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Mary Guaragna
410-703-6499

Annapolis MD Real Estate & Homes for Sale

125 Properties Found

Annapolis is located in Maryland. Annapolis, Maryland has a population of 41,212. 27% of the households in Annapolis contain married families with children. The county average for households married with children is 30%.

The median household income in Annapolis, Maryland is $92,015. The median household income for the surrounding county is $103,070 compared to the national median of $66,222. The median age of people living in Annapolis is 39.6 years.

The average high temperature in July is 87.7 degrees, with an average low temperature in January of 23.8 degrees. The average rainfall is approximately 44.78 inches per year, with inches of snow per year.


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Open House:

Saturday, 10/17 9:00-11:00AM

Beds:
3
Baths:
2.00
Sq.Ft.:
1,362
Status:
NEW LISTING
MLS#:
MDAA2158856
Type:
Condo
Subdivision:
SEVERN HOUSE
Year built:
1965
Courtesy: Long & Foster Real Estate, Inc.
View additional info
Beds:
3
Baths:
3.00
Sq.Ft.:
1,960
Status:
NEW LISTING
MLS#:
MDAA2158850
Type:
Single Family
Subdivision:
BAY HIGHLANDS
Lot size:
0.18 Acres
Year built:
1994
Courtesy: Hutchins Properties
View additional info

Welcome to Bay Highlands! This well-maintained 3-bedroom, 2.5-bath Colonial offers comfortable living, a desirable lot, and a fantastic location surrounded by nature. The spacious front and rear yards provide plenty of room to enjoy the outdoors, while the fully fenced backyard is ideal for pets. Gather around the white-stone fire pit or relax on the large rear deck overlooking the backyard. Inside, hardwood floors and a functional layout connect the dining room, kitchen, and living room, creating an inviting space for everyday living and entertaining. Upstairs, the spacious primary bedroom features a private ensuite bath, accompanied by two additional bedrooms and a full hall bath. The basement offers a very nice additional storage and utility space. Bay Highlands is nestled among wooded surroundings and bordered by Blackwalnut Creek and Oyster Creek, offering a peaceful setting just a short drive from Eastport and downtown Annapolis. Residents can enjoy community water access, including a boat ramp on Oyster Creek, canoe and kayak launching at Aldridge Park, and a playground at Augusta Park. With outdoor recreation, convenient access to Annapolis, and a move-in-ready home, this property is a wonderful opportunity to enjoy the best of Chesapeake Bay living. Schedule your private tour today!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,971
Status:
NEW LISTING
MLS#:
MDAA2158766
Type:
Single Family
Subdivision:
ANCHORAGE
Lot size:
0.26 Acres
Year built:
1970
Courtesy: Coldwell Banker Realty
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Annapolis Renovated Gem A distinctive Annapolis residence where updates, architectural detail, and an enviable waterfront-community setting come together. Welcome to 3134 Anchorage Drive, an extensively updated 4-bedroom, 3-full-bath home offering approximately 3,627 square feet in Annapolis's desirable Anchorage waterfront community. Situated on a 0.26-acre lot, this distinctive residence features natural stone accents, a fenced backyard, storage shed, attached garage, expansive deck, and covered patio. The 2026 improvements include a new roof, new stainless-steel appliances, new fresh interior paint, new light fixtures throughout, new hardwood flooring in the great room, new lower-level luxury vinyl plank flooring, a fully renovated lower-level bathroom, and basement waterproofing by Charles Pastrana & Sons. Architectural highlights include a dramatic great room with soaring ceilings, three custom arched wood-framed windows with intricate divided-light detailing and decorative fanlights, Pella windows, and sliding-door access to the deck. The welcoming foyer showcases a two-story staircase with custom turned spindles, natural oak handrails, and crafted newel posts. The well-appointed kitchen features Hagerstown custom-made wood cabinetry, granite countertops, a generous pantry, and reverse-osmosis filtration at the kitchen and bar sinks. The spacious Owner's Suite was an addition to create a larger primary bedroom with a sitting area, custom window moldings, a stained-glass accent, a large walk-in closet, and a spa-inspired en-suite bath with a glass-enclosed shower, whirlpool soaking tub, double granite vanity, and separate water closet. The lower level provides a versatile family room with a traditional cast-iron wood-burning stove and white brick surround, two additional bedrooms, a full bath, recreation room, laundry closet, workshop, utility room, storage, and direct garage access. Additional features include a two-zone air-conditioning system, water-treatment system, generator, and attic storage. Beautifully expanded and renovated, 3134 Anchorage Drive is located in the highly sought-after Anchorage Waterfront community where residents enjoy exceptional amenities with an HOA fee of just $123/month, which includes access to a boat slip, marina, boat ramp, community pool, rack for kayaks and paddle boards and a half basketball court. Don't miss the chance to own this renovated gem in one of Annapolis's most coveted neighborhoods.

Beds:
2
Baths:
3.00
Sq.Ft.:
1,848
Status:
NEW LISTING
MLS#:
MDAA2158578
Type:
Townhouse
Subdivision:
EASTPORT
Lot size:
0.12 Acres
Year built:
1905
Courtesy: Coldwell Banker Realty
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This charming historic Eastport home was built in the early 1900s and moved to Second Street in 1937. David Fogle, renowned preservationist architect and professor, purchased the home in 1970s and designed the light-filled addition featuring Palladium windows and architectural angles. The home bridges the integrity of the past to the present with its original Heart Pine floors on the main level. The current owners did a full kitchen renovation to include custom-built Heartwood cherry cabinets, dry/wet bar, and granite countertops with plenty of room for food prep and entertaining! The combined living room/dining room area is spacious and open while the comfortable family room opens to the front porch and overlooks a lovely flower garden. The family room opens to a brick patio and a large partially- fenced backyard that is ideal for warm weather entertaining. Lots of custom bookshelves throughout, and there are two gas fireplaces on the main level for added charm and ambiance in the cold weather! Full bathroom on the first floor. The spacious bright primary bedroom on the second floor features skylights and windows that offer views of the private backyard. Second bedroom is perfect for an office/guest room with Murphy bed. The coveted off-street parking accommodates four cars. The house is located in the heart of Eastport's historic maritime neighborhoods where watermen made a living from fishing, crabbing, and oystering. The front porch on this friendly street is the perfect spot for impromptu gatherings with neighbors and friends. Easy walk to marinas on Back and Spa Creeks, the Maritime Museum, yacht clubs, restaurants, pubs and shops; access to seasonal water taxi transport to downtown Annapolis. Eastport charm at its best!

Beds:
3
Baths:
2.00
Sq.Ft.:
1,119
Status:
NEW LISTING
MLS#:
MDAA2147964
Type:
Condo
Subdivision:
ANNAPOLIS OVERLOOK
Year built:
1995
Courtesy: Keller Williams Flagship
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Mid-Level Condo Available Now in the Sought After Annapolis Overlook Community. This 3 Bedroom 2 Full Bath Condo offers an Open Living Space and Balcony showing a Beautiful Wooded Backdrop to give a sense of Privacy. Features of this Home include Brand New LVP Flooring, Brand New Carpet in Bedrooms, Brand New Renovated Hall Bathroom, Freshly Painted, Stainless Steel Appliances in the Kitchen, Wood Burning Fireplace, and So Much More!!! The Annapolis Overlook Community offers a Community Center, Fitness Center, In-ground Pool, and More. Located Minutes from Downtown Annapolis.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,844
Status:
NEW LISTING
MLS#:
MDAA2158626
Type:
Single Family
Subdivision:
NONE AVAILABLE
Lot size:
0.43 Acres
Year built:
2016
Courtesy: Keller Williams Select Realtors of Annapolis
View additional info

Welcome home to this beautifully maintained home in the heart of Annapolis. This spacious home offers th perfect combination of style, comfort, and low-maintenance living. The open-concept main level features a stunning kitchen with elegant marble countertops, luxury vinyl plank flooring, and an ideal layout for entertaining or everyday living. The fully finished walk-out basement provides exceptional additional living space complete with a full bathroom, wet bar, and direct access to the patio - perfect for a recreation room, multigenerational lower level, home office, or guest suite. Step outside to enjoy a private backyard with a deck and patio, offering plenty of space to relax or entertain. Additional features include a one-car garage with an oversized private driveway and parking. Conveniently located just minutes from Downtown Annapolis, Quiet Waters Park, shopping, dining, marinas, and major commuter routes. Also for rent, see rental listing MDAA2151452.

Beds:
4
Baths:
5.00
Sq.Ft.:
5,132
Status:
NEW LISTING
MLS#:
MDAA2158524
Type:
Single Family
Subdivision:
PARKSIDE PRESERVE
Lot size:
0.13 Acres
Year built:
2024
Courtesy: TTR Sotheby's International Realty
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Why wait to build when you can move right in? Welcome to 126 Stilly Way, a beautifully finished, nearly new home in Annapolis' Parkside Preserve. Built in 2024 and offering more than 4,400 square feet of finished living space across three levels, this home combines the appeal of newer construction with the convenience of having the finishing touches already in place. The bright, open main level features a beautifully appointed kitchen with white cabinetry, quartz countertops, stainless steel appliances, gas cooking, double wall ovens, tiled backsplash, and an oversized center island. The kitchen flows seamlessly into the spacious family room, anchored by a gas fireplace with custom built-ins. A separate dining room provides additional space for entertaining. Upstairs, the primary suite features a tray ceiling, walk-in closets, and private bath with dual vanities, soaking tub, and oversized glass-enclosed shower. Three additional bedrooms each with their own walk-in closets and well-appointed baths complete the upper level. The finished lower level adds exceptional flexibility, with an expansive recreation area, wet bar with beverage refrigerator, full bath, and the potential to create a true fifth bedroom while still maintaining plenty of additional living and entertaining space. What truly sets this home apart is how much has already been done. Window treatments are installed, the lower level is finished, the yard is established, and the home is ready to enjoy from day one. Enjoy the benefits of a newer home without waiting on a construction timeline or tackling the many finishing touches that often come after settlement. A covered front porch, HardiePlank and brick exterior, level backyard, and attached two-car garage complete the property. Located just moments from Quiet Waters Park and convenient to Downtown Annapolis, shopping, dining, and major commuter routes, 126 Stilly Way offers the opportunity to enjoy newer construction with the added benefit of a home that is already finished, established, and truly move-in ready.

Beds:
3
Baths:
2.00
Sq.Ft.:
2,051
Status:
NEW LISTING
MLS#:
MDAA2158606
Type:
Single Family
Subdivision:
OYSTER HARBOR
Lot size:
0.28 Acres
Year built:
1997
Courtesy: Compass
View additional info

Nestled in the charming Oyster Harbor community, this delightful Cape Cod-style home offers a perfect blend of comfort and modern living. With three spacious bedrooms and two full baths, including a luxurious soaking tub and a walk-in shower, this residence is designed for relaxation. The open floor plan seamlessly connects the kitchen-boasting stainless steel appliances and an inviting island-to the cozy living area, complete with a gas fireplace for those chilly evenings. Step outside to enjoy the serene surroundings, with Oyster Creek and the community beach and pier just a short stroll away, perfect for nature lovers. The expansive deck overlooking the headwaters of Oyster Creek and the front patio provide an ideal space for outdoor gatherings. The community is enriched by playgrounds, water access and nearby parks, ensuring a vibrant lifestyle. With a generous driveway accommodating up to five vehicles, this home is ready to welcome you. Experience the warmth and charm of Oyster Harbor-your new sanctuary awaits!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,354
Status:
NEW LISTING
MLS#:
MDAA2158330
Type:
Townhouse
Subdivision:
MARINERS POINT
Lot size:
0.09 Acres
Year built:
1984
Courtesy: EXP Realty, LLC
View additional info

Vaulted ceilings, gleaming hardwoods, and a fireplace living room near Quiet Waters Park! Picture coming home to this updated 2-bedroom, 2-bath townhome, where country cottage charm meets move-in-ready condition. Blue-gray siding, a soaring arched window, and a gated side yard give it a storybook look from the street. The quiet Annapolis setting makes every arrival feel like a small retreat. Some images may reflect virtual staging or digital editing, including removal of personal property, to help showcase the home. The living room is the heart of the home. Vaulted ceilings rise overhead, and tall windows on either side of the fireplace pour sunlight across the hardwood floors. On cool evenings, the fireplace makes this an inviting place to unwind. A wood staircase leads to an open loft that overlooks the living area. Built-in shelving there makes it a natural fit for a reading nook, home office, or creative space. The kitchen pairs warm wood cabinetry with a built-in wine rack, modern appliances, and tile flooring. A window above the sink frames a view of the greenery outside. A sunny corner with its own window offers space for a small table or casual breakfast seating. Your primary bedroom feels just as open as the living room. It has a vaulted ceiling, crown molding, a ceiling fan, and a striking arched window that fills the room with afternoon light. The hardwood floors and inlaid border continue here, tying the home together with a polished, consistent finish. The big-ticket items are already taken care of. The HVAC system was replaced in 2024, and a new roof went on in June 2026. Your HOA fee also covers exterior painting every five years, so the townhome stays fresh on the outside with no extra effort from you. Out back, the deep yard backs up to mature trees, giving it a peaceful, wooded feel. A storage shed holds your garden tools and seasonal gear, and an assigned parking space keeps your daily routine simple. You're just off Georgetown Road, minutes from Forest Drive and Bay Ridge Road. The shopping center is close by for groceries and errands. Quiet Waters Park, Fusco Athletic Park, and Mariners Point Community Center put trails, fields, and open space within easy reach. When you're craving a view of the water, Chesapeake Harbour and Beacon Waterfront are a short drive away. A home this well-kept, with this much character, won't stay available for long. Contact us to arrange your showing and see it for yourself.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,195
Status:
NEW LISTING
MLS#:
MDAA2158418
Type:
Condo
Subdivision:
CHESAPEAKE HARBOUR
Year built:
1989
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Stunning Chesapeake Bay and Chesapeake Harbour Marina views immediately capture your attention in this beautiful 2-bedroom, 2-bathroom waterfront condo at Chesapeake Harbour. Bright, open, and filled with natural light, this spacious home offers just over 1,200 square feet of comfortable living space with an inviting floor plan that is perfect for both everyday living and entertaining. The Tuscan-style kitchen opens seamlessly to the dining and living areas, creating an easy flow throughout the main living space. A wood-burning fireplace adds warmth and character to the living room, while large windows and doors bring the beautiful waterfront surroundings into the home. One of the most exceptional features is the expansive balcony accessible from both the living room and primary bedroom. This wonderful outdoor space offers breathtaking panoramic views of the Chesapeake Bay and Chesapeake Harbour Marina, along with a clear view of the Bay Bridge. Whether you're starting your day with coffee on the balcony, settling in with a good book, watching sailboats make their way across the Bay, or enjoying the excitement of Annapolis' Wednesday and Thursday evening races, the ever-changing scenery makes every moment feel special. The setting is also spectacular during the Blue Angels air show and fireworks. An additional balcony off the kitchen provides another inviting spot to enjoy the outdoors and take in the peaceful surroundings. Chesapeake Harbour offers a resort-like lifestyle in a welcoming, pet-friendly community with an impressive array of amenities and activities throughout the year. Enjoy tennis and pickleball courts, 2 swimming pools, a private sandy beach, community piers for fishing, a marina, picnic areas with grills, and walking and jogging paths around scenic Chase Pond. Residents enjoy a variety of gatherings and activities throughout the year, creating a wonderful sense of connection and camaraderie. A 24-hour attended gatehouse provides added security and peace of mind. The Chesapeake Harbour Marina also features a restaurant with outdoor dining and live music on weekends, making it easy to enjoy waterfront dining and entertainment close to home. Ideally located just minutes from Historic Downtown Annapolis, Eastport, waterfront dining and shopping, and the U.S. Naval Academy, Chesapeake Harbour offers a peaceful setting while keeping you close to everything Annapolis has to offer. Washington, DC, Baltimore, and BWI Airport are all easily accessible. Whether you're looking for a year-round residence or a weekend retreat, this special condo offers the opportunity to enjoy the beauty and lifestyle of Chesapeake Harbour every day. Come experience the views, the amenities, the friendly atmosphere, and the relaxed waterfront setting for yourself. Welcome to your new home!

Beds:
5
Baths:
4.00
Sq.Ft.:
3,328
Status:
NEW LISTING
MLS#:
MDAA2158448
Type:
Single Family
Subdivision:
ANCHORAGE
Lot size:
0.3 Acres
Year built:
1966
Courtesy: Coldwell Banker Realty
View additional info

A Builder's Personal Residence | A Signature Annapolis Home A rare opportunity to own the personal residence of a builder and an interior designer, whose expertise and craftsmanship are reflected throughout their exceptional Annapolis home. 3124 Starboard Drive represents their vision of quality, functionality, and enduring design - where no detail was overlooked and every improvement was thoughtfully executed. Known as one of the neighborhood's exceptional residences, this home offers a level of craftsmanship and attention to detail that is difficult to replicate. From the quality of construction and materials to the thoughtful design choices, the property reflects the discerning standards of a professional who builds and renovates homes for a living. This extraordinary residential real estate transformation is the creation of Mac O'Brien, the owner of Great Eastern Contracting, and his wife Becca O'Brien from Intuitive Design. Together they joined forces and underwent a complete, down-to-the-studs renovation and expansion. They purchased this home in 2015 and over the course of time they turned a 2,000 square foot home into an over 3,700 square feet of luxurious, modern turnkey showpiece with no detail overlooked. This five-bedroom, four-bathroom residence, has an open and elegant floor plan flooded with natural light. The chef kitchen has a stunning 8.9' x 6.9' quartz Island countertop offering exceptional workspace and seating for five with striking oversized lantern-style pendant lamps. The Owner's Suite Spa-inspired primary bath has a custom white double-vanity, luxurious marble countertops, polished brass fixtures, oversized mirrors, elegant glass pendant lighting and heated floors. The expansive walk-in shower is beautifully appointed in veined marble tile with a frameless glass enclosure, multiple shower fixtures and built-in niches, creating a sophisticated, resort-like retreat. The living and family rooms have gas fireplaces and built ins. In addition, the home features a recreation room, fully fenced backyard, a double garage converted into a conditioned and finished Golf simulator room, shed and golf-cart garage. Mechanical systems include a full-house back-up generator, dual zone HVAC systems, tankless water heater, RO water filtration in kitchen and below counter Scotsman Gourmet Ice Maker and water treatment with dual storage tanks, salinator, chlorinator, sediment filter and UV light. This residence was meticulously rebuilt in 2021 - walls, ceilings, floors, fixtures, electrical, and plumbing systems - all removed and replaced with high-end finishes and craftsmanship throughout. The result is a striking blend of contemporary comfort and timeless design. Located in the sought-after waterfront community of Anchorage, this distinctive residence combines sophisticated living with the relaxed character of an established Annapolis neighborhood, offering access to the community's marina, pool, boat ramp and waterfront amenities.

Beds:
6
Baths:
6.00
Sq.Ft.:
3,467
Status:
NEW LISTING
MLS#:
MDAA2158392
Type:
Single Family
Subdivision:
NONE
Lot size:
0.23 Acres
Year built:
2026
Courtesy: EXP Realty, LLC
View additional info

25,000 towards closing for a contract by 10/15. New Construction - Under Roof but still time to pick some finishes! Built by Whitehall Building & Company, this exceptional new home offers luxury finishes, thoughtful design, and quality craftsmanship in one of Annapolis's most sought-after locations. Tucked away like a private hidden gem, this home places you just a short stroll from the best of Eastport and Downtown Annapolis. Enjoy the waterfront, acclaimed dining, charming boutiques, historic streets, marinas, and the vibrant energy that make Annapolis such a special place to live. With both Eastport and Downtown right outside your door, this is a rare opportunity to experience brand-new luxury in a truly walkable Annapolis location. Visit Whitehall Building & Company for additional information and project details.

Beds:
4
Baths:
5.00
Sq.Ft.:
2,856
Status:
NEW LISTING
MLS#:
MDAA2158302
Type:
Townhouse
Subdivision:
PARKSIDE PRESERVE
Lot size:
0.05 Acres
Year built:
2023
Courtesy: Long & Foster Real Estate, Inc.
View additional info

Designer details, thoughtful upgrades and an exceptional Annapolis location come together in this beautifully customized end-unit townhome, ideally situated next to Quiet Waters Park. Built by Lennar in 2023 and offering more than 2,800 square feet across four finished levels, this home combines newer construction with a collection of owner-added enhancements that set it apart. The open main level is bright, spacious and beautifully finished, with custom lighting and distinctive designer touches throughout. A blue accent wall with decorative millwork creates a striking focal point in the living area, with the color carried into the kitchen for a cohesive, custom look. The expansive kitchen is designed for both everyday living and entertaining, featuring abundant cabinetry, generous counter space and an oversized island with seating. The pantry has been completely reimagined from the original design with cabinetry, countertops and custom wood shelving. A custom built-in beverage bar with wine storage and glass-front cabinetry adds another special touch. The flexible lower level offers an impressive dedicated home gym with an adjacent full bath. Professionally outfitted as a serious fitness space, it's an incredible setup for the fitness enthusiast! The spacious primary suite features a tray ceiling, a beautifully appointed bath with dual vanity and oversized shower, and a walk-in closet upgraded with a custom organization system. Additional bedrooms and baths provide excellent flexibility for family, guests and home office needs. The top level offers another versatile living space, a full bath, and opens to a private upper-level terrace - a wonderful outdoor retreat for relaxing or entertaining. Additional highlights include custom light fixtures throughout, designer accent details, and a rear-entry two-car garage. And then there is the location. Quiet Waters Park is practically at your doorstep, offering miles of wooded trails, a dog park, scenic overlooks along the South River, canoe and kayak rentals, summer concerts, a seasonal ice rink and more. All of this while being just minutes from Historic Downtown Annapolis, shopping and dining, with convenient access to major commuter routes connecting Baltimore and Washington, D.C.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,920
Status:
NEW LISTING
MLS#:
MDAA2158198
Type:
Single Family
Subdivision:
HILLSMERE ESTATES
Lot size:
0.33 Acres
Year built:
1980
Courtesy: EXP Realty, LLC
View additional info

Character, comfort, and versatility come together in this beautifully appointed Hillsmere home. Set among large, mature trees within an established waterfront community, the main level offers an open, airy feel with vaulted ceilings, attractive flooring, and a kitchen with stainless steel appliances. Every bathroom has been remodeled, including the primary suite's bath with a spacious shower, tile flooring, and custom shelving. The finished lower level adds a bedroom, an updated half bath, and a rec room wood stove, while a bonus room with its own private entrance offers flexible space for an office, studio, or additional living area and could potentially be converted back to a one-car garage. Outside, an expansive private yard bordered by a creek provides a serene backdrop, along with a spacious deck. Hillsmere is adjacent to Quiet Waters Park, and community amenities include an outdoor pool, marinas, beaches, playgrounds, a boat ramp, and boat storage with downtown Annapolis just minutes away. Updates: 2015 - Pella windows, 2017 - Lower-level powder room remodel; new refrigerator and dishwasher, 2019 - Hall bath remodel; new washer and dryer, 2021 - Primary bath remodel; new indoor heating unit, front door, and gutters, 2022 - New roof; new smoke detectors (batteries good through 2032); deck painted, 2023 - New well pump; chimney cleaned, 2024 - New lower-level wiring; exterior drainage repairs, 2025 - New water softener

Beds:
4
Baths:
4.00
Sq.Ft.:
2,676
Status:
NEW LISTING
MLS#:
MDAA2158138
Type:
Townhouse
Subdivision:
AUGUST WOODS
Lot size:
0.04 Acres
Year built:
2004
Courtesy: EXP Realty, LLC
View additional info

Welcome home to this residence that lives like a spacious single-family home, just minutes from historic downtown Annapolis. Built by Pulte with an impressive selection of upgrades, this home features a large rear bump-out, 9-foot ceilings, upgraded flooring, custom built-ins, and abundant natural light. The location is impressive! Truxtun Park is just minutes away, with a pool, ball fields, playground, tennis and pickleball courts, a skate park, and free kayak, canoe, and boat launching. Pip Moyer Recreation Center is nearby too. Paddle into downtown Annapolis for lunch, or enjoy all that historic Annapolis has to offer. Open, airy, beautifully updated, and exceptionally spacious, this is a home that truly lives large. The main level showcases hardwood floors, custom millwork, and a cozy gas fireplace. Recent improvements include a refreshed kitchen with painted cabinetry, new hardware, stone countertops, newer appliances, a new garbage disposal (2025), and a new microwave with oven feature (2026). The main level also features updated light fixtures, a new bathroom faucet and mirror, a smart thermostat, and a Ring doorbell. The eat-in kitchen opens through large sliding doors to a deck overlooking a wooded view and semi-private green space. With its generous proportions and open layout, this home is ideal for everyday living and entertaining. Upstairs, you'll find a spacious primary suite with large banks of windows, two additional bedrooms, and a full bath. New carpet was installed on the stairs and throughout the upper level in 2025, along with updated hallway lighting. The primary bath features a new mirror, and custom blackout shades add privacy to all seven front-facing windows on both levels. The lower level provides exceptional flexibility, with heated wood floors, a large den, a spacious home office, a full bath, plenty of storage, and a flex room currently used as a fourth bedroom.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,713
Status:
NEW LISTING
MLS#:
MDAA2157998
Type:
Single Family
Subdivision:
HILLSMERE ESTATES
Lot size:
0.27 Acres
Year built:
1963
Courtesy: Keller Williams Flagship
View additional info

Imagine starting your morning with coffee in a sun-filled room, looking out over a peaceful backyard framed by trees. Later, you could launch a kayak, head to the community beach, take a walk through Quiet Waters Park, or be in downtown Annapolis in minutes. This is the lifestyle that makes Hillsmere Shores so special. Set near the Chesapeake Bay and the mouth of the South River, this updated 3-bedroom, 2.5-bath home blends comfort, character, and flexibility in one of Annapolis's most loved waterfront communities. Inside, a thoughtful renovation created spaces that feel open, warm, and easy to enjoy. The expanded kitchen features a center island, eat-in area, custom tile backsplash, solid wood cabinetry, and plenty of room to gather. The primary suite was also expanded and now offers a sitting area, large walk-in closet, brand-new carpeting, and a beautifully renovated bath. But the room you may never want to leave is the four-season sunroom. Fresh paint, new luxury vinyl plank flooring, and views of the fenced backyard make it the perfect place to relax in every season.The finished lower level gives you even more room to spread out. Use it as a recreation room, office, gym, creative space, or potential fourth bedroom. A classic brick fireplace with an insert creates the perfect backdrop for cozy evenings, and a half bath adds extra convenience. Outside, the backyard offers privacy, trees, and room to enjoy the outdoors. And then there's Hillsmere Shores itself: a private marina, boat ramps, kayak and canoe launch, community beach, swimming pool, playgrounds, picnic areas, and recreation spaces - all just minutes from downtown Annapolis, Key School, and Quiet Waters Park. This isn't just Annapolis living. This is Chesapeake Bay living at its best.

Beds:
4
Baths:
3.00
Sq.Ft.:
1,668
Status:
Active
MLS#:
MDAA2156776
Type:
Single Family
Subdivision:
WALNUT LAKE
Lot size:
0.65 Acres
Year built:
1978
Courtesy: Cummings & Co. Realtors
View additional info

Tucked away down a tree-lined driveway on over half an acre, 1365 Moyer Road offers a rare combination of privacy, thoughtful updates, and convenient access to everything Annapolis has to offer. Located just off Arundel on the Bay Road, this beautifully renovated home is minutes from downtown Annapolis, Quiet Waters Park, local marinas, and the Chesapeake Bay. Inside, the home feels bright and refreshed with luxury vinyl plank flooring, fresh paint, and an updated kitchen featuring stylish cabinetry, countertops, and sink. The upper level includes three spacious bedrooms and two updated full baths, including a private primary suite with its own bath and direct access to the rear deck. The lower level provides additional living space with a fireplace, third full bath, and flexible bonus room ideal for a home office, gym, playroom, or guest space. Outside, enjoy a newer deck overlooking the fully fenced 0.65-acre backyard with plenty of room for entertaining, pets, recreation, or boat storage. Additional 2026 improvements include a new water pressure tank, serviced well, updated doors, and numerous updates throughout the home. Private, move-in ready, and ideally located near the water and downtown Annapolis, 1365 Moyer Road is ready for its next owner.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,106
Status:
Active
MLS#:
MDAA2157850
Type:
Townhouse
Subdivision:
EASTPORT
Lot size:
0.08 Acres
Year built:
2007
Courtesy: TTR Sotheby's International Realty
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Just Listed! Exceptional Lower Eastport property: tastefully updated, semi-detached home with a detached one-bedroom cottage with proven rental income. Enjoy the charm and walkability of Lower Eastport from this 2007-built home on a peaceful, tree-lined street just two blocks from the harbor and close to parks, restaurants, shops and the waterfront. The property offers over 3000 square feet of living space between the main house and the cottage. Two dwellings make up a unique configuration that allows an exceptional degree of flexibility and privacy. Enter the main residence through a classic Eastport front porch, perfect for rocking chairs and enjoying views of the neighborhood. The home features three bedrooms and three-and-a-half baths, a separate dining room, and an open kitchen adjoining a spacious living room. Sliding doors extend the living space to a covered porch overlooking the fenced backyard. Upstairs, the spacious primary suite features a large walk-in closet and adjoining newly renovated bath. A second bedroom with its own hall bath provides privacy for family or guests. Custom plantation shutters throughout the main and top floors add a polished finish and privacy. About 800 square feet of living space on the lower level is currently configured as a family/TV room and third bedroom. Also downstairs are a full bath, laundry, and several storage spaces. This area can be accessed from the interior as well as from its own entrance to the back yard, which allows for added privacy. At the rear of the property is the true standout: a stand-alone 670 square feet, one bedroom, one bath cottage licensed for full-time rental use. Extensively renovated in 2025, the cottage features LVP flooring, kitchen cabinetry, full-size appliances and an updated bathroom. Recently rented for $2,935 per month and garnering more than $35,000 annually, the cottage will be vacant at closing, giving the next owner the flexibility to rent it, use it for family or guests, create a private home office, or accommodate multigenerational living. The current owners have invested more than $100,000 in property upgrades over the past 18 months including new and updated baths; the cottage remodel; extensive electrical, lighting, and hardware upgrades; replacement A/C; interior and exterior painting; and landscaping. Ample street parking, with no parking fees for visitors, is available at this quiet residential end of Eastport. The property's location between First and Second Streets is approximately two blocks from both Horn Point and Spa Creek. This offers the best of the neighborhood's relaxed waterfront lifestyle while also remaining close to some of the best restaurants in Annapolis and just over the bridge from downtown Annapolis. This attractively updated Eastport home, complemented by a rentable cottage, presents a unique and appealing opportunity in one of Annapolis's most popular neighborhoods.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,242
Status:
Active
MLS#:
MDAA2157938
Type:
Single Family
Subdivision:
ARUNDEL ON THE BAY
Lot size:
0.17 Acres
Year built:
1987
Courtesy: RE/MAX Galaxy
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Welcome to this beautifully renovated 3-bedroom, 2-full-bath single-family home in the desirable Arundel on the Bay community. This move-in-ready home features a spacious kitchen with quartz countertops, stainless steel appliances, upgraded cabinetry, and coffered ceilings complemented by abundant recessed lighting. The property sits on a 7,300-square-foot lot with a nice-sized yard and a Trex deck, perfect for outdoor entertaining and relaxing. The home is conveniently located just steps from a large community playground, making it especially convenient for families. Enjoy the benefits of this water-privileged community, including access to the beach and boat slips. The HOA is voluntary, providing flexibility while still offering access to community amenities.

Beds:
1
Baths:
1.00
Sq.Ft.:
923
Status:
Active
MLS#:
MDAA2157734
Type:
Condo
Subdivision:
THE POINT CONDO
Year built:
1975
Courtesy: RE/MAX One
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WATERFRONT LIVING WITH A VIEW THAT NEVER GETS OLD! Welcome to 10 President Point Drive, Unit A3. A charming 1 bedroom waterfront condo with a loft that can be used multiple ways, and one of the most spectacular views in The Point. Overlooking beautiful Spa Creek, this residence offers private balcony with a front-row seat to the boats, sunsets, and scenery of Annapolis. Inside, the layout offers a large living area, a functional kitchen, a main-level bedroom with a great water view, and an additional loft that can serve as a home office, guest space, reading area or whatever best fits your lifestyle. The kitchen and bath are well maintained and functional, while the interior provides an opportunity for a new owner to add their own personal touches and updates over time. And then there's the location. Enjoy the unique lifestyle of Annapolis, Eastport and The Point, with waterfront scenery right outside your door and the restaurants, shops, marinas and energy of downtown Annapolis just across the creek. Whether you're looking for a full-time residence, weekend getaway or a place to enjoy the best of Annapolis, this is an opportunity to own a piece of waterfront living where the view is truly the star of the show.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
MDAA2157794
Type:
Townhouse
Subdivision:
CEDAR RIDGE
Lot size:
0.04 Acres
Year built:
1974
Courtesy: Academy Realty Inc.
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COMPLETELY RENOVATED & MOVE-IN READY IN CEDAR RIDGE! After 30 years of thoughtful ownership and meticulous care, this beautifully updated 3-bedroom, 2 -bath townhouse is ready for its next chapter. The pride of ownership is evident throughout, with updates made over the years and the home continually improved and maintained. The improvements begin with replacement windows installed in 2000 and continue to today with a beautifully updated kitchen featuring newer cabinetry, countertops, and appliances. All three bathrooms have been updated, and the HVAC system and hot water heater have both been replaced within the past four years. One of the home's standout features is the incredible amount of storage. The current owner made exceptional use of The Container Store's organizing systems throughout the home, maximizing virtually every inch of available space. Even the full-size stacked washer and dryer provide additional room and functionality. One bedroom is currently being used as a home office and features a Murphy bed that easily accommodates overnight guests. Step through the kitchen's sliding glass door and you'll discover a completely private, fenced rear yard with a beautiful patio - perfect for grilling, entertaining, or simply enjoying your own outdoor space. The kitchen's location directly off the patio makes indoor/outdoor entertaining easy. And then there's Cedar Ridge! Enjoy the convenience of an HOA that takes care of the exterior maintenance, including the roof and siding, helping provide greater predictability for homeowners. The community also offers a swimming pool and Tot Lot. Best of all, you're within walking distance of Eastport and downtown Annapolis, with its wonderful restaurants, shops, waterfront, and everything that makes the Annapolis lifestyle so special. This is a home that has been lovingly cared for, thoughtfully updated, and designed for comfortable living. Truly move-in ready - just unpack and enjoy! Schedule your private showing today. This one won't last long!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,553
Status:
Active
MLS#:
MDAA2157004
Type:
Condo
Subdivision:
CHESAPEAKE HARBOUR
Year built:
1988
Courtesy: Keller Williams Flagship
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Experience waterfront living in sought-after Chesapeake Harbour, where sweeping marina and Chesapeake Bay views create a beautiful backdrop for this thoughtfully renovated 2-bedroom, 2-bath condo with a magnificent view. Freshly updated with brand-new flooring, newly renovated kitchen (new cabinets, countertops, wine fridge), fresh paint throughout, custom shutters, walk in closet in primary bedroom and 2 elegant bathrooms featuring Carrera marble. The spacious interior offers high ceilings with thoughtfully placed skylights that add to the open, light-filled feel, while the large loft provides flexible additional living space and excellent storage. A private storage unit in the loft provides even more convenience. Beyond your front door, enjoy the quintessential Chesapeake Harbour lifestyle with two swimming pools, including a heated pool and a waterfront pool, private community beach, tennis and pickleball courts, kayak launch and storage, fishing piers, shoreline walking trails, marina access, electric charging stations and waterfront dining at The Beacon. Gated community with 24-hour security, all just minutes from Downtown Annapolis, Eastport, and the Naval Academy. Whether you're looking for a full-time residence, weekend escape, or lock-and-leave waterfront retreat, this is an exceptional opportunity to enjoy the best of Annapolis waterfront living.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,376
Status:
Active
MLS#:
MDAA2156092
Type:
Condo
Subdivision:
ANNAPOLIS OVERLOOK
Year built:
1996
Courtesy: Keller Williams Flagship
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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!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,390
Status:
Active
MLS#:
MDAA2149960
Type:
Condo
Subdivision:
EASTPORT
Year built:
1968
Courtesy: Coldwell Banker Realty
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**BOAT SHOW VISITORS** In town for the show?!? If you're not currently working with an agent, please contact me directly to arrange a private tour of this property!! 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.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,520
Status:
Active
MLS#:
MDAA2157490
Type:
Single Family
Subdivision:
BAY HIGHLANDS
Lot size:
0.21 Acres
Year built:
1987
Courtesy: CENTURY 21 New Millennium
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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.

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BRIGHT MLS - All information, regardless of source, should be verified by personal inspection by and/or with the appropriate professional(s). The information is not guaranteed. Measurements are solely for the purpose of marketing, may not be exact, and should not be relied upon for loan, valuation, or other purposes.

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