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48 Murray Ave, Annapolis
$1,630,000
4 Beds ⋅ 4 Baths
Modern Luxury Meets Murray Hill Charm | Experience the refined standard of Annapolis living in this masterfully reimagined Murray Hill residence. This home is a rare achievement in design—a down-to-the-studs transformation that honors its historic charm while introducing a graceful, curated, modern aesthetic. Cross the threshold onto original Heart Pine hardwood floors, glowing with a warmth that only century-old wood can provide. The home is anchored by a custom-tiled fireplace, offering a functional and sophisticated centerpiece for the home. Framed by expansive Jeld-Wen windows, the interior is bathed in natural light, while 9-foot ceilings and recessed LED lighting create an atmosphere that is both grand and intimate.The kitchen is a masterclass in functional elegance, designed for the serious host, including lustrous Quartz countertops paired with brushed brass accents and a gloss-tile backsplash and a high-performance KitchenAid suite, featuring an induction range and a seamless microwave drawer for a clean, tailored look. A generous island with seating for three and a custom-built pantry to keep your culinary workspace effortless. Upstairs, the primary suite offers a spa-inspired escape with a frameless glass shower, a deep soaking tub, and a double vanity topped with Quartz. Organization is effortless with the integrated Elfa Closet System. Throughout the home, secondary bedrooms feature custom built-ins, ensuring every inch is as functional as it is beautiful. The lower level offers a versatility rarely found in the neighborhood. Featuring a family room with a wet bar and wine fridge, this space serves as a perfect guest en suite or a private media lounge with its own backyard entrance. Outside, the private rear yard leads to Morris Street with street parking available. Superior Systems include Klipsch built-in speakers and a comprehensive hard-wired security system and Dual-zoned High-Efficiency Carrier HVAC with Ecobee smart thermostats and a high-efficiency heat pump water heater. A rare marriage of historic soul and modern sophistication, this residence offers a turnkey lifestyle in the heart of one of Annapolis’ most sought-after neighborhoods, steps from Historic Downtown Annapolis, the waterfront, shops and restaurants. Potential Parking Space (please inquire for additional details)

48 Murray Ave, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Coldwell Banker Realty.

35 Decatur Ave, Annapolis
$1,625,000
4 Beds ⋅ 5 Baths
OFFER DEADLINE: 9PM, SUNDAY, JULY 12. A rare coastal retreat in Bay Ridge offering the perfect blend of timeless charm, thoughtful modern updates, and an incredibly versatile floor plan. This lovingly maintained 4-bedroom, 3 full bath, 2 half bath home, totally renovated in 2015, seamlessly combines traditional and Craftsman-inspired character with comfortable living spaces. Inside, the main level welcomes you with beautiful hardwood floors, a fully renovated kitchen, updated bathrooms, a cozy fireplace, and a flexible two-bedroom layout that is ideal for multi-generational living, guests, or a convenient home office or nursery. Upstairs find two spacious bedrooms and an additional living area where stunning water views create the perfect setting to relax. The expansive, partially finished walkout basement offers exceptional flexibility with a half bath, craft room, and abundant storage. Set on a generous 0.27-acre lot, the outdoor spaces are equally inviting, featuring a private patio, mature landscaping, plenty of room for gardening or play, a storage shed, attached one-car carport, and driveway parking. The home also includes a propane-powered backup generator. Just steps from your back door, stroll down your attached lot directly to the beach and enjoy panoramic views of the Chesapeake Bay and the iconic Bay Bridge. With water access to navigable waters, weekends can be spent kayaking, paddleboarding, or simply taking in the beauty and tranquility of waterfront living. Optional community membership offers an exceptional coastal lifestyle with private beaches, a marina, scenic walking trails, playgrounds, and year-round neighborhood events. Don't miss your chance to embrace the Bay Ridge lifestyle and create lasting memories in one of the area's most desirable waterfront communities!

35 Decatur Ave, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

Selling Office: Coldwell Banker Realty.

1344 Tydings Rd, Annapolis
$1,625,000
4 Beds ⋅ 5 Baths
Old-world elegance is masterfully expressed in this exceptional Villa, a true work of art set on a lush and private 1.26-acre homesite just one block from the Chesapeake Bay. A rare offering that seamlessly blends timeless European craftsmanship with modern luxury, the residence is defined by hand-chiseled stone, classic stucco, and a striking terracotta tile roof, creating a presence that is both refined and enduring. Inside, exquisite finishes and thoughtful design unfold at every turn. The gourmet kitchen is appointed with honed granite surfaces and chef-grade stainless steel appliances, while reclaimed hardwood flooring and imported Italian tile add warmth and authenticity throughout. Custom doors, windows, and plantation shutters further elevate the home’s character. The spacious primary suite offers a serene retreat with soaring 10-foot ceilings and a spa-inspired bath, while three additional bedrooms and well-appointed baths provide comfort for family and guests alike. A versatile bonus suite above the two-car garage, complete with a half bath, offers ideal flexibility for an in-law suite, guest quarters, or private office. Outdoor living is equally captivating. A grand loggia invites year-round enjoyment, centered around a stunning wood-burning fireplace set within a handcrafted stone façade, the perfect ambiance for quiet evenings or entertaining under the stars. The resort-style backyard features a heated 40' x 18' PebbleTec saltwater pool with an elegant fountain feature, all surrounded by an expansive, level lawn framed by mature trees, creating a sense of total privacy and tranquility. The bucolic setting just minutes from shopping, dining, and major routes, this property offers a rare blend of peaceful countryside living with everyday convenience. The grounds feature a charming pasture with shed currently home to sheep, a thoughtfully designed chicken coop, and a solar panel field beyond, adding both character and efficiency. Flexible in nature, the land invites a range of uses, perfectly balancing rural charm with modern-day versatility. Just moments away, Safe Harbor Marina provides the waterfront lifestyle with a full-service, resort-like atmosphere. Thoughtfully designed for both convenience and enjoyment, the marina offers a seamless boating experience complemented by beautifully maintained grounds, gathering spaces, and amenities that make it easy to spend entire days on the water. From relaxed afternoons by the pool to effortless dockside access, it serves as an extension of the home, providing a vibrant yet refined setting for both recreation and connection. Ideally located within the sought-after Broadneck School District, the property also provides easy access to the natural beauty of Sandy Point State Park, seamless travel across the Bay Bridge to the Eastern Shore, and a direct route to Washington, D.C. via Route 50. Welcome Home!

1344 Tydings Rd, Annapolis

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

Selling Office: TTR Sotheby's International Realty.

2195 Chesapeake Harbour Dr, Annapolis
$1,600,000
3 Beds ⋅ 4 Baths
Experience the carefree waterfront lifestyle of Chesapeake Harbour in this exceptional direct Chesapeake Bay-front home, offering spectacular views of the Bay Bridge, Kent Island, and the Severn River from nearly every level. One of the home’s standout features is its private elevator serving all levels, along with a one-car garage plus additional parking. The Bay-front pool is just steps away, while The Beacon waterfront restaurant is right outside your door. The main level features a spacious eat-in kitchen and separate dining room. The kitchen is equipped with new appliances, easy clean cooktop, and wine refrigerator. The elegant living room features a wood-burning fireplace and opens to a waterfront deck where the Chesapeake Bay and beach are literally at your feet. Relax, listen to the waves, and enjoy ever-changing water views. Upstairs, the spacious primary suite features a private balcony overlooking the Bay and a generous bath with both a walk-in shower and soaking tub. A second bedroom and full bath provide a comfortable private space for guests. The upper level offers a versatile full-size room ideal for a home office, den, exercise or yoga studio, all with beautiful Bay views. The lower level provides an inviting family room with wet bar, wine refrigerator, and abundant storage. Chesapeake Harbour amenities include two pools, tennis courts, marina, beach, dinghy racks, and waterfront recreation. With exceptional views, multiple outdoor spaces, an elevator, garage, and an enviable location just steps from the water and The Beacon, this is Chesapeake Bay living at its best.

2195 Chesapeake Harbour Dr, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact:

Selling Office: Non Subscribing Office.

712 Chesapeake Ave, Annapolis
$1,600,000
4 Beds ⋅ 3 Baths
Perfectly positioned in the heart of Eastport, this outstanding turnkey residence captures the essence of the Annapolis lifestyle, where charming neighborhood streets, waterfront parks, marinas, acclaimed restaurants, coffee shops, and downtown Annapolis are all just moments from your front door. Lovingly cared for throughout the years, the home blends timeless character with the comfort and functionality today’s buyers desire. Designed for both everyday living and effortless entertaining, the spacious kitchen flows seamlessly into the inviting family room, where French doors open to a beautiful screened porch ideal for relaxing after a day on the water or gathering with friends on warm summer evenings. The luxurious primary suite offers a peaceful retreat with a tray ceiling, custom spa-like bath, and oversized walk-in closet. Three additional bedrooms provide charm and flexibility, while the finished third level with hardwood flooring creates the perfect bonus space for a home office, playroom, studio, or guest overflow. Additional highlights include second-floor laundry, plantation shutters throughout, beautifully landscaped grounds, and an oversized fenced backyard with a paver patio that extends the living space outdoors. Rare off-street parking for three cars adds exceptional convenience in this highly walkable Eastport location. Life in Eastport is all about embracing the charm and energy of Annapolis’ treasured waterfront lifestyle. Stroll the artful, nautical streets lined with acclaimed restaurants, lively pubs, yacht clubs, marinas, and tucked-away waterfront parks, or make your way into downtown Annapolis and the Naval Academy by crossing the Spa Creek drawbridge or hopping aboard the water taxi. Whether enjoying waterfront dining, launching a paddleboard, attending local events, or simply taking in the vibrant harbor atmosphere, this location offers an unmatched blend of coastal charm and walkable convenience. For boating enthusiasts, some of the Chesapeake Bay’s best cruising and fishing destinations await just beyond your dock, with easy access to celebrated waterfront towns including St. Michaels, Oxford, Solomons, and Baltimore’s Inner Harbor. Perfectly positioned just minutes from Routes 50 and 97, commuting to Baltimore, BWI, Ft. Meade/NSA, and Washington, DC is equally effortless. Welcome Home!

712 Chesapeake Ave, Annapolis

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

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

4 Chase Rd, Annapolis
$1,600,000
4 Beds ⋅ 3 Baths
Classic Cape Cod charm. Coastal soul. Completely reimagined. Fieldstone facade. Half-acre flat yard. One block to the Severn River marina. 1948 Cape Cod in sought-after Pendennis Mount blending original character with thoughtful updates throughout. Slate roof, cobblestone paver drive, and blooming azaleas set the tone from the start. The living room welcomes you with hardwood floors, a stone wood-burning fireplace, and access to the back deck. White barn doors open to a sun-filled vaulted room with three walls of windows. Renovated full bath on the main level. Formal dining flows into the updated kitchen featuring granite countertops, glass-front white cabinetry, and a gas island with bar seating. Open to both the breakfast room and the game room. The game room stands out with warm knotty pine walls, a gas stone fireplace, pool table, front porch access, and direct connection to the backyard. Upstairs, the primary suite offers multiple closets and a beautifully remodeled bath with jetted soaking tub, frameless glass shower, and walk-in closet with laundry, plus additional attic access. Three more spacious bedrooms and a renovated hall bath with skylight complete the upper level. Lower level offers 1,488 sq ft of unfinished space currently used as a home gym, with workshop area, built-in cabinetry, and extensive storage including crawl spaces with concrete flooring. Walk-up stairs provide direct access to the backyard deck, adding convenience and flexibility, while the open layout leaves plenty of room for future finishing or continued use as-is. Set on a flat, half-acre fenced corner lot with deck, putting green, frisbee golf course, potting shed, and mature landscaping. Two-car rear-entry garage. Just one block to the private Severn River marina with boat slips, kayak storage, sandy beach, and views of the Naval Academy and downtown Annapolis. Broadneck schools. OFFER DEADLINE Saturday 5/2 @ 6pm

4 Chase Rd, Annapolis

Listing courtesy of RE/MAX One. Contact:

Selling Office: Coldwell Banker Realty.

3300 Shore Dr, Annapolis
$1,575,000
4 Beds ⋅ 4 Baths
Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This exceptional 4-bedroom, 4-bathroom home is perfectly situated on the shores offering unique views of the Chesapeake Bay and Oyster Creek from nearly every room. Step inside to discover the open design, highlighting a gourmet kitchen designed for both beauty and function, featuring granite countertops, stainless steel appliances, and breakfast bar. The open-concept living and dining areas flow easily out to the multi-level waterfront decking, ideal for entertaining or simply enjoying the peaceful surroundings. The luxury primary suite is a true sanctuary, complete with a private waterfront deck, spa-like bathroom featuring a walk-in shower, soaking tub, and a generous walk-in closet. The third-level living space includes a full bath and offers endless possibilities—perfect as a media room, guest suite, or home office with elevated views. Outside, a private pier with a 20,000 lb boat lift invites you to explore the water with ease. Whether you're boating, fishing, or just soaking in the serene creekfront setting, this property offers the ultimate coastal lifestyle. Don’t miss this rare opportunity to own a slice of waterfront paradise on Oyster Creek. Property is in a Special Tax District. - $2,274.75 annually.

3300 Shore Dr, Annapolis

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

Selling Office: Unrepresented.

2 Tolson St, Annapolis
$1,556,000
6 Beds ⋅ 5 Baths
Tucked away at the end of a quiet street in sought after West Annapolis, this beautifully maintained home offers a rare combination of character, space, privacy, and walkability. The heart of the home is a spacious kitchen and dining area, where a wood burning fireplace and built in bookcases create a welcoming gathering space. A main level bedroom and full bath provide flexibility for guests, a home office, or one level living. The standout feature is the light filled family room, with vaulted ceilings, expansive windows, and French doors that open to a beautifully landscaped backyard. A spacious deck overlooks a canopy of mature trees, creating a private setting for outdoor dining, entertaining, and enjoying sunset skies. Adding to the property's unique character are the original Baltimore & Annapolis Short Line railroad tracks, a distinctive reminder of Annapolis history. The property also includes the adjacent land beyond the tracks, extending to neighboring USNA-owned property and providing an exceptional sense of space and privacy. Upstairs, four bedrooms and two full baths include a generously sized primary suite. The walkout lower level offers an additional bedroom, full bath, recreation space, and abundant storage. Recent improvements include a new roof (2022), a whole house generator, and new washer and dryer. Just a short walk from the shops, restaurants, waterfront, and neighborhood charm of West Annapolis, and moments from the U.S. Naval Academy and downtown Annapolis, this home offers a rare opportunity to enjoy the very best of Annapolis living.

2 Tolson St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Coldwell Banker Realty.

47 Richards Ln, Annapolis
$1,540,000
4 Beds ⋅ 4 Baths
Exceptional four-level end-unit townhome with a two-car rear-load garage in the heart of Historic Annapolis. Ideally located just one block from Spa Creek, this beautifully maintained luxury residence offers a rare combination of timeless character, spacious living, and thoughtful upgrades throughout. Inside, hardwood floors, 9-foot ceilings, plantation shutters, and abundant natural light create a warm and inviting atmosphere across all four levels. The gourmet kitchen features stainless steel appliances, a Sub-Zero refrigerator/freezer, Merrillat cabinetry, an eat-in dining area, and a comfortable family room centered around a gas fireplace with custom built-ins. The flexible floor plan offers multiple living and entertaining spaces, including a private lower-level bedroom suite with a full bath nearby and a second gas fireplace — ideal for guests, extended family, a home office, or additional lounge space. Walk-in closets and seamless indoor/outdoor flow add to the home’s appeal, including a Pella slider leading to the private deck off the kitchen overlooking a peaceful grassy courtyard area. The two-car garage has been upgraded with a durable sealed floor system and custom slatwall organization. Additional improvements include repointed brick at the front entrance. Located moments from the waterfront, residents can call for a water taxi to nearby restaurants and shops or enjoy nearby Acton’s Cove (Goose) Park for green space, dog walking, and waterfront relaxation. With boutique shopping, coffee spots, acclaimed dining, the Naval Academy, and all the charm of downtown Annapolis just outside your door, this home offers an exceptional lifestyle in one of Annapolis’ most desirable locations.

47 Richards Ln, Annapolis

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

Selling Office: Compass.

23 Chesapeake Lndg, Annapolis
$1,525,000
3 Beds ⋅ 4 Baths
Spectacular water-view home nestled at the tip of the Eastport Peninsula in coveted Chesapeake Landing, a premier gated community. Set within the vibrant Maritime Republic of Eastport, deeply rooted in sailboat racing and pleasure-boating traditions. 23 Chesapeake Landing offers an exceptional blend of comfort, convenience and the Annapolis waterfront lifestyle. Residents treasure the neighborhood’s walkability, with an array of restaurants, pubs, boutiques, historic City Dock and Downtown Annapolis just steps from your door! Take a water taxi across Spa Creek to downtown or lauch a kyak or paddleboard from nearby Horn Point Park. Well maintained and freshly painted, this thoughtfully designed end-unit townhome, providing an abundance of natural light is equally suited to relaxed everyday living and effortless entertaining. The kitchen features sleek stainless-steel appliances, granite countertops, custom cabinetry and abundant storage. A casual dining area encourages relaxed gatherings, while the adjoining deck is perfectly positioned for outdoor grilling. Overlooking the living room and the water views beyond, the separate dining room provides an elegant setting for more formal occasions. The inviting living room is enhanced with taller ceilings, hardwood flooring and a wood-burning fireplace that adds warmth and ambience during the cooler months. Expansive sliding glass doors, fitted with plantation shutters, open to one of three newly rebuilt and expanded decks providing an ideal setting for savoring the water views or relaxing with your favorite beverage. This remarkable vantage point also provides front-row views of Fourth of July and New Year’s Eve fireworks, the annual Blue Angels Airshow and the ever-changing parade of sailboats, powerboats, regattas, naval vessels and the occasional pirate ship. The generously sized owner’s suite welcomes you with dramatic vaulted ceilings, abundant natural light, an en-suite bath and a private deck for even more water viewing pleasure. A second bedroom, full bath and laundry area complete the bedroom level. The loft level offers tremendous flexibility and may be adapted as additional bedroom space, a home office, art studio, fitness room or whatever best complements your lifestyle. The ground floor level, warmed by a second fireplace and enhanced by updated luxury vinyl plank flooring provides additional comfortable living space with exceptional flexibility, including its own private entrance. A full bath provides the perfect setup as an additional guest suite. French doors open to a private patio overlooking the beautifully landscaped grounds. Designed for easy lock-and-leave living, this home allows you to travel with peace of mind. The Annapolis Maryland Capital Yacht Club owns and manages the marina, pool and clubhouse. For the boating enthusiast, marina slips available for lease provide easy access to the Chesapeake Bay and its many waterfront destinations including use of the pool and clubhouse. Just outside your door, The Maritime Republic of Eastport combines the charm of a coastal village with the energy of a thriving maritime community - all just across Spa Creek from the U. S. Naval Academy and the culture, history and amenities of downtown Annapolis. Don't miss an opportunity to make this exceptional Eastport residence your home!

23 Chesapeake Lndg, Annapolis

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

Selling Office: EXP Realty, LLC.

1613 Old Mill Bottom Run, Annapolis
$1,500,000
4 Beds ⋅ 3 Baths
Welcome to this exceptional residence offering timeless elegance and modern comfort in every detail. Step inside to an open and airy floor plan filled with natural light, complemented by rich hickory hardwood flooring throughout the main level. Designed for both everyday living and effortless entertaining, the heart of the home is a gourmet chef’s kitchen featuring a spacious island, stunning marble countertops, and high-end finishes. The main level also showcases an elegant formal dining room adorned with classic wainscoting, crown molding, and chair rail detailing—perfect for hosting memorable gatherings. Just beyond, a beautiful sunroom with slate flooring provides a tranquil retreat, overlooking the meticulously landscaped backyard. Outdoor living is equally impressive with an expansive mahogany deck off the sunroom, complete with a built-in fire pit—ideal for relaxing evenings or entertaining guests. Upstairs, you’ll find four generously sized bedrooms, including a luxurious primary suite featuring a gorgeously updated, spa-inspired bath designed for comfort and relaxation. The finished lower level expands the home’s versatility, offering a spacious great room ideal for recreation, media, or entertaining, along with a dedicated workshop—perfect for hobbies, projects, or additional storage. This home seamlessly blends sophistication, warmth, and functionality, offering an exceptional lifestyle in a highly desirable setting. Complete with Nest smart home technology and a portable generator hookup, this home is as smart and sturdy as it is beautiful.

1613 Old Mill Bottom Run, Annapolis

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

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

322 Clopston Hl, Annapolis
$1,500,000
4 Beds ⋅ 3 Baths
Nestled on a hillside overlooking the Severn River, this property presents a rare opportunity in the highly coveted Sherwood Forest community. Set on a private lot, the home offers a great balance of indoor and outdoor living. A spacious deck provides the perfect setting to relax or entertain while taking in views of boats passing along the river. The home features just over 2,700 square feet, with 4 bedrooms and 2.5 bathrooms, offering plenty of space to enjoy as-is with the opportunity to renovate or rebuild at a later date. Whether you’re looking for a place to experience Sherwood Forest summers or envision building your dream water-view home, this property offers exceptional potential. Sherwood Forest is a prestigious gated community comprising 341 residences. Residents enjoy access to a plethora of amenities including a spacious multi-purpose Club House, General Store, 9-Hole Golf Course, 6 Tennis Courts, Marina, Beaches, Swimming Pool, Basketball Court, Bowling Alley, Pickle Ball Courts, Archery Pit, Nature Lab, and a renowned Children’s Summer Camp Program. Numerous fields throughout the neighborhood cater to various sports such as Lacrosse, Soccer, Football, Softball, Volleyball, and Badminton. The surrounding forest boasts over 5 miles of scenic walking and mountain biking trails, with a picturesque 2-mile waterfront loop offering captivating views of the Severn River and Brewers Pond. Golf carts are the preferred mode of transportation within the community. The vibrant social calendar is filled with events including the 3rd of July Fireworks, 4th of July Parade, Summer Dances, 5K Race, Corn Roast, Clam Bake, Tennis and Golf Tournaments, and much more. Holiday festivities cater to both adults and children alike. A one-time $20,000 membership fee to join the Sherwood Forest Club is required as part of your Real Estate Transaction.

322 Clopston Hl, Annapolis

Listing courtesy of Douglas Realty LLC. Contact:

Selling Office: Douglas Realty LLC.

244 Puritan Pl, Annapolis
$1,500,000
4 Beds ⋅ 3 Baths
Experience waterfront living at its most captivating in the prestigious community of Providence. Overlooking the tranquil waters of Providence Cove and Mill Creek and backing up to the 10th fairway on the Naval Academy Golf Course, this beautifully maintained 4-bedroom, 2.5-bath home offers spectacular views from a rare vantage point where water and nature create an ever-changing backdrop of serenity and beauty. Thoughtfully sited to maximize the scenery, the home is filled with natural light and designed to celebrate its surroundings. Expansive windows frame waterfront views, bringing the outdoors in and creating a sense of calm throughout the living spaces. Every sunrise glistens across the water, making everyday life feel like a retreat. The spacious, three-level floor plan blends comfort with elegance, offering generous gathering spaces for entertaining and quiet, private areas for relaxation. Four well-proportioned bedrooms and two and a half baths provide flexibility for family, guests, or refined work-from-home living. Pride of ownership is evident throughout, with the home meticulously cared for and move-in ready — allowing the next owner to simply arrive and begin enjoying the lifestyle this extraordinary setting affords. Located in one of the area’s most desirable waterfront communities, Providence is known for its charm, natural beauty, and proximity to Annapolis, top commuting routes, and local amenities — all while feeling like a peaceful escape from the everyday. Providence boasts its own marina, a modern clubhouse, swimming pool and legendary community events. This is more than a home — it’s a front-row seat to the beauty of Mill Creek and a rare opportunity to own one of Providence’s most enviable views.

244 Puritan Pl, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

Selling Office: Engel & Volkers Annapolis.

962 Old Annapolis Neck Rd, Annapolis
$1,495,000
5 Beds ⋅ 5 Baths
Experience timeless elegance in this exceptional colonial home, built in 2018 and sited on over two-thirds of an acre with protected conservation land ensuring lasting privacy. Thoughtfully and tastefully updated to reflect modern styles, every detail of this residence exudes sophistication, from its open floor plan to its refined finishes and light-filled interiors. The main level showcases a stunning great room with fireplace, a chef’s kitchen designed for culinary excellence with a quartz-topped island, custom cabinetry, generous eat-in space, a powder room, and a beautifully designed custom bar area perfect for entertaining. Upstairs, the lavish primary suite is a true retreat with a spa-inspired bath featuring a large shower and soaking tub, dual vanities, and two expansive custom walk-in closets. Three additional bedrooms and two full baths complete the level. The finished lower level offers a private guest suite with full bath and an expansive recreation space ideal for gatherings. Step outside to a resort-style sanctuary: a heated gunite saltwater pool with tanning ledge, integrated spa with cascading waterfall, retractable awning over the deck, and extensive hardscaping and landscaping. Additional features include an in-ground trampoline, playground, a large fully fenced and irrigated lawn, and a sizable custom shed for extra storage. An oversized attached two-car garage provides both practicality and convenience. Perfectly located - just a three-minute walk to Hillsmere Elementary, three miles from Historic Downtown Annapolis, and offering effortless access to Route 50, I-97, BWI, Fort Meade, and Washington, DC - this property seamlessly combines elegance, privacy, and convenience. Welcome Home!

962 Old Annapolis Neck Rd, Annapolis

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

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

1326 Washington Dr, Annapolis
$1,495,000
4 Beds ⋅ 4 Baths
Experience the ease of waterfront living on Oyster Creek, where direct access to the Chesapeake Bay places boating, waterfront dining, and endless days on the water just beyond your private pier. Thoughtfully designed to embrace its picturesque setting, this beautifully appointed residence offers an ideal blend of modern coastal style, comfortable gathering spaces, and seamless indoor-outdoor living. The main level features a bright open floor plan filled with natural light and anchored by a sleek gourmet kitchen with an oversized island, abundant cabinetry, and effortless flow into the dining and living areas. Expansive sliding glass doors frame peaceful water views and open to a full-width waterside deck, creating the perfect setting for outdoor dining, entertaining, or simply relaxing while overlooking the creek. Upstairs, the waterside primary suite serves as a private retreat with balcony access overlooking Oyster Creek, a spa-inspired bath with a freestanding soaking tub, walk-in shower, and tranquil design that creates a true sense of escape. An additional waterside bedroom and full bath complete the upper level, offering comfortable accommodations for family and guests alike. The walk-out lower level expands the home’s versatility with a spacious family room, an additional bedroom and full bath, and direct access to the covered waterside patio and beautifully landscaped lawn leading to the private pier. Designed for boating enthusiasts, the pier is equipped with a boat lift and two jet ski lifts, making it effortless to enjoy everything the Chesapeake Bay lifestyle has to offer. Located within the sought after Oyster Harbor community, residents enjoy exceptional amenities just moments away, including water access for launching boats and kayaks, a swimming beach, volleyball courts, and gathering spaces designed for connection and celebration. Here, every day feels like a getaway. From morning coffee on the balcony to sunset cruises and weekends spent on the water, this exceptional Oyster Creek property delivers the waterfront lifestyle so many aspire to, all within a peaceful and scenic setting just moments from the open Bay. Welcome Home!

1326 Washington Dr, Annapolis

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

Selling Office: Keller Williams Capital Properties.

2144 Chesapeake Harbour Dr, Annapolis
$1,475,000
3 Beds ⋅ 4 Baths
Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless steel appliances, upgraded finishes and even a serene view of the Bay. The kitchen flows seamlessly into the dining area and spacious living room, where an electric fireplace creates a warm and inviting atmosphere. Sliding doors lead to a private deck overlooking the marina, providing the perfect place to enjoy your morning coffee or unwind at sunset. A convenient half bathroom completes this level. Upstairs, the spacious primary suite offers a walk-in closet and a beautifully renovated private bathroom with a walk-in shower. A second bedroom, a fully updated hall bathroom, and an upper-level laundry area complete this floor. The top level features a private third bedroom with separate aircon unit, creating an ideal space for guests, a home office, or whatever best fits your needs. The walkout lower level provides even more flexible living space with a cozy family room featuring a wood-burning fireplace and access to a private patio with marina views. There is also a wet-bar with wine cooler, making this room perfect for entertaining. The attached garage has been enhanced with custom epoxy flooring and built-in storage cabinets, creating a polished and functional space. Nearly every inch of this home has been thoughtfully updated in recent years, including new Marvin windows and sliding doors, custom window coverings, luxury vinyl plank flooring, custom stair railings, marble kitchen countertops, beautifully renovated bathrooms, new lighting fixtures, and a new LG washer and dryer. The roof was replaced in 2025, and the community is completing fresh exterior painting this year, adding even more value and curb appeal. Chesapeake Harbour offers an unmatched amenity package, including an outdoor pool with water views, tennis and pickleball courts, a private beach, and beautifully maintained common grounds. Residents also enjoy plenty of parking for both owners and guests. Just moments away, you'll find local favorites such as Beacon Waterfront Galley & Bar, the Annapolis Maritime Museum, Black Market Bakers, nearby parks, shopping, dining, and easy commuter access. If you've been dreaming of a low-maintenance waterfront lifestyle with breathtaking views, resort-style amenities, and designer finishes throughout, this exceptional home is one you won't want to miss. Schedule your private tour today!

2144 Chesapeake Harbour Dr, Annapolis

Listing courtesy of One Percent Lists Mid-Atlantic. Contact:

Selling Office: Compass.

3134 Starboard Dr, Annapolis
$1,475,000
5 Beds ⋅ 4 Baths
Annapolis New Stunning Luxury Renovation: Just Completed! Experience the perfect blend of timeless elegance and modern sophistication in this stunning luxury renovation in Annapolis. Thoughtfully redesigned with impeccable craftsmanship and upscale finishes throughout, this exceptional 5-bedroom / 3.5-Bathroom residence offers refined living at its finest. A bright, open-concept floor plan showcases a designer chef’s kitchen, premium appliances, custom cabinetry, and beautifully appointed living spaces ideal for both everyday living and entertaining. Luxurious baths, spacious bedrooms, and carefully curated details create a move-in-ready retreat. Situated in one of Annapolis’ most desirable locations, Anchorage waterfront community, this remarkable home delivers the best of coastal living with convenient access to downtown Annapolis, the Chesapeake Bay, marinas, shopping, and dining. A rare opportunity to own a brand-new luxury home in the heart of Annapolis. This extraordinary residential real estate transformation is the creation of a partnership between a contractor and an interior and space designer firm. Mac O’Brien, the owner of Great Eastern Contracting, and his wife Becca O’Brien and partner Rachael Houser from Intuitive Design, joined forces and underwent on 3134 Starboard Drive a complete, down-to-the-studs renovation and expansion. They purchased this over .36-acre property from its original owner, and they turned a 2,000 square foot home into a 3,360 square foot of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedrooms, three-bathrooms, one-powder room, family room, recreation room, backyard, double garage residence was meticulously rebuilt—walls, ceilings, floors, fixtures, electrical, and plumbing systems—all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design, offering an open and elegant floor plan flooded with natural light. Situated in one of Annapolis’ premier waterfront enclaves, residents enjoy exclusive access to community amenities including a private marina with 49-boat slips, a boat ramp, pools, and scenic waterfront green spaces. If you’re seeking a truly move-in-ready home that is brand new in an established, amenity-rich community, this is your opportunity to own a masterpiece in Anchorage.

3134 Starboard Dr, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Redfin Corp.

1915 Towne Centre Blvd Unit 1105, Annapolis
$1,475,000
3 Beds ⋅ 4 Baths
Breathtaking 3 BR, 3.5 BA, 3,400 sq. ft. penthouse offering at GrandView in Annapolis Towne Centre--what a value! Bathed in natural light from expansive windows and enhanced by dramatic 11-foot ceilings, this residence offers space and sophistication. Rich hickory hardwood floors, stone counters, and a striking fireplace anchor the beautifully appointed interiors, while dual balconies on either end provide an inviting outdoor retreat, and even a peek of downtown-Naptown's water! A private office and an en-suite bedroom office add both flexibility and function. Residents enjoy a full complement of amenities, including covered assigned garage parking, concierge services, Club room, fitness center, and rooftop bar/lounge/pool. Newly positioned price! Make your appt to tour this offering today!

1915 Towne Centre Blvd Unit 1105, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Douglas Realty LLC.

703 Glendon Ave, Annapolis
$1,470,000
4 Beds ⋅ 3 Baths
Property Back on the Market due to contract expiration. Buyer could not settle. Settled into a quiet corner of Eastport and surrounded by beautiful homes, this 4-bedroom, 2.5-bath house sits on just over a third of an acre (14,615 sq ft) with a spacious front and back yard, flower beds bursting with potential, and plants that are already doing their part to make this place feel like home. Set along the tranquil waters of Back Creek, this property offers peaceful water views, free from boat traffic and city noise—just enough to remind you why you chose the maritime life.. It’s tucked just far enough off the main path that it feels like a bit of a secret, yet you’re still minutes from downtown Annapolis. Inside, you’ll find a house full of charm, character, and space that’s just waiting for a little love to shine again. The vintage kitchen comes complete with a classic double wall oven, cooktop, dishwasher, and even a retro under-cabinet tuner because every kitchen needs a soundtrack. There's also a serving hatch to the family room that makes meals, snacks, and conversation flow easier. The space is well lit, with two overhanging lights and perimeter in-set lighting that wraps almost all the way around. Yes, the wallpaper and backsplash are original, and they have a whole personality if you're ready to lean into their allure. Even the powder room has something to say, with a classic yet unique pedestal sink that adds just the right amount of traditional comfort and style. And if you find yourself needing a little creative inspiration while making a quick trip to the loo—well, this might just be the place for it. It’s got that kind of charisma! Just around the corner, The family room is anchored by a cozy wood-burning fireplace insert, creating an inviting spot to gather when the weather turns cool. Hardwood floors run throughout the home, offering a warm foundation for whatever expression or design you bring to life. Moving past the stairs and down the hallway toward the bedrooms, you’ll find a large dedicated laundry room complete with a utility sink and counter space making it easy to fold towels or stash those things you’d rather not tackle immediately. Steps away, the primary bathroom offers generous built-in storage, giving you even more space to keep things neat and out of sight. Heading downstairs to finish the tour of the interior, the unfinished basement offers a few already-framed bonus areas ideal for storage, hobbies, or even that future rec room or guest suite you've been imagining. Outside, a white vinyl picket fence surrounds three sides of the property and a private driveway offers convenient off-street parking for one vehicle with plenty of room for guests or extra vehicles nearby. And if you decide to purchase Lot 115 next door, you'll have a fully fenced yard that wraps around both properties—perfect for gardens, gatherings, or simply room to roam. So whether you’re ready to bring this home to life with a refresh or dream of starting from scratch, 703 Glendon Avenue is full of potential in a neighborhood that truly feels like home. For all those wondering, Eastport is known for its strong sense of community, walkability, and a laid-back spirit best summed up by its motto: “Fun With a Purpose.” You’ll find that energy in the local restaurants and watering holes—Vin909, Lewnes Steakhouse, Davis’ Pub, Boatyard Bar & Grill, Chart House, Black Wall Hitch and more—all just a short stroll or bike ride away. According to the President of the Park Wood Association: The Parkwood Civic Association (PCA) is a voluntary group (not an HOA) with $100 annual dues used to maintain community areas like Parkwood & Short Street Park, Hoffman Park, and the docks, as well as fund a fall picnic. PCA membership is required to apply for a dock slip. Applicants must own the boat, registered to their Parkwood address. A waitlist, based on boat size, is managed by the dock master.

703 Glendon Ave, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

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

302 Annapolis St, Annapolis
$1,465,000
3 Beds ⋅ 4 Baths
Welcome to peaceful living at its finest—the curb appeal and charm of this classic Annapolis gem comes with all the benefits of a well-maintained newer build. This light-filled home, custom built by Lauer Construction, is a three-story New Traditional masterpiece with Craftsman influences—offering 3 bedrooms, 3.5 baths, and just over 3,000 square feet of beautifully designed living space nestled in coveted West Annapolis. Tucked along a quiet, no-through street with water views of Weems Creek, the setting alone is a must have. Settle into your charming front porch—the perfect perch for morning coffee and evening unwinding, or catch a glimpse as the USNA crew team glides by. Inside, 9-foot ceilings create an airy, open feel throughout, with generous living spaces that are as beautifully appointed as they are functional. The extraordinary primary bedroom retreat features a lounging area and large walk-in dressing/closet area with laundry—the ultimate in everyday convenience. The fully finished basement adds serious versatility—a spacious family room plus a full bath make it ideal for a media room, home office, or a completely private guest suite. Step outside to your deck and hot tub, backing to preserved woodlands for complete privacy—your own backyard sanctuary. A one-car garage, with loads of built-in storage and an EV charger rounds out everything you need for modern luxury living. And then there's the dream location and lifestyle—which is the co-star of this show. Launch your SUPs and kayaks into Weems Creek from the neighborhood launch on Tucker Street, just around the block. Enjoy a leisurely stroll to Always Ice Cream, InGrano, RAR Brewing at Chessie's Wharf, Bean Rush Café, Positano, West Annapolis Elementary, and quaint antique shops. Walk to the Navy-Marine Corps Memorial Stadium for football games and tailgating, the United States Naval Academy, and even the shops and waterfront of downtown Annapolis. Direct access to Routes 50, 301, 97, and the Bay Bridge puts DC, Baltimore, and the Eastern Shore beaches all within easy reach. The house is the star—the neighborhood is the encore. Schedule your tour today. Homes like this don't last.

302 Annapolis St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

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

621 Harbor Dr, Annapolis
$1,450,000
5 Beds ⋅ 4 Baths
Sunsets, Water Views & Effortless Coastal Living in Hillsmere Perfectly positioned on one of the quietest streets in Hillsmere, this exceptional residence offers breathtaking water views of Lake Hillsmere in the foreground and the South River beyond—without the expense of waterfront taxes. Designed to embrace its spectacular setting, the home is oriented to the west, delivering unforgettable sunsets from two expansive waterfront-facing decks and covered balconies. Set on a generously sized lot with ample setbacks, the property provides privacy, space, and a rare sense of tranquility. Best of all, the home is outside the floodplain, so flood insurance is not required, and an elevation certificate is available. Inside, over three finished levels, you'll find thoughtfully updated living spaces featuring hardwood floors, 9-foot ceilings, abundant natural light, and multiple indoor and outdoor areas designed for gathering and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, island seating, a pantry with built-in shelving, and sliding doors that open to the deck and water views beyond. The main-level primary suite is a true retreat, complete with private deck access, a custom walk-in closet by California Closets, and a renovated spa-inspired bath with a soaking tub, double vanity, and glass-enclosed shower. Additional bedrooms and flexible living spaces provide endless options for guests, recreation, a home office, or multigenerational living. The lower level offers a welcoming mudroom entry, family room with fireplace and wood stove insert, full bath, dedicated office or optional sixth bedroom, laundry room, and abundant storage. Outdoor living is equally impressive, featuring IPE decking, a rear deck, three-season room overlooking the backyard, kayak and paddleboard racks, two sheds, and a private driveway leading to the oversized two-car garage with additional storage. Meticulously maintained and exceptionally efficient, the home includes newer HVAC systems, a whole-house Generac generator, Cat 8 Ethernet throughout, closed-cell spray foam insulation, LED lighting, energy-efficient windows, and remarkably low utility costs for its size. Just three blocks away, enjoy the community beach for swimming, relaxing, or launching kayaks and paddleboards. Residents of Hillsmere enjoy an unparalleled waterfront lifestyle with a private marina, boat ramps, community pool, parks, playgrounds, waterfront pavilions, and direct access to the 340-acre Quiet Waters Park. This is a rare opportunity to enjoy panoramic water views, extraordinary sunsets, and an exceptional lifestyle—without waterfront taxes or flood insurance requirements.

621 Harbor Dr, Annapolis

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

Selling Office: TTR Sotheby's International Realty.

619 Second St, Annapolis
$1,449,000
4 Beds ⋅ 4 Baths
This exceptional 4 bedroom, 2 full baths, 2 half bath Coastal Contemporary residence captures the essence of Eastport living, where walkability, water access, and a vibrant coastal lifestyle come together seamlessly. Ideally situated just moments from marinas, restaurants, shopping, and the charm of downtown, the home is surrounded by the waterways that define this coveted location, offering effortless access to everything that makes Eastport so special. Inside, soaring ceilings, beautiful hardwood flooring, and an open, light-filled floor plan create an inviting and functional living environment. The well-appointed kitchen features quality cabinetry, quartz countertops, JennAir appliances, and custom built-ins that blend everyday convenience with elevated design. A thoughtfully integrated dumbwaiter enhances ease between levels, while heated floors in the entryway and guest bath add a subtle layer of comfort. Outdoor living is equally compelling, with a spacious wraparound deck designed for entertaining and a wine balcony off the primary suite that embodies relaxation and captures serene water views—perfect for quiet mornings or evening relaxation. The landscaped yard offers a peaceful retreat, highlighted by a pond with a cascading waterfall that adds both ambiance and privacy. Additional features include a reverse osmosis water filtration system, multiple gas fireplaces, and efficient, well-maintained systems that support comfortable, low-maintenance living. Rounding out the property is the rare advantage of a 2-car garage with built-in storage above, along with a private driveway—an invaluable feature in Eastport where parking is often at a premium. Combining location, lifestyle, and thoughtful design, this residence presents a unique opportunity to enjoy the best of Annapolis living. Welcome Home!

619 Second St, Annapolis

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

Selling Office: Coldwell Banker Realty.

1112 Little Magothy Vw, Annapolis
$1,400,000
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is.

1112 Little Magothy Vw, Annapolis

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

Selling Office: EXP Realty, LLC.

1112 Little Magothy Vw, Annapolis
$1,400,000
5 Beds ⋅ 3 Baths
Welcome to 1112 Little Magothy View, a rare waterfront opportunity in the highly sought-after Cape St. Claire community, where exceptional waterfront living meets remarkable flexibility for today's lifestyle and tomorrow's vision. Perfectly positioned along approximately 80 feet of private waterfront on the Little Magothy River, this property offers expansive water views, a private pier, and direct access to the Magothy River and Chesapeake Bay. Whether your vision is to move in and enjoy the home today, thoughtfully renovate over time, or create a custom waterfront home tailored to your vision, this property offers possibilities rarely found in one offering. Unlike many waterfront properties purchased solely for the land, 1112 Little Magothy View provides a substantial existing home with nearly 2,900 square feet, an attached garage, expansive circular driveway, an in-ground pool, generous pool decking, mature landscaping, and existing site improvements that create an outstanding foundation for whatever your future plans may be. The home's floor plan is one of its greatest strengths. Four bedrooms are conveniently located on the main level, providing the increasingly desirable option of one-level living. Upstairs, a spacious guest bedroom is complemented by a large waterside family room, creating exceptional flexibility for future reconfiguration into a luxurious primary suite, guest retreat, home office, or additional entertaining space. Buyers looking to renovate will appreciate the home's generous footprint and layout, offering an excellent canvas for modernizing while preserving many of the features today's buyers desire. Those considering new construction will appreciate the value of an already improved waterfront homesite with a substantial existing footprint and site improvements. One of the property's most unique features is the privacy it enjoys. The northern property line borders a community-owned waterfront park, where a wooded buffer creates a natural separation from neighboring homes, providing an uncommon sense of space and privacy rarely found on waterfront properties. The protected waters of the Little Magothy provide an ideal setting for kayaking, paddleboarding, canoeing, swimming, fishing, and sailing, while a marked channel offers convenient access to the open waters of the Chesapeake Bay. Spend the morning paddleboarding on the calm waters of the Little Magothy, enjoy an afternoon sail within sight of home, or cruise directly into the Chesapeake Bay for a day on the water—all from your private pier. End the day relaxing beside the pool or entertaining family and friends while taking in beautiful views across the Little Magothy River. Cape St. Claire offers an unmatched waterfront lifestyle with community beaches, marinas, boat ramps, fishing and crabbing piers, playgrounds, waterfront parks, year-round community events, and nearby shopping and dining, all just minutes from downtown Annapolis and convenient commuter routes. Rarely does a waterfront property offer this combination of protected waterfront, privacy, lifestyle, and long-term flexibility. Whether enjoyed exactly as it is or transformed over time, 1112 Little Magothy View presents an exceptional opportunity in one of Annapolis' most desirable waterfront communities. Property is being sold As-Is.

1112 Little Magothy Vw, Annapolis

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

Selling Office: EXP Realty, LLC.

103 Mckendree Ave, Annapolis
$1,400,000
4 Beds ⋅ 4 Baths
Classic 1936 Foursquare reimagined with a thoughtfully designed addition by award-winning Studio 3 Architecture in sought-after Homewood. The architecture blends modern elements such as Hardie board-and-batten with the original stucco. Craftsman interior clear poplar trim was created to match the existing 1936 interior house trim, preserving the home’s character. White oak floors on the main level and fir upstairs. The chef’s kitchen features luxury Italian cabinetry by Snaidero, a Miele oven, a Wolf gas cooktop, Caesarstone quartz counters, porcelain tile backsplash, Blanco sink and faucet, and a custom white oak hood. There are four bedrooms on the second level. The entry into the fourth bedroom is ideal as a sitting room or office area, with beds currently located on the finished third-floor attic above. The primary bedroom is part of the addition and includes perfectly placed windows for privacy and a large custom outfitted walk-in closet. The private bath features Snaidero cabinetry, Calcutta Gold marble counters, porcelain tile, and a shower entry with porcelain tile floor and wainscot. Outdoor is a 10/10 with Ipe deck, stainless cable railing, and an in-deck hot tub (heater 2026), along with a rear shed with a corten weathering corrugated steel roof and single swing door, and cedar siding. Fully fenced with Hornbeams for side yard privacy. Extensive upgrades include high-end Loewen Low-E insulated fir windows throughout the original home and addition, a 200-amp electrical service with all new wiring, a new 1.5-inch water line, and a brand-new gas line (2025). The home is equipped with a 3-zone heating and 2-zone cooling system, a gas water heater with a recirculation pump for near-instant hot water, and a partial whole-house sprinkler system. Recent 2026 upgrades include a new architectural asphalt shingle roof with a 10-year warranty by Fichtner, new south wall foundation waterproofing with sump pump, new concrete driveway, and basement carpet. EV charger wiring installed in 2025. McKendree is an outstanding street in Homewood with access to the Heritage Trail, just past Ceremony Coffee that leads to Maryland Hall and Downtown Annapolis!

103 Mckendree Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: TTR Sotheby's International Realty.

1035 Boucher Ave, Annapolis
$1,399,000
4 Beds ⋅ 4 Baths
Welcome to Eastport, one of Annapolis most sought-after waterfront communities! This newer construction home offers the perfect blend of modern convenience, functional living, and an unbeatable location, complete with the rare convenience of a two-car garage and full-sized driveway, all within walking distance to the very best of Eastport and Downtown Annapolis. Perfectly positioned to enjoy the Eastport lifestyle, this home is just moments from beloved local restaurants, coffee shops, marinas, waterfront parks, and shopping, with easy access across the Spa Creek Bridge to Historic Downtown Annapolis, City Dock, and the Naval Academy. Inside, the thoughtfully designed floor plan blends comfort and functionality with stylish finishes throughout. The gourmet kitchen opens seamlessly to the main living spaces and is complemented by a wet bar, gas fireplace, hardwood flooring, and abundant natural light. A versatile front room offers flexibility for a sitting room, home office, playroom, or additional living space. 3 Full and 1 half bathrooms, plus hardwood flooring throughout! Upstairs, you'll find four generously sized bedrooms, including a spacious primary suite, along with the convenience of upper-level laundry. Finished stairs lead to an expansive lower level with high ceilings, walk-out access, and rough-in plumbing for a future bath, offering endless possibilities for a recreation room, gym, guest suite, or additional living space tailored to your needs. Outdoor living is equally inviting with a fenced backyard and rear deck spanning the width of the home perfect for dining, entertaining, or relaxing after a day in town. Enjoy the best of Eastport living with waterfront charm, walkability, and Downtown Annapolis just moments away.

1035 Boucher Ave, Annapolis

Listing courtesy of Compass. Contact:

Selling Office: Coldwell Banker Realty.

417 Chesapeake Ave, Annapolis
$1,380,000
3 Beds ⋅ 3 Baths
This exceptional 3-bedroom, 2.5-bath sun-drenched contemporary home sits on a spacious Eastport corner lot. Enjoy the vibrant Eastport lifestyle from your newly updated, well-maintained oasis featuring warm hardwood floors and generous living, dining, and kitchen areas. The open layout complements the coastal Eastport vibe, while the inviting wraparound porch is great for morning coffee or an evening cocktail. The living room’s focal point is a gas fireplace that reflects off the beautiful wood floors and opens to the gourmet kitchen and newly designed dining area. The second level is dedicated entirely to the spacious primary spa-inspired suite with an oversized walk-in closet, custom built-ins, and an updated sublime bath with walk-in shower and heated floors. A hidden laundry room adds convenience. The private east-facing deck overlooks the rear yard, offering stunning sunrises to start your day. The third level features two bedrooms and an elegant shared bath, with one bedroom enjoying winter water views. The fourth-floor loft can serve as a bedroom, office, or exercise space. The expansive back patio and side yard are ideal for BBQs and soaking in the Eastport atmosphere. Two highly coveted off-street parking spaces are a rare find. Stroll Eastport streets, dine at five-star restaurants, enjoy cozy pubs, or watch boating activity from street-end parks. You’re moments from yacht clubs and marinas. Downtown Annapolis and the Naval Academy are close by via the charming Spa Creek drawbridge or the iconic water taxi. The Eastport peninsula is flanked by two creeks with quick access to the Severn River and Chesapeake Bay. Annapolis offers charm and sophistication with colleges, music venues, galleries, street fairs, acclaimed boat shows, and proximity to two major cities. Much of the home was updated to a high standard in 2024–25. Located just 5 miles from Route 50 and 97, you’ll have direct access to BWI and Washington, DC. Welcome home to your Eastport dream!

417 Chesapeake Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

Selling Office: Berkshire Hathaway HomeServices PenFed Realty.

1836 Burley Ln, Annapolis
$1,375,000
3 Beds ⋅ 3 Baths
With the ability to dock 5 boats on a beautifully protected cove on Burley Creek, with 10' MLW, potable water and electricity at the dock, with 30 AMP hook-up, you essentially have a private marina that happens to have a lovely home included. Exceptional features rarely found in Annapolis at the price point. Tucked into a lovely setting yet just minutes from downtown Annapolis, this refreshed three-bedroom, three-bath contemporary offers one bedroom on each level, creating ideal separation and flexibility for guests, multi-generational living, or weekend retreats. The interior has been thoughtfully updated throughout, including fresh paint on every level and new LVP flooring that adds a soft, modern touch while enhancing the warm architectural lines of the home. Expansive windows and sliding doors draw in natural light and frame sweeping views of the creek, bringing the outdoors in and making every room feel connected to the water. The main level is the heart of the home, where the dramatic stone fireplace rises to meet the vaulted ceiling and creates a gathering space that feels both elevated and deeply comfortable. The dining area and living room flow seamlessly onto the outdoor decks, offering multiple places to enjoy morning coffee, read a book, or simply breathe in the calm that surrounds the property. The kitchen and breakfast area provide direct access to the outdoors and enjoy tile flooring that complements the clean, modern updates found throughout the rest of the home. Each floor offers its own bedroom and full bath. The lower level is bright and welcoming with a renovated full bathroom and a walkout directly to the waterfront lawn, ideal for guests, a studio, or a home office. The main level bedroom sits near a beautifully updated full bath featuring new flooring, vanity, and lighting. The upper-level primary suite feels like a private retreat of its own. A spacious walk-in closet provides ample storage, while the ensuite bath, complete with an elevated soaking tub that feels like something out of Old Hollywood adds a touch of whimsy and charm. The open dual-vanity area and tucked-away water closet function beautifully while keeping the suite’s retreat-like feel intact. Whether you're hosting waterfront gatherings, relaxing by one of the two stunning stacked-stone fireplaces, or unwinding on one of the many peaceful outdoor spaces, this home offers a lifestyle that balances luxury, comfort, and natural beauty. Warm, inviting, architecturally unique, and designed to embrace the water from every angle, this property offers a one-of-a-kind opportunity to enjoy deep-water living in a setting that feels like a year-round retreat. A truly exceptional Annapolis offering where luxury design, cozy chalet ambiance, and premier boating features meet in perfect harmony.

1836 Burley Ln, Annapolis

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

Selling Office: Corner House Realty.

304 Glen Ave, Annapolis
$1,353,000
4 Beds ⋅ 4 Baths
Just in time for Commissioning Week — walk to Navy-Marine Corps Memorial Stadium from this beautifully renovated Annapolis home that perfectly blends historic charm with modern convenience. Ideally located near downtown Annapolis and the stadium, this property offers incredible flexibility, abundant off-street parking, and a rare apartment/in-law suite above the 2-car garage. Completely renovated in 2020, the main home underwent extensive upgrades throughout plus the addition of a stunning sitting room and 2-car garage with private apartment above. While thoughtfully modernized, the home still retains the timeless charm of historic Annapolis with preserved original details throughout. The main level features an open, airy layout designed for everyday comfort and effortless entertaining. The generous living room flows into the dining area and showpiece kitchen, while the added sitting room offers a cozy retreat beside the gas fireplace. The kitchen impresses with quartz countertops, a massive center island, stainless steel appliances, pot filler, a stylish dry bar with wine fridge & bonus space for a home office. Upstairs, the primary suite offers three closets (including a walk‑in) and a beautifully appointed ensuite bath with double vanity and over-sized tile shower. Two additional bedrooms, a full bath, and conveniently located laundry complete this level. The apartment above the garage is an exceptional bonus with endless possibilities — ideal for rental income, guests, multi-generational living, or private office space. Featuring its own entrance while still connected to the main home, this 1-bedroom, 1-bath suite includes vaulted ceilings in the living/kitchen area, a private balcony off the bedroom overlooking the serene backyard, walk-in closet, dedicated washer/dryer, and beautiful walk-in tile shower. Storage is plentiful throughout the house with an added bonus of an unfinished basement and expansive floored attic. Outside, enjoy an over-sized driveway with abundant off‑street parking plus an additional gravel pad perfect for a boat or RV. The wraparound porch, backyard, and garage create an ideal setting for crab feasts, entertaining, tailgating before Navy games, and savoring the best of Annapolis living. This home truly checks every box.

304 Glen Ave, Annapolis

Listing courtesy of RE/MAX Executive. Contact:

Selling Office: May Realty.

1072 Little Magothy Vw, Annapolis
$1,350,000
4 Beds ⋅ 4 Baths
Welcome to this beautifully maintained, thoughtfully designed waterfront home that sits on just under a half of an acre, proudly offered by its original owner. Featuring 4 bedrooms, 3.5 bathrooms, and breathtaking water views, this exceptional property combines comfort, quality craftsmanship, and the ultimate Chesapeake Bay lifestyle. From the moment you step inside, you'll be greeted by soaring vaulted ceilings and an abundance of natural light that fills the home. The open floor plan is perfect for both everyday living and entertaining, while expansive windows showcase the stunning waterfront views. Step outside onto the impressive 48' x 12' deck, complete with a hot tub and a fully fenced backyard. Follow the path to your private pier, equipped with water and electric service, a manual Jet Ski lift, and a 10,000-pound electric boat lift. Enjoy being just minutes by boat from the mouth of the Chesapeake Bay, making this a dream location for boating, fishing, and waterfront enthusiasts. The heart of the home is the spectacular family room, featuring a floor-to-ceiling 17-foot stone fireplace with a wood-burning stove and a handcrafted wood mantel. The spacious kitchen is designed for both function and style, offering stainless steel appliances, granite countertops, stone backsplash, breakfast bar, and a large pantry. The separate dining area flows seamlessly into the main living space, creating the perfect setting for gatherings and entertaining guests. The main-level primary suite is a true retreat, featuring vaulted ceilings, two walk-in closets, private access to outside and a spacious en-suite bathroom with a walk-in shower and a relaxing jetted soaking tub. A convenient main-level laundry room completes the first floor. Upstairs, you'll find two generously sized bedrooms connected by a Jack-and-Jill bathroom featuring double sink vanity with a private shower and toilet area. An open loft/game room overlooks the main living area, providing additional flexible living space. The fully finished lower level offers an ideal in-law or guest suite with its own private entrance, laundry area, full kitchen, oversized bedroom, living room, office, full bathroom, and abundant storage. Every detail of this home has been thoughtfully designed for comfort, functionality, and the incredible waterfront setting. Whether you're relaxing on the deck, enjoying a day on the water, or entertaining family and friends, this home offers the perfect backdrop for making lifelong memories. Don't miss this rare opportunity to own an exceptional waterfront property that has it all.

1072 Little Magothy Vw, Annapolis

Listing courtesy of Real Estate Professionals, Inc.. Contact:

Selling Office: EXP Realty, LLC.

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