lower level is a true showpiece boasting a stunning Rec Room anchored by a custom 8' bar complete with granite countertops, sink, beverage refrigerator, ice maker and draught cocktail system, along with generous bar seating - perfect for hosting gatherings of any size. Brand new carpeting throughout the lower level. Movie nights reach a whole new level in the impressive 17' x 18' soundproofed 4K Home Theatre Room, with luxury stadium seating and top-tier screen & projector technology with 7.2.4 Dolby Atmos sound for an immersive cinematic experience. A summary of the home automation system is in documents. The main level features inviting two story foyer, home office with built ins, formal Living and Dining Rooms and stunning cherry Kitchen with granite and stainless appliances, double ovens, gas cooking in center island and large pantry. The dramatic 2 story Family Room is a true centerpiece of the home highlighted by soaring floor to ceiling windows that flood the space with natural light and a second home theater system complete with in-wall speakers and Frame TV. Recently updated with plush new carpeting, the room also features a cozy gas fireplace and elegant custom built-in cabinetry creating the perfect balance of warmth and sophistication. Upstairs, the hallway showcases rich hardwood flooring, leading to an exquisite Primary Suite and beautifully renovated Owners Bath that offers a spa-like experience with large walk in travertine shower featuring shower head, a rain shower and body sprays, soaking tub and dual walk in closets. All additional Bedrooms on the upper level are comfortably appointed with carpeting. This home features a fully insulated 2 car garage and newly installed insulated garage doors. Outdoors the rear paver patio provides a serene and inviting setting for entertaining, complete with a fully fenced yard, a striking water feature and 13' awning, perfect for relaxing or hosting guests in comfort. Ideally located in the sought-after Kingsport community, this home is just minutes from Downtown Annapolis, offering convenient highway access along with exceptional neighborhood amenities including beautiful outdoor pool, walking trails, tot lots and water access on Crab Creek with pier and kayak launch. Kingsport is just minutes to easy access to Rt. 50/97, Washington DC, Fort Meade, and Baltimore.

707 Pilot House Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Keller Williams Capital Properties.

7015 Chesapeake Harbour Dr Unit 23B, Annapolis

$920,000

LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design with a coastal twist. ONE OF A KIND and RARE GEM! END UNIT. Not one detail has been overlooked! And a beautiful gated waterfront and water-privileged community. BE PREPARED to be wowed when you open the front door with a top of the line renovation over $350,000. NOTICE ALL OF THE BEAUTIFUL ARCHED DOORWAYS! Bosch 3-ton with 96% gas HVAC, and Navien tankless hot water heater. All the vents were professionally cleaned after renovation. This is an opportunity that doesn't come along too often to move right into a turn-key TOTALLY RENOVATED & AND REDESIGNED BY AMAZING LOCAL DESIGNER AND CONTRACTOR!! gorgeously designed home in the exclusive community of Chesapeake Harbour. No expense has been spared to make this custom first-class from floor to ceiling. Totally redesigned and totally renovated with all permits. Custom window treatments throughout and designer light fixtures. Custom gourmet kitchen with quartz counters, stainless steel appliances, an abundance of drawer storage, perfect bar/pass through and much more! Three bedrooms and three full bathrooms. Each space offers light and invites you to relax and be happy you don't have to redo anything. Two-car garage with storage room and storage installed in ceiling of garage. Two gas fireplaces. Beautiful custom shiplap in living room and master bedroom. Multiple decks and from the top deck off master, owner loves to relax and watch the boats and bay bridge. His and her custom closets. Roofs, gutters and all trim painted in the last two weeks. Marvin windows will be installed prior to settlement in guest room and one in office.... And talk about the community, Community beach and pier and two pools, one heated and one waterfront looking out at the Bay. Tennis and pickleball courts for your fun and exercise. Don't worry about getting your steps in with all the waterfront walking paths, If you don't feel like cooking, walk on over to The Beacon with dockside seating . This is a gated community with 24/7 security and guard gate. You can have it all with the best of coastal living in this vibrant and secure community. The pictures really don't do it justice. This is the one you've been waiting for! A MUST SEE!

3 Beds ⋅ 3 Baths

LOCK AND LEAVE CAREFREE LIFESTYLE IN A WATERFRONT GATED COMMUNITY! DESIGNER SHOWCASE including a custom painted entry that draws you in the moment you open the door. Owner worked with a reputable interior designer to select all finishes to include designer light fixtures, gorgeous real hardwood floors, custom designed bathrooms, and so many interesting trim details. Transitional timeless design with a coastal twist. ONE OF A KIND and RARE GEM! END UNIT. Not one detail has been overlooked! And a beautiful gated waterfront and water-privileged community. BE PREPARED to be wowed when you open the front door with a top of the line renovation over $350,000. NOTICE ALL OF THE BEAUTIFUL ARCHED DOORWAYS! Bosch 3-ton with 96% gas HVAC, and Navien tankless hot water heater. All the vents were professionally cleaned after renovation. This is an opportunity that doesn't come along too often to move right into a turn-key TOTALLY RENOVATED & AND REDESIGNED BY AMAZING LOCAL DESIGNER AND CONTRACTOR!! gorgeously designed home in the exclusive community of Chesapeake Harbour. No expense has been spared to make this custom first-class from floor to ceiling. Totally redesigned and totally renovated with all permits. Custom window treatments throughout and designer light fixtures. Custom gourmet kitchen with quartz counters, stainless steel appliances, an abundance of drawer storage, perfect bar/pass through and much more! Three bedrooms and three full bathrooms. Each space offers light and invites you to relax and be happy you don't have to redo anything. Two-car garage with storage room and storage installed in ceiling of garage. Two gas fireplaces. Beautiful custom shiplap in living room and master bedroom. Multiple decks and from the top deck off master, owner loves to relax and watch the boats and bay bridge. His and her custom closets. Roofs, gutters and all trim painted in the last two weeks. Marvin windows will be installed prior to settlement in guest room and one in office.... And talk about the community, Community beach and pier and two pools, one heated and one waterfront looking out at the Bay. Tennis and pickleball courts for your fun and exercise. Don't worry about getting your steps in with all the waterfront walking paths, If you don't feel like cooking, walk on over to The Beacon with dockside seating . This is a gated community with 24/7 security and guard gate. You can have it all with the best of coastal living in this vibrant and secure community. The pictures really don't do it justice. This is the one you've been waiting for! A MUST SEE!

7015 Chesapeake Harbour Dr Unit 23B, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Open House Cancelled - Sellers will review highest and best offers 9am Sunday 08.23. From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering pink magnolias fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests. Updates worth noting for any savvy home buyer: HVAC replaced (2026), Basement Renovation (2026), Roof (2022) and Kitchen + Primary Suite full renovation (2022).

$915,000

6 Beds ⋅ 3 Baths

Open House Cancelled - Sellers will review highest and best offers 9am Sunday 08.23. From the street, its charm is immediate, but step inside and the amount of space, functional layout and flexibility of the home quickly become the surprise. Well loved and carefully improved, it balances original character with meaningful updates throughout. A welcoming entry foyer sets the tone with a custom built-in bench and storage, adding character while keeping everyday comings and goings organized. From here, the home opens into the fully renovated kitchen, where upscale finishes pair with a functional layout and easy connection to the dining area. The open-concept dining and large family room create a natural flow for both everyday living and entertaining, with the family room anchored by an ashlar-cut sandstone fireplace with a raised flagstone hearth and a large bay window overlooking the front yard. Down the hall is the primary suite, which includes a beautifully renovated en suite bath, while two additional bedrooms share a large bathroom with convenient double-sink vanity. The lower level is where the home's versatility really comes into focus. It has comfortably served as a long-term guest suite, with a quasi-kitchenette, full bathroom and dedicated home office space. The oversized living room and adjacent living space were just renovated in 2026, creating even more room to gather, work, host guests or spread out. There is a 6th bedroom adjacent to the kitchenette that has a myraid of potential uses: home gym, hobby room, home theater space or storage. A full walkout leads directly to the patio, where overhead string lights make it an inviting extension of the living space. Set on a rare double lot just shy of a half acre, 296 Halsey offers a generous amount of outdoor space and established landscaping that changes with the seasons. Mature flowering pink magnolias fill with blossoms in the spring, followed by crepe myrtles bringing color later in the year. There is something intentional and worth noticing in every season, whether viewed from the bay window, beneath the front-yard tree swing or from the backyard patio. Since purchasing the home, the current owners have invested significantly in 296 Halsey while taking great care of the character that was already here. The result is a home that feels genuinely well loved: spacious without losing its charm, updated without losing its personality, and far more expansive than its first impression suggests. Updates worth noting for any savvy home buyer: HVAC replaced (2026), Basement Renovation (2026), Roof (2022) and Kitchen + Primary Suite full renovation (2022).

296 Halsey Rd, Annapolis

Listing courtesy of Compass. Contact: