Annapolis Just Listed Real Estate

NEWLY UPDATED! NEW BATHROOMS, GARAGE, and A BONUS 3rd FLOOR ROOM. Boasting 1,670 sq. ft. of finished historic charm, this 1905 Homewood treasure sits on a rare, oversized 0.26-acre lot! Offering space and flexibility nearly impossible to find this close to City Dock. While the main house charms with high ceilings, refinished hardwoods, and a light-filled 3-seasons wrap-around porch, the true crown jewel is the backyard oasis. Surrounded by stunning, mature trees and a double oversized lot as well as a brand NEW GARAGE WITH ELECTRICITY! Walk to the Navy Stadium, local cafes, and the Poplar Trail. Note on Square Footage: Finished square footage has been updated to 1,670 sq. ft. based on recent agent measurements. Public tax records currently reflect inaccurate historical data (1,442 sq. ft.) and do not fully capture the complete finished living area.

21 Woodlawn Ave, Annapolis

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

$570,000

SPECIAL FINANCING OPPORTUNITY – POTENTIAL SAVINGS OF APPROXIMATELY $700 PER MONTH DURING THE FIRST YEAR! Don't miss this opportunity to own 856 Boatswain Way in Annapolis, listed at $575,000, in the desirable Heritage Harbour 55+ community! SPECIAL 2/1 INTEREST RATE BUYDOWN OPPORTUNITY! Qualified buyers may be eligible for a financing credit of up to 2.5% of the purchase price ($14,375) toward eligible closing costs or an interest rate buydown through Brittany Bobbs of CrossCountry Mortgage. With a 2/1 interest rate buydown, buyers could potentially save approximately $700 per month during the first year, with additional monthly savings during the second year! That's approximately $8,400 in potential first-year payment savings! Imagine what you could do with those savings! WANT TO UPDATE THE HOME AND MAKE IT YOUR OWN? RENOVATION FINANCING IS ANOTHER OPTION! For buyers who envision updating the kitchen, renovating the bathrooms, installing new flooring, or making other improvements, a renovation loan may be an excellent alternative! Qualified buyers may be able to finance both the purchase price and eligible renovations into one mortgage, allowing them to create the home they've always wanted. This is a separate financing option from the advertised 2/1 interest rate buydown. Ask about available renovation loan programs and how they could help you transform this home to fit your personal style and needs! WELCOME TO HERITAGE HARBOUR! Nestled in a peaceful, private setting backing to mature trees, this lovely single-family home offers comfortable one-level living with wonderful potential. The spacious floor plan features a living room with a cozy gas fireplace, dining room, kitchen, family room, two bedrooms, two full bathrooms, and a versatile den or home office. An attached two-car garage adds everyday convenience. Step outside onto the deck and enjoy the tranquility of the wooded setting, perfect for relaxing, entertaining, or enjoying your morning coffee. With its desirable layout and beautiful surroundings, this home offers a fantastic opportunity to add your own personal touches and truly make it your own! ENJOY THE HERITAGE HARBOUR LIFESTYLE! This sought-after 55+ community offers an exceptional array of amenities and activities, including golf, tennis, pickleball, canoeing, kayaking, and so much more! Conveniently located in Annapolis with easy access to Baltimore, Washington, DC, and BWI Airport, this home combines a peaceful setting with an active, engaging lifestyle. TWO FINANCING PATHS TO EXPLORE! Take advantage of potential monthly savings through the special 2/1 interest rate buydown offered by Brittany Bobbs of CrossCountry Mortgage, OR explore a separate renovation loan to update and personalize this home to your taste! Schedule your private showing today and discover the possibilities at 856 Boatswain Way! Buyers are not required to use Brittany Bobbs of CrossCountry Mortgage to have an offer accepted; however, buyers must use Brittany Bobbs to qualify for the advertised lender credit associated with the 2/1 buydown opportunity. Renovation financing is a separate, independent financing option and is not part of Brittany Bobbs' advertised 2/1 buydown offer. All financing incentives and estimated savings are subject to buyer qualification, loan terms, program requirements, and lender approval.

856 Boatswain Way, Annapolis

Listing courtesy of Boyle & Kahoe Real Estate. Contact:

$352,500

Step inside this move in ready end unit townhome to discover new flooring and a bright, welcoming interior designed for easy everyday living. The kitchen features granite countertops and stainless appliances, creating a stylish yet functional space. A new roof and water heater add even more peace of mind and value to the next owner. Beyond the home, you will find a vibrant, active neighborhood with 2 community pools, multiple pickleball courts, tennis courts, sidewalks, and lots of green space. With downtown Annapolis, Truxton Park, Quiet Waters Park, shopping, dining and commuter routes just minutes away, this location makes it easy to enjoy the best that Annapolis has to offer!

20 Sargent Ct, Annapolis

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

$299,000

Welcome home to this beautiful 2-bedroom, 2-bath home—the largest model in Annapolis Overlook! This bright spacious residence features an open concept layout, high ceilings, crown molding, abundant natural light, and a cozy two-sided wood-burning fireplace. The show stopping remodeled kitchen is designed for cooking and entertaining, featuring a stunning 6 foot quartz island, open shelving, ample cabinetry and storage, and generous workspace. It flows seamlessly into the oversized dining and living areas, creating the perfect gathering space. The primary suite offers high ceilings, plush carpeting, a walk-in closet with a professional organizer, and an en suite bath with a soaking tub. The second bedroom is filled with natural light and includes its own full en suite bath. Enjoy peaceful wooded views from your private balcony, plus an in-home washer and dryer and ample storage throughout. Community amenities include a pool, fitness center, two assigned parking spaces, exterior maintenance, lawn care, trash, and snow removal. Conveniently located just minutes from Downtown Annapolis, Quiet Waters Park, shopping, and major commuter routes. This is a must see property! Schedule your tour today!

30 Hearthstone Ct Unit G, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$1,085,000

4 Beds ⋅ 6 Baths

Bright, spacious and beautifully appointed, this impressive home offers exceptional living and entertaining space on three finished levels. A dramatic 2-story foyer, hardwood floors and 9' ceilings welcome you inside. The main level features formal living and dining rooms, a family room with fireplace, private library and a gourmet kitchen with oversized island, granite counters, abundant cabinetry, stainless appliances, double ovens and organized pantry. The adjoining morning room adds even more light and living space. Upstairs, retreat to the private primary suite with sitting room, fireplace, walk-in closet and luxurious bath with soaking tub and separate shower. Three additional bedrooms each offer their own private ensuite bath. The finished lower level is made for fun and relaxation with a spacious family/game room with fireplace, exercise room, full bath with walk-in sauna and plenty of storage. Outside, two patios/terraces overlook a beautifully landscaped, backyard backing to trees for added privacy. Spacious, inviting and ready to enjoy!

2700 Windswept Ln, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$525,000

Pristine and move-in ready, 2 Silopanna Court offers just over 2000 square feet of flexible living space inside Annapolis city limits, minutes from Eastport and historic downtown. A well-planned addition expanded the home to include a spacious upstairs primary suite and a separate family room with an adjoining office area on the main level. The primary suite features a walk-in closet and a private bath, with sliding doors that open to its own balcony. Three additional generously sized bedrooms share a second full bath, keeping all four bedrooms together upstairs. A main-level powder room adds convenience for guests. A full wall of built-in shelving and cabinetry gives the living room character and ample storage. The kitchen features white cabinets and stainless steel appliances and opens to a dining area with sliding doors to the backyard patio. The family room provides space to spread out, while the adjoining office or sitting area accommodates working from home. Outside, the fenced backyard offers room to garden or play beneath mature trees. A broad paver patio extends the living space outdoors, with plenty of room for dining and gathering. A separate shed keeps tools and outdoor equipment neatly stored and out of sight. Just steps from the house, a wooded trail leads toward Spa Creek for waterside walks and opportunities to spot herons and turtles. Nearby waterfront parks include Amos Garrett, where a pier and water taxi pickup offer another way to enjoy Annapolis and reach Eastport or downtown. In the opposite direction, a footbridge connects to Truxtun Park and the city’s public pool. Maryland Hall is a short walk away, with West Street cafes and local restaurants close by. Historic downtown Annapolis offers shopping and live theater, along with waterfront dining and community events throughout the year. Welcome Home!

2 Silopanna Ct, Annapolis

Listing courtesy of Compass. Contact:

$2,995,000

3 Beds ⋅ 4 Baths

A rare waterfront setting just off the Severn River, 1800 River Watch Lane is positioned on a private peninsula with more than 450 feet of shoreline along Luce Creek, offering exceptional privacy, sweeping water views and approximately 8 feet of protected deep water at the pier. From here, the Severn River is moments away and downtown Annapolis is an easy boat ride, an extraordinary setting for anyone who wants to make the Chesapeake Bay lifestyle part of everyday life. Approached by a long private drive and circular pea-stone courtyard, the extensively renovated residence sits high above the water, surrounded by mature trees and landscaping. Designed primarily on one level, the home takes full advantage of its elevated setting, with water views filling nearly every room and expansive outdoor living spaces overlooking the creek. At the center of the home, the dramatic living room pairs a wood-paneled cathedral ceiling with a floor-to-ceiling stone fireplace and an entire wall of glass facing the water. Doors open to a broad Ipe deck spanning the waterside of the home, creating a natural extension of the living space. Morning coffee overlooking the creek, dinner outside with friends or an evening in the hot tub all unfold against the backdrop of the water. The open layout continues into the dining and family areas, where cathedral ceilings, a gas fireplace and panoramic views create relaxed spaces equally suited to entertaining and everyday living. The adjoining chef's kitchen features marbled Silestone countertops, an extensive suite of Miele appliances, including double wall ovens, warming drawer and induction cooktop, along with a large walk-in pantry. The home's private spaces are equally thoughtful. A dedicated office with built-ins and an adjoining den or bedroom offer flexibility for working from home or accommodating guests. An architecturally distinctive, skylit hexagon hall leads to the bedroom wing and the waterside primary suite, a serene retreat with a gas fireplace, tray ceiling and oversized walk-in closet. The spa-inspired primary bath features a soaking tub positioned toward the view, large walk-in shower, double vanity and private sauna. Two additional bedrooms, including one ensuite, another full bath, separate laundry room and powder room complete the living spaces. Hardwood flooring, generous windows and clean contemporary finishes carry throughout the home, while a well-appointed mudroom connects to the oversized two-car garage. Outside is where the property becomes truly exceptional. The elevated homesite provides privacy and long views across Luce Creek, while a private funicular makes the trip from the house to the shoreline effortless. At the water, a substantial private pier with two boat lifts and approximately 8 feet MLW provides the kind of deep-water access that is increasingly difficult to find. The protected waters of Luce Creek offer an ideal home base for your boat, with the Severn River just beyond and the Chesapeake Bay easily accessible. Spend the morning on the water, cruise into downtown Annapolis for lunch or dinner, or simply enjoy the activity along the creek from the deck above. Despite its remarkably private setting, 1800 River Watch Lane remains convenient to downtown Annapolis as well as major routes to Baltimore, BWI, Washington, D.C. and the Eastern Shore. With its combination of substantial shoreline, protected deep water, immediate Severn River access, privacy and proximity to Annapolis, 1800 River Watch Lane offers a waterfront lifestyle that is increasingly hard to replicate.

1800 River Watch Ln, Annapolis

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

$410,000

Welcome to easy living in Annapolis’ desirable Heritage Harbour 55+ community. This charming two-bedroom, two-bath villa is ideally situated just a short walk from the community lodge and its many amenities. The home offers several distinctive features, including skylights, a 10-by-10-foot home-office addition, an enclosed sunroom, and a deck overlooking a wooded area that provides exceptional privacy. The interior walls, doors, and trim have been freshly painted, creating a bright, move-in-ready atmosphere. Additional features include a welcoming entrance, pull-down stairs providing attic access, a storage shed and storage chest, an upgraded heat pump, and extra-large gutters and downspouts. The roof is approximately four years old. Heritage Harbour offers an active, resort-style lifestyle with two swimming pools, a golf course, tennis courts, a fitness center, library, billiards room, walking trails, and a vibrant community lodge offering numerous clubs, activities, and social events. Residents also enjoy the convenience of an on-site restaurant. Conveniently located near shopping, dining, Anne Arundel Medical Center, and historic downtown Annapolis, 982 Rivers Edge combines comfort, privacy, convenience, and an exceptional active-adult lifestyle. Welcome home!

982 Riversedge Cir, Annapolis

Listing courtesy of TCB Realtor, LLC.. Contact:

$675,000

AN EXCEPTIONAL OPPORTUNITY TO ASSUME THE EXISTING 4.75% Discover the charm and flexibility of the 3 - bedroom, 2.5 bath Coastal haven in Oyster Harbor, one of Annapolis most desirable water - privileged communities. AnThoughtfully designed for comfortable everyday living and the Chesapeake Bay lifestyle, the home offers inviting indoor spaces, outdoor entertaining areas, and access to exceptional community amentiies. Fresh updates - including interior paint make the home feel refreshed and ready to enjoy. On first level two bedrooms with adjoining Jack and Jill bathroom plus 1/2 bath and laundry room. Handsome hardwoods add warmth and character throughout the main living areas. A Wood burning fireplace creates a cozy focal point for cool evenings and relaxed gatherings. A large pantry provides valuable kitchen storage and everyday convenience. The spacious primary suite includes a private ensuite bath and an upper-level deck, offering a peaceful place to enjoy morning coffee or unwind outdoors. The second floor flex space can serve as a home office, sitting room, dressing area, nursery, or an opportunity to enlarge the primary bath. A screened porch extends the living space outdoors - ideal for dining, entertaining, or enjoying the quite surroundings. The fenced backyard offers privacy and room for pets, play, gardening, or outdoor entertaining. A dedicated grilling station makes hosting summer cookouts easy. The spacious garage includes a workshop area plus attic storage, with room for tools, bikes, paddle boards, boating gear, outdoor equipment, and Chesapeake Lifestyle essentials. Security system. Life here extends beyond the property lines. Oyster Harbor is a water- privileged community with access to a community marina, kayak rack, and beach, both a short stroll from the home. Enjoy boating, kayaking, fishing, swimming, or simple taking in the waterfront atmosphere without giving up the convenience of being minutes from downtown Historic Annapois. The community amenities are included through Oyster Harbor's tax district, helping make the neighborhood's recreational features part of the homeownership experience. Va Assumable loan @ 4.75% may be available. This home is more coastal charm - it is an opportunity to embrace the casual, connected, water oriented lifestyle of Annapolis

1339 Fishing Creek Rd, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$765,000

Welcome to 312 Severn Avenue, Unit W308—a rarely available two-story, two-bedroom, two-bath condominium at The Tecumseh, one of Eastport’s most distinctive waterfront communities. Located on the third floor, this approximately 1,390-square-foot residence offers a unique two-level layout with plenty of opportunity to make it your own. The entry level features a welcoming foyer and a spacious bedroom with an en-suite bath. The lower level includes a second bedroom and full bath, kitchen, and a generous living and dining area with a wood-burning fireplace and access to a private balcony with beautiful views of downtown Annapolis, Spa Creek, and portion of the Naval Academy campus. While there is currently no washer and dryer within the unit, one can easily be added, and a community laundry room is conveniently located just down the hall. Set directly along Spa Creek, The Tecumseh offers a 72-slip private marina, waterfront swimming pool and deck, gated private parking, lobby, mailroom, conference room, and an on-site property manager. For the boater, ownership of W308 also includes an entitlement to a 29-foot boat slip. What truly sets this property apart is the lifestyle. Step outside and you’re moments from the water, just steps from Eastport’s Restaurant Row, and an easy walk across the bridge to downtown Annapolis. Rarely available, W308 presents a special opportunity to create your own home within a waterfront community cherished for its location, boating lifestyle, and enduring connection to Annapolis’s maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal.

312 Severn Unit W308, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,700,000

Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living. Steps away from the welcoming front porch you'll find boutique shops, waterfront dining, historic landmarks, and the U.S. Naval Academy. Inside, original hardwood floors and classic architectural details create a warm and inviting atmosphere. The layout features three bedrooms, two full bathrooms, and a half bath. The main level offers comfortable living and entertaining spaces along with a welcoming kitchen, while a carefully renovated room addition provides valuable additional living space. The primary bathroom has been beautifully styled with a luxurious spa-like feel, creating a peaceful retreat at the end of the day. Outdoor living is equally inviting, with a private patio and lush turf yard overlooking Cumberland Court—an ideal setting for morning coffee, al fresco dining, summer gatherings, or simply enjoying the charm of downtown living. Surrounded by the history, culture, shops, restaurants, and waterfront that make the Historic District so special, this distinctive home offers an authentic Annapolis lifestyle, blending historic charm, modern comfort, exceptional walkability, and an unusually generous amount of private parking.

219 King George St, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$540,000

Welcome to 1182 Bay Highlands Drive in Annapolis! This solid home offers a great opportunity for buyers looking to make a property their own in an established Annapolis community. The major systems have been replaced within the past few years, providing a strong foundation for future improvements. Price is reflective of the current condition of the home. The home is ready for updating and TLC, including cosmetic improvements to the kitchen, baths, flooring, and finishes. With the major systems already addressed, buyers can focus on renovations and personal touches to bring out the home's full potential. The asking price is reflective of the home's current condition and the updates needed. Property is being sold strictly "AS IS." Seller will make no repairs. A great opportunity for buyers with vision who want to customize a solid home and build equity in Annapolis.

1182 Bay Highlands Dr, Annapolis

Listing courtesy of CENTURY 21 New Millennium. Contact:

$500,000

Beautifully appointed rancher in the sought-after Cape St. Claire community of Annapolis, just one block from the Magothy River and the Chesapeake Bay! Step inside to a spacious main level featuring gleaming hardwood floors and a bright, open living room centered around a tile-surround wood-burning fireplace with a reclaimed-style mantle and custom open shelving. The flowing layout leads seamlessly into the dining area, offering ample storage and direct access to a screened-in deck, perfect for indoor-outdoor living. The kitchen is thoughtfully designed with granite countertops, a classic subway tile backsplash, 36” cabinetry, and stainless steel appliances. The primary suite provides a comfortable retreat with crown molding, a generously sized closet with an organization system, and a private en-suite bath complete with a walk-in shower and updated vanity. Two additional bedrooms and a well-appointed hall bath complete the main level. The finished lower level expands your living space with plush carpeting, built-in shelving, a dedicated workshop, gym area, and a utility space featuring a convenient powder room, ideal for guests, a home office, or multigenerational living. Enjoy outdoor living in the fully fenced yard with a patio and secure storage, perfect for entertaining or relaxing. Conveniently located near major commuter routes, including US-50 and I-97, for easy access to Annapolis, Baltimore, and beyond. Ask about the ASSUMABLE MORTGAGE with a 3.25% INTEREST RATE!

1030 Mountain Top Dr, Annapolis

Listing courtesy of Northrop Realty. Contact:

$1,249,000

An exceptional offering in the heart of the Annapolis Historic District, 100 Conduit Street captures the timeless elegance and effortless lifestyle that make downtown Annapolis so coveted. Set along one of the city’s most charming historic streets, this distinctive three-four bedroom, two-and-a-half-bath residence pairs beautiful architectural character with an extraordinary location just moments from the waterfront. Inside, gracious living spaces are defined by gorgeous wood floors, rich millwork, custom built-ins, and thoughtful architectural details that lend warmth, character, and a wonderful sense of place. A chef's kitchen and separate dining room provide an elegant setting for everything from intimate dinners to holiday gatherings, while the inviting side porch offers the perfect spot for morning coffee, an evening glass of wine, or simply watching the rhythm of downtown life unfold. The home feels equally suited to comfortable everyday living and sophisticated entertaining, with carefully considered updates complementing its historic character. Beyond the interiors, established gardens create a private and enchanting retreat—an increasingly rare luxury in the heart of downtown. Just outside the front door, the best of Annapolis is yours to enjoy on foot. Stroll to Main Street and City Dock, dine at celebrated restaurants, browse boutiques and galleries, walk along the waterfront, or enjoy the traditions and energy surrounding the U.S. Naval Academy. There is an undeniable romance to life in the Historic District—the architecture, brick-lined streets, waterfront evenings, and the ability to leave the car behind and simply experience the city. 100 Conduit Street offers a rare opportunity to become part of that story, with the charm of historic Annapolis and the sophistication of downtown living beautifully intertwined.

100 Conduit St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$975,000

Experience resort like living in the water-oriented community of Oyster Harbor! Why choose between elegance and Chesapeake living when you can have both?! This stunning property offers the perfect blend of style and comfort with the ease of access to a plethora of sought after water-oriented community amenities! The main level features a beautiful, open kitchen with walk-in pantry, stainless steel appliances, center island, and large eat-in space. The living room is truly the heart of the home featuring a cozy gas/propane fireplace- perfect for gathering for cozy evenings at home. The upper floor is home to all four bedrooms- two of which have attached bathrooms and walk-in closets- and the upper level laundry adds convenience to daily living. The attached garage, with space for two vehicles and additional storage, provides practicality without compromising on style with a large driveway making it easy for guest parking. One of the standout features of this property is the spacious deck and large backyard- indoor/ outdoor living at its finest! The community of Oyster Harbor offers an exclusive lifestyle for water enthusiasts, with opportunities for boating, fishing, and enjoying the natural beauty of the bay. Enjoy easy access to many community amenities including: a large beach with gazebo, two tot lots (one on the beach!), three community marinas, boat ramp, fishing pier, kayak storage, and more! This home is not just a residence; it's a gateway to a lifestyle of luxury and leisure. Experience the perfect blend of modern amenities and serene surroundings in this exceptional Oyster Harbor property.

1326 Harbor Rd, Annapolis

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

$500,000

Welcome to refined, effortless living at 2522 N Haven Cove, nestled within the sought-after 55+ community of Heritage Harbour in Annapolis. This beautifully maintained 2-bedroom, 2-bath residence offers a spacious and inviting floor plan designed for both everyday comfort and gracious entertaining. The heart of the home is the updated eat-in kitchen, creating a welcoming space for morning coffee, casual meals, and gathering with friends. An attached one-car garage adds everyday convenience, while the thoughtfully designed layout provides the flexibility to create a home office, den, or private retreat. Here, the lifestyle extends well beyond your front door. Heritage Harbour offers an exceptional array of amenities designed for active, social, and carefree living—from golf, tennis, and pickleball to canoeing and kayaking. The Lodge serves as a vibrant gathering place, featuring indoor and outdoor pools, fitness facilities, a library, card room, and more. Ideally located in beautiful Annapolis with convenient access to Baltimore, Washington, DC, and BWI Airport, 2522 N Haven Cove offers an appealing blend of comfort, recreation, convenience, and community. Come discover a home where every day can feel a little more like a getaway.

2522 N Haven Cv, Annapolis

Listing courtesy of Taylor Properties. Contact:

$1,700,000

Come see this beautiful one-of-a-kind WATERFRONT property! Complete waterfront view from both levels of this home and every room. True master bedroom and large enough to fit a king-size bedroom suite and private bathroom. Covered patio to enjoy the view in every weather type! Large windows throughout the home brings in natural light while keeping the waterfront setting front and center. There are fireplaces on each level. Swim all year round with this heated indoor pool and hot tub. Dock rental slips are available for owners for a $500 fee for deep water (6ft) or lower water slips for $200 (3ft) with electricity. This property can have a personal pier added not to mention Just steps away from the community beach and docks. Arundel on the Bay also offers a community beach and an established waterfront neighborhood just minutes from everything Annapolis has to offer.

1323 Magnolia Ave, Annapolis

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

$574,900

4 Beds ⋅ 2 Baths

Price Improvement Incredibly maintained home in the sought-after water-privileged community of Beechwood on the Burley. This two-level home offers comfortable living, a spacious outdoor setting, and an ideal Broadneck Peninsula location just minutes from downtown Annapolis and with easy access to Route 50. The established community offers water access, a marina, playground, and peaceful neighborhood setting, with convenient back-road access to downtown Annapolis. Inside, the home has been well maintained and thoughtfully updated with refinished hardwood floors, fresh paint, updated lighting, and new carpet. The upper level features a comfortable open-concept layout with a living room that flows into the dining area and kitchen. Granite countertops, beautiful cabinetry, and a center island with seating create a welcoming kitchen with plenty of workspace. Sliding glass doors open to a composite deck overlooking the flat, fully fenced backyard, where mature landscaping provides privacy and a lovely backdrop for outdoor living. The primary suite features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The lower level adds valuable living space with a family room centered around a propane gas fireplace, an office/fourth bedroom, laundry room, and access to the attached garage. Ample storage throughout adds to the home's everyday functionality. Beechwood on the Burley is a voluntary HOA community with access to a waterfront park, community dock with slips, playground, and picnic area along the water. The neighborhood's quiet roads and surrounding farmland create a peaceful setting for walking, running, and cycling, while the home's location provides easy access to Annapolis, Broadneck schools, shopping, dining, and major commuter routes.

626 Edwards Rd, Annapolis

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

$895,000

2 Beds ⋅ 3 Baths

Nestled within the serene embrace of nature, enjoy fabulous waterfront views of Hawkins Cove and Spa Creek from this stunning 2-bedroom, 2.5-bathroom penthouse condominium in the highly sought-after community of Shearwater in Eastport. With a contemporary coastal architectural style, this home is a perfect blend of sophistication and warmth. Step inside to discover an open floor plan that seamlessly integrates the living and dining areas, enhanced by a stunning spiral staircase that adds a touch of architectural flair. The living area is accentuated by cathedral ceilings. Natural light floods the space through skylights, creating an inviting atmosphere throughout. The flat was entirely upgraded by an interior design firm in 2024, featuring gleaming living room floors, new windows and a gourmet kitchen designed to elevate your culinary creations. This penthouse features an abundance of chic finishes including Spa-inspired luxury bathrooms. Of particular note is the upper level Master suite artfully designed and fashioned from what was a large open balcony. It features a private and cozy retreat with a luxurious ensuite bathroom. A home office has been thoughtfully designed with elegant built ins on the upper level. The main floor bedroom also offers ample space and privacy, making it ideal for guests. The exterior of the property is equally impressive, boasting a private balcony that overlooks the lush landscaping and the waterfront, providing a peaceful escape right from your terrace. This truly is a nature watchers’ paradise. In December, celebrate the famous Eastport Yacht Club annual Parade of Lights in style by your cozy wood-burning fireplace. In Spring/Summer enjoy the easy breeze with family and friends with your favorite libation. For water enthusiasts, the property offers direct access to Hawkins Cove and Spa Creek, complete with a private dock site and multiple slips for boating, fishing, and kayaking adventures. Surrounded by partly wooded areas and mature trees, the lot features a harmonious blend of nature and luxury, creating a serene environment for relaxation and recreation. It offers seamless access to the Chesapeake Bay and beyond. Your luxury lifestyle features the choice to relax poolside, play tennis/pickleball on the courts, or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis dream has come true!

8 Spa Creek Lndg Unit A3, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$506,000

1 Beds ⋅ 2 Baths

Nestled within the serene embrace of nature, enjoy fabulous waterfront views of Hawkins Cove and Spa Creek from this stunning 1-bedroom, 1.5-bathroom second floor condominium in the highly sought-after community of Shearwater in Eastport. With a contemporary coastal architectural style, this home is a perfect blend of sophistication and warmth. Step inside to discover an open floor plan that seamlessly integrates the living and dining areas. Natural morning light floods the space through the kitchen creating an inviting atmosphere throughout. The flat has an upgraded refrigerator, new microwave, new washer&dryer, HVAC, heat pump and air handler all in aprox 2024. The home features gleaming living room floors, and a gourmet kitchen designed to elevate your culinary creations. The bedroom suite is a private and cozy retreat with a luxurious ensuite bathroom. The exterior of the property is equally impressive, boasting a private balcony that overlooks the lush landscaping and the waterfront, providing a peaceful escape right from your terrace. This truly is a nature watchers’ paradise. In December, celebrate the famous Eastport Yacht Club annual Parade of Lights in style by your cozy wood-burning fireplace. In Spring/Summer enjoy the easy breeze with family and friends with your favorite libation. For water enthusiasts, the community offers direct access to Hawkins Cove and Spa Creek, complete with a private dock site and multiple slips for boating, fishing, and kayaking adventures. Surrounded by partly wooded areas and mature trees, the lot features a harmonious blend of nature and luxury, creating a serene environment for relaxation and recreation. It offers seamless access to the Chesapeake Bay and beyond. Your luxury lifestyle features the choice to relax poolside, play tennis/pickleball on the courts, or take a water taxi from the docks to enjoy the stunning array of restaurants, events, the arts and much more. Welcome home, your Annapolis dream has come true!

13 Spa Creek Lndg Unit A2, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$479,900

Welcome Home! YOU DON'T WANT TO MISS THIS GREAT NEWS!! The seller's loan is ASSUMABLE @ 2.875 % to qualified buyers.This beautifully Renovated Eastport Marina Condo with Deeded 30’ Slip A 54 & Waterfront Pool. This 3-bed, 2-bath end-unit condo in sought-after Severn House Condominiums blends coastal charm with modern luxury. Nearly every detail has been refreshed or rebuilt—new electrical, premium hardwood flooring throughout, added in-unit laundry, and a fully renovated kitchen featuring butcher-block countertops, stainless-steel appliances, gas range with vent hood, built-in microwave, and designer recessed lighting throughout the home. Custom built-ins include a butler’s pantry and laundry cabinetry for smart, hidden storage. A full wall of sliding glass doors opens to a spacious deck offering peaceful seasonal views of Back Creek. The residence also includes a large deeded basement storage unit. Enjoy exclusive ownership of a deeded deep water 30+ foot boat slip—one of the few in Annapolis with direct vehicle access, allowing you to drive right to the dock for easy loading and unloading. Located in the heart of Eastport, Severn House offers a waterfront pool, beautifully maintained grounds, and the area’s most protected deep-water marina. Sidewalks lead to Downtown Annapolis, the U.S. Naval Academy, and the city’s famed restaurants and shops. Oh! don't forget the water taxi that will pick you up in front of the pool and take you anywhere in Spa Creek and Ego Alley to enjoy an evening out without working about parking. This turnkey waterfront condo perfectly balances luxury, comfort, and location—schedule your private showing today.

755 Fairview Ave Unit 755 D, Annapolis

Listing courtesy of RE/MAX Leading Edge. Contact:

$1,055,000

5 Beds ⋅ 5 Baths

Welcome to 507 Sunwood Lane, a stunning home nestled in the sought-after Rosewood community and located within the highly acclaimed Broadneck School District. Offering exceptional living spaces, resort-style outdoor amenities, and a flexible floor plan, this home truly has it all. Step inside to find a private home office, perfect for remote work, and an elegant formal dining room that flows seamlessly into a versatile bonus room off the kitchen. The heart of the home is the beautifully appointed kitchen featuring newer stainless steel appliances, granite countertops, a center island, and a sunny breakfast area. Just beyond, the inviting family room (new carpeting) showcases a cozy fireplace and provides the perfect setting for everyday living and entertaining. Outdoor living reaches a new level with a spacious Trex deck overlooking your own private backyard Oasis! The fully fenced yard is highlighted by a beautifully landscaped 35,000 Gallon in-ground heated saltwater pool, relaxing hot tub, and plenty of space to enjoy summer gatherings with family and friends. Upstairs, the expansive owner's suite is a true sanctuary, featuring cathedral ceilings, a private sitting room, walk-in closet, double vanities, and a separate shower. Bedroom two offers a private en-suite bath, while bedrooms three and four share a convenient Jack-and-Jill bathroom. The finished walkout lower level provides incredible flexibility with a fifth bedroom, new LVP flooring, full-size windows, full kitchen setup, sliding glass door access to the rear patio, and an ideal layout for an in-law suite or extended guest accommodations. Additional unfinished storage space and a dedicated workshop room complete the lower level. Conveniently located near the Bay Bridge, Downtown Annapolis, the U.S. Naval Academy, Bay Dale Shopping Center, Cape Saint Claire, Severna Park, and major commuter routes to Washington, D.C. and Baltimore, this exceptional home combines luxury, convenience, and top-rated schools, including Windsor Farm Elementary, Severn River Middle, and Broadneck High School. If you've been searching for the perfect place to call home, your search ends here. Welcome to 507 Sunwood Lane—where memories are waiting to be made.

507 Sunwood Ln, Annapolis

Listing courtesy of RE/MAX Aspire. Contact:

$879,000

Welcome Arundel on the Bay - a water oriented lifestyle community offering access to kayaking, paddle-boarding, beach and playground. All this with close proximity to shopping, restaurants, parks and downtown Annapolis. The quiet and calm neighborhood offers an island-like feeling. And this striking 3-story home is absolutely MOVE-IN READY! Gracious and plentiful windows leave you appreciating the timeless perennial gardens, majestic trees and peeks at Fishing Creek from multiple locations. As Fall arrives the "peeks" will become relaxing and lovely views! A bright and open floorplan features architectural lines and high ceilings which enhance the home's airy, gallery-like feel. Stunning wood floors offer warmth and continue the feeling of openness. We hope you like to cook and entertain - this Kitchen makes it not only possible but inviting and engaging. Extend your morning or evening and take a step out to the private back Deck tucked in to give you an intimate feeling with a lovely pergola and hanging lights. And it is only one of three Decks. The Primary Suite is magazine worthy - morning coffee on your Deck with lovely views or an evening toast to the day. Two more very spacious Bedrooms and updated Bath complete the 2nd Floor. And then the 3d Floor is worthy of the term "RETREAT". A wall of floor to ceiling windows with a side view of Fishing Creek and views of the trees and gardens below is icing on the cake! Amazing Community Features: Magnolia Avenue Beach, Newport Avenue Community Pier, Linden Avenue Recreational Pier, Redwood Avenue launching pier/boat ramp, and playgrounds.

3401 Saratoga Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$949,990

5 Beds ⋅ 4 Baths

Huge Price Drop + $5,000 Closing Help! New Construction Colonial Ready by End of Year* Schaefer Homes presents this stunning new Colonial in the prestigious Oyster Harbor community, with completion targeted for the end of 2026. Set on a sprawling 0.62-acre lot, it offers rare space and privacy, with plenty of room for a garden retreat, entertaining terrace, or open yard. The thoughtful floor plan includes 5 spacious bedrooms and 3.5 baths, plus a showstopping gourmet kitchen with upgraded design features and premium finishes. With its classic vinyl siding exterior and modern new-construction interior, this home blends timeless charm with the quality craftsmanship Schaefer Homes is known for. Oyster Harbor is a serene, exclusive community and one of the area’s most sought-after addresses. Don’t wait. Schedule your private appointment today! *Closing cost assistance terms and conditions apply.

3268 Kitty Duvall Dr, Annapolis

Listing courtesy of Blackwell Real Estate, LLC. Contact:

$850,000

Welcome to 327 Beach Drive, where thoughtful design, quality craftsmanship, and the relaxed Annapolis lifestyle come together in the heart of Hillsmere Shores a waterfront community. Completely transformed with a warm, modern aesthetic, this 4-bedroom, 3-bath home offers approximately 2,450 square feet of beautifully finished living space. From the moment you arrive, the crisp white board-and-batten exterior and inviting curb appeal set the tone. Inside, brand-new natural birch flooring, solid wood interior doors, crown molding, recessed lighting, and carefully selected finishes create a bright, cohesive feel throughout the main level. The open living spaces are designed for both everyday living and entertaining, highlighted by a custom shiplap fireplace that adds warmth and character. The kitchen flows naturally into the surrounding living and dining areas, creating an easy gathering space at the center of the home. A fully permitted addition created a stunning primary suite that feels like a private retreat, complete with a spacious bedroom, walk-in closet, and beautifully finished luxury bath. The additional main-level bedrooms are complemented by a custom-designed hall bathroom with timeless finishes and attention to detail. The finished lower level adds even more flexibility with a fourth bedroom, full bath, home office, additional living space, laundry, and storage—ideal for guests, working from home, or creating a separate recreation area. Outside, the large, level .41-acre lot is fully fenced and offers exceptional space for entertaining, pets, play, or gardening. A low-maintenance Trex patio extends the living space outdoors and provides the perfect setting for summer dinners, grilling, and relaxing with friends. Located in sought-after Hillsmere Shores with access to the community’s waterfront lifestyle and amenities of marinas, beach and pool, 327 Beach Drive offers the rare combination of a beautifully renovated home, generous outdoor space, flexible living areas, and an Annapolis location that makes it easy to enjoy everything the area has to offer. https://hillsmereshores.org/pool/ This isn’t simply an updated home—it has been thoughtfully redesigned for the way you want to live.

327 Beach Dr, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$688,000

3 Beds ⋅ 4 Baths

Outstanding luxury living in this 3-story townhouse with so many extras! 10 Enclave has the best floor plan with a superior kitchen layout, bump-outs on three levels allowing office space on the main level and double walk-in closets in the primary suite. Natural light fills the great room and the soaring ceilings, 8-foot entry and French doors and banks of windows create volume and an unmatched sense of open space. The kitchen features fabulous, pretty and timeless finishes with light cabinets and counters, gorgeous lighting, a pantry, ample counter space, an eat-at counter and gas cooking, and double ovens. The top level has wood floors in all bedrooms and a truly elegant primary suite features coffered 9+ ft. ceilings and enough closet space where even a "clothes horse" will enjoy space! The bedroom level also has a large laundry room with storage for your easy lifestyle. The walkout level is the perfect "plus" space for a family room, a fantastic hobby area or extra guests and is complete with a powder room. All three levels have outside access (two decks and an amazing hardspace patio) complete even the most particular buyer's wishlist. Two-car garage and driveway parking! This special community is the perfect Annapolis location, minutes to Downtown and Eastport, all commuter routes, shopping, and marinas!

10 Enclave Ct, Annapolis

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

$350,000

100 Severn Ave Unit 102, Annapolis

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

$725,000

Unique mixed use opportunity in the heart of Annapolis. Located along West Street in the Arts District, 232 West Street offers a flexible property suitable for a variety of commercial or residential uses. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths, offering the opportunity to continue its current use or adapt the space to meet future needs, subject to applicable zoning and approvals. The interior offers a bright, open feel with hardwood floors, skylights and abundant natural light. The kitchen features white cabinetry, stainless steel appliances, subway tile backsplash and an island with seating. The spacious rear room includes two closets, a full bath with dual sinks and a shower with dual shower heads, plus direct access to a private deck. A separate studio at the rear of the property provides additional flexible space that could complement a variety of uses. The fenced yard, storage shed, in home laundry and tankless water heater add additional functionality. Situated on an approximately 2,700 square foot lot with potential for future expansion, subject to zoning and applicable approvals. Conveniently located close to Downtown Annapolis, City Dock, Navy Marine Corps Memorial Stadium and the U.S. Naval Academy, with easy access to Routes 50 and 97. A versatile opportunity in a highly visible West Street location with the flexibility to accommodate commercial, residential or mixed use needs.

232 West St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$725,000

1 Beds ⋅ 2 Baths

A unique mixed-use opportunity in the heart of Annapolis! Located in the Arts District, 232 West Street offers the flexibility of commercial and residential use in a convenient location close to Downtown Annapolis, Navy-Marine Corps Memorial Stadium, and the U.S. Naval Academy. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths. Skylights and abundant natural light create a bright, welcoming feel throughout. The updated kitchen features white cabinetry, stainless steel appliances, a subway tile backsplash, and an island with seating, while hardwood floors add warmth and character. The spacious primary bedroom offers two closets and direct access to a private deck. The adjoining bathroom features a dual-sink vanity and a shower with dual shower heads. A separate studio in the rear provides additional flexible space with a variety of potential uses. The fenced yard adds privacy and creates a nice connection between the property, outdoor space, and the studio, while a shed provides additional storage. In-home laundry and a tankless water heater add to the property's conveniences. Situated on an approximately 2,700-square-foot lot, the property also offers potential for future expansion, subject to applicable zoning and approvals. Enjoy a prime West Street location with easy access to Downtown Annapolis, City Dock, restaurants, and shops, along with convenient access to Routes 50 and 97. A versatile property with a unique combination of location, character, and flexibility.

232 West St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact:

$614,900

There's a version of Annapolis living where you don't have to choose between being close to everything and having room to enjoy being home. This updated 3-bedroom, 2-bath home sits in a residential setting just minutes from downtown Annapolis, the Naval Academy, Eastport, marinas, restaurants, and shopping, while offering something that can be hard to find this close to the city: real outdoor space. Step outside and the fully fenced backyard speaks for itself. A covered deck flows to the patio and firepit, creating a space for morning coffee, dinner outside, a quiet evening by the fire, or hosting when you want to. Inside, the home balances comfort and function. Both baths feature updated showers, and the fireplace anchors the main living area. The partially finished basement with a bar adds flexible space for entertaining, movie nights, or whatever fits the way you live. The updates go beyond cosmetic. The covered deck and roofs on both the home and garage were replaced in 2021, the fence was added in 2024, and a new front porch, mailbox, walkway, and water heater followed in 2025. The detached garage adds parking and storage, with room for a workshop. Close to the energy of Annapolis, with plenty of room to unwind when you get home.

1033 Hyde Park Dr, Annapolis

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

$699,000

Heritage Harbour living at its best: a brick-front home on a quiet cul-de-sac in Annapolis' premier 55+ community on the South River! A herringbone paver drive and walkway lead past a mature oak and layered plantings to red double doors inside, 1,634 square feet of true one level living opens up around you. Rich hardwoods run through the open living and dining room, where a gas fireplace with granite surround anchors one end and sliders at the other open to a composite deck with a retractable awning. Beyond it, a fully fenced, tree-lined backyard with flagstone paths and a fire pit circle. The kitchen is the showpiece: warm wood cabinetry, granite counters with a two-tier breakfast bar, glass-front cabinets, a KitchenAid island hood, double wall ovens, stainless appliances, solar tube skylights, and a full wall of pantry cabinets with open shelving. At the far end, a built-in desk nook by the window is the natural spot for planning the week, with a second door out to the deck. The primary suite carries the hardwoods through and adds a full wall of custom-fitted closets plus an en suite bath with a skylight, radiant floors, jetted soaking tub, separate tiled shower and sit-down vanity. Two more bedrooms work as guest rooms, a home office or a hobby space. The furnace and HVAC were replaced in 2023, and the 2 car garage rounds things out. Step outside and the rest of Heritage Harbour is yours: a 9-hole par 3 golf course, tennis and pickleball, indoor and outdoor pools, a fitness center with sauna, a clubhouse with library and billiards, and walking trails. Boaters will love the community pier on the South River with boat slips and kayak storage. With more than 90 clubs, from bocce to woodworking, the social calendar fills itself. Morning tee time, afternoon kayak, evening by the fire pit: the Annapolis life, all on one level!

2567 Forest Knl St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$1,250,000

Welcome to 313 Fourth St, one of only three townhomes at The Tecumseh and a rare opportunity in one of Eastport’s most distinctive waterfront communities. Completed in 1968 on the site of a former boatyard, The Tecumseh was Annapolis’s earliest condominium communities, designed around the boating lifestyle that continues to define Eastport today. Set directly on Spa Creek, the community offers a 72-slip private marina, waterfront swimming pool and deck, and gated private parking. Located at the corner of Fourth St and Severn Ave, this three-story, approximately 2,700-square-foot residence offers three bedrooms, two-and-a-half baths, expansive third-floor bonus space, charming Eastport street appeal, and a private rear courtyard. The main level is filled with character, featuring charming arched details, a newly renovated powder room, spacious kitchen with breakfast nook, dining area, walk-in butler’s pantry, and custom built-in bookshelves surrounding a gas fireplace. A generous living area opens through sliding glass doors to a private courtyard with a paved patio—perfect for dining al fresco and entertaining. Upstairs, the second floor features a spacious primary suite with an ensuite bath and two closets, plus two additional bedrooms that share a full bath. The third floor surprises with vaulted ceilings, a large finished bonus room, additional unfinished space, and a laundry area—offering tremendous flexibility for a home office, gym, playroom, studio, or additional living space. Just beyond your back door is direct access to The Tecumseh’s waterfront amenities, including its marina and waterfront swimming pool. For the boater, ownership also includes a 40-foot boat slip entitlement. What truly sets this property apart is the lifestyle. Step outside and you’re moments from Spa Creek and just steps from Eastport’s Restaurant Row, while downtown Annapolis is easily accessible across the bridge. Rarely available, 313 Fourth St offers the opportunity to become part of a waterfront community cherished for its history, location, boating lifestyle, and enduring connection to Annapolis’s maritime heritage. The Tecumseh Condominium has a 15-day first right of refusal.

313 Fourth St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$925,000

Welcome to 1422 Bay Head Road, a true Annapolis oasis offering flexible living space, thoughtful updates, and exceptional outdoor amenities. The upper level features four bedrooms, including a large primary suite with barn siding accents, a custom closet, and an ensuite bath with a large soaking tub and separate shower. Three additional bedrooms share a hall bathroom. The main level includes a living room, dining room, and kitchen with stainless steel appliances, granite countertops, and a center island. The family room features a fireplace and provides a comfortable space for everyday living and entertaining. The finished lower level adds even more versatility with a family room, custom bar, and a large storage room. Outside, enjoy professionally landscaped grounds, a large deck overlooking the built-in pool and spa, and convenient access to a full bathroom with shower. A generous yard with firepit creates an inviting setting for outdoor gatherings. The property also includes a greenhouse/chicken coop. The community offers nearby water access for kayaks and canoes and is close to parks and walking trails B&O bike trail, golf cart to Podickory Point Yacht & Beach Club. Conveniently located with easy access to Route 50, the Bay Bridge, and downtown Annapolis.

1422 Bay Head Rd, Annapolis

Listing courtesy of RE/MAX United Real Estate. Contact:

$1,675,000

5 Beds ⋅ 3 Baths

Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This home was built for entertaining. It has amazing flow to entertain your guests for a dinner party. Take a short walk to outdoor dining on West Street during "Dinner Under the Stars" or host friends for all the amazing Downtown events like Midnight Madness. This home is in the heart of it all! The electrical and plumbing was updated in 1990, new hot water heater in 2024, 2 heat pumps in 2025 and new Shake Shingle roof in 2026. There are 4 bedrooms and 2 full baths on the second floor with a bonus room on the third floor great for guests or office. All this just 1.5 blocks from the Naval Academy and steps to the shops and amazing restaurants Annapolis has to offer! There is driveway with private parking for 2 cars and plenty of street parking for guests. Walk to City Dock for morning coffee and watch the boats pass by or sit in the morning room and enjoy your coffee looking over the grounds of St. Johns. This is an amazing house in an amazing location with all that Annapolis has to offer.

250 Prince George St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,395,000

4 Beds ⋅ 5 Baths

Highly desirable Eastport location just a short walk to Historic Annapolis, the U.S. Naval Academy, vibrant restaurants, boutique shops, and multiple marinas. This rare offering features essentially two separate homes on one property, creating an exceptional opportunity for multi‑generational living, guest accommodations, potential rental income, or a private studio/office retreat. The beautifully updated three‑level Cape Cod has been thoughtfully expanded and modernized. It features a gourmet kitchen, hardwood floors, two generous bedrooms, and 2.5 bathrooms. The main level office provides flexibility and can easily function as an additional bedroom. Every level blends comfort with style, offering bright spaces and quality finishes throughout. At the rear of the property sits an eclectic secondary structure with two cozy bedrooms and two full baths. Its lower level includes garage space and abundant storage ideal for bikes, paddleboards, tools, or seasonal items. Outdoor living shines here: a spacious deck and stone patio create inviting spaces for entertaining, grilling, or unwinding in a peaceful setting. With numerous exterior upgrades and a location that captures the best of Eastport living, this property is truly one of a kind.

1030 Boucher Ave, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$730,000

Rare opportunity in the heart of Downtown Annapolis! This spacious residence at 141 West combines modern interiors, garage parking, elevator access, and a large covered balcony overlooking West Street and Downtown Annapolis. A wall of windows fills the open living space with natural light, complemented by wide-plank wood floors and a shiplap accent wall with electric fireplace. The kitchen features quartz countertops, subway tile backsplash, stainless steel appliances, a generous island, and brand-new lighting. The primary suite features full-length windows with plantation shutters, a walk-in closet, and an upgraded bath with double vanity and large shower. A brand-new washer and dryer adds another recent update. Step outside to the private covered balcony overlooking Downtown Annapolis, an ideal spot for morning coffee, evening cocktails, and taking in the energy of West Street. A dedicated garage parking space and elevator access make downtown living exceptionally convenient. Located in the West Street Arts District, just a short walk to Main Street, City Dock, the Naval Academy, restaurants, galleries, boutiques, and the waterfront. Modern, spacious, and incredibly convenient, this is Downtown Annapolis living at its best.

141 West St Unit 308, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$327,500

Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm, welcoming interior with an open floor plan that seamlessly connects the kitchen and dining areas. Brand-new luxury vinyl plank flooring highlights the combined living, kitchen, and dining spaces, making it perfect for entertaining with a touch of modern elegance. The kitchen also offers ample table space, making it a cozy spot for casual meals. The home features three spacious bedrooms, including a primary suite that encompasses the entire third floor, with a luxurious walk-in closet and an en-suite bathroom. Additional highlights include a laundry room, a second-floor bathroom, updated lighting, ceiling fans for added comfort, and plush carpeting that enhances the inviting atmosphere throughout. The stainless steel refrigerator and gas range, washer, dryer, carpet, and heat pump have all been updated within the past 5 years. The home has a brand-new storm door and bay window at the front of the house). Homeowners and investors will appreciate the low-maintenance lifestyle this property offers, with an association fee that includes lawn maintenance and snow removal. The community amenities include outdoor common grounds, a refreshing pool, and a fitness center. Parking is hassle-free with two parking permits included -one parking place is assigned and located directly in front of the townhome. An additional car can be parked (with permit), in the "Permit Required" spaces. The community's prime location (close proximity to Quiet Waters Park, Downtown Annapolis, the US Naval Academy, and shopping) ensures easy access to local amenities and attractions. Whether you're looking to buy or invest, this Annapolis Overlook property is a fantastic opportunity. With its blend of modern features, community amenities, and strategic location, it stands ready to deliver both comfort and value for years to come. Don't miss your chance to purchase this delightful home!

40 Ironstone Ct Unit B, Annapolis

Listing courtesy of RE/MAX One. Contact:

$650,000

Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedrooms, two full bathrooms, and a two car garage, this home provides easy single level living with plenty of space to enjoy. Inside, fresh paint and brand new carpet give the home a clean, refreshed feel throughout. Generous living and dining areas offer flexibility for everyday life and entertaining, while the primary suite features its own private bathroom. Updated windows and HVAC, along with new insulation, add to the improvements already completed, allowing you to move right in while still having the opportunity to personalize the home over time. Heritage Harbour offers an impressive collection of amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a nine hole golf course, community Lodge, library, and an extensive calendar of clubs, activities, and social opportunities. Shopping, dining, healthcare, and everyday conveniences are nearby, with easy access to Routes 50 and 97 and Historic Downtown Annapolis just a short drive away. Combining a spacious ranch layout, valuable updates, and the active lifestyle of one of the Annapolis area’s most established 55+ communities, 953 Mastline Drive is ready to welcome its next owner.

953 Mastline Dr, Annapolis

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

$750,000

Nestled in the sought-after community of Hunt Meadow, and on a quiet cul-de-sac, this perfectly-kept colonial home offers the right blend of comfort and privacy. Featuring 4 bedrooms and 2.5 baths, a family room with a cozy fireplace, raised hearth and framed in brick. Vaulted ceilings, and custom oak hardwood floors. The kitchen features stainless steel appliances, granite counter tops and modern plank flooring. The entire second level, stairs, and living room feature all NEW carpeting. The primary bedroom has a spacious en-suite bath. Two additional bedrooms and an additional full bath are on this level. The finished basement offers additional space for recreation with a Movie Room featuring a large TV screen, movie projector and stereo system that all conveys with the property. A walk-in cedar-lined storage closet, a laundry room with front-load washer and dryer, and a fourth bedroom. The exterior features a brand NEW deck, and fire pit - ideal for enjoying the quiet outdoors. The back yard is private, partly wooded, and has trails leading from it for exploration. The garage is equipped with shelves and a workbench for projects. Residents enjoy access to community amenities such as the large outdoor pool, tennis courts, and scenic jog/walk paths that connect to Quiet Waters Park. The neighborhood is well-maintained, with sidewalks for leisurely strolls. Lots of community spirit here with swim meets, 5k runs, food trucks, holiday celebrations and other get-togethers. Hunt Meadow is just minutes from downtown Annapolis and convenient to Rts. 97 and 50

303 Riding Ridge Rd, Annapolis

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

$1,750,000

If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced.* Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and everyday livability come together beautifully. Directly across from St. Mary’s Church, this four-bedroom, 3.5-bath residence offers just under 3,000 square feet perched on a generous lot with ample private parking. Its location places you within effortless walking distance of Spa Creek, Main Street, Ego Alley, the Annapolis Yacht Club, and Eastport—an extraordinary position that puts the very best of Annapolis at your doorstep. From the moment you cross the threshold, the charm is unmistakable. This home is filled with warm natural light and the energy of a true Annapolis residence that has been has been lived in, loved, and appreciated in its time. Rich wood, original details, and an authentic sense of place create an atmosphere that simply cannot be replicated in a new build. Among its most beautiful details are the original panes of glass showcased at the front of the home, along with rare, old-growth Georgia hard-pine edge-grain floors, and an original letter box—craftsmanship and materials that are increasingly difficult, if not impossible, to find today. The second floor showcases an especially inviting primary suite with a huge bath filled with warm morning light— a peaceful place to begin each day surrounded by the character of historic Annapolis. An additional full bath and bedrooms right down the hall. A bright and spacious grand room crowns the 3rd floor to be used as you like for an additional bedroom, exercise, and artist haven, office - you decide! The lower level is fitted with the original brick floors and offers a private full suite—an exceptional space for guests, extended family, or separate living arrangement. Additionally it includes its own secluded workshop, a rare and charming feature for someone who enjoys working with their hands, tackling projects, or simply having a dedicated place to create. Easily accessed from the kitchen breakfast area, the rear yard is one of the property’s most unexpected treasures. This generous outdoor space, not often found in downtown, offers privacy, a place to garden, entertain or simply letting the dog run and play. You will have your own highly desired and remarkably convenient parking for downtown living with room for two full-size vehicles or up to three compact cars, complemented by additional ample street parking. A fire-suppression system adds an additional layer of peace of mind to this historic residence. The sewer line was updated within the last 8 years and the roof was replaced in 2016 with 50 year rated shingles. But perhaps what makes this home most special is what cannot be measured in square footage. It has soul. The wood is rich. The light is warm. The architecture carries the imprint of another era. And the location is nearly impossible to duplicate. For those who appreciate the romance of an old home—the imperfections, the craftsmanship, the history, and the stories embedded within its walls—102 Duke of Gloucester Street offers something increasingly rare: a genuine piece of Annapolis that still still feels like a home.

102 Duke Of Gloucester St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$1,300,000

5 Beds ⋅ 4 Baths

A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a multigenerational residence, with each family member having their own private space; an owner-occupied home with additional rental income from the remaining units; or a pure investment property with multiple income producing residences. For those envisioning something truly extraordinary, the entire building could be transformed back into a stunning single-family home. With original architecture and showcasing hardwood floors throughout, this property strikes the perfect balance between historic character and modern livability. The first floor features two bedrooms, each with an en-suite bath, kitchen, and living room, ideal for an owner-occupant or long-term tenant. The second floor offers one bedroom, a full bath, kitchen, living room, and access to a private balcony. The third floor impresses with two bedrooms, a full bath, kitchen, and living room, plus its own private balcony. An unfinished basement provides excellent storage space. A fenced backyard complete with a paver patio, provides an outdoor retreat ideal for relaxing or entertaining. Add to that the coveted off-street parking, a true rarity in Downtown Annapolis, and this property is as practical as it is beautiful. Whether you're an investor seeking immediate income potential, a buyer looking to offset your mortgage, or a multigenerational family wanting separate yet connected living spaces, this home checks every box. All of this just steps from the vibrant shops, restaurants, waterfront, and history that make Downtown Annapolis truly one of a kind.

135 Conduit St, Annapolis

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

78 Old Mill Bottom Rd N Unit 311, Annapolis

$699,000

Experience elevated 55+ living in the largest condominium model offered within this amenity-rich, resort-style community of Element of Old Mill. Built in 2024, this impressive third-floor corner residence offers 1,723 square feet, two spacious bedrooms, two full bathrooms and a private study that can serve as a home office, den or hobby room. The centerpiece of the open living space is the stunning gourmet kitchen with expansive kitchen island, creating a striking focal point and generous space for meal preparation, casual dining and entertaining. The kitchen is further enhanced by upgraded cabinetry, premium stainless steel appliances and stylish finishes. The is in unit laundry and ample storage in this residence. Abundant natural light complements the fresh paint, designer lighting and custom closet systems found throughout the home. Step onto the private balcony for morning coffee, outdoor dining or a quiet place to unwind. Reserved garage parking and a private storage unit add convenience and are especially desirable features within the community. Residents enjoy a low condo fee and access to tons of amenities, including pickleball courts, olympic sized pool, billiards, walking trails, a golf simulator, a putting green, a dog park, grilling areas and welcoming indoor and outdoor gathering spaces. Conveniently located near downtown Annapolis, waterfront dining, shopping and the Bay Bridge, this beautifully maintained corner condo delivers generous living space, modern style and an active, low-maintenance lifestyle.

78 Old Mill Bottom Rd N Unit 311, Annapolis

Listing courtesy of Samson Properties. Contact:

78 Old Mill Bottom Rd N Unit 209, Annapolis

$398,000

Two years young, 55+ elevator condominium community enjoy this beautifully upgraded 2-bedroom + den residence with a balcony. Priced just shy at $140K less than current builder pricing includes surface assigned parking and storage (purchased for $7500). Offering a bright, modern kitchen filled with natural light and showcases crisp white cabinetry, a stylish (upgraded) tiled backsplash, stainless steel appliances, and sleek quartz countertops—perfect for entertaining. Throughout the home, you’ll find enhanced and recessed lighting, complemented by elegant light-toned luxury vinyl plank flooring for a completely carpet-free, sophisticated finish. The spacious primary suite is a true retreat, featuring a custom-designed oversized walk-in closet and a luxurious ensuite bath with a double vanity and upgraded tilework. Additional enhancements throughout the home include beautifully updated bathrooms and high-end finishes that elevate both comfort and style. The Element offers an exceptional, resort-style lifestyle with amenities thoughtfully designed for active adult living, including: • Landscaping with walking paths • sophisticated lobby featuring a golf simulator and billiards • Pickleball courts, dog park, and outdoor grilling areas • Fitness equipment and inviting social spaces Minutes from downtown Annapolis, Naval Academy with quick access to waterfront dining, boutique shopping, and the Bay Bridge. Schedule your viewing today and discover luxury living in Annapolis!

78 Old Mill Bottom Rd N Unit 209, Annapolis

Listing courtesy of Cottage Street Realty LLC. Contact:

2026 Gov Thomas Bladen Way Unit 204, Annapolis

$310,000

ENJOY ANNAPOLIS LIVING WITH THE POTENTIAL FOR LOWER INITIAL MORTGAGE PAYMENTS! With an acceptable offer, the seller will consider contributing toward a temporary interest-rate buydown to help reduce your monthly mortgage payment during the initial buydown period. Subject to loan program and lender approval—ask your agent and lender for details. A wooded view from your deck, added end-unit privacy, and downtown Annapolis just minutes away—this well-maintained two-bedroom, two-full-bath condo brings together comfort and convenience in a peaceful setting. Start your morning with coffee on the deck overlooking the trees and nearby walking path, then head downtown to enjoy Annapolis’s restaurants, shops, and waterfront. Inside, a neutral interior makes it easy to bring your own style and feel at home. Kitchen flooring and carpeting replaced within the past few years, along with an HVAC system and water heater updated in recent years, add to the home’s appeal. Quick access to Route 50 keeps Washington, D.C., Baltimore, and the surrounding area within reach, while the wooded backdrop offers a welcome place to unwind when you return. Schedule your showing and explore the possibilities—including the seller’s potential contribution toward a temporary rate buydown!

2026 Gov Thomas Bladen Way Unit 204, Annapolis

Listing courtesy of Taylor Properties. Contact:

$379,900

3 Beds ⋅ 4 Baths

Nestled in the serene community of Whispering Woods, this charming townhouse offers a perfect blend of comfort and functionality. Built in 1991, this well-maintained home boasts 1,672 square feet of inviting living space, ideal for creating lasting memories. Step inside to discover a warm and welcoming interior featuring a harmonious mix of engineered wood and neutral, freshly-painted interiors. Equipped with newer appliances and graced by maple cabinetry, recessed lighting and granite countertops, the kitchen is both practical and stylish. Newer deck overlooks a quite wooded area. Newer architectural-grade roof. The home features three generously sized bedrooms, providing ample space for relaxation and personalization. With two full bathrooms and two convenient half-bathrooms, morning routines will be a breeze. Owner's bedroom delights in an en-suite bath, dressing area and walk-in closet. Natural light floods the home through quality Andersen double-pane windows, a new front storm door, and new sliding glass doors, enhancing the inviting atmosphere and offering lovely views of the surrounding trees and woods. The full basement, complete with a connecting stairway and walkout level, presents endless possibilities. Whether you envision a bedroom, a cozy family room, a home office, or additional storage, this versatile space can be tailored to meet your needs and offers ample storage space and a workshop. The basement outside entrance opens up at grade, adding convenience, making it easy to enjoy the outdoors. The Whispering Woods community offers common grounds and tot lots/playgrounds, perfect for leisurely strolls or enjoying time outdoors. The association fee includes management, ensuring the community remains well-maintained and inviting. Parking is plentiful. The property sits on a lovely, landscaped 0.05-acre lot, providing a serene outdoor living space for gardening or relaxation. This townhouse is not just a house; it's a place to call home. With its blend of comfort, functionality, community amenities, and proximity to all major thoroughfares and the town of Annapolis, it's an exciting opportunity. Experience the tranquility of Whispering Woods and envision your future in this delightful residence.

311 Sloping Woods Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact:

$799,900

The Sellers of this home are offering a $10,000 concession for a Buyer with an acceptable offer. Use that to buy down your rate or towards closing costs! Don't delay - grab your agent and schedule a tour today! Welcome to 2691 Claibourne Road, beautifully presented and ready to impress in the sought-after water-privileged community of Annapolis Roads. This spacious 4-bedroom, 3.5-bath Colonial offers a flexible floor plan, finished lower level, two-car garage and inviting indoor and outdoor spaces designed for everyday living and entertaining. Step inside to hardwood floors and light-filled living spaces that flow comfortably throughout the main level. The updated kitchen features granite countertops and opens to the home's gathering areas, while separate living and dining rooms provide plenty of room for entertaining. Just beyond, the screened-in porch overlooks the peaceful, wooded backyard and offers the perfect spot for morning coffee, outdoor dining or relaxing at the end of the day. Upstairs, the spacious primary suite features a vaulted ceiling, oversized walk-in closet and private bath with a sunken tub and separate shower. Three additional bedrooms and a full hall bath complete the upper level. Downstairs, the finished lower level adds even more flexibility with a family/rec room, full bath and generous storage—ideal for guests, a home office, workout space or additional living area. Additional features include a whole-house generator, newer heat pump, water-softening system, two-car garage and custom shed with electricity. Fresh landscaping and new mulch enhance the home's curb appeal, while the wooded backyard provides a private setting for relaxing and entertaining. Just a short walk down Claibourne Road, take in beautiful sights of Lake Heron—one more reminder of the special setting that surrounds this home. Annapolis Roads residents enjoy an exceptional water-privileged lifestyle with access to the community's private beach, boat ramp, piers, waterfront pavilion and picnic area, playground, fire pit, kayak storage, walking trails and neighborhood events. All of this is just minutes from Downtown Annapolis, shopping, dining and commuter routes. Beautifully staged, refreshed and ready for its next chapter—come experience 2691 Claibourne Road for yourself!

2691 Claibourne Rd, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$500,000

4 Beds ⋅ 2 Baths

Inside the Annapolis city limits, on a cul-de-sac, this Dutch Colonial pairs four bedrooms and two full baths with a fully fenced yard and about 1,928 finished square feet on three levels. A bedroom and full bath on the main level give guests their own space or make room for a home office, and three more bedrooms and a second full bath are upstairs. The fully finished basement adds room for a rec room, gym, or office. End the day in the steam shower with full body sprays, then light the wood-burning fireplace and let the blower carry the heat through the room. Out back, a deck steps down to the fenced yard, and a shed adds storage. The driveway parks two cars. Wilshire sits off Forest Drive, a short drive from the trails and waterfront at Quiet Waters Park, the restaurants of Eastport, the Annapolis Maritime Museum, and City Dock. Route 50 and the Bay Bridge put Washington, DC, Baltimore, and the Eastern Shore within reach, for the commute or for the weekend. Ask your agent about a lender closing-cost credit of up to $2,000 for applications by December 31, 2026, and no lender fees on VA loans.

1017 Hyde Park Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact:

$329,900

Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minutes from historic downtown Annapolis, the U.S. Naval Academy, Luminis Health Anne Arundel Medical Center, and major commuter routes including Route 50 and I-97, this inviting third-floor home offers the perfect blend of comfort, convenience, and low-maintenance living. Step inside to a bright and welcoming interior featuring a comfortable open layout with luxury vinyl tile and carpet flooring throughout. The updated kitchen is ready for everyday living and entertaining, featuring new countertops and stainless-steel appliances. Two spacious bedrooms and two full bathrooms provide flexibility for guests, roommates, or a work-from-home arrangement, while the in-unit laundry adds everyday convenience. Step outside onto the private covered balcony and enjoy your own outdoor retreat—perfect for morning coffee, an evening unwind, or simply enjoying the surrounding community. As a third-floor unit, the home offers an elevated perspective while providing the convenience of condo living. Harbor Gates offers an exceptional array of amenities designed to complement an active and social lifestyle. Residents enjoy access to a community swimming pool, exercise room, clubhouse, walking trails, basketball court, tennis courts, and pickleball courts. The combination of recreational amenities, convenient location, and low-maintenance living makes this community an outstanding place to call home. Whether you’re searching for a convenient primary residence, a low-maintenance second home, or an investment opportunity in the Annapolis market, 631 Admiral Drive offers an excellent combination of location, updates, outdoor living, and resort-style community amenities. Come see all this wonderful condo and community have to offer!

631 Admiral Dr Unit 304, Annapolis

Listing courtesy of Taylor Properties. Contact:

$264,900