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$534,000
3 Beds 2 Baths
Welcome to 1017 Hyde Park Dr, a charming two-story Dutch Colonial nestled in Annapolis, where classic character meets a convenient location. This 3-bedroom, 2-bath home offers 1,272 square feet of living space on a 5,971-square-foot lot, with a basement providing additional flexible space for storage, recreation, hobbies, or a home office. The inviting interior features a cozy fireplace and traditional Dutch Colonial character, creating a warm backdrop for everyday living and entertaining. With its versatile layout and established charm, this home offers an opportunity to personalize the space and make it your own. Enjoy an exceptional Annapolis location just minutes from the Severn River, Annapolis Maritime Museum, and downtown Annapolis. Spend the day exploring waterfront attractions, local shops, restaurants, and historic downtown, or enjoy easy access to the Eastern Shore and major commuter routes to Washington, D.C., Baltimore, and beyond. If you're looking for a home that combines architectural charm, flexible living space, and an outstanding Annapolis location, 1017 Hyde Park Dr is ready to welcome you. Come see all this home and location have to offer!

1017 Hyde Park Dr, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$575,000
4 Beds 2 Baths
EARLY ACCESS! Be among the first to preview this home before it officially goes Active on the MLS. Private showings are available now. Call Lesa Clark at 301-410-6009 for a private tour. Welcome to this beautifully updated split-foyer home nestled on a gorgeous corner lot in the sought-after Cape St. Claire community of Annapolis. Offering an exceptional combination of modern updates, thoughtful improvements, and outstanding community amenities, this move-in ready home has been meticulously maintained inside and out. Inside, you'll enjoy modern fixtures, recessed lighting, granite countertops, and an updated kitchen featuring stainless steel appliances, including a refrigerator, dishwasher, and electric range replaced in 2022. The kitchen flows seamlessly onto a brand-new wood deck (2023, freshly stained in 2026), creating the perfect space for outdoor dining, entertaining, or simply relaxing. The inviting living room is centered around a beautifully renovated wood-burning fireplace (2023), while major system upgrades provide added peace of mind, including a new HVAC system (2024) and a whole-house humidifier (2025) for year-round comfort. The main level offers three bedrooms, including a primary suite with a private bath and two additional bedrooms with a shared hall bath. The finished lower level features a spacious flex area that can easily serve as a recreation room, home office, workout space, guest area, or potential fourth bedroom, along with a dedicated laundry area and convenient side-entry mudroom. Step outside and discover extensive outdoor improvements completed between 2022 and 2024. The property has been professionally regraded and enhanced with retaining walls, a stone walkway, additional gravel parking, and a completely restructured driveway offering improved functionality and expanded parking. An engineered drainage system, including underground front-yard downspouts and a complete backyard French drain, helps keep the property dry and functional throughout the seasons. Thoughtfully selected native, non-invasive flowers and shrubs provide beautiful color and interest throughout the year. Located in the highly desirable Cape St. Claire community of Annapolis, Maryland, residents enjoy access to outstanding neighborhood amenities, including a private community beach, community marina, boat ramp, fishing and crabbing pier, playgrounds, parks, and community events throughout the year. Conveniently located just minutes from downtown Annapolis, Broadneck Park, Sandy Point State Park, the Chesapeake Bay, the U.S. Naval Academy, shopping, dining, waterfront attractions, and everyday conveniences. Commuters will appreciate easy access to Route 50, I-97, Baltimore, Washington, D.C., Fort Meade, and BWI Airport. Whether you're looking for a beautifully updated home, a move-in ready property with major system upgrades, or the lifestyle that comes with living in one of Annapolis' premier water-access communities, this exceptional Cape St. Claire home offers the perfect opportunity to enjoy the very best of Maryland's Chesapeake Bay lifestyle.

1178 Glenwood Dl, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$525,000
4 Beds 2 Baths
Welcome to 911 Blue Ridge Drive, a freshly painted 4-bedroom, 2-bath split foyer tucked on a private, tree-lined .53-acre lot -noticeably larger than most in the neighborhood - and just a short walk to Broadneck High School. Upstairs, three bedrooms and two full baths include a spacious primary suite, all set off by newer carpet (2024) and a cozy fireplace in the light-filled living room. The eat-in kitchen features oak cabinetry and new stainless steel refrigerator, range, and dishwasher (2025).The updated hall bath offers a clean, modern look with new flooring and fixtures. The walkout lower level adds even more living space, with a large family room centered around a wood-burning stove, a versatile bonus room ideal for a 4th bedroom, office, or den, and a dedicated laundry/utility room with a new whole-home water filtration/Revers Osmosis system (2025). Major systems are already handled, with a new roof (2024), New water heater (2025), Well Tank (2024), and Well Pump (2025) giving buyers real peace of mind. Out back, a large deck overlooks the huge, flat, fenced yard — plenty of room to entertain, garden, or let kids and pets roam — with a low-maintenance turf patio tucked underneath. As a Cape St. Claire resident, you'll enjoy access to the community's sought-after amenities, including beaches, boat ramps, a clubhouse, and playgrounds, all just minutes from Route 50, downtown Annapolis, and Sandy Point State Park.

911 Blue Ridge Dr, Annapolis

Listing courtesy of HomeSource Pro Real Estate. Contact: (443) 454-1470

$542,900
3 Beds 2 Baths
Welcome to this beautifully updated Cape St. Claire home, where extensive improvements, stylish finishes, and comfortable living spaces come together in a property that has been carefully maintained inside and out. At the heart of the home is an updated kitchen featuring newer appliances, 42-inch cabinetry, quartz countertops, a custom backsplash, and a farmhouse apron sink. The home features two full bathrooms, including one that was completely renovated from top to bottom with a new tub, tile, flooring, toilet, vanity, and sink. The second full bath has also been refreshed with new flooring, vanity, and sink. Newer luxury vinyl plank flooring and carpeting add a fresh, cohesive feel throughout the interior, while all-new custom window treatments installed throughout the home in 2026 provide a polished finishing touch. The finished lower level offers valuable additional living space with the flexibility to function as a recreation room, home office, or a combination of both. A fireplace adds warmth and character, creating an inviting setting for working, relaxing, or entertaining. A dedicated mini-split system installed in 2025 provides independent climate control for this level. The home has benefited from a substantial list of recent improvements, including a new main-level HVAC system installed in 2024, Hardie siding and shutters in 2025, replacement windows in 2022, and a roof replaced in 2018. The home also includes a garage with a new door installed in 2025. A security system was added in 2026, and an owned whole-house water treatment and softener system was installed in 2024, providing added convenience and value for the next owner. Outdoor living is equally appealing. A new deck completed in 2026 provides an ideal setting for dining, entertaining, or relaxing outdoors, while the fully fenced yard offers added privacy, security, and flexibility for pets or play. An expanded driveway and parking area installed in 2025 adds valuable everyday functionality and additional off-street parking. Tucked along a quiet, lightly traveled street with just five homes, the property enjoys a more private neighborhood setting while remaining only a few blocks from the Cape St. Claire community beach. The location also offers convenient access to Annapolis, shopping, dining, recreation, and major commuter routes while retaining the neighborhood atmosphere that makes Cape St. Claire so sought after. The home is served by the highly regarded Broadneck school district. With an updated kitchen, one fully renovated bath, a refreshed second full bath, extensive recent improvements, newer major systems, dedicated climate control on both finished levels, a garage, and substantial exterior upgrades already completed, this home offers the opportunity to simply move in and enjoy. Years of investment, care, and thoughtful enhancement have created a property where very little remains for the next owner to do.

1155 Spruce Tree Ln, Annapolis

Listing courtesy of Real Broker, LLC - Severna Park. Contact: 8445517325

$580,000
3 Beds 4 Baths
The one you've been waiting for. An elegant townhouse which offers a harmonious blend of luxury and comfort, perfectly suited for those who appreciate low maintenance living with thoughtful upgrades, designed for an effortless, comfortable lifestyle. Meticulously maintained and upgraded by both the previous and current owners, the residence spans 2,088 square feet and showcases a traditional architectural style, enhanced by the brick front. Step inside to discover a warm and inviting interior with high-end finishes. The spacious living area features rich wood floors, crown moldings, floor to ceiling windows, plantation shutters, beautiful paneled walls, all the details that create a beautifully curated home with an atmosphere of quiet luxury. The gourmet kitchen is a culinary enthusiast's dream, equipped with stainless steel appliances, including a five-burner gas cooktop and double ovens. The expansive island and table space invite gatherings, while recessed lighting adds a touch of modern elegance. The home boasts three generously sized bedrooms, including a luxurious primary suite complete with a walk-in closet and beautifully appointed en-suite bathroom with a soaking tub and shower. An additional full bath upstairs is shared by the two other bedrooms and enjoy the convenience of a bedroom level laundry room. The cozy fireplace in the lower living area is a focal point, serving as the perfect retreat for relaxing evenings or a private home office. Outside, the property backs to trees and the deck offers an ideal space for outdoor relaxation or entertaining. The attached rear-entry garage with additional parking in front provides convenience for you and your guests. Adding to peace of mind, the roof is one year old, new washer, nearly new dryer, hot water heater in 2022 and brand new garage door and opener. This residence is more than just a home; with a prime location, easy access to commuter routes, and move in ready appeal, it embodies a lifestyle of comfort, where every detail has been thoughtfully curated. Experience the perfect blend of welcoming elegance in this exceptional property, where you can create lasting memories in a truly inviting setting.

2604 Foremast Aly, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: (410) 544-4000

$599,000
3 Beds 2 Baths
Welcome to 2566 Glen Cove, a beautifully updated three-bedroom, two-bath home offering a rare opportunity to enjoy the Heritage Harbour lifestyle without the age restriction. While this property is not age-restricted, owners have the option to join Heritage Harbour through a social membership and enjoy access to its many amenities. Inside, the home is warm, inviting, and thoughtfully updated, highlighted by a stunning brand-new kitchen completed in 2026 featuring quartz countertops, stainless steel appliances, and beautiful finishes. Wood floors flow through the home, complemented by updated bathrooms, a separate dining room, and a classic wood-burning fireplace that creates a welcoming focal point for the living space. A spacious three-season sunroom provides the perfect place to relax or entertain while overlooking professionally designed landscaping by Cindy Shuart of Harmony Gardens. An irrigation system makes maintaining the beautifully curated grounds effortless. Additional highlights include a two-car garage and a new architectural shingle roof installed in 2026 with a transferable warranty, offering peace of mind for years to come. Beautifully maintained, thoughtfully improved, and surrounded by mature landscaping, 2566 Glen Cove offers comfortable Annapolis living with the added opportunity to become part of the vibrant Heritage Harbour community.

2566 Glen Cv, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$575,000
3 Beds 2 Baths
There's history here. In the 1940s, the Meade family built a number of homes on President Street and in Hillsmere — Meade Street bears their name. For the first time, the family will be passing on this home, one of the last one still in family hands, to new owners. Original wood trim, high ceilings, and wood floors pair with a surprisingly open floor plan for its age. The third bedroom and kitchen were added in the 1960's. The daughters' bedroom was the upper level for many years. A detached garage with an attached screened porch is perfectly positioned for outdoor entertaining. The yard is large and fenced. This home only needs the new owner's personal touches to make it once again a forever home!

1309 President St, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$564,999
3 Beds 2 Baths
COUNTRY LIVING MEETS ANNAPOLIS CONVENIENCE! Welcome to this unique and peaceful 1-acre retreat tucked away just minutes from Sandy Point State Park and offering easy access toward Annapolis, the Bay Bridge and beyond. Beautifully landscaped grounds create a private, resort-like setting with mature greenery, hardscape walkways, a newer Trex deck installed within the past year, and a beautiful brick patio, perfect for relaxing, entertaining or simply enjoying the outdoors. The home offers convenient main-level living with vaulted ceilings in the living and family rooms, wood flooring throughout much of the main living areas, and comfortable bedroom spaces. The kitchen features granite countertops, subway tile backsplash and ample cabinetry. A new well installed in January 2026 provides an added update, while the washer and dryer are less than two years old, the refrigerator was replaced in 2024, and the hot water heater was replaced in 2020. One of the property’s standout features is the large newly asphalted driveway with room for 15+ vehicles, making this an excellent opportunity for buyers needing substantial parking for work vehicles, equipment, trailers, recreational vehicles or guests. The property also includes a separate office/studio structure with its own electrical panel, heat pump and efficiency kitchen ideal for a home office, creative space, workshop or additional flex space. Enjoy the outdoors with a fully fenced yard, established landscaping, storage shed, outdoor shower, garden areas and plenty of room to spread out. The former pool area adds to the property’s unique potential and outdoor entertaining space. Pool is currently non-operational and conveys AS-IS. Wildlife and natural beauty surround this tranquil property, while nearby walking paths provide access toward the water and Sandy Point State Park is approximately two minutes away. If you’re looking for privacy, space, flexibility and convenience in one property, this one is truly special!

1197 Carrs Rd, Annapolis

Listing courtesy of Keller Williams Flagship. Contact:

$599,900
2 Beds 2 Baths
This lovely single-family home is sited in a peaceful, private setting, backing to mature trees. The home offers a spacious living room with gas fireplace, dining room, updated kitchen with breakfast room, and convenient laundry room. The primary suite includes private bath and walk-in closet. Second bedroom and full bath as well as den / office all on one level. Enjoy the serene wooded views from the spacious deck or from the inviting Great Room, featuring a second gas fireplace, vaulted natural-wood ceiling, and dramatic floor-to-ceiling windows. Belonging to Heritage Harbour 55+ community, residents can enjoy an exceptional array of amenities, including golf, tennis, pickleball, canoeing, kayaking, and so much more. Conveniently located between Baltimore and Washington, DC and close to BWI Airport.

824 Boatswain Way, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$554,900
3 Beds 4 Baths
Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a vibrant neighborhood. Step inside to discover a spacious interior that invites you to unwind. The main level boasts an inviting layout, perfect for both entertaining and everyday living. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones. The fully finished daylight basement adds versatility, providing extra space for a home office, playroom, or media area. The home features three generously sized bedrooms and three full bathrooms, ensuring ample space for relaxation and privacy. A convenient half bath on the main level adds to the functionality of the home. The attached garage offers easy access and additional storage, making life a little simpler. Riva Trace is not just about the home; it's about the lifestyle. The community is rich with amenities designed to enhance your everyday experience. Enjoy leisurely strolls or invigorating jogs along the scenic paths, or challenge friends to a game on the basketball or tennis courts. The association takes care of essential services, including exterior building maintenance, insurance, and snow removal, allowing you to focus on what truly matters-enjoying your home and community. With a boat ramp nearby, water enthusiasts can easily access local waterways for a day of fun on the water. Riva Trace is conveniently located, offering easy access to local shops, dining, and recreational opportunities. Whether you're exploring nearby parks or enjoying the vibrant local culture, you'll find everything you need just moments away. This townhouse is more than just a property; it's a place to call home, where comfort meets community. Don't miss the opportunity to make this inviting space your own in the heart of Riva Trace.

126 Spring Place Way, Annapolis

Listing courtesy of ExecuHome Realty. Contact: 4436323000

$595,000
2 Beds 2 Baths
Direct, unobstructed views of Chesapeake Bay define this terrace-level home in Chesapeake Harbour. The two-bedroom, two-bath condominium features an open living and dining area centered around a fireplace, plus a kitchen with granite countertops, a subway-tile backsplash, and white cabinetry. A patio at the front and another at the rear provide two distinct outdoor spaces. The primary bedroom is well-appointed and includes direct patio access and a generously sized walk-in closet. A second bedroom, a full hall bath, and in-unit laundry complete the interior. The current floor plan measures approximately 1,267 square feet of finished interior space. Chesapeake Harbour is a gated waterfront community with 24-hour security and convenient access to downtown Annapolis. Amenities include a private beach, marina, two pools, tennis and pickleball courts, walking paths, kayak access and storage, and waterfront dining within the community. Few homes in this community see the water this directly. This home offers sweeping views of the Chesapeake Bay from the living room to the patio. This breathtaking view awaits you at 2123 Beach Village Ct, Unit T2. Welcome Home!

2123 Beach Village Ct Unit #T2, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$540,000
4 Beds 2 Baths
Professional photography coming soon…. Welcome to 1164 Latrobe Drive, perfectly positioned in the heart of the sought-after waterfront community of Cape St. Claire! Located just around the corner from the peaceful Lake Claire Beach, this spacious raised rancher offers three bedrooms, a versatile bonus room, two full bathrooms, and nearly 2,000 square feet of living space. The updated kitchen features granite countertops and stainless steel appliances, while hardwood flooring, crown molding, recessed lighting, and a comfortable family room with fireplace add warmth and character throughout. Major improvements include an architectural-shingle roof, water-treatment system, well pump, and HVAC replaced in 2023. Outside, enjoy a fenced backyard, off-street parking, and easy access to everything that makes Cape St. Claire such a special place to call home. This amenity-rich community offers multiple beaches and parks, three marinas with community boat slips, a boat ramp, fishing piers, playgrounds, sports courts, a clubhouse, and an active neighborhood atmosphere. The Cape St. Claire Shopping Center, Broadneck Trail, local schools, and everyday conveniences are also nearby. Whether you enjoy boating, kayaking, fishing, relaxing by the water, or simply being part of a true community, this home delivers the Cape lifestyle you are looking for!

1164 Latrobe Dr, Annapolis

Listing courtesy of Anne Arundel Properties, Inc.. Contact:

$549,000
1 Beds 1 Baths
NEW PRICE — REDUCED $549,000! An incredible opportunity to own one of the best values in Historic Downtown Annapolis. Property can convey FULLY FURNISHED, offering a truly turnkey opportunity! Location, location, location! Enjoy the best of Historic Downtown Annapolis from this charming one-level condo at 31 College Avenue, ideally situated just steps from the U.S. Naval Academy and St. John’s College. Inside, the bright and inviting floor plan features a spacious living area with a decorative fireplace, gas cooking, and a beautifully appointed primary suite with a custom bath. Additional basement storage provides convenient space for bikes, seasonal items and more. Step outside and experience everything that makes downtown Annapolis so special—stroll to Maryland Avenue, City Dock, restaurants, shops, coffee spots and the waterfront, all just blocks from your front door. Whether you’re looking for a full-time residence, weekend retreat or the perfect Annapolis getaway, this is an incredible opportunity to enjoy downtown living in one of the city’s most desirable locations. Schedule your private tour today!

31 College Ave, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$575,000
2 Beds 2 Baths
This is a sought after MAIN FLOOR, END UNIT*** Look at the floor plan (first shot in the photos) and see the difference***Light and open, this home has been completely remodeled and feels very different from other condos***Yes, Chesapeake Harbour has the two pools, one right on the bay. It has 'miles' of walkable private community beachfront. It has tennis and pickleball and beachside kayak, paddle board and canoe storage, and a launch area. It has a fully manned 24 hour security entry gate & on-site security personal, walking paths, a private marina and highly rated, marina side, restaurant and bar*** LOOK AT THE PHOTOS***WATCH THE VIDEO***It's all quite glorious . And the unit itself will sell itself. You open either of your 2 new sliding glass doors, and walk right outside (with or without your dog) out to your huge private patio. There is the marina. Walk down to the water. Walk to either pool. Walk down along the beach past the many community piers and out by the pond. Take your dog out on your kayak (with his life vest on). Sit down to views of the Bay Bridge at dusk*** Main Floor- End Unit! All those windows, that cherry flooring and that privacy, check it out!

7048 Harbour Village Ct Unit #T2, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$600,000
4 Beds 4 Baths
Welcome to 14 A Dorsey Avenue, a brand new construction home offering modern design, quality finishes, and the opportunity to own a newly built home in Annapolis. Thoughtfully designed for today’s lifestyle, this home features a bright, open concept floor plan with spacious living and dining areas that flow seamlessly into the kitchen, perfect for everyday living and entertaining. Modern finishes, new appliances, and fresh contemporary details throughout give the home a clean, move in ready feel. Enjoy the benefits and peace of mind that come with new construction, including all new major systems, fixtures, finishes, and mechanicals. The well-planned layout provides comfortable living spaces while maximizing functionality throughout the home. Conveniently located just off West Street, the property provides easy access to Downtown Annapolis, restaurants, shopping, commuter routes, and everything the Annapolis area has to offer. A rare opportunity to purchase a brand new home in Annapolis. Schedule your private showing and be the first to call 14 A Dorsey Avenue home.

14 A Dorsey Ave, Annapolis

Listing courtesy of LPT Realty, LLC. Contact: 8773662213

$599,000
4 Beds 3 Baths
Nestled in the charming Cape St. Claire community, this delightful split foyer home offers a perfect blend of comfort and modern living. With a major renovation in 2026, this residence is poised to become a true gem. The exterior showcases a classic combination of brick and cedar, complemented by a lot of 0.21 acres, featuring a sloping rear yard and a welcoming front yard. Step inside to discover a warm and inviting interior, where natural light dances across the luxury vinyl plank and ceramic tile flooring. The spacious family room, complete with a cozy wood-burning fireplace, seamlessly connects to the breakfast area, creating an ideal space for gatherings. The kitchen is equipped with modern appliances, including a self-cleaning oven, dishwasher, and extra refrigerator/freezer, making meal prep a breeze. With four bedrooms and two and a half bathrooms, there's ample space for everyone to enjoy their own retreat. The primary bath offers a serene escape, while the fully finished basement provides additional living space, perfect for a game room or home office. Outside, the community amenities are truly exceptional. Enjoy access to the private beach along the Magothy River, just a short stroll away, where you can indulge in boating, kayaking, or simply soaking up the sun. The community center, clubhouse, and picnic areas foster a sense of belonging, while the tot lots and playgrounds are perfect for outdoor fun. Cape St. Claire is not just a neighborhood; it's a vibrant community with a strong sense of camaraderie. Residents benefit from nearby parks, walking trails, and top-rated schools, ensuring a fulfilling lifestyle for all. Public services are readily available, enhancing the convenience of daily living. With an attached garage and ample NEW driveway parking, this home is as practical as it is inviting. The scenic vistas from the property provide a tranquil backdrop, making it a perfect retreat after a long day. Embrace the opportunity to make this house your home in a community that truly has it all.

1075 Sun Valley Dr, Annapolis

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

$540,000
2 Beds 2 Baths
Buyers' plans changed; your lucky day is now available.Enjoy easy, one-level living in this beautifully maintained end-unit home in Heritage Harbour, Annapolis’ premier 55+ community. Tucked along a peaceful, tree-lined street and conveniently located near the community center, this inviting 2-bedroom, 2-bath home with a den and spectacular four-season sunroom offers comfort, privacy, and an exceptional lifestyle. Completely remodeled kitchen and baths provide a move-in-ready interior, while an abundance of windows fills the home with natural light. The spacious living and dining areas flow seamlessly into one another, providing ample space for everyday living and entertaining. A true highlight is the expansive three-season sunroom, surrounded by windows and enhanced by a cathedral ceiling. Enjoy peaceful views of the wooded surroundings throughout the year, a bird-watching haven. The kitchen offers beautiful white cabinetry and quartz countertops, while the private primary suite features a walk-in closet and an en-suite bath. A bright second bedroom, full hall bath, and versatile den provide comfortable space for guests, an office, or hobbies. Beautiful landscaping and the end-unit setting add to the home's privacy and appeal. Best of all, Heritage Harbour offers an extraordinary array of amenities just minutes from your door, including indoor and outdoor pools, fitness and health facilities, golf, tennis, pickleball and recreation facilities, sauna, hot tub, library, art studio, billiards, clubhouse, walking areas, lake and water privileges, transportation services, community dining and an extensive calendar of clubs, classes and social activities. This is more than a home—it’s an opportunity to enjoy a vibrant, active lifestyle while having the convenience and ease of one-level living in one of Annapolis’ most established 55+ communities.

924 Shipmaster Ct, Annapolis

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

$549,000
3 Beds 4 Baths
This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE! Don't MISS this OPPORTUNITY! All home information is estimated and to the sellers' best knowledge ----Age of roof - 12 years; Age of Windows - 12 years; Age of HVAC - 12 years; Age of Water Heater- 12 years; Dishwasher 2024, Age of all other Kitchen Appliances- 12 years. Features include a gourmet Kitchen, Gas-Cooking, high ceilings, upgraded wood floors, Private Parking includes oversized 2-car garage plus driveway space for 2 w/ Security gate access, Indoor Sprinkler system, ETC.! Close to EVERYTHING Annapolis' has to Offer, Historic Downtown Waterfront, Navy Marine Corps Stadium, Numerous full-service marinas nearby for all size Power And Sail Boat!, Quiet Waters Park (TRUE HIDDEN GEM) ETC.! The community of Village Greens is conveniently located near Routes 50 and 97 for easy commutes to Baltimore, DC, Fort Meade/NSA, and BWI Airport

609 S Cherry Grove Ave, Annapolis

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

$550,000
4 Beds 3 Baths
Welcome to 785 Rolling View Drive… If you’ve been waiting for a home that gives you space, outdoor living, community amenities, and access to the water without the waterfront price tag, this is it!!! 4-bedroom, 2.5-bath split foyer sits in one of the Broadneck Peninsula’s most recognizable water-privileged communities. Off-street parking, covered front porch, and a comfortable layout designed for everyday living and entertaining. The main level features an open living room and dining room combination, with a separate kitchen equipped with stainless steel appliances, including a newer refrigerator, stove, microwave, and dishwasher. From the dining area, step outside onto the oversized deck—the perfect spot for summer gatherings, morning coffee, grilling, or simply enjoying the peaceful setting. Three bedrooms are located on the main level, including a primary bedroom with a walk-in shower, along with a full bath. The lower level includes a fourth bedroom, family/rec room with wood-burning fireplace, separate laundry room, half bath, and walkout access to the rear yard. The backyard offers a private, secluded feel backing to a ravine, creating a natural buffer and peaceful outdoor setting. Major updates include: newer roof, Central A/C, flooring and updates throughout (2026). Cape St. Claire. This isn’t just a neighborhood—it’s a lifestyle. Residents enjoy access to multiple community beaches, three marinas, boat ramps, parks, recreation facilities, piers, and countless ways to enjoy the water. Go boating, launch a kayak, spend the afternoon at the beach, fish from the pier, or simply enjoy everything this unique community has to offer. Shopping and restaurants are conveniently located within the community, while Annapolis is just a short drive away. Perfect for commuters; convenient access to Washington, D.C., Baltimore, and Fort Meade. Come see why 785 Rolling View Drive is more than just an affordable Annapolis home—it’s an opportunity to live the Cape St. Claire lifestyle. Schedule a private showing today!!!

785 Rolling View Dr, Annapolis

Listing courtesy of Douglas Realty LLC. Contact: (410) 255-3690

$585,000
3 Beds 3 Baths
Welcome to 1055 Sun Valley Drive, a beautifully cared‑for Colonial in Cape St. Claire that blends thoughtful updates, flexible living space, and Broadneck Peninsula convenience. This 3BR/2.5BA home offers approximately 2,050 finished square feet. Built in 1989, the property is newer than many surrounding homes and features public sewer, well water, electric heat, and an attached garage. The heart of the home is the fully remodeled kitchen (2021), designed with marble counters, custom wood cabinetry, and a Fisher & Paykel dishwasher drawer. An open‑concept redesign creates a seamless flow into an oversized dining room with French doors to the backyard—ideal for everyday living and entertaining. The living room was updated in 2024 with custom built‑in cabinetry and bookcases, and new flooring (2021) runs throughout the first level. Three spacious bedrooms and two full bathrooms make up the second floor. The primary bedroom’s ensuite bath includes a new vanity top (2026) and a refinished tub. Outdoor highlights include professional landscaping, a new fence (2026) fully enclosing the backyard, a main shed built in 2020, and a smaller side shed added in 2026. Enjoy the seasonal reward of a productive strawberry patch each summer. Near Broadneck schools, parks, shopping and commuter routes, this home is a rare find for buyers seeking a move‑in‑ready home in a highly desirable Annapolis location. Cape St. Claire’s HOA provides water privileges—including a beach, marina access, and waterfront recreation—for just $10 per year.

1055 Sun Valley Dr, Annapolis

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

$520,000
3 Beds 4 Baths
Welcome to this beautiful and thoughtfully updated townhome in the sought-after community of Windgate! Offering 3 spacious bedrooms, 2 full and 2 half baths, a 1-car garage, three finished levels, and a desirable bump-out, this home combines comfort, style, and convenience. The remodeled eat-in kitchen features crisp white cabinetry, granite countertops, stainless steel appliances, gas cooking, and a bright breakfast area. The adjoining dining area opens to a large rear deck—perfect for grilling, entertaining, or simply relaxing. Plantation shutters, numerous built-ins, and beautifully upgraded flooring throughout add even more character and appeal, including engineered hardwood, luxury vinyl tile, ceramic tile, and carpet. Upstairs you'll find three generously sized bedrooms, including a spacious primary suite featuring vaulted ceilings and a large walk-in closet. The finished lower level provides even more living space with a large recreation room, half bath, and walk-out access to the patio and fully fenced backyard. This Townhome has been exceptionally well maintained with numerous recent improvements, including a NEW HVAC system, hot water heater, kitchen appliances, and flooring in 2023; NEW garage door and openers in 2025; plus a roof installed in 2019 with 50-year shingles—providing added peace of mind for the next owner. Location is another standout! Enjoy convenient access to Downtown Annapolis, the U.S. Naval Academy, Annapolis Mall, Anne Arundel Medical Center, and an incredible selection of restaurants, shopping, entertainment, and everyday conveniences. Commuters will appreciate the easy access to major routes connecting Annapolis, the Eastern Shore, Washington, D.C., and Baltimore. Beautifully updated, spacious, and ideally located—this wonderful Windgate townhome is ready to welcome its next owner!

706 Howards Loop, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: kelly.thompson@cbmove.com

$564,900
2 Beds 2 Baths
Discover this charming 2-bedroom, 2-bathroom unit in the desirable Park Place community, built in 2007. This mid-rise Luxury Condominium building, located in Annapolis, features a spacious 1,056 sq. ft. layout, perfect for modern living. Enjoy the convenience of stainless steel appliances, including a built-in microwave, gas oven/range, and dishwasher. The community offers exceptional amenities, including a refreshing outdoor pool, gym, party room and a dog park, outdoor patio with grills, catering to an active lifestyle. With 24-hour security and reserved parking in an underground garage, peace of mind is paramount. Located near vibrant local shops and dining options, Park Place is ideal for those seeking a blend of comfort and convenience. The association fee covers essential services, trash removal and snow removal, gas, water, sewer, ensuring a hassle-free living experience. Embrace the lifestyle this community offers, where every day feels like a retreat.

5 Park Pl Unit #414, Annapolis

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

$599,000
4 Beds 3 Baths
Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready. Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware, and a bright, welcoming layout designed for everyday living and entertaining. The updated kitchen features freshly painted cabinetry and a brand-new refrigerator and opens to the family room for an easy, connected flow. Formal living and dining rooms provide additional space to gather, while the fully enclosed sunroom with casement windows offers a wonderful spot to relax and enjoy views of the backyard. A convenient half bath and mudroom with laundry hookups complete the main level. Upstairs, you’ll find four generously sized bedrooms. The spacious primary bedroom features two closets, while the second and third bedrooms share a Jack-and-Jill bath with a brand-new shower. An additional full hall bath adds even more flexibility for busy mornings and overnight guests. The lower level expands your living space with a partially finished recreation room featuring new drywall and recessed lighting—ready for movie nights, a game room, home gym, office, or whatever suits your lifestyle. A large storage and utility room includes additional laundry facilities, and a waterproofing system installed in 2023 comes with a lifetime warranty for added peace of mind. Outside, the expansive fully fenced backyard is ready for entertaining, gardening, play, or simply enjoying more room to spread out. A composite deck and storage shed add even more functionality. Additional improvements include replacement windows and a roof replaced within approximately the last 10 years. And then there’s the location! Heritage residents enjoy access to community amenities including a pool, clubhouse, fields, and a footbridge over Spa Creek—all while being conveniently located near the shops, restaurants, waterfront, and unmistakable charm of Downtown Annapolis. With its generous space, extensive updates, fantastic backyard, and Annapolis location, this is a home you’ll want to experience in person. Welcome home!

402 S Cherry Grove Ave, Annapolis

Listing courtesy of Compass. Contact: (410) 429-7425

$550,000
4 Beds 3 Baths
This beautiful home pairs updated features with a flexible layout design in one of the area’s most sought-after communities. Inside, you’ll find hardwood floors (refinished in 2022), a gorgeous kitchen (2022), a spacious primary suite with cathedral ceiling and private bath, plus a finished lower level (2022) with spacious and separate laundry room (new washer / dryer 2025). Connects to an attached one car garage with interior access and huge storage space off the back of the garage. Outside, enjoy peace of mind with a newer roof (2024) and loads of fun within the fenced backyard or on your large rear deck, all just minutes from Cape St. Claire’s beaches, boat ramp, playgrounds and community amenities.

1280 Cape St Claire Rd, Annapolis

Listing courtesy of RE/MAX Executive. Contact: 4432741900

$595,000
3 Beds 4 Baths
Welcome to this beautifully maintained home offering generous living space, thoughtful updates, and exceptional features throughout. The bright, open main level showcases a spacious living room with a cozy fireplace and an impressive kitchen with abundant cabinetry, generous counter space, and direct access to a beautiful deck—perfect for enjoying your morning coffee or relaxing outdoors. The large primary suite is a private retreat featuring an updated ensuite bath with a double-sink vanity and luxurious heated floors. The fully remodeled walk-out lower level expands the home's living space with a beautifully renovated full bath featuring a tiled walk-in shower, a stylish bar area, and access to an expansive lower-level deck. Offering exceptional flexibility, this level is ideal for a private home office, client meeting space (where permitted), recreation room, guest accommodations, fitness area, or other lifestyle needs. Buyers may also explore income-producing opportunities, subject to local regulations and approvals. Recent improvements provide added peace of mind, including a new roof (2023), new chimney (2026), and new water heater (2026). Perfectly situated in a picturesque, tree-lined community, you'll enjoy the convenience of nearby grocery stores, restaurants, and endless opportunities to enjoy the outdoors. Walk, jog, or bike along the scenic paved trail leading to Sandy Point State Park, explore wooded walking trails along the Magothy River, or take advantage of the community's tennis and pickleball courts, dog park, and boat trailer storage. Located in the desirable Broadneck area, buyers should verify school assignments with the local school district. This home offers the perfect blend of comfort, convenience, and the Chesapeake Bay lifestyle.

556 Herons Nest, Annapolis

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 344-5950

$525,000
4 Beds 4 Baths
Live in luxury at this stunning 4 level townhome in the sought after waterfront community of Woods Landing. Just 10 minutes to downtown Annapolis, this incredible homes offers a peaceful retreat away from the hustle and bustle of the city. The community has walking paths, a tot lot, and community ramp to launch your kayak, paddleboard or canoe. There is a 1 car garage for you to pull right into so don't worry about scraping off snow from your car. The first level is a generous size with a slider to the back patio space that overlooks the tot lot. The main level of the home is an open concept with hardwood floors, an oversized dining space with a slider to the back deck that is begging for a summer BBQ. The kitchen has 42" cabinets, stainless steel appliances, and a breakfast bar. The living room is the perfect gathering space for your friends and family and the windows are adorned with plantation shutters for a true beachy vibe. The next level has a primary suite with 2 walk in closets and a private bath plus 2 additional bedrooms that share a guest bath. There is a 4th level bonus room and full bath that could be used as a bedroom, game room, man-cave or craft room. The possibilities are endless!

524 Wood Duck Ln, Annapolis

Listing courtesy of Yaffe Real Estate. Contact: lyaffe@yaffeteam.com

$524,995
3 Beds 2 Baths
HUGE PRICE REDUCTION $25,000.00 Welcome Home! Don't let summer slip away before you have the chance to relax by this beautiful pool while enjoying one of the best waterfront views around .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. 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:

$500,000
4 Beds 2 Baths
Beautifully updated 4 bedroom, 2 full bath home with a fully finished walkout lower level in a convenient Annapolis location. The main level offers an open living, dining and kitchen area with a large center island, updated cabinetry, quartz countertops, stainless steel appliances and designer lighting. Step directly from the kitchen onto the rear deck overlooking the fully fenced backyard, perfect for relaxing or entertaining. Three bedrooms and a beautifully renovated full bathroom complete the main level. The lower level includes a spacious recreation room with walkout access to the backyard, a fourth bedroom, second full bathroom, utility room and additional storage space. Recent updates include a remodeled kitchen and bathrooms, luxury vinyl plank flooring, carpet, modern lighting and fresh finishes. Conveniently located near Downtown Annapolis, shopping, dining, parks, commuter routes and the U.S. Naval Academy.

379 Blossom Tree Dr, Annapolis

Listing courtesy of Samson Properties. Contact: 3018542155