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**Driveway parking in rear off of Jackson St.** This beautifully reimagined residence at 1116 Bay Ridge Avenue offers a sophisticated blend of classic Annapolis charm and high-end modern luxury. Located in a prime Eastport location, this home has been meticulously updated with a focus on quality craftsmanship and professional-grade amenities. The inviting exterior is defined by expert hardscaping and a welcoming stone walkway leading to a wide, sun-drenched entry foyer. Inside, the open-concept main level features durable engineered white oak flooring and a seamless flow designed for both daily living and grand-scale entertaining. The heart of the home is the gourmet chef’s kitchen, anchored by a center island with pendant lighting and premium quartz countertops. Culinary enthusiasts will appreciate the suite of stainless JennAir appliances, including a 6-burner gas range with griddle, a commercial-quality range hood, and custom soft-close cabinetry. The kitchen transitions easily into a spacious dining area and a stately "drawing room" living space, accented by architectural details like arched doorways and custom trim. The upper level boasts four generously sized bedrooms, including two with soaring vaulted ceilings that enhance the sense of scale and light. Modern essentials are integrated throughout, including a high-efficiency tankless gas water heater, upgraded shingle roof (less than 10 years old), and a dedicated mudroom with built-in shelving. Outdoor living is equally impressive, with a private fenced patio, professional landscaping, and a front wrap-around porch perfect for enjoying the coastal breeze. For the modern homeowner, the property is wired for an EV charger and features a rare, expansive driveway with off-street parking for up to four vehicles—a premium find in this area. Situated just moments from the waterfront wonders of Quiet Waters Park and the vibrant dining and shopping scene of Eastport and historic Downtown Annapolis, this home offers the quintessential Annapolis lifestyle. Whether you are walking to local boutiques or exploring the nearby Chesapeake Bay, 1116 Bay Ridge Ave provides an unparalleled opportunity to own a move-in-ready masterpiece in one of the city’s most sought-after corridors.

1116 Bay Ridge Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$834,400

Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a private, wooded half-acre lot, this 4-bedroom, 2.5-bath residence combines approximately 2,000 square feet of refined living space with the potential to add 864 square feet in the walkout basement. The home’s interior showcases high-end craftsmanship, including a custom kitchen with quartzite waterfall island and counter-tops, spa-inspired bathrooms, Pella windows/doors, and Spanish ceramic tiling alongside refinished hardwoods. Residents enjoy an unparalleled waterfront lifestyle with access to a 49-slip marina, boat ramp, pool, and lakeside amenities on Lake Ogleton. Perfectly positioned just minutes from Historic Downtown Annapolis, the Naval Academy, Thomas Point Preserve and Quiet Waters Park. This location provides easy commutes to Washington, DC and Baltimore. The property’s location offers a rare balance of secluded coastal living and metropolitan accessibility. Fully renovated homes in this sought-after community are rarely available at this price point—an exceptional opportunity for the discerning buyer to live the Annapolis lifestyle.

Extensively renovated from 2022–2024, this move-in-ready, modern Colonial is a standout offering in Anchorage, an Annapolis premier water-privileged community. Set on a private, wooded half-acre lot, this 4-bedroom, 2.5-bath residence combines approximately 2,000 square feet of refined living space with the potential to add 864 square feet in the walkout basement. The home’s interior showcases high-end craftsmanship, including a custom kitchen with quartzite waterfall island and counter-tops, spa-inspired bathrooms, Pella windows/doors, and Spanish ceramic tiling alongside refinished hardwoods. Residents enjoy an unparalleled waterfront lifestyle with access to a 49-slip marina, boat ramp, pool, and lakeside amenities on Lake Ogleton. Perfectly positioned just minutes from Historic Downtown Annapolis, the Naval Academy, Thomas Point Preserve and Quiet Waters Park. This location provides easy commutes to Washington, DC and Baltimore. The property’s location offers a rare balance of secluded coastal living and metropolitan accessibility. Fully renovated homes in this sought-after community are rarely available at this price point—an exceptional opportunity for the discerning buyer to live the Annapolis lifestyle.

1126 Mainsail Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Engel & Volkers Annapolis.

$832,500

Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

Welcome to 109 Sunset Drive, a beautifully fully renovated 4-bedroom, 3-full-bath home offering Luxury finishes & approximately 2,500 finished square feet in the highly desirable Hillsmere Shores community of Annapolis. Thoughtfully renovated from top to bottom, this impressive home combines a bright open-concept floor plan, extensive 2026 improvements, a finished lower level & a fabulous fenced backyard retreat complete w/ a refreshing private pool, exceptional privacy & peaceful tree-lined views. Step inside to discover an inviting open layout enhanced by beautifully refinished natural hardwood floors, fresh paint, new interior trim, new interior & exterior doors & new lighting fixtures throughout. The completely refreshed kitchen features new finishes, tile flooring & new appliances and flows seamlessly into the adjoining living & dining spaces, creating an ideal setting for both everyday living & entertaining. Updated bathrooms feature new finishes & tile flooring, while the finished lower level provides additional flexible living space w/ new LVP flooring, perfect for a family room, recreation area, home office, guest space or gym. The extensive 2026 renovations go well beyond the beautiful interior and include a new architectural-shingle roof, new blown-in cellulose insulation throughout the attic, whole-home draft sealing, new HVAC system, new water softener/filter system, new sump pump motor, new kitchen & laundry appliances, new interior & exterior doors, new trim package & new lighting fixtures throughout. Outdoor improvements are equally impressive, including new bluestone front & rear patios w/ custom steel railings. The backyard is designed for relaxation & entertaining, offering a refreshing private pool surrounded by a fenced setting, mature trees & peaceful views. The pool has been professionally opened & serviced, recently fully drained, updated w/ new tile & caulking at the coping & includes a new robotic cleaner. A large tree on the property has also been professionally pruned & assessed for health & safety. And then there is the Hillsmere Shores lifestyle. Residents have access to a private sandy beach overlooking the Chesapeake Bay, private marina w/ boat slips & direct access to the South River, boat ramps, community swimming pool, waterfront pavilions, playgrounds, volleyball courts, picnic areas & an active calendar of events that creates a genuine sense of community. Whether spending summer days at the beach or pool, launching a boat for an afternoon on the water or gathering with neighbors along the waterfront, this is a community designed to enjoy the very best of Annapolis living. There is a voluntary HOA of just $25 annually for those wishing to use the Association. Quiet Waters Park, Hillsmere Elementary School, the library, shopping, restaurants, Eastport, Historic Downtown Annapolis & City Dock are all just minutes away, giving you the perfect blend of convenience, recreation & coastal charm. schedule your showing now to enjoy move-in-ready living and the quintessential Annapolis lifestyle. *** LIST OF UPGRADES IS ONE OF THE LAST PHOTOS ***

109 Sunset Dr, Annapolis

Listing courtesy of Winning Edge. Contact:

Selling Office: EXP Realty, LLC.

$830,000

Please reach out to the listing agent with any questions.Lovely, well maintained marina front townhouse with great views of the Bay. Chesapeake Harbour offers a unique lifestyle that these owners have enjoyed for many years. Now it's your chance to experience it, to relax by one of the two pools, play tennis or pickleball, fish off the docks and watch spectacluar moon and sun rises and the Blue Angels from your new home. This is the only village that has its own gym and natural gas to heat and cook with. Meet neighbors as you and your pooch walk the paths around the community or join friends for a meal at The Beacon restaurant as you watch the boats enter and depart the marina. Chesapeake Harbour may be the perfect place for you so make an appointment to see this home soon.

Please reach out to the listing agent with any questions.Lovely, well maintained marina front townhouse with great views of the Bay. Chesapeake Harbour offers a unique lifestyle that these owners have enjoyed for many years. Now it's your chance to experience it, to relax by one of the two pools, play tennis or pickleball, fish off the docks and watch spectacluar moon and sun rises and the Blue Angels from your new home. This is the only village that has its own gym and natural gas to heat and cook with. Meet neighbors as you and your pooch walk the paths around the community or join friends for a meal at The Beacon restaurant as you watch the boats enter and depart the marina. Chesapeake Harbour may be the perfect place for you so make an appointment to see this home soon.

7001 Clinton Ct Unit 7B, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices Homesale Realty.

$825,000

An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of Annapolis' most desirable waterfront communities, this property offers the rare chance to move in, enjoy, and thoughtfully design your long-term vision. The existing home is a contributing structure within the Eastport Overlay District, helping preserve the neighborhood's distinctive character and charm while offering potential for substantial expansion. Buyers are encouraged to conduct their own due diligence regarding future improvements, additions, and permitting requirements. The home features solid bones, off-street parking, and endless possibilities for customization. Perfectly positioned just moments from Safe Harbor Marina, Annapolis Yacht Club, Eastport Yacht Club, Lewnes' Steakhouse, waterfront dining, shopping, and downtown Annapolis. Start enjoying everything Eastport has to offer this summer and create a legacy property in one of the Chesapeake Bay's most sought-after locations. *The second photo is an AI concept*

2 Beds ⋅ 1 Baths

An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of Annapolis' most desirable waterfront communities, this property offers the rare chance to move in, enjoy, and thoughtfully design your long-term vision. The existing home is a contributing structure within the Eastport Overlay District, helping preserve the neighborhood's distinctive character and charm while offering potential for substantial expansion. Buyers are encouraged to conduct their own due diligence regarding future improvements, additions, and permitting requirements. The home features solid bones, off-street parking, and endless possibilities for customization. Perfectly positioned just moments from Safe Harbor Marina, Annapolis Yacht Club, Eastport Yacht Club, Lewnes' Steakhouse, waterfront dining, shopping, and downtown Annapolis. Start enjoying everything Eastport has to offer this summer and create a legacy property in one of the Chesapeake Bay's most sought-after locations. *The second photo is an AI concept*

513 Fifth St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: TTR Sotheby's International Realty.

$825,000

Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, Main Street, the Naval Academy, restaurants, shops, and marinas, this sought-after community offers an exceptional opportunity to enjoy a truly walkable Annapolis lifestyle. Acton's Landing is known for its distinctive residences, where no two floor plans are exactly alike. Residents enjoy secure entry, elevators, a fitness center, library, beautifully maintained common spaces, and inviting outdoor gathering areas. The building has also undergone significant recent improvements, including a full interior refresh and exterior rehabilitation. This light-filled residence offers over 1,400 square feet of comfortable one-level living. Large windows fill the home with natural light, while the open floor plan creates inviting spaces for both everyday living and entertaining. The updated kitchen features peninsula seating and opens seamlessly to the dining and living areas. Two private balconies provide additional outdoor living space. The thoughtfully designed floor plan includes two spacious bedroom suites, each with its own updated bathroom and generous closet space, along with a dedicated home office and an additional half bath for guests. The living area includes a custom built-in entertainment center and a 55-inch Samsung (2024) television. Recent owner improvements include fresh interior paint, a new HVAC system, new hot water heater, new dishwasher, and an under-sink water filtration system, allowing the next owner to move in and immediately enjoy the home. Whether you're enjoying waterfront strolls, dining al fresco, summer concerts, or the shops and restaurants that make Annapolis such a special place to live, Acton's Landing places it all just outside your door.

2 Beds ⋅ 3 Baths

Experience the very best of downtown Annapolis living at Acton's Landing. Ideally located just a block from the waterfront and within easy walking distance of City Dock, Main Street, the Naval Academy, restaurants, shops, and marinas, this sought-after community offers an exceptional opportunity to enjoy a truly walkable Annapolis lifestyle. Acton's Landing is known for its distinctive residences, where no two floor plans are exactly alike. Residents enjoy secure entry, elevators, a fitness center, library, beautifully maintained common spaces, and inviting outdoor gathering areas. The building has also undergone significant recent improvements, including a full interior refresh and exterior rehabilitation. This light-filled residence offers over 1,400 square feet of comfortable one-level living. Large windows fill the home with natural light, while the open floor plan creates inviting spaces for both everyday living and entertaining. The updated kitchen features peninsula seating and opens seamlessly to the dining and living areas. Two private balconies provide additional outdoor living space. The thoughtfully designed floor plan includes two spacious bedroom suites, each with its own updated bathroom and generous closet space, along with a dedicated home office and an additional half bath for guests. The living area includes a custom built-in entertainment center and a 55-inch Samsung (2024) television. Recent owner improvements include fresh interior paint, a new HVAC system, new hot water heater, new dishwasher, and an under-sink water filtration system, allowing the next owner to move in and immediately enjoy the home. Whether you're enjoying waterfront strolls, dining al fresco, summer concerts, or the shops and restaurants that make Annapolis such a special place to live, Acton's Landing places it all just outside your door.

66 Franklin St Unit 412, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: RE/MAX Leading Edge.

$825,000

Refreshed Listing! Buyers who may have missed 712 Coybay Drive the first time around, now is your chance to take another look. Please be sure to view the photos and floor plans to truly appreciate the layout, room sizes, and how well this home could fit your needs. Located in the sought-after Kingsport community of Annapolis, this spacious 5-bedroom, 4.5-bath home offers 4,230 finished sq ft, including 3,395 sq ft above grade and 835 sq ft finished below grade, with an additional 1,502 sq ft of unfinished lower-level space ready for future possibilities. The basement is a true bonus, offering a finished recreation room, 5th bedroom or office, full bath, and a large unfinished storage area that serves as a blank canvas for a media room, gym, hobby space, workshop, or expanded living area. The main level features a grand kitchen with tile flooring, stainless steel appliances, a large island, and walk-in pantry, with flexible adjoining space that can function as a dining area, sitting area, or family room. The dramatic two-story room with expansive windows and gas fireplace creates a beautiful focal point for everyday living and entertaining. A private office and laundry room are also located on the main level for added convenience. Upstairs, the bedroom layout is exceptional, with generously sized bedrooms and access to full baths, including a spacious primary suite with two walk-in closets and a spa-style bath. Outside, the beautifully designed garden patio offers a peaceful setting for morning coffee, grilling, relaxing, or entertaining. The home is positioned almost directly across from the Kingsport clubhouse, community pool, playgrounds, walking/jogging paths, pier/dock, common grounds, and other neighborhood amenities. At this price point, the seller understands some buyers may want to make cosmetic updates, but that is exactly what creates the opportunity. The home has been well maintained, offers plenty of functional living space, and gives the next owner room to grow, personalize, and build value over time. With similar homes in Kingsport selling in the upper $800s to $900K+ range, this is a strong opportunity to own a fabulous home in one of Annapolis’ desirable communities. Seller requires 15–30 days to secure home of choice.-Home Warranty for 1 year as well.

5 Beds ⋅ 5 Baths

Refreshed Listing! Buyers who may have missed 712 Coybay Drive the first time around, now is your chance to take another look. Please be sure to view the photos and floor plans to truly appreciate the layout, room sizes, and how well this home could fit your needs. Located in the sought-after Kingsport community of Annapolis, this spacious 5-bedroom, 4.5-bath home offers 4,230 finished sq ft, including 3,395 sq ft above grade and 835 sq ft finished below grade, with an additional 1,502 sq ft of unfinished lower-level space ready for future possibilities. The basement is a true bonus, offering a finished recreation room, 5th bedroom or office, full bath, and a large unfinished storage area that serves as a blank canvas for a media room, gym, hobby space, workshop, or expanded living area. The main level features a grand kitchen with tile flooring, stainless steel appliances, a large island, and walk-in pantry, with flexible adjoining space that can function as a dining area, sitting area, or family room. The dramatic two-story room with expansive windows and gas fireplace creates a beautiful focal point for everyday living and entertaining. A private office and laundry room are also located on the main level for added convenience. Upstairs, the bedroom layout is exceptional, with generously sized bedrooms and access to full baths, including a spacious primary suite with two walk-in closets and a spa-style bath. Outside, the beautifully designed garden patio offers a peaceful setting for morning coffee, grilling, relaxing, or entertaining. The home is positioned almost directly across from the Kingsport clubhouse, community pool, playgrounds, walking/jogging paths, pier/dock, common grounds, and other neighborhood amenities. At this price point, the seller understands some buyers may want to make cosmetic updates, but that is exactly what creates the opportunity. The home has been well maintained, offers plenty of functional living space, and gives the next owner room to grow, personalize, and build value over time. With similar homes in Kingsport selling in the upper $800s to $900K+ range, this is a strong opportunity to own a fabulous home in one of Annapolis’ desirable communities. Seller requires 15–30 days to secure home of choice.-Home Warranty for 1 year as well.

712 Coybay Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: EXP Realty, LLC.

$820,000

Pure Privacy on this wooded paradise here in Annapolis. Situated on a private, 1.42 acre lot, you're going to love the sun-filled family room and adjacent sunroom. The kitchen has been remodeled with gorgeous, wooded cabinetry, granite counters and high-end appliances. There is a formal living and dining room for all of your functions. The basement has been waterproofed and is walk-out level and ready to be finished. There are three bedrooms upstairs with an open office/loft area. Explore nature or just enjoy the hummingbirds from the back deck and porch. Close to everything, but feels miles away!

Pure Privacy on this wooded paradise here in Annapolis. Situated on a private, 1.42 acre lot, you're going to love the sun-filled family room and adjacent sunroom. The kitchen has been remodeled with gorgeous, wooded cabinetry, granite counters and high-end appliances. There is a formal living and dining room for all of your functions. The basement has been waterproofed and is walk-out level and ready to be finished. There are three bedrooms upstairs with an open office/loft area. Explore nature or just enjoy the hummingbirds from the back deck and porch. Close to everything, but feels miles away!

1812 Crosspointe Dr, Annapolis

Listing courtesy of Marathon Real Estate. Contact:

Selling Office: Keller Williams Flagship.

$819,000

Nestled in the highly sought-after community of Pendennis Mount, this charming Annapolis home offers the perfect blend of character, comfort, and convenience just minutes from downtown Annapolis, waterfront dining, shopping, and entertainment. Featuring 3 bedrooms and 2 full baths, this thoughtfully designed home is filled with unique details and inviting living spaces. Beautiful hardwood floors, custom built-in bookshelves, and a well-appointed kitchen with stainless steel appliances create a warm and welcoming atmosphere throughout. Step outside to discover an expansive backyard designed for entertaining, complete with extensive hardscaping, a gazebo, and plenty of room for gatherings with family and friends. A detached conditioned shed provides exceptional flexibility as a home office, art studio, craft room, or private retreat. One of the home’s most distinctive features is a hidden trap door leading to a private wine cellar or theater room, offering a memorable space for entertaining and relaxation. Additional highlights include a spacious two-car garage, mature landscaping, and a location that provides easy access to all that Annapolis has to offer while enjoying the tranquility of one of the area’s most desirable neighborhoods. A rare opportunity to own a home with character, functionality, and an unbeatable Annapolis location. Schedule your private tour today.

3 Beds ⋅ 2 Baths

Nestled in the highly sought-after community of Pendennis Mount, this charming Annapolis home offers the perfect blend of character, comfort, and convenience just minutes from downtown Annapolis, waterfront dining, shopping, and entertainment. Featuring 3 bedrooms and 2 full baths, this thoughtfully designed home is filled with unique details and inviting living spaces. Beautiful hardwood floors, custom built-in bookshelves, and a well-appointed kitchen with stainless steel appliances create a warm and welcoming atmosphere throughout. Step outside to discover an expansive backyard designed for entertaining, complete with extensive hardscaping, a gazebo, and plenty of room for gatherings with family and friends. A detached conditioned shed provides exceptional flexibility as a home office, art studio, craft room, or private retreat. One of the home’s most distinctive features is a hidden trap door leading to a private wine cellar or theater room, offering a memorable space for entertaining and relaxation. Additional highlights include a spacious two-car garage, mature landscaping, and a location that provides easy access to all that Annapolis has to offer while enjoying the tranquility of one of the area’s most desirable neighborhoods. A rare opportunity to own a home with character, functionality, and an unbeatable Annapolis location. Schedule your private tour today.

1915 Dulaney Pl, Annapolis

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

Selling Office: Compass.

$815,000

Historic Annapolis, with the city’s best right outside your door. Just two blocks to Main Street, with restaurants, shops, the waterfront and the Naval Academy all just minutes away. This classic Annapolis home blends historic character with thoughtful updates, including a newly updated kitchen and full bath, refinished wood floors, 150-year-old reclaimed wood flooring in the kitchen, exposed beams on the top floor, crown molding and two fireplaces with new gas log sets. The exceptionally large private rear yard is a real highlight, with plenty of space for dining, lounging and entertaining, plus beautiful landscaping, updated decking and a propane fire pit. Additional improvements include newer appliances, crawl space encapsulation, storm windows, a Nest system and a new downstairs A/C compressor in 2024. A charming in-town home with the space to live comfortably, entertain easily and enjoy everything downtown Annapolis has to offer.

2 Beds ⋅ 2 Baths

Historic Annapolis, with the city’s best right outside your door. Just two blocks to Main Street, with restaurants, shops, the waterfront and the Naval Academy all just minutes away. This classic Annapolis home blends historic character with thoughtful updates, including a newly updated kitchen and full bath, refinished wood floors, 150-year-old reclaimed wood flooring in the kitchen, exposed beams on the top floor, crown molding and two fireplaces with new gas log sets. The exceptionally large private rear yard is a real highlight, with plenty of space for dining, lounging and entertaining, plus beautiful landscaping, updated decking and a propane fire pit. Additional improvements include newer appliances, crawl space encapsulation, storm windows, a Nest system and a new downstairs A/C compressor in 2024. A charming in-town home with the space to live comfortably, entertain easily and enjoy everything downtown Annapolis has to offer.

128 Market St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Compass.

$815,000

Exceptional offering in sought-after community of Admiral Heights! Great location near the Navy Stadium, downtown Annapolis and major routes of travel. Lovely home with large private fenced backyard, This home offers gas heat, gas cooking & a gas fireplace! Interior offers beautiful hardwood floors, a main level addition off the back with cathedral ceiling, full bath and access to the backyard. This addtion could be converted to a first floor primary bedroom! Upstairs you will find 3 bedrooms, and a bath that includes a roll- in shower! Lower level offers a lot of living space with full bath and spacious laundry room with side entrance. Roof has been replace, but has solar panel mounts, and control system, if new owner would like to install solar panels in the future. Community has a pool, and water access on Weems Creek. Library within walking distance. You won't want to miss this one!

Exceptional offering in sought-after community of Admiral Heights! Great location near the Navy Stadium, downtown Annapolis and major routes of travel. Lovely home with large private fenced backyard, This home offers gas heat, gas cooking & a gas fireplace! Interior offers beautiful hardwood floors, a main level addition off the back with cathedral ceiling, full bath and access to the backyard. This addtion could be converted to a first floor primary bedroom! Upstairs you will find 3 bedrooms, and a bath that includes a roll- in shower! Lower level offers a lot of living space with full bath and spacious laundry room with side entrance. Roof has been replace, but has solar panel mounts, and control system, if new owner would like to install solar panels in the future. Community has a pool, and water access on Weems Creek. Library within walking distance. You won't want to miss this one!

103 Wainwright Dr, Annapolis

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

Some neighborhoods just have a pull to them and Hunt Meadow is one of them. Tree-lined streets, genuine community life, a pool that actually gets used, and a walking path that drops you straight into Quiet Waters Park. It's the kind of place people move into and stay. 403 Riding Ridge fits right in. The colonial layout gives you the space and structure you're looking for, but the updates give it a freshness that sets it apart. A renovated kitchen, board and batten detail in the dining room and hallway, refreshed lighting, and a finished lower level with a bedroom and full bath that adds a lot of flexibility (a home office, out-of-town visitors, in -laws, au pair suite... take your pick). Out back, a deck and patio make the 0.3-acre private lot actually livable rather than just something to mow. Downtown Annapolis is minutes away. Routes 50 and 97 make everything else easy. But once you're settled into Hunt Meadow, you won't be in a hurry to leave.

$812,500

4 Beds ⋅ 4 Baths

Some neighborhoods just have a pull to them and Hunt Meadow is one of them. Tree-lined streets, genuine community life, a pool that actually gets used, and a walking path that drops you straight into Quiet Waters Park. It's the kind of place people move into and stay. 403 Riding Ridge fits right in. The colonial layout gives you the space and structure you're looking for, but the updates give it a freshness that sets it apart. A renovated kitchen, board and batten detail in the dining room and hallway, refreshed lighting, and a finished lower level with a bedroom and full bath that adds a lot of flexibility (a home office, out-of-town visitors, in -laws, au pair suite... take your pick). Out back, a deck and patio make the 0.3-acre private lot actually livable rather than just something to mow. Downtown Annapolis is minutes away. Routes 50 and 97 make everything else easy. But once you're settled into Hunt Meadow, you won't be in a hurry to leave.

403 Riding Ridge Rd, Annapolis

Listing courtesy of Hubble Bisbee Christie's International Real Estate. Contact:

Selling Office: Compass.

$810,000

Exceptional Heritage Harbour living on a quiet wooded cul-de-sac. This beautifully updated 3-bedroom, 3-bath home has been meticulously maintained and thoughtfully improved. The heart of the home is the renovated kitchen, featuring granite countertops, stainless steel appliances, a gas cooktop, abundant cabinetry, and an oversized dining area. Vaulted ceilings and hardwood floors enhance the spacious living room, which opens to a stunning sunroom/deck surrounded by peaceful wooded views. Renovated bathrooms, quality finishes, and hardwood and tile flooring throughout reflect the pride of ownership found in every room. In the basement, another full bathroom, finished living space, workshop and extra storage room. Heritage Harbour is the premier retirement community in the Annapolis Area. Minutes from downtown Annapolis, the Annapolis Mall, Parole Towne Center, you are within a short distance from everything you need while tucked just outside of the hustle and bustle. At the world class community clubhouse you will find an indoor and outdoor pool, fitness center, library, woodworking shop, billiards, access to the South River at the community pier and more. At the 9 hole private executive golf course, you can enjoy a delicious meal at Wilder Fresh Kitchen, exclusive to Heritage Harbour Residents. Tennis/pickleball courts, RV/boat storage lot, the list is endless. Schedule your showing and tour of the community today, this one won't last long!

Exceptional Heritage Harbour living on a quiet wooded cul-de-sac. This beautifully updated 3-bedroom, 3-bath home has been meticulously maintained and thoughtfully improved. The heart of the home is the renovated kitchen, featuring granite countertops, stainless steel appliances, a gas cooktop, abundant cabinetry, and an oversized dining area. Vaulted ceilings and hardwood floors enhance the spacious living room, which opens to a stunning sunroom/deck surrounded by peaceful wooded views. Renovated bathrooms, quality finishes, and hardwood and tile flooring throughout reflect the pride of ownership found in every room. In the basement, another full bathroom, finished living space, workshop and extra storage room. Heritage Harbour is the premier retirement community in the Annapolis Area. Minutes from downtown Annapolis, the Annapolis Mall, Parole Towne Center, you are within a short distance from everything you need while tucked just outside of the hustle and bustle. At the world class community clubhouse you will find an indoor and outdoor pool, fitness center, library, woodworking shop, billiards, access to the South River at the community pier and more. At the 9 hole private executive golf course, you can enjoy a delicious meal at Wilder Fresh Kitchen, exclusive to Heritage Harbour Residents. Tennis/pickleball courts, RV/boat storage lot, the list is endless. Schedule your showing and tour of the community today, this one won't last long!

816 Boatswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact:

Selling Office: Next Step Realty, LLC..

$810,000

A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers the uncommon combination of rich history, exceptional craftsmanship, private off-street parking for two vehicles, and a spacious fenced backyard. Originally constructed before the founding of the United States, the property sits at the foot of the hill from the Maryland State House and just steps from City Dock, in the heart of Historic Annapolis. The land was originally set aside for Francis Nicholson, whose visionary 1694–1695 plan established the layout of Maryland's capital city. Every detail of the restoration was carefully executed to honor the home's original character while enhancing everyday livability. Historic architectural elements have been meticulously preserved, complemented by premium modern upgrades throughout. The beautifully designed gourmet kitchen features top-of-the-line appliances, abundant custom cabinetry, generous storage, and a discreetly integrated laundry area, making it equally suited for everyday living and elegant entertaining. Inside, light-filled, generously proportioned rooms showcase timeless architectural details, three fireplaces, and the warmth and craftsmanship that only a home of this pedigree can offer. The seamless blend of original materials, thoughtful restoration, and sophisticated modern conveniences creates a residence that is as comfortable as it is historically significant. Offering a truly unparalleled Historic Annapolis lifestyle, this is an exceptional opportunity to own an award-winning piece of American history in one of the country's most coveted waterfront communities.

2 Beds ⋅ 1 Baths

A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers the uncommon combination of rich history, exceptional craftsmanship, private off-street parking for two vehicles, and a spacious fenced backyard. Originally constructed before the founding of the United States, the property sits at the foot of the hill from the Maryland State House and just steps from City Dock, in the heart of Historic Annapolis. The land was originally set aside for Francis Nicholson, whose visionary 1694–1695 plan established the layout of Maryland's capital city. Every detail of the restoration was carefully executed to honor the home's original character while enhancing everyday livability. Historic architectural elements have been meticulously preserved, complemented by premium modern upgrades throughout. The beautifully designed gourmet kitchen features top-of-the-line appliances, abundant custom cabinetry, generous storage, and a discreetly integrated laundry area, making it equally suited for everyday living and elegant entertaining. Inside, light-filled, generously proportioned rooms showcase timeless architectural details, three fireplaces, and the warmth and craftsmanship that only a home of this pedigree can offer. The seamless blend of original materials, thoughtful restoration, and sophisticated modern conveniences creates a residence that is as comfortable as it is historically significant. Offering a truly unparalleled Historic Annapolis lifestyle, this is an exceptional opportunity to own an award-winning piece of American history in one of the country's most coveted waterfront communities.

45 Fleet St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

$810,000

Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of mind. // The traditional layout begins with a formal living room featuring large picture windows that draw in abundant natural light and flows seamlessly into the formal dining room, creating an inviting setting for gatherings. The updated eat-in kitchen is both stylish and functional, showcasing crisp white cabinetry with sleek bar pulls, a peninsula breakfast bar, black appliances including double ovens, a built-in workstation, and a bright breakfast area with sliding door access to the screened porch. Just off the kitchen, the welcoming family room is highlighted by a white-washed brick fireplace and filled with natural light, while a convenient powder room and laundry area complete the main level. // The upper level features four generously sized bedrooms, including a spacious owner’s suite with a comfortable sitting area, dual closets—one a walk-in with a custom organization system—and a private ensuite bath with a soaking tub and separate shower. A centrally located full bathroom with an extended vanity serves the additional bedrooms. The walk-out finished lower level provides exceptional versatility, offering a large recreation space, a full bathroom, a bar area with a rough-in for a sink, and a fifth bedroom ideal for a home office, gym, or guest space. // Outdoor living is equally appealing, with a screened porch overlooking the backyard, an open-air deck that steps down to a patio, and a spacious, flat, fully fenced yard backing to trees for added privacy. // Residents of Beale Manor enjoy a wealth of community amenities, including a scenic waterfront pool, a basketball court, and a whimsical pollinator garden, fostering a vibrant, connected lifestyle.

5 Beds ⋅ 4 Baths

Multiple Offers received. Deadline Sunday at Noon . Charming water-privileged split-foyer residence in the desirable Beale Manor community, offering 3,145 finished square feet of thoughtfully designed living space. Recent updates include a roof replacement, a newer water heater, fresh interior paint, and beautifully refinished flooring throughout the main level, enhancing both style and peace of mind. // The traditional layout begins with a formal living room featuring large picture windows that draw in abundant natural light and flows seamlessly into the formal dining room, creating an inviting setting for gatherings. The updated eat-in kitchen is both stylish and functional, showcasing crisp white cabinetry with sleek bar pulls, a peninsula breakfast bar, black appliances including double ovens, a built-in workstation, and a bright breakfast area with sliding door access to the screened porch. Just off the kitchen, the welcoming family room is highlighted by a white-washed brick fireplace and filled with natural light, while a convenient powder room and laundry area complete the main level. // The upper level features four generously sized bedrooms, including a spacious owner’s suite with a comfortable sitting area, dual closets—one a walk-in with a custom organization system—and a private ensuite bath with a soaking tub and separate shower. A centrally located full bathroom with an extended vanity serves the additional bedrooms. The walk-out finished lower level provides exceptional versatility, offering a large recreation space, a full bathroom, a bar area with a rough-in for a sink, and a fifth bedroom ideal for a home office, gym, or guest space. // Outdoor living is equally appealing, with a screened porch overlooking the backyard, an open-air deck that steps down to a patio, and a spacious, flat, fully fenced yard backing to trees for added privacy. // Residents of Beale Manor enjoy a wealth of community amenities, including a scenic waterfront pool, a basketball court, and a whimsical pollinator garden, fostering a vibrant, connected lifestyle.

3135 Anchorage Dr, Annapolis

Listing courtesy of Keller Williams Lucido Agency. Contact:

Selling Office: Long & Foster Real Estate, Inc..

$808,000

What if one of Annapolis’ most sought-after lifestyles was right outside your front door? Welcome to Admiral Heights, where you can walk to Navy football games, community events at Navy-Marine Corps Memorial Stadium, and enjoy being just minutes from Downtown Annapolis, the Annapolis Towne Centre, waterfront dining, shopping, and entertainment. With optional community membership offering water access and neighborhood amenities, this is the kind of location people wait years to get into. The best part? You aren’t sacrificing the house to get the location. This rare five-level single-family home offers the space, flexibility, and updates that are hard to find in Admiral Heights. Inside, you’ll find a fully renovated kitchen, updated bathroom, beautiful hardwood floors, and a layout designed for the way people actually live. With four bedrooms spread across two separate upper levels, the home offers the unique possibility of two primary bedroom suites, making it ideal for multi-generational living, guests, or the possibility of an at home office. Outside, enjoy a large fenced backyard, spacious driveway, and room to relax, entertain, or play. A great home in a great location is rare. Finding both in the same property is even rarer. Welcome to 1602 Cedar Park Road.

4 Beds ⋅ 2 Baths

What if one of Annapolis’ most sought-after lifestyles was right outside your front door? Welcome to Admiral Heights, where you can walk to Navy football games, community events at Navy-Marine Corps Memorial Stadium, and enjoy being just minutes from Downtown Annapolis, the Annapolis Towne Centre, waterfront dining, shopping, and entertainment. With optional community membership offering water access and neighborhood amenities, this is the kind of location people wait years to get into. The best part? You aren’t sacrificing the house to get the location. This rare five-level single-family home offers the space, flexibility, and updates that are hard to find in Admiral Heights. Inside, you’ll find a fully renovated kitchen, updated bathroom, beautiful hardwood floors, and a layout designed for the way people actually live. With four bedrooms spread across two separate upper levels, the home offers the unique possibility of two primary bedroom suites, making it ideal for multi-generational living, guests, or the possibility of an at home office. Outside, enjoy a large fenced backyard, spacious driveway, and room to relax, entertain, or play. A great home in a great location is rare. Finding both in the same property is even rarer. Welcome to 1602 Cedar Park Road.

1602 Cedar Park Rd, Annapolis

Listing courtesy of Samson Properties. Contact:

Showcasing timeless elegance and exceptional craftsmanship, this stunning Hardi Plank and stone Craftsman residence seamlessly blends sophisticated design with everyday comfort. Offering 3 bedrooms and 2.5 baths, the home welcomes you with rich hardwood flooring throughout the main level and an inviting family room highlighted by a gas fireplace and custom built-in shelving. Designed to impress, the gourmet kitchen is a true culinary masterpiece featuring a Wolf Professional 36-inch induction range, an expansive granite center island, a walk-in pantry, under-cabinet lighting, a designer tile backsplash, and beautifully crafted maple shaker-style cabinetry. The adjoining dining area is generously proportioned and bathed in natural light, creating an ideal setting for both intimate gatherings and effortless entertaining. The serene primary suite serves as a private retreat, complete with a spa-inspired statement bath and two spacious walk-in closets. Two additional generously sized bedrooms provide comfort and versatility for family or guests. The professionally finished lower-level office offers the perfect work-from-home environment, while the expansive unfinished area presents outstanding potential for future living space, recreation, or storage. Thoughtfully designed custom closet systems throughout the home provide exceptional organization. Outdoor living is equally captivating. A spacious deck overlooks a tranquil wooded backdrop, creating a peaceful sanctuary for morning coffee, evening relaxation, or bird watching. The rear yard is fully enclosed by a 6-foot vinyl privacy fence and enhanced by beautifully curated, low-maintenance landscaping, offering both beauty and privacy. Perfectly situated just minutes from Towne Centre, Historic Downtown Annapolis, and Annapolis Harbour Center, this exceptional residence offers an enviable combination of luxury, convenience, and enduring style in one of the area's most desirable locations.

$805,000

Showcasing timeless elegance and exceptional craftsmanship, this stunning Hardi Plank and stone Craftsman residence seamlessly blends sophisticated design with everyday comfort. Offering 3 bedrooms and 2.5 baths, the home welcomes you with rich hardwood flooring throughout the main level and an inviting family room highlighted by a gas fireplace and custom built-in shelving. Designed to impress, the gourmet kitchen is a true culinary masterpiece featuring a Wolf Professional 36-inch induction range, an expansive granite center island, a walk-in pantry, under-cabinet lighting, a designer tile backsplash, and beautifully crafted maple shaker-style cabinetry. The adjoining dining area is generously proportioned and bathed in natural light, creating an ideal setting for both intimate gatherings and effortless entertaining. The serene primary suite serves as a private retreat, complete with a spa-inspired statement bath and two spacious walk-in closets. Two additional generously sized bedrooms provide comfort and versatility for family or guests. The professionally finished lower-level office offers the perfect work-from-home environment, while the expansive unfinished area presents outstanding potential for future living space, recreation, or storage. Thoughtfully designed custom closet systems throughout the home provide exceptional organization. Outdoor living is equally captivating. A spacious deck overlooks a tranquil wooded backdrop, creating a peaceful sanctuary for morning coffee, evening relaxation, or bird watching. The rear yard is fully enclosed by a 6-foot vinyl privacy fence and enhanced by beautifully curated, low-maintenance landscaping, offering both beauty and privacy. Perfectly situated just minutes from Towne Centre, Historic Downtown Annapolis, and Annapolis Harbour Center, this exceptional residence offers an enviable combination of luxury, convenience, and enduring style in one of the area's most desirable locations.

126 Marquise Ln, Annapolis

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

Experience privacy and easy living in this well-maintained ranch home, ideally situated on a wooded lot with a private walk-out rear yard. Located within a vibrant, amenity-rich community of over 1,500 homes, this neighborhood is a popular choice for those looking to downsize and enjoy a more relaxed, low-maintenance lifestyle. Residents enjoy an impressive range of amenities, including indoor and outdoor pools, tennis and pickleball courts, fitness and meeting spaces, hot tubs, saunas, and a wide variety of social groups—from bridge and poker to photography and woodworking. A golf course, along with a scenic lake, marina, and pier, provide additional opportunities for recreation and connection. The home itself offers both value and peace of mind, with many major updates already completed. Recent improvements include a two-year-old architectural roof, a high-efficiency dual-fuel heat pump with gas backup, and a newer gas water heater. The kitchen and both bathrooms have been tastefully updated with granite countertops, newer cabinetry, and modern appliances. The baths feature ceramic tile walls and flooring, while the kitchen includes updated appliances such as a newer refrigerator, range, and dishwasher. Additional features include a radon mitigation system, R-30 attic insulation for improved efficiency, and a garage equipped with a 220V outlet and wall heater. Property is served by natural gas. Please understand we are caregivers for an elderly parent and cannot vacate for showings. Important Terms & Logistics • Sold As-Is due to recent system updates • Post-Settlement Occupancy: Seller requires a rent-back through approximately November, 2026 • Preferred Settlement: mid/late September • Community Contribution: Buyer to pay a one-time $2,000 capital contribution at settlement

$805,000

3 Beds ⋅ 2 Baths

Experience privacy and easy living in this well-maintained ranch home, ideally situated on a wooded lot with a private walk-out rear yard. Located within a vibrant, amenity-rich community of over 1,500 homes, this neighborhood is a popular choice for those looking to downsize and enjoy a more relaxed, low-maintenance lifestyle. Residents enjoy an impressive range of amenities, including indoor and outdoor pools, tennis and pickleball courts, fitness and meeting spaces, hot tubs, saunas, and a wide variety of social groups—from bridge and poker to photography and woodworking. A golf course, along with a scenic lake, marina, and pier, provide additional opportunities for recreation and connection. The home itself offers both value and peace of mind, with many major updates already completed. Recent improvements include a two-year-old architectural roof, a high-efficiency dual-fuel heat pump with gas backup, and a newer gas water heater. The kitchen and both bathrooms have been tastefully updated with granite countertops, newer cabinetry, and modern appliances. The baths feature ceramic tile walls and flooring, while the kitchen includes updated appliances such as a newer refrigerator, range, and dishwasher. Additional features include a radon mitigation system, R-30 attic insulation for improved efficiency, and a garage equipped with a 220V outlet and wall heater. Property is served by natural gas. Please understand we are caregivers for an elderly parent and cannot vacate for showings. Important Terms & Logistics • Sold As-Is due to recent system updates • Post-Settlement Occupancy: Seller requires a rent-back through approximately November, 2026 • Preferred Settlement: mid/late September • Community Contribution: Buyer to pay a one-time $2,000 capital contribution at settlement

800 Bridgeport Way, Annapolis

Listing courtesy of Mr. Lister Realty. Contact:

Selling Office: Northrop Realty.

Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivating views across Spa Creek toward Historic Annapolis. With no steps required, the spacious condominium offers an easy, lock-and-leave lifestyle just moments from the clubhouse, waterfront pool, docks, and scenic walking paths. The inviting living room is framed by expansive water views and features a thoughtfully designed alcove with built-in shelving that discreetly conceals a Murphy bed, providing flexible accommodations for visiting family and friends. Step outside to the stone waterfront patio, an idyllic setting for entertaining, unwinding, and taking in spectacular sunrises over the water. A second patio off the dining room offers a more intimate retreat surrounded by nature. Inside, hardwood floors flow throughout, complemented by stylish architectural details including a beadboard-accented dining room ceiling. The serene bedroom captures beautiful water views and features a custom built-in closet area and elegantly appointed ensuite bath. A perfectly positioned pocket door allows the bath to serve both the bedroom and guests, providing the convenience of a powder room while maintaining privacy. The Point on Spa Creek offers an impressive collection of amenities designed around the Annapolis waterfront lifestyle. Residents enjoy direct access to Spa Creek with deep-water boat slips and two convenient water-taxi locations providing easy access to Downtown Annapolis. The waterfront pool and expansive deck with hot tub create a resort-like setting, while the clubhouse is available for private gatherings and events. Additional amenities include tennis and pickleball courts, EV charging stations, a kayak and canoe launch with convenient storage racks, and ample parking. Community social gatherings and a monthly newsletter foster a welcoming atmosphere, while pet-friendly policies ensure four-legged family members feel at home as well. A dedicated property maintenance supervisor adds another level of convenience, making life at The Point remarkably seamless. Waterfront views, boating access, and an exceptional array of amenities, all within easy reach of Eastport and downtown Annapolis. Welcome Home!

1 Beds ⋅ 2 Baths

Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivating views across Spa Creek toward Historic Annapolis. With no steps required, the spacious condominium offers an easy, lock-and-leave lifestyle just moments from the clubhouse, waterfront pool, docks, and scenic walking paths. The inviting living room is framed by expansive water views and features a thoughtfully designed alcove with built-in shelving that discreetly conceals a Murphy bed, providing flexible accommodations for visiting family and friends. Step outside to the stone waterfront patio, an idyllic setting for entertaining, unwinding, and taking in spectacular sunrises over the water. A second patio off the dining room offers a more intimate retreat surrounded by nature. Inside, hardwood floors flow throughout, complemented by stylish architectural details including a beadboard-accented dining room ceiling. The serene bedroom captures beautiful water views and features a custom built-in closet area and elegantly appointed ensuite bath. A perfectly positioned pocket door allows the bath to serve both the bedroom and guests, providing the convenience of a powder room while maintaining privacy. The Point on Spa Creek offers an impressive collection of amenities designed around the Annapolis waterfront lifestyle. Residents enjoy direct access to Spa Creek with deep-water boat slips and two convenient water-taxi locations providing easy access to Downtown Annapolis. The waterfront pool and expansive deck with hot tub create a resort-like setting, while the clubhouse is available for private gatherings and events. Additional amenities include tennis and pickleball courts, EV charging stations, a kayak and canoe launch with convenient storage racks, and ample parking. Community social gatherings and a monthly newsletter foster a welcoming atmosphere, while pet-friendly policies ensure four-legged family members feel at home as well. A dedicated property maintenance supervisor adds another level of convenience, making life at The Point remarkably seamless. Waterfront views, boating access, and an exceptional array of amenities, all within easy reach of Eastport and downtown Annapolis. Welcome Home!

1 President Point Dr Unit A1, Annapolis

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

Selling Office: Redfin Corp.

Located in the sought-after, water-privileged community of Admiral Heights, this beautifully maintained 4-bedroom, 3-bath home offers a rare main-level primary suite, spacious light-filled living areas, and a large, private backyard surrounded by mature trees. Hardwood flooring extends throughout the main and upper levels, while the inviting living room features a wood-burning fireplace. The finished walkout lower level with a bedroom, full bath, and patio access provides flexible space for guests, recreation, a home office, or a gym, with abundant storage throughout. Outside, enjoy professional stonework in the front yard, a paver driveway, and a large maintenance-free deck overlooking the private backyard—perfect for entertaining or relaxing. Leave the car behind and enjoy an exceptional walkable lifestyle, just minutes to West Annapolis shops and restaurants, Navy-Marine Corps Memorial Stadium, parks, and the community dock/pier, pool, and kayak launch. Downtown Annapolis is just over a mile away, with easy access to Route 50 for commuting. Residents may also join the voluntary Admiral Heights Improvement Association, providing access to neighborhood amenities including the pool, community dock/pier, parks, and kayak/canoe storage.

Located in the sought-after, water-privileged community of Admiral Heights, this beautifully maintained 4-bedroom, 3-bath home offers a rare main-level primary suite, spacious light-filled living areas, and a large, private backyard surrounded by mature trees. Hardwood flooring extends throughout the main and upper levels, while the inviting living room features a wood-burning fireplace. The finished walkout lower level with a bedroom, full bath, and patio access provides flexible space for guests, recreation, a home office, or a gym, with abundant storage throughout. Outside, enjoy professional stonework in the front yard, a paver driveway, and a large maintenance-free deck overlooking the private backyard—perfect for entertaining or relaxing. Leave the car behind and enjoy an exceptional walkable lifestyle, just minutes to West Annapolis shops and restaurants, Navy-Marine Corps Memorial Stadium, parks, and the community dock/pier, pool, and kayak launch. Downtown Annapolis is just over a mile away, with easy access to Route 50 for commuting. Residents may also join the voluntary Admiral Heights Improvement Association, providing access to neighborhood amenities including the pool, community dock/pier, parks, and kayak/canoe storage.

509 Schley Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Cummings & Co. Realtors.

Welcome to 307 Glen Ave, a charming cedar shake home in the heart of Annapolis's highly sought after Homewood community. Originally built in 1901 and thoughtfully renovated in the mid-2000's, this 3 bedroom, 2.5 bath residence seamlessly blends historic character with modern convenience. Situated on an oversized 8,812 square-foot lot, this home offers timeless curb appeal, generous outdoor living space, and an exceptional location. The classic cedar shake and inviting front porch create a warm welcome, while the interior features comfortable living spaces filled with charm and character. Recent improvements include a new HVAC system (2024), oven/range and microwave (2022), dishwasher, washer and dryer (2021) providing peace of mind for the next owner. Newly painted front porch along with the dining and living rooms. Located just steps from the Navy-Marine Corps Memorial Stadium and within walking distance of local restaurants and coffee shops, this home offers a lifestyle that is increasingly hard to find. Enjoy easy access to Downtown Annapolis, West Street dining and entertainment, the U.S. Naval Academy, waterfront attractions and major commute routes to Baltimore and Washington, D.C. Professional photos coming soon July 8th.

Welcome to 307 Glen Ave, a charming cedar shake home in the heart of Annapolis's highly sought after Homewood community. Originally built in 1901 and thoughtfully renovated in the mid-2000's, this 3 bedroom, 2.5 bath residence seamlessly blends historic character with modern convenience. Situated on an oversized 8,812 square-foot lot, this home offers timeless curb appeal, generous outdoor living space, and an exceptional location. The classic cedar shake and inviting front porch create a warm welcome, while the interior features comfortable living spaces filled with charm and character. Recent improvements include a new HVAC system (2024), oven/range and microwave (2022), dishwasher, washer and dryer (2021) providing peace of mind for the next owner. Newly painted front porch along with the dining and living rooms. Located just steps from the Navy-Marine Corps Memorial Stadium and within walking distance of local restaurants and coffee shops, this home offers a lifestyle that is increasingly hard to find. Enjoy easy access to Downtown Annapolis, West Street dining and entertainment, the U.S. Naval Academy, waterfront attractions and major commute routes to Baltimore and Washington, D.C. Professional photos coming soon July 8th.

307 Glen Ave, Annapolis

Listing courtesy of Corner House Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the sunroom, powder room, laundry room, and part of the garage in more recent years. The 600 square foot light filled sunroom is the focal point of the house now, with wonderful built in bookshelves and entertainment center. The original family room has a wood burning fireplace, and makes a cozy den or office. Stainless appliances and table space in the kitchen with French doors leading to the stone patio out back. The living room and dining room have ample space for gatherings. In the bedroom wing of the house find the primary bedroom with an attached full bath and two more ample bedrooms share the hall full bath. Recent updates include; July 2026 both the second zone HVAC & the water heater were replacedi, 2020 - Fast Care Floor System installed in garage & driveway resurfaced, in 2023 a new roof, in 2025 new HVAC first zone, new well pump, updated electric to code, new stainless steel liner in fireplace , & new oil tank, and in 2026 - new faucets in kitchen and master bath ****** Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore

Welcome home to this one of a kind three bedroom, two and a half bath rancher on a double lot in sought after Cape St Claire. One level living at it's finest, with a huge sunroom with vaulted ceiling on one wing, and the bedrooms on the other wing of this sprawling rancher. This property has been lovingly maintained by the owners, with the addition of the sunroom, powder room, laundry room, and part of the garage in more recent years. The 600 square foot light filled sunroom is the focal point of the house now, with wonderful built in bookshelves and entertainment center. The original family room has a wood burning fireplace, and makes a cozy den or office. Stainless appliances and table space in the kitchen with French doors leading to the stone patio out back. The living room and dining room have ample space for gatherings. In the bedroom wing of the house find the primary bedroom with an attached full bath and two more ample bedrooms share the hall full bath. Recent updates include; July 2026 both the second zone HVAC & the water heater were replacedi, 2020 - Fast Care Floor System installed in garage & driveway resurfaced, in 2023 a new roof, in 2025 new HVAC first zone, new well pump, updated electric to code, new stainless steel liner in fireplace , & new oil tank, and in 2026 - new faucets in kitchen and master bath ****** Cape St Claire amenities include, beaches, fishing/crabbing pier, boat ramp, playgrounds, marina, & more. Broadneck School District. Close to shops and restaurants. Mins from Downtown Annapolis, and easy access for commuter routes to Washington, Baltimore, and close to Ft Meade. Great location, minutes from downtown Annapolis, and good commuter location with quick access to Rt 50 & I-97 close to Washington or Baltimore

1047 Little Magothy Vw, Annapolis

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

Selling Office: RE/MAX Leading Edge.

Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in kitchen boasts a spacious island, seamlessly connecting to the inviting family room highlighted by a cozy gas fireplace. A convenient main-level bedroom adds flexibility for guests or multigenerational living. Upstairs, you’ll find a generously sized laundry room and a luxurious primary suite complete with a private ensuite bath. The fully finished basement expands your living space with a large recreation area, den, and full bath—perfect for work, play, or relaxation. Enjoy the outdoors from the newly built 18x18 deck overlooking a flat, half-acre lot that offers exceptional privacy. The backyard is thoughtfully designed with an above-ground pool and a dedicated fire pit area—ideal for gatherings year-round. A newly completed walk and bike path nearby provides easy access to Sandy Point, downtown Cape St. Claire, and Anne Arundel Community College—an incredible amenity for an active lifestyle. Tucked just around the corner from Cape St. Claire, this property offers added space and seclusion while remaining close to everything Annapolis has to offer. Schedule your private showing today and experience all this exceptional home has to offer!

5 Beds ⋅ 4 Baths

Welcome to this beautifully maintained, newer Colonial (built in 2021) offering the perfect blend of modern design and peaceful privacy in Annapolis. Featuring 5 bedrooms and 3.5 baths, this home delivers the feel of new construction—without the wait. Step inside to discover 9-foot ceilings and a bright, open-concept layout ideal for both everyday living and entertaining. The gourmet eat-in kitchen boasts a spacious island, seamlessly connecting to the inviting family room highlighted by a cozy gas fireplace. A convenient main-level bedroom adds flexibility for guests or multigenerational living. Upstairs, you’ll find a generously sized laundry room and a luxurious primary suite complete with a private ensuite bath. The fully finished basement expands your living space with a large recreation area, den, and full bath—perfect for work, play, or relaxation. Enjoy the outdoors from the newly built 18x18 deck overlooking a flat, half-acre lot that offers exceptional privacy. The backyard is thoughtfully designed with an above-ground pool and a dedicated fire pit area—ideal for gatherings year-round. A newly completed walk and bike path nearby provides easy access to Sandy Point, downtown Cape St. Claire, and Anne Arundel Community College—an incredible amenity for an active lifestyle. Tucked just around the corner from Cape St. Claire, this property offers added space and seclusion while remaining close to everything Annapolis has to offer. Schedule your private showing today and experience all this exceptional home has to offer!

1402 Insey Rd, Annapolis

Listing courtesy of Hutchins Properties. Contact:

Selling Office: Hyatt & Company Real Estate, LLC.

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapolis market. Set on almost 2.5 private acres in a premier South River community with beach access. This isn't log-look or log-style. This is the real thing. Authentic log cabin construction of this quality doesn't exist in many other places in Annapolis waterfront market, if at all. If you've been searching for genuine log home living with waterfront community access and Annapolis convenience, your search just ended. This opportunity doesn't come around often. The setting delivers rare privacy. Your nearly 2.5 acres provide true seclusion surrounded by mature trees and natural landscaping. Peaceful treetop views year-round. Seasonal water views during winter months. You're tucked away in nature while being minutes from everything Annapolis offers. This combination of privacy and accessibility simply doesn't exist at this price point in waterfront communities. The living spaces work for real life. The two-story living room with striking wood-burning fireplace creates the cabin experience you're envisioning. Updated kitchen with granite countertops, breakfast bar, and ample cabinet space makes daily living effortless. Three spacious main-level bedrooms all feature hardwood floors. The primary suite offers walk-in closet, spa-style bath with soaking tub and separate shower, plus private deck access for morning coffee in the trees. Flexible space adapts to how you live. Bright upstairs loft with oversized skylights and full bath becomes home office, family room, or creative retreat. The finished basement adds serious usable square footage - large recreation room, fourth bedroom, laundry area, and abundant storage. This isn't a cramped cabin - it's generous living space with authentic character. Outdoor living enhances the experience. Rear deck overlooks wooded privacy perfect for entertaining or quiet evenings. Front paver walkway welcomes guests. Ample driveway parking handles visitors easily. And here's the bonus - community beach access on the South River is a short walk from your door. You get log cabin seclusion with waterfront community amenities. Location provides the best of both worlds. Near major commuter routes for easy access to DC, Baltimore, or Annapolis employment centers. Downtown Annapolis dining, shopping, and waterfront attractions are minutes away. You live in the trees but you're never far from modern conveniences. Seriously Motivated seller timeline has created immediate opportunity that will not last much longer. This property is for serious buyers only. Those seeking authentic craftsmanship you cannot replicate. Those wanting waterfront community access with true privacy. Those understanding that genuine log cabin living in this location is essentially unavailable at any price - until now. If you've been waiting for something genuinely rare in the right location at the right time - this is it.

5 Beds ⋅ 4 Baths

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapolis market. Set on almost 2.5 private acres in a premier South River community with beach access. This isn't log-look or log-style. This is the real thing. Authentic log cabin construction of this quality doesn't exist in many other places in Annapolis waterfront market, if at all. If you've been searching for genuine log home living with waterfront community access and Annapolis convenience, your search just ended. This opportunity doesn't come around often. The setting delivers rare privacy. Your nearly 2.5 acres provide true seclusion surrounded by mature trees and natural landscaping. Peaceful treetop views year-round. Seasonal water views during winter months. You're tucked away in nature while being minutes from everything Annapolis offers. This combination of privacy and accessibility simply doesn't exist at this price point in waterfront communities. The living spaces work for real life. The two-story living room with striking wood-burning fireplace creates the cabin experience you're envisioning. Updated kitchen with granite countertops, breakfast bar, and ample cabinet space makes daily living effortless. Three spacious main-level bedrooms all feature hardwood floors. The primary suite offers walk-in closet, spa-style bath with soaking tub and separate shower, plus private deck access for morning coffee in the trees. Flexible space adapts to how you live. Bright upstairs loft with oversized skylights and full bath becomes home office, family room, or creative retreat. The finished basement adds serious usable square footage - large recreation room, fourth bedroom, laundry area, and abundant storage. This isn't a cramped cabin - it's generous living space with authentic character. Outdoor living enhances the experience. Rear deck overlooks wooded privacy perfect for entertaining or quiet evenings. Front paver walkway welcomes guests. Ample driveway parking handles visitors easily. And here's the bonus - community beach access on the South River is a short walk from your door. You get log cabin seclusion with waterfront community amenities. Location provides the best of both worlds. Near major commuter routes for easy access to DC, Baltimore, or Annapolis employment centers. Downtown Annapolis dining, shopping, and waterfront attractions are minutes away. You live in the trees but you're never far from modern conveniences. Seriously Motivated seller timeline has created immediate opportunity that will not last much longer. This property is for serious buyers only. Those seeking authentic craftsmanship you cannot replicate. Those wanting waterfront community access with true privacy. Those understanding that genuine log cabin living in this location is essentially unavailable at any price - until now. If you've been waiting for something genuinely rare in the right location at the right time - this is it.

2977 Southaven Dr, Annapolis

Listing courtesy of Real Broker, LLC - Chester. Contact:

Selling Office: Redfin Corp.

A rare find at a rare price in the sought-after water-privileged community of Admiral Heights. This home has several features not found in most Admiral Heights homes - oversized 1-car garage, four-season room combined with a maintenance-free deck with gazebo, completely refurbished pool, and a newly designed fresh landscaping to include a refurbished fish pond!! We haven't even gone inside!! Recent improvements provide a truly turnkey home, including a new roof, fresh interior paint, and the upstairs bathroom has been refreshed with a new vanity, updated lighting, and fresh paint. Wood floors run throughout the upper two levels, while the kitchen features granite countertops and stainless steel appliances. Beyond the home itself, Admiral Heights offers an unbeatable lifestyle. Enjoy easy access to the community pool and dock, walk to Navy football games, and bike to downtown Annapolis!! This type of home, in this neighborhood, at this price simply don't come along very often at all!! Don't hesitate on this one!!

4 Beds ⋅ 2 Baths

A rare find at a rare price in the sought-after water-privileged community of Admiral Heights. This home has several features not found in most Admiral Heights homes - oversized 1-car garage, four-season room combined with a maintenance-free deck with gazebo, completely refurbished pool, and a newly designed fresh landscaping to include a refurbished fish pond!! We haven't even gone inside!! Recent improvements provide a truly turnkey home, including a new roof, fresh interior paint, and the upstairs bathroom has been refreshed with a new vanity, updated lighting, and fresh paint. Wood floors run throughout the upper two levels, while the kitchen features granite countertops and stainless steel appliances. Beyond the home itself, Admiral Heights offers an unbeatable lifestyle. Enjoy easy access to the community pool and dock, walk to Navy football games, and bike to downtown Annapolis!! This type of home, in this neighborhood, at this price simply don't come along very often at all!! Don't hesitate on this one!!

1609 Cedar Park Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout. The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

5 Beds ⋅ 2 Baths

Discover the perfect blend of Annapolis charm and contemporary luxury at 1107 Brashears Street in desirable Eastport. Meticulously transformed and fully remodeled, this truly turn-key home presents 5 bedrooms and 2 full baths. Upon arrival, an inviting screened-in front porch welcomes you into a residence created for comfort. The main level is designed for modern living and entertaining, featuring an open floor plan anchored by a gourmet kitchen boasting a large center island and quality, stylish finishes that ensure a fresh, modern aesthetic. The layout offers maximum convenience with a valuable main-level bedroom and full bath. The comprehensive renovation inside and out showcasing stylish design and quality finishes throughout. The property is further enhanced by an expansive backyard, creating an outdoor retreat for the whole family to enjoy. The large paver-patio with fire pit, is ideal for entertaining, and family dinners. This Eastport gem perfectly balances premium convenience with exceptional comfort. This is your opportunity to own a like-new home in a prime location.

1107 Brashears St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Long & Foster Real Estate, Inc..

520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless access to the South River and Chesapeake Bay. From the moment you arrive, the home feels polished, intentional, and completely move-in ready. This isn’t a cosmetic refresh — this home has been extensively renovated with permits and thoughtfully updated throughout, delivering the confidence and peace of mind buyers want. The work is already done with updated systems, quality finishes, and a level of care that is difficult to replicate. Inside, light-filled spaces and a flowing layout create the kind of everyday comfort buyers are searching for, anchored by a beautifully designed kitchen that opens seamlessly into generous living and gathering spaces built for both entertaining and real life. Step outside and the experience only gets better with a brand-new paver patio creating the perfect setting for summer gatherings, morning coffee, or evenings under the stars. The huge fully fenced backyard offers exceptional space and privacy, while the detached shed adds valuable storage and flexibility. And then there is Hillsmere itself — where life truly revolves around the water. Residents enjoy neighborhood traditions and waterfront gatherings throughout the year, from the annual Fourth of July bike parade to beach picnics and community events that bring neighbors together. The community beach features a playground overlooking the water, and many consider Hillsmere to offer one of the most desirable beach and pool lifestyles in Annapolis. This is more than a move-in ready home — it is a chance to become part of a community people fall in love with and rarely want to leave.

520 Harbor Drive isn’t simply another home hitting the market — it’s the opportunity buyers spend months waiting to find in Hillsmere and rarely secure. Perfectly positioned in the heart of one of Annapolis’ most loved waterfront communities, this home delivers the lifestyle that keeps people here for years: private beaches, marina access, boat ramps, a community pool, playgrounds, and effortless access to the South River and Chesapeake Bay. From the moment you arrive, the home feels polished, intentional, and completely move-in ready. This isn’t a cosmetic refresh — this home has been extensively renovated with permits and thoughtfully updated throughout, delivering the confidence and peace of mind buyers want. The work is already done with updated systems, quality finishes, and a level of care that is difficult to replicate. Inside, light-filled spaces and a flowing layout create the kind of everyday comfort buyers are searching for, anchored by a beautifully designed kitchen that opens seamlessly into generous living and gathering spaces built for both entertaining and real life. Step outside and the experience only gets better with a brand-new paver patio creating the perfect setting for summer gatherings, morning coffee, or evenings under the stars. The huge fully fenced backyard offers exceptional space and privacy, while the detached shed adds valuable storage and flexibility. And then there is Hillsmere itself — where life truly revolves around the water. Residents enjoy neighborhood traditions and waterfront gatherings throughout the year, from the annual Fourth of July bike parade to beach picnics and community events that bring neighbors together. The community beach features a playground overlooking the water, and many consider Hillsmere to offer one of the most desirable beach and pool lifestyles in Annapolis. This is more than a move-in ready home — it is a chance to become part of a community people fall in love with and rarely want to leave.

520 Harbor Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Non Subscribing Office.

Welcome to this charming Cape Cod on a desirable corner lot the highly sought-after Homewood neighborhood of Annapolis, where classic character meets modern comfort and convenience. Homes in Homewood rarely last long on the market thanks to the community’s prime location, strong demand, and close-knit neighborhood feel, making this a wonderful opportunity to own in one of Annapolis’ most desirable areas. This delightful home offers three bedrooms with the potential for a fourth bedroom in the fully finished basement, along with three full bathrooms, providing flexible living options for families, guests, or a home office setup. The finished lower level features a spacious recreation room, abundant storage, and a separate exterior entrance, making it ideal for extended family living, a guest suite, or additional entertaining space. The main living areas reflect the warmth and charm expected from a classic Cape Cod, while thoughtful updates ensure everyday comfort. The roof was replaced just one year ago, providing peace of mind for years to come. Heating efficiency and flexibility are a highlight of the home with two natural gas heating systems: Forced air system with heat pump, and Traditional radiators and baseboard heat. Outside, enjoy the private fenced in yard and patio, perfect for relaxing evenings, gardening, or entertaining. A detached two-car garage offers sheltered parking and additional storage. Located just minutes from downtown Annapolis, the U.S. Naval Academy, local restaurants, shopping, and waterfront attractions, Homewood is known for its tree-lined streets, charming homes, and incredibly strong resale demand. Properties here consistently attract buyers looking for walkability, community charm, and proximity to everything Annapolis has to offer. If you’ve been waiting for a home in Homewood, this is your chance to secure a property in a neighborhood where homes move quickly and opportunities are limited.

Welcome to this charming Cape Cod on a desirable corner lot the highly sought-after Homewood neighborhood of Annapolis, where classic character meets modern comfort and convenience. Homes in Homewood rarely last long on the market thanks to the community’s prime location, strong demand, and close-knit neighborhood feel, making this a wonderful opportunity to own in one of Annapolis’ most desirable areas. This delightful home offers three bedrooms with the potential for a fourth bedroom in the fully finished basement, along with three full bathrooms, providing flexible living options for families, guests, or a home office setup. The finished lower level features a spacious recreation room, abundant storage, and a separate exterior entrance, making it ideal for extended family living, a guest suite, or additional entertaining space. The main living areas reflect the warmth and charm expected from a classic Cape Cod, while thoughtful updates ensure everyday comfort. The roof was replaced just one year ago, providing peace of mind for years to come. Heating efficiency and flexibility are a highlight of the home with two natural gas heating systems: Forced air system with heat pump, and Traditional radiators and baseboard heat. Outside, enjoy the private fenced in yard and patio, perfect for relaxing evenings, gardening, or entertaining. A detached two-car garage offers sheltered parking and additional storage. Located just minutes from downtown Annapolis, the U.S. Naval Academy, local restaurants, shopping, and waterfront attractions, Homewood is known for its tree-lined streets, charming homes, and incredibly strong resale demand. Properties here consistently attract buyers looking for walkability, community charm, and proximity to everything Annapolis has to offer. If you’ve been waiting for a home in Homewood, this is your chance to secure a property in a neighborhood where homes move quickly and opportunities are limited.

106 Linden Ave, Annapolis

Listing courtesy of Samson Properties. Contact:

Selling Office: Samson Properties.

$799,000

Listed and sold simultaneously

Listed and sold simultaneously

1518 Winchester Rd, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Non Subscribing Office.

$798,000

Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of off street parking in one of Annapolis's most walkable in-town pockets. Inside, tall ceilings and recessed lighting set an airy tone against gorgeous oak flooring on the main level and the beautifully refinished original pine flooring on the stairs and level two. The classic period moldings that run throughout remind you that this home has been here for a time as the updates make it seem like a much newer build. The kitchen anchors the main level: white shaker cabinetry, stainless appliances, and granite countertops surround a center island with room for a kitchen table, while a separate formal dining room sits just off the living room for more considered entertaining. A main level powder room, a rare find in homes of this era, provides ease buyers rarely expect from an in-town address. A mudroom tucked off the kitchen doubles as an office also providing space for the pantry, a laundry closet and access to the unfinished basement and backyard. Upstairs, three bedrooms include a primary suite that is bright, generously scaled, and appointed with an ensuite bath and stall shower. The hall bath is an ode to the age of the home with a refurbished black and white clawfoot tub (with shower) set beneath classic wainscoting. A third floor of floored attic space stands ready as flexible storage today, or a defining feature tomorrow for an owner who wants to finish it into additional living space. Outside, the large, flat, fully fenced yard is anchored by a side patio off the mudroom for grilling and framed by fig trees, with a gate to a rear fenced area and a large storage shed beyond. The location is a defining feature in its own right. Walk to Navy games, boat shows, Wednesday night's "Dinner Under the Stars, and pickup pickleball on West Street, or take a short drive to the boat ramps at Amos Garrett Park or West Annapolis to launch your paddle board or kayak. 16 Woodlawn Avenue isn't just a renovated in-town home. It stands as a premier expression of Chesapeake Bay living at its most walkable and most alive. Be sure to check out the virtual walk through tour!