Refine Search
Sort by
$349,900
2 Beds 2 Baths
Welcome to waterfront living at its finest! This exclusive ground floor unit is a rare gem, currently the only one of its kind available in the entire building. Perfectly suited for pet owners and those who appreciate the luxury of stepping out through their own back door to experience the serenity of a patio garden, Clipper Cay deck space*, and unparalleled views of the sunset over the South River. Indulge in the breathtaking scenery that unfolds from both bedrooms and the main living/dining area, offering a peaceful oasis with beautiful water views. The ground floor patio invites hobby gardeners to bask in the sunlight and enjoy refreshing river breezes. Additionally, the convenience of an assigned parking space located just across from the entrance ensures easy accessibility. Step into a meticulously designed kitchen featuring new floors, cabinets, countertops, sink, faucet, and garbage disposal. The ample countertop space caters to gourmet cooking enthusiasts, complemented by a pantry for added convenience. The en suite Master bathroom has undergone a complete transformation with a new tile floor, step-in tile shower, shower doors, toilet, sink, faucet, and cabinet. Revel in the luxurious ambiance of the newly upgraded premium wall-to-wall carpet throughout the entire condo, along with fresh paint that enhances the overall aesthetic. The second bedroom, adorned with new carpet and paint, serves as an ideal space for an office or den, boasting captivating water views. The en suite bathroom, freshly painted and equipped with a new toilet, adds to the allure of this well-appointed residence. Practicality meets comfort with a utility room conveniently located off the kitchen. This space houses recently purchased appliances, including a washer, dryer, entire home water filter, and a large hot water heater. Additional storage shelves contribute to an organized and functional living space. Noteworthy updates such as a recently upgraded thermostat in the great room underscore the attention to detail that defines this remarkable home. As an added bonus, residents have access to the raised deck area—let's call it the Clipper Cay Deck—equipped with grills, chairs, and tables for communal use. Consider including a picture of this enticing space to showcase the shared amenities that elevate the overall living experience. Don't miss the opportunity to call this waterfront haven your home, where luxury, convenience, and stunning views converge seamlessly. Schedule your viewing today and embark on a new chapter of coastal living.

2900 Shipmaster Way Unit #104, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$525,000
2 Beds 3 Baths
What if touring a home could help an animal find one, too? Welcome to 2802 Mockingbird Court, where purchasing a home does more than begin your next chapter. The proceeds from this sale will help provide food, medical care, and shelter for animals at the SPCA as they wait for their forever homes. Completely renovated from top to bottom, this turnkey home features a stunning new kitchen, beautifully updated bathrooms, new flooring, fresh paint, a new HVAC system, and a finished basement offering flexible space for a recreation room, home office, gym, or guest suite. Step outside onto the spacious deck overlooking the woods, the perfect place to enjoy your morning coffee before an early paddle on Gingerville Creek, host friends for a summer cookout, or unwind at the end of the day surrounded by the sights and sounds of nature. Located in the highly sought after, water oriented community of Riva Trace, residents enjoy exceptional amenities including a community pier, kayak and paddleboard launch, extensive kayak storage racks, tennis and pickleball courts, basketball court, playground, gazebo, scenic walking trails, and beautifully maintained park like open spaces that make it easy to enjoy the outdoors and connect with neighbors. Just minutes from Riva Festival, Annapolis Town Center, the Annapolis Farmers Market, the Arundel Olympic Swim Center, Historic Downtown Annapolis, and major commuter routes including Route 50, I-97, and the nearby Park & Ride, this home offers the perfect combination of modern updates, an active outdoor lifestyle, and an unbeatable location. Find your forever home while helping homeless animals find theirs!

2802 Mockingbird Ct, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$265,000
2 Beds 2 Baths
**Welcome to 38 Heritage Court** – a beautifully updated 2-bedroom, 1.5-bath townhome offering stylish finishes, functional living spaces, and low-maintenance living. Step inside to a welcoming main level featuring a stunning custom accent wall in the living room and an impressive custom media wall complete with a built-in TV area and sleek electric fireplace—the perfect focal point for relaxing or entertaining. The convenient main-level half bath adds everyday functionality, while the kitchen offers easy access to the laundry area, making household tasks effortless. Upstairs, you'll find two comfortable bedrooms and a full bathroom, providing a private retreat at the end of the day. Outside, enjoy the added bonus of a rear storage area, offering plenty of space for seasonal items, tools, or outdoor equipment. With thoughtful custom upgrades, modern touches, and a practical layout, this move-in-ready home is the perfect combination of comfort, style, and convenience.

38 Heritage Ct, Annapolis

Listing courtesy of Allfirst Realty, Inc.. Contact: 4433201344

$399,000
2 Beds 3 Baths
Welcome to 6 Belvedere Court ideally situated in the sought-after Copperwood community within The Landings. This recently updated home offers a fantastic townhome in a wonderful neighborhood close to all things Annapolis. Newly updated kitchen with all new appliances. New luxury vinyl plank on the main level. New carpet on stairs and upper level bedrooms. Two brand new and updated full baths upstairs. Brand new and updated powder room on the main level. **Please note that the virtually staged photos are not exact dimensions** Steps from community amenities, including two swimming pools with toddler pools and two tennis courts. The neighborhood also provides easy access to Route 50 and Route 97, making commuting a breeze. Outdoor enthusiasts will love being within walking distance of Truxton Park, while nearby attractions such as the Naval Academy, Quiet Waters Park, BWI Airport, Washington, DC, and Fort Meade add to the home's convenience and appeal. Don’t miss this opportunity!

6 Belvedere Ct, Annapolis

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

$280,000
2 Beds 2 Baths
Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home. Step inside to discover a spacious, open-concept living area that creates the perfect setting for relaxing after a long day or gathering with family and friends. Natural light fills the space, while sliding glass doors lead to a private deck overlooking peaceful green space—an ideal spot to enjoy your morning coffee, unwind with a good book, or simply take in the outdoors. The thoughtfully designed kitchen features generous counter space, making meal preparation both convenient and enjoyable. Just off the kitchen, the adjoining dining area provides the perfect setting for everyday meals or entertaining guests. The tranquil primary suite is filled with natural light and offers serene views of the landscaped green space behind the building. An en-suite bath with a tub/shower combination provides both comfort and privacy. The second bedroom is generously sized with wall-to-wall carpeting and a spacious closet, making it ideal for guests, a home office, or additional living space. A second full bathroom with a tub/shower combination is conveniently located nearby. Whether you're a first-time homebuyer, looking to downsize, or seeking a low-maintenance lifestyle, this home offers the perfect combination of space, functionality, and location. Situated just minutes from Historic Downtown Annapolis, you'll enjoy easy access to charming boutiques, waterfront dining, marinas, entertainment, and the U.S. Naval Academy. Major commuter routes, shopping centers, parks, and everyday conveniences are all within close reach, making travel to Baltimore, Washington, D.C., and surrounding areas a breeze. Don't miss the opportunity to own this inviting home in a wonderful community—50-G Sandstone Court is ready to welcome you home.

50 Sandstone Ct, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: khylah.settle@cbmove.com

$630,000
2 Beds 2 Baths
Nestled on a desirable corner lot with peaceful green space and wooded views, this spacious 2-bedroom, 2-bath home offers comfortable one-level living in sought-after Heritage Harbour. The open living and dining rooms feature vaulted ceilings and provide an inviting layout for everyday living and entertaining. The generously sized kitchen offers abundant cabinet and counter space along with room for a breakfast table. Relax year-round in the bright all-seasons room complete with its own Mitsubishi mini-split system. The oversized primary suite features a large walk-in closet and private bath, while the spacious second bedroom also includes a walk-in closet. Additional highlights include an oversized two-car garage and an irrigation system. Heritage Harbour is the premier retirement community in the Annapolis area. Minutes from downtown Annapolis, Annapolis Mall, and Annapolis Towne Centre, you'll enjoy convenient access to shopping, dining, healthcare, and entertainment while tucked away from the hustle and bustle. The community offers a clubhouse with indoor and outdoor pools, fitness center, library, woodworking shop, billiards, community pier with South River access, and more. Residents also enjoy a private 9-hole executive golf course with Wilder Fresh Kitchen, tennis and pickleball courts, an RV/boat storage lot, and countless clubs and activities. Schedule your showing and experience everything Heritage Harbour has to offer.

804 Coxswain Way, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$715,000
2 Beds 2 Baths
Enjoy show-stopping sunsets and fabulous waterfront views of Spa Creek from this stunning condominium in the highly sought-after Shearwater complex in Eastport. This contemporary 2 bedroom condo is located on the second floor of building 6. From your private balcony, witness herons, egrets, ducks, and even the bald eagle in this bird and nature watchers’ paradise. Your view will feature a green valley that ends at the lagoon that leads directly to Spa Creek. In December, celebrate the famous EYC annual Parade of Lights in style by your wood-burning fireplace and in Spring/Summer enjoy the easy breeze with family and friends . The private community marina just steps away from your home, is the perfect place to dock your boat and store your kayak . It offers seamless access to Spa Creek, the Chesapeake Bay and beyond. Your luxury lifestyle also includes the choice to relax poolside, play tennis/pickleball on the courts, walk to town 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 waterfront dream has come true!

6 Spa Creek Lndg Unit #B2, Annapolis

Listing courtesy of Curtis Real Estate Company. Contact:

$455,000
2 Beds 2 Baths
Welcome to effortless luxury living in this 55+ elevator condominium community. This beautifully upgraded 2-bedroom + den residence with private balcony offers a “better than new” experience with thoughtful enhancements throughout. The bright, modern kitchen is filled with natural light and features crisp white cabinetry, a stylish tiled backsplash, stainless steel appliances, and quartz countertops—perfect for both everyday living and entertaining. Enjoy enhanced and recessed lighting throughout, along with elegant light-toned LVP flooring—completely carpet-free. The spacious primary suite includes a custom-designed, oversized walk-in closet and a luxurious ensuite bath with double vanity and upgraded tilework. Additional custom touches elevate the home’s design, including updated bathrooms and finishes. Step outside to your private balcony, ideal for morning coffee or relaxing evenings. The Element offers an exceptional lifestyle with amenities designed for active adult living, including: Beautifully landscaped grounds with walking paths Elegant lobby with golf simulator and billiards Pickleball courts, dog park, and outdoor grilling areas Fitness equipment and social spaces Conveniently located just minutes from downtown Annapolis, waterfront dining, shopping, and the Bay Bridge. Schedule your private tour today and experience resort-style living at its finest!

78 Old Mill Bottom Rd N Unit #209, Annapolis

Listing courtesy of McWilliams/Ballard, Inc.. Contact:

$325,000
2 Beds 2 Baths
Welcome to easy living in Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath condominium with a spacious den is located in the highly desirable Clipper Cay building in the 55+ community of Heritage Harbour. Filled with natural light and showing beautifully, this home offers a flexible floor plan that's perfect for everyday living, entertaining, or creating a comfortable home office or guest space. Ideally situated within walking distance of the community Lodge, you'll enjoy convenient access to Heritage Harbour's outstanding resort-style amenities, including indoor and outdoor pools, a fitness center, tennis and pickleball courts, a 9-hole executive golf course, walking and biking trails, a library, woodworking shop, kayak launch, waterfront lodge, on-site restaurant, and an endless variety of clubs, activities, and social events. Whether you're looking to downsize or enjoy an active 55+ lifestyle, this move-in ready condo is priced to sell quickly and offers exceptional value in one of the area's premier active adult communities. Don't miss this opportunity to make Heritage Harbour your new home!

2900 Shipmaster Way Unit #309, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$625,000
2 Beds 3 Baths
Professional photos coming soon! Welcome to the sought-after waterfront community of Chesapeake Harbour! This beautiful 2-bedroom, 2.5-bath condo offers a spacious, light-filled floor plan with a rare combination of features. The updated kitchen is designed for both everyday living and entertaining, showcasing granite countertops, a center island, stainless steel appliances, and a built-in wine fridge. The loft, complete with custom built-in shelves, provides the perfect space for a home office, family room, or guest retreat. The half bath in the loft area is a great plus. Enjoy outdoor living on the expansive wraparound deck, ideal for morning coffee, outdoor dining, or simply relaxing. Located in one of Annapolis' premier gated waterfront communities, Chesapeake Harbour offers exceptional amenities, including a private beach, two swimming pools, tennis & pickleball courts, walking trails, a marina, and the popular Beacon Waterfront Galley & Bar, all just minutes from Historic Downtown Annapolis. Outdoor enthusiasts will appreciate the opportunity to join the Canton Kayak Club, offering convenient access to kayaks and launch sites throughout the region, including a resident-access launch within Chesapeake Harbour.

7048 Harbour Village Ct Unit #202, Annapolis

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

$395,000
2 Beds 2 Baths
Waterfront Community and a Deeded Boat Slip! Enjoy an effortless lifestyle in this 2-bedroom/1.5-bath condo in highly sought-after Severn House. This second-floor unit features a spacious private balcony, fresh paint throughout, a new kitchen floor, new stove, and new microwave. Water and gas included in condo fee. Private storage unit and laundry located in the common room. Community features waterfront promenade, walking trails, outdoor pool, kayak launch and storage, community pavilion, picnic areas and the water taxi stops in the community for a relaxing boat ride to downtown Annapolis. This beautiful Eastport community is just 1 mile from downtown Annapolis and only 5 miles from Rt. 50 and 97 to easily access BWI, Baltimore and Washington, DC. This is a pet-free community. Move in ready and perfect for a weekend get-away or a year-round residence!

765 Fairview Ave Unit #765 D, Annapolis

Listing courtesy of Hartman Realty, LLC.. Contact: (410) 266-3232

$455,000
2 Beds 2 Baths
Welcome to 916 Yachtsman Way, a beautifully maintained townhome in the sought-after Mariners Point community. From its desirable cul-de-sac location to its charming exterior, this home delivers outstanding curb appeal from the moment you arrive. Step inside to a two-story living and dining area filled with natural light, creating an open and inviting layout. The spacious kitchen features abundant cabinetry, granite countertops, and a functional layout ideal for everyday living. On the main level, you'll also find a spacious bedroom, a tastefully updated full bathroom, and a utility room with laundry and additional storage space. The upper level offers a spacious primary bedroom overlooking the main living area, along with a versatile loft that’s perfect for a home office, reading nook, or living space. Recent improvements include freshly painted exterior siding, front windows (2020), kitchen appliances (2023), a new HVAC system (2025), and an expanded patio (2026), creating the perfect space for relaxing or entertaining. A storage shed provides additional room for your outdoor essentials. Community amenities include an outdoor pool, clubhouse, and nearby green space. Only a few minutes from downtown Annapolis, Quiet Waters Park, shopping, dining, and major commuter routes. Mortgage savings may be available for buyers of this listing. Open House this Saturday, 11:00 AM–1:00 PM.

916 Yachtsman Way, Annapolis

Listing courtesy of Redfin Corp. Contact: 4102028454

$354,900
2 Beds 2 Baths
Completely renovated in 2024, this beautifully updated first-floor condominium in the desirable Admirals Reach community offers turnkey living in one of Annapolis' most convenient locations. Featuring 2 bedrooms, 2 full bathrooms. This home blends modern finishes with an open, comfortable layout. The renovated kitchen showcases contemporary cabinetry, granite countertops, stainless steel appliances, and lots of space, flowing seamlessly into the spacious living and dining areas—perfect for both everyday living and entertaining. Large windows fill the home with natural light. The spacious primary suite offers generous closet space and a large en-suite bath, while the second bedroom and full bath provide flexibility for guests, family, or a home office. Enjoy the convenience of first-floor living along with a private outdoor patio where you can unwind and enjoy the tranquil surroundings. Residents of Admirals Reach enjoy exceptional community amenities, including a clubhouse, fitness center, guest parking, and beautifully maintained grounds. The monthly condominium fee covers water, sewer, trash and snow removal, lawn care, and exterior maintenance, allowing for truly low-maintenance living. Ideally located just minutes from Annapolis Town Center, Downtown Annapolis, the U.S. Naval Academy, Quiet Waters Park, and Routes 50 and 97, this fully renovated home offers the perfect combination of style, convenience, and carefree living.

607 Admiral Dr Unit #101, Annapolis

Listing courtesy of TTR Sotheby's International Realty. Contact: (410) 280-5600

$267,500
2 Beds 2 Baths
Discover the potential in this spacious 2-bedroom, 2-bath condo located on the desirable second level. Featuring a thoughtfully designed floor plan, generous living spaces, and abundant natural light, this residence offers the perfect opportunity to create your dream home. Living and dining areas provide an inviting space for entertaining, while the well-appointed kitchen offers a solid foundation for your personal updates and design vision. The primary suite features ample closet space and a private en-suite bath, with a comfortable second bedroom that's ideal for guests, a home office, or additional living space. This condo is ready for a little TLC, making it an excellent opportunity for buyers seeking luxury living with the chance to add their own style and value. Enjoy the convenience of second-level living, along with the comfort, security, and amenities of a well-maintained community. Whether you're looking for a full-time residence, a seasonal retreat, or an investment opportunity, this condo combines location, space, and potential in one exceptional package. Bring your imagination and transform this hidden gem into the home you've always envisioned!

1 Silverwood Cir Unit #8, Annapolis

Listing courtesy of Keller Williams Select Realtors of Annapolis. Contact: 4109724000

$320,000
2 Beds 2 Baths
Enjoy the perfect blend of comfort and convenience in this beautifully updated Annapolis home. This lower-level property offers unique privacy enabling you to walk straight out onto your patio, perfect for dog loving family. The interior features an open-concept living and dining area. The kitchen boasts silostone countertops, a breakfast bar, a cozy dining nook, and stainless steel appliances. Enjoy serene, wooded views from the many large windows. This prime location is exceptionally close to the Annapolis Mall, Trader Joe’s, Whole Foods, and the Anne Arundel Medical Center (AAMC), located just minutes from Route 50, I-97 (close but not too close).and downtown Annapolis. Remember in real estate, it is location, location, location. HVAC-2023 Stove-2025 Dishwasher-2024 Dryer-2023 Microwave-2024 Hot water heater-2019 Washer-2019 Refrigerator-2013

2159 Scotts Crossing Ct Unit #1, Annapolis

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 4102240600

$289,000
2 Beds 2 Baths
Professional Photos to come! COMING SOON! Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bathroom condo overlooking a peaceful courtyard. This move-in-ready opportunity offers an incredible community lifestyle. Cool off during hot summer days in the community pool, host effortless gatherings at the picnic area, or enjoy a game at the nearby pickleball and tennis courts. If you love the outdoors, the spectacular Quiet Waters Park is just minutes away. Ideally located just minutes from downtown Annapolis, premier dining, and shopping, this home offers the perfect blend of convenience and tranquility. Step inside to a spacious living room that opens to a private balcony—perfect for your morning coffee or relaxing evenings. The functional layout features a separate dining area and a nicely updated kitchen with an adjoining breakfast space/den, offering both comfort and versatility. Both the primary suite and the second bedroom are generously sized, providing a welcoming retreat at the end of a busy day. Don't miss this perfect combination of comfort, location, and effortless low-maintenance living!

20 Silverwood Cir Unit #5, Annapolis

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

$500,000
2 Beds 2 Baths
Waterfront luxury meets resort-style living! Nestled in the gated community of The Village of Chesapeake Harbour, this stunning 2BR/2BA ground-floor condo offers views of the marina and open water. Welcome inside to an open-concept layout featuring gorgeous wood-look porcelain tile, custom electric shades, crown molding, and a cozy fireplace. The kitchen shines with an antiqued glass tile backsplash, pantry, and newer SS appliances. Relax in the primary suite boasting an en-suite bath with a granite double vanity, custom walk-in closet, and direct patio access. Step out onto the oversized patio—larger than most in the community—perfect for soaking in the views. Major updates include a brand-new HVAC & air purifier (2025), fresh paint (2022), and upgraded closets. Enjoy community amenities: private beach, 2 pools, tennis courts, kayak launch, walking trails, on-site dining, and an 81-slip marina. Minutes to Historic Annapolis with easy commutes to Baltimore & D.C.! Ask about the assumable VA loan!

7024 Channel Village Ct Unit #T2, Annapolis

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$275,000
2 Beds 2 Baths
Move-in ready ground-floor condominium offering 2 bedrooms, 2 full baths, and a private patio in a convenient Annapolis location. Freshly painted and featuring luxury vinyl plank (LVP) flooring throughout, this home combines comfort and easy maintenance. The sun-filled eat-in kitchen has been upgraded with stainless steel appliances, granite countertops, a stylish tile backsplash, and abundant cabinet space. A separate dining room provides additional space for everyday living and entertaining. The spacious living room opens to the private patio through sliding glass doors, creating an inviting indoor-outdoor living area. The primary suite features a walk-in closet and an en-suite full bath. A generously sized second bedroom offers flexibility for guests, a home office, or a fitness room. A second full hall bath and a full-size washer and dryer add everyday convenience. Residents enjoy ample parking, a community pool, and a picnic and grilling area. Ideally situated across from Truxtun Park, you'll have easy access to walking trails, a public marina, boat docks, pickleball and tennis courts, and picnic areas. Just minutes from Downtown Annapolis, City Dock, and Church Circle, this home offers convenient access to shopping, dining, entertainment, and waterfront attractions.

1227 Gemini Dr Unit #1227-C, Annapolis

Listing courtesy of Samson Properties. Contact: 7033493900

$1,499,950
2 Beds 3 Baths
Perched atop the prestigious GrandView at Annapolis Town Center, this exceptional penthouse offers an unparalleled blend of luxury, sophistication, and convenience. Bathed in natural sunlight through its coveted southern exposure, this stunning residence showcases breathtaking panoramic views, soaring 11-foot ceilings, and exquisite Brazilian cherry hardwood floors throughout. Designed for both elegant entertaining and comfortable everyday living, the spacious floor plan features two luxurious bedroom suites, each with its own en-suite bath, an additional powder room, and a generously sized private office/den complete with custom built-in desks and cabinetry. The beautifully remodeled gourmet kitchen is a chef's dream, highlighted by an oversized center island, serving bar, premium GE Monogram appliances, and a Sub-Zero wine cooler. Rich custom cabinetry, designer finishes, and thoughtful details create a timeless and refined living experience. Additional upgrades include a newer HVAC system (2021), tankless gas water heater, newer washer and dryer, custom closet organizers, elegant window treatments, and extensive built-in cabinetry throughout the home. Step outside to the expansive private balcony—an ideal setting for morning coffee, evening cocktails, or simply enjoying the spectacular southern vistas. This extraordinary residence also includes three premium garage parking spaces and a private storage cage. Residents of GrandView enjoy an exceptional lifestyle with resort-style amenities including a rooftop pool and lounge, state-of-the-art fitness center, elegant club rooms, concierge service, and beautifully appointed common areas. Perfectly situated in the heart of Annapolis Town Center, you'll enjoy the ultimate walkable lifestyle with Whole Foods, Target, fine dining, boutique shopping, cafés, and entertainment just steps from your door, while historic downtown Annapolis is only minutes away.

1915 Towne Centre Blvd Unit #1115, Annapolis

Listing courtesy of Coldwell Banker Realty. Contact: 4102638686

$824,995
2 Beds 1 Baths
A rare opportunity to own one of Annapolis' most distinguished historic residences, thoughtfully restored to preserve its extraordinary heritage while seamlessly incorporating today's finest amenities. This remarkable 18th-century Tidewater Georgian Vernacular home is a recipient of the 2017 Historic Annapolis Preservation Award, is listed on the National Register of Historic Places, and offers the uncommon combination of rich history, exceptional craftsmanship, private off-street parking for two vehicles, and a spacious fenced backyard. Originally constructed before the founding of the United States, the property sits at the foot of the hill from the Maryland State House and just steps from City Dock, in the heart of Historic Annapolis. The land was originally set aside for Francis Nicholson, whose visionary 1694–1695 plan established the layout of Maryland's capital city. Every detail of the restoration was carefully executed to honor the home's original character while enhancing everyday livability. Historic architectural elements have been meticulously preserved, complemented by premium modern upgrades throughout. The beautifully designed gourmet kitchen features top-of-the-line appliances, abundant custom cabinetry, generous storage, and a discreetly integrated laundry area, making it equally suited for everyday living and elegant entertaining. Inside, light-filled, generously proportioned rooms showcase timeless architectural details, three fireplaces, and the warmth and craftsmanship that only a home of this pedigree can offer. The seamless blend of original materials, thoughtful restoration, and sophisticated modern conveniences creates a residence that is as comfortable as it is historically significant. Offering a truly unparalleled Historic Annapolis lifestyle, this is an exceptional opportunity to own an award-winning piece of American history in one of the country's most coveted waterfront communities.

45 Fleet St, Annapolis

Listing courtesy of EXP Realty, LLC. Contact: 8888607369

$285,000
2 Beds 2 Baths
Welcome to this beautifully updated end-unit condo in the desirable Clipper Cay building of Heritage Harbour! Featuring luxury vinyl plank flooring and professional staging, this move-in-ready home offers both style and convenience. One of its most sought-after features is the private exterior entrance, allowing you to access the condo directly from the parking lot without going through the building's main entrance. It's perfect for bringing in groceries, moving furniture, or taking your pet outside with ease—a convenience the current owner says they'll truly miss. As an end unit, you'll enjoy added privacy along with all the outstanding amenities Heritage Harbour has to offer, including indoor and outdoor pools, a fitness center, golf course, tennis and pickleball courts, clubhouse, waterfront lodge, marina, walking trails, restaurant, and an abundance of clubs and activities. Enjoy easy, low-maintenance living in one of Annapolis' premier 55+ communities!

2900 Shipmaster Way Unit #119, Annapolis

Listing courtesy of Academy Realty Inc.. Contact: (410) 263-9105

$499,000
2 Beds 2 Baths
JUST HIT THE MARKET! Don't miss this rare opportunity to own a beautifully maintained one-level, brick villa in the highly sought-after 55+ community of Heritage Harbour! Offering the perfect blend of comfort, convenience, and low-maintenance living, this 2-bedroom, 2-bath home features an attached one-car garage and a peaceful setting surrounded by mature trees. Inside, you'll appreciate the ease of single-level living and the confidence of knowing the home's major systems have already been updated, allowing you to move in and simply enjoy your new lifestyle. Step outside and discover why Heritage Harbour is one of Annapolis' most desirable active adult communities. Residents enjoy an incredible array of amenities including a championship golf course, fitness center, clubhouse, indoor and outdoor pools, tennis and pickleball courts, walking trails, boating opportunities with water access, and a vibrant calendar filled with clubs, classes, social events, concerts, and activities designed to keep you as active and engaged as you choose. Whether you're looking to relax in a tranquil setting, spend your days on the golf course or the water, or connect with friends and neighbors through an unmatched social lifestyle, this home offers it all. Opportunities like this don't come along often—schedule your showing today before this just-listed gem is gone!

2608 Quiet Water Cv Unit #26, Annapolis

Listing courtesy of Next Step Realty, LLC.. Contact: 4439012200

$319,900
2 Beds 1 Baths
Welcome to 1231 Gemini Dr Unit L, a beautifully updated top-floor home featuring a rare and highly desirable lofted floor plan. Offering 2 bedrooms and 1 bathroom across 1,133 square feet, this unit is one of the largest layouts in the building and has been fully renovated to deliver a clean, modern aesthetic throughout. Soaring ceilings and recessed lighting create an open, airy feel the moment you step inside. The main living area is anchored by a stylish spiral staircase leading to the spacious loft—a versatile upper-level space ideal for a second bedroom, home office, or additional lounge area. Skylights and two ceiling fans enhance the loft with abundant natural light and year-round comfort, while the top-floor location provides added privacy with no neighbors above. The kitchen has been completely updated with modern wood cabinetry, stainless steel appliances—all less than one year old—and ample storage space. Just off the kitchen and family room, a private balcony offers a comfortable outdoor retreat. Multiple ceiling fans, including one in the main living room, one in the primary bedroom, and two in the loft, provide added comfort throughout the home. Additional updates include a new central air conditioning system, offering peace of mind and energy-efficient comfort. The bathroom has been refreshed with modern finishes, contributing to the home's cohesive, upscale feel. Ideally located in Annapolis, the home is just minutes from downtown, offering easy access to waterfront dining, restaurants, shopping, and local entertainment. Conveniently located near Route 50 and the Bay Bridge for an easy commute. Community amenities include trash removal, a swimming pool, and tennis courts. The condo association is FHA approved; buyers should verify eligibility with their lender.

1231 Gemini Dr Unit #L, Annapolis

Listing courtesy of Redfin Corp. Contact: 3016586186

$845,000
2 Beds 1 Baths
An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of Annapolis' most desirable waterfront communities, this property offers the rare chance to move in, enjoy, and thoughtfully design your long-term vision. The existing home is a contributing structure within the Eastport Overlay District, helping preserve the neighborhood's distinctive character and charm while offering potential for substantial expansion. Buyers are encouraged to conduct their own due diligence regarding future improvements, additions, and permitting requirements. The home features solid bones, off-street parking, and endless possibilities for customization. Perfectly positioned just moments from Safe Harbor Marina, Annapolis Yacht Club, Eastport Yacht Club, Lewnes' Steakhouse, waterfront dining, shopping, and downtown Annapolis. Start enjoying everything Eastport has to offer this summer and create a legacy property in one of the Chesapeake Bay's most sought-after locations. *The second photo is an AI concept*

513 Fifth St, Annapolis

Listing courtesy of Engel & Volkers Annapolis. Contact: (443) 292-6767

$525,000
2 Beds 2 Baths
Exceptional Properties. Exceptional Clients. Welcome to 1915 Towne Centre Blvd, Unit #707 — a stunning two-bedroom, two-bath luxury condominium offering breathtaking views of Annapolis Towne Centre and the Chesapeake Bay Bridge. Located on the 7th floor, this beautifully appointed residence combines upscale finishes, modern convenience, and an unbeatable lifestyle in the heart of one of Annapolis’ most vibrant communities. Step inside this gorgeous open-concept floor plan featuring soaring 10-foot ceilings, elegant hardwood floors, and an abundance of natural light. The gourmet kitchen is designed for both everyday living and entertaining with granite countertops, stainless steel appliances, and high-end finishes throughout. The spacious living area opens to a large private balcony where you can enjoy spectacular views of Towne Centre and the surrounding Annapolis skyline. This exceptional unit offers loads of upgrades. The thoughtfully designed layout provides comfortable living with two generously sized bedrooms and two full bathrooms, creating the perfect blend of privacy and functionality. Enjoy the convenience of two garage parking spaces, a private storage unit, and exclusive access to resort-style amenities. Residents can take advantage of the rooftop terrace, rooftop pool, outdoor kitchen, and lounge area featuring panoramic views — the perfect setting for entertaining or relaxing. Additional amenities include a state-of-the-art fitness center with modern equipment, elegant club rooms, concierge services, and more. Live steps away from everything Annapolis Towne Centre has to offer, including Whole Foods, Target, boutique shopping, fine dining, coffee shops, and seasonal entertainment. With easy access to major highways, commuting to Washington, DC or Baltimore is effortless. This remarkable condo offers the perfect combination of luxury, convenience, and urban living — a serene retreat with all the excitement of Annapolis right outside your door. Don’t miss the opportunity to experience the best of Towne Centre living!

1915 Towne Centre Blvd Unit #707, Annapolis

Listing courtesy of AB & Co Realtors, Inc.. Contact: (443) 275-7188