Annapolis MD Real Estate & Homes for Sale

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Beds:
3
Baths:
3.00
Sq.Ft.:
1,320
Status:
Active
MLS#:
MDAA2158850
Type:
Single Family-Detached
Subdivision:
BAY HIGHLANDS
Lot size:
0.18 Acres
Year built:
1994
Courtesy: Hutchins Properties 410-535-4720
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ADDITIONAL INFORMATION

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:
3
Baths:
2.00
Sq.Ft.:
1,540
Status:
Active
MLS#:
MDAA2158868
Type:
Townhouse
Subdivision:
WHISPERING WOODS
Lot size:
0.05 Acres
Year built:
1984
Courtesy: Maryland Residential Management Co 410-451-3300
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ADDITIONAL INFORMATION

Price Improvement!! Discover the charm of this townhouse in the serene Whispering Woods community. This is a great opportunity to own a beautiful townhouse in Annapolis! It offers a perfect blend of comfort and functionality, making it an ideal retreat for modern living. Step inside to find a spacious layout featuring 3 inviting bedrooms, updated full bath and 1/2 bath in the basement. Enjoy a spacious updated eat in kitchen with crown molding and plenty of room to cook, gather and dine! Crown molding throughout the large living room/dining room combo. The fully finished basement, complete with a walkout entrance, provides additional living space, ideal for a home office, playroom, or cozy den. Brand new roof and attic insulation! Conveniently located near Route 50, charming downtown Annapolis with water views, shopping and dining. Don't miss the opportunity to make this charming residence your own!

Beds:
4
Baths:
3.00
Sq.Ft.:
3,627
Status:
Active
MLS#:
MDAA2158766
Type:
Single Family-Detached
Subdivision:
ANCHORAGE
Lot size:
0.26 Acres
Year built:
1970
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

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:
2.00
Sq.Ft.:
1,032
Status:
Active
MLS#:
MDAA2158834
Type:
Townhouse
Subdivision:
HERITAGE HARBOUR
Lot size:
0.05 Acres
Year built:
1989
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-266-0600
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ADDITIONAL INFORMATION

Welcome to 1961 Marconi Circle, located in the highly sought-after Heritage Harbour 55+ community in Annapolis! This charming 2-bedroom, 2-full-bath townhouse offers comfortable, convenient, single-level living. Step inside to a bright and inviting living room featuring beautiful flooring, coastal-inspired colors, and an abundance of natural light. The adjoining dining area flows into the kitchen, complete with white cabinetry, granite countertops, a stylish tile backsplash, and a cozy breakfast nook. The spacious primary bedroom features a private full bathroom with a walk-in shower, while the second bedroom offers flexibility for guests or a home office. Step outside to enjoy your private rear patio and fenced backyard, perfect for morning coffee, relaxing, or entertaining. Additional features include an attached one-car garage and convenient laundry area. Heritage Harbour is known for its exceptional active adult lifestyle, offering a variety of recreational amenities, clubs, and social activities. Conveniently located near downtown Annapolis, shopping, dining, and major commuter routes, this home offers the perfect opportunity to enjoy low-maintenance living in a vibrant 55+ community. Don't miss your chance to make 1961 Marconi Circle your new home!

Beds:
2
Baths:
3.00
Sq.Ft.:
1,848
Status:
Active
MLS#:
MDAA2158578
Type:
Single Family
Subdivision:
EASTPORT
Lot size:
0.12 Acres
Year built:
1905
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

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:
1
Baths:
1.00
Sq.Ft.:
848
Status:
Active
MLS#:
MDAA2157462
Type:
Single Family
Subdivision:
REVELL DOWNS
Lot size:
0.15 Acres
Year built:
1981
Courtesy: Coldwell Banker Realty 410-224-2200
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ADDITIONAL INFORMATION

Great investment opportunity in desirable Revell Downs! 1630 Revell Downs Drive works for all types of buyers. Whether you’re an Investor looking for a property (with a proven 3-year rental history), and cash flow potential; or looking for a cozy home that offers low maintenance living, this is it! This 1-bedroom, 1-bath home features approximately 848 sq. ft. of living space, laundry room, spacious bedroom with walk in closet, new flooring, and a living room with a fireplace. The large upstairs attic offers potential for additional living space, subject to applicable approvals. Outside, the private, fully fenced backyard gives room for entertaining, gardening, or relaxing, and an attached storage closet adds convenience. The home sits in a quiet neighborhood just off Route 50, close to the Chesapeake Bay, recreation, shopping, and dining. Bay Head Park is within walking distance, and Sandy Point Beach, downtown Annapolis, and Cape St. Claire are just minutes away. Whether you're an investor seeking your next opportunity, or a buyer looking for a property with potential, 1630 Revell Downs Drive is worth a closer look! *Please note, some pics are labeled as virtual renderings; and are included to show the potential of this property.*

Beds:
5
Baths:
4.00
Sq.Ft.:
3,328
Status:
Active
MLS#:
MDAA2158448
Type:
Single Family-Detached
Subdivision:
ANCHORAGE
Lot size:
0.3 Acres
Year built:
1966
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

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:
2
Baths:
2.00
Sq.Ft.:
1,283
Status:
Active
MLS#:
MDAA2158752
Type:
Flat
Subdivision:
PARK PLACE
Year built:
2007
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

Welcome to a warm, inviting 2-bedroom, 2-bath condo in Downtown Annapolis, offering nearly 1300 square feet of thoughtfully designed living space. Beautiful hardwood floors and an updated kitchen create a comfortable, modern setting that feels just right whether you’re coming home from work, enjoying a weekend retreat, or simplifying your lifestyle. Another upgrade that adds those perfect finishing touches include custom blinds, crown molding and elevated mill work throughout. The gas fireplace is perfect for those amazing winter nights in Annapolis. Large windows frame a peaceful and private, grassland and wooded views, providing a quiet backdrop that contrasts beautifully with the energy of the city that is just beyond your door. The community pool, gym, game room, garage parking and concierge services adding ease and convenience to everyday life, allowing you to relax and focus on what matters most. From this ideal location, you can walk to restaurants, a spa, Navy Stadium, and be moments from everything Annapolis has to offer. Being in the back of the first floor, you get ease and quiet. Let's not forget about the 2 parking spots in the building's garage that right at the elevators' doors for even more convenience. This very well cared for unit is a must see.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,119
Status:
Active
MLS#:
MDAA2147964
Type:
Flat
Subdivision:
ANNAPOLIS OVERLOOK
Year built:
1995
Courtesy: Keller Williams Flagship 410-729-7700
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ADDITIONAL INFORMATION

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:
2
Baths:
3.00
Sq.Ft.:
1,556
Status:
Active
MLS#:
MDAA2158416
Type:
Apartment
Subdivision:
ACTONS LANDING CONDOS
Year built:
2007
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

Bright, sunny and beautifully maintained, this Acton’s Landing residence offers an easy downtown Annapolis lifestyle just moments from the waterfront, restaurants, shops and everything the city has to offer. Adding to the convenience are a BRAND-NEW HVAC system, 2 garage parking spaces and 3 storage units, a rare combination for downtown living. The property features a lovely courtyard view, along with peek-a-boo water views of Spa Creek from the living room and second bedroom. With 2 bedrooms, 2.5 baths, a separate office or den and a dedicated laundry room, the layout offers comfortable and light-filled spaces. Hardwood flooring runs throughout the main living areas, and the kitchen opens naturally to the living and dining spaces. The spacious primary suite features a private bath and generous storage. Residents of Acton’s Landing enjoy secure front desk entry, a fitness room, library, party room and meeting spaces, all just moments from Acton Cove Waterfront Park, Main Street, the U.S. Naval Academy and the Annapolis waterfront. A wonderful opportunity for a full-time residence or an easy weekend retreat in the heart of the city.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,436
Status:
Active
MLS#:
MDAA2158332
Type:
Townhouse
Subdivision:
ANNAPOLIS
Lot size:
0.02 Acres
Year built:
2016
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

Welcome to 202 Bertina A Nick Way, a spacious 4-bedroom townhouse in a convenient Annapolis location. The main level offers a comfortable open-concept layout with generous living and dining areas, durable flooring, and plenty of natural light. The kitchen features stainless steel appliances, ample cabinetry, and direct access to the deck, making it easy to enjoy both everyday living and outdoor entertaining. A generously sized primary bedroom with a private full bath is also located on the main level. Upstairs, three additional bedrooms and another full bathroom provide plenty of room for family, guests, or a home office. The finished lower level offers even more flexibility with a spacious recreation room and additional utility/storage space. Ideally situated near downtown Annapolis, the United States Naval Academy, Chesapeake Bay, shopping, dining, parks, and waterfront activities, this home offers both convenience and access to everything Annapolis has to offer. Major commuter routes to Baltimore and Washington, DC are also easily accessible. Whether you're looking for a primary residence, weekend retreat, or potential airbnb property, this home offers a versatile layout in a desirable location.

Beds:
3
Baths:
3.00
Sq.Ft.:
2,411
Status:
Active
MLS#:
MDAA2158096
Type:
Single Family-Detached
Subdivision:
HERITAGE HARBOUR
Lot size:
0.23 Acres
Year built:
1995
Courtesy: Next Step Realty 443-901-2200
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ADDITIONAL INFORMATION

This immaculate 3 bedroom, ranch-style residence built in 1995 boasts 1,795 sq. ft. of luxurious living space on the main level + a finished basement. Step inside to find an open floor plan adorned with crown moldings and gleaming wood floors creating an inviting atmosphere perfect for entertaining. The gourmet kitchen, complete with an island and table space, is a culinary enthusiast's dream. Host friends and family for Thanksgiving where you can serve large parties in your formal dining room. The main living area is huge, with high ceilings, built-in shelves and a cozy fireplace. Enjoy the private backyard from the enclosed brick patio room. The fully finished, walk out basement gives you even more space for relaxation or hobbies. Heritage Harbour is a 55+ community that is located close to shopping, AAMC, historic Annapolis and major commuter routes ad offers endless amenities, activities and groups to keep you busy having fun, making friends and staying active. Embrace the exclusive amenities that define this community, including an art studio, fitness center, and multiple pools-both indoor and outdoor. Engage in friendly competition on the pickleball courts or enjoy leisurely strolls along the scenic jog/walk paths. With private access to the South River, indulge in water activities like canoeing or kayaking just a mile away. The meticulously maintained grounds and community features, including a clubhouse and library, foster a sense of belonging and camaraderie. Experience the perfect blend of luxury and leisure in this exceptional property, where every day feels like a retreat.

Beds:
3
Baths:
4.00
Sq.Ft.:
2,000
Status:
Active
MLS#:
MDAA2158702
Type:
Townhouse
Subdivision:
VILLAGE GREENS
Lot size:
0.03 Acres
Year built:
2016
Courtesy: O'Brien Realty ERA Powered 301-863-2400
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ADDITIONAL INFORMATION

Nestled in the prestigious gated community of Village Greens, this exquisite Colonial townhouse offers a harmonious blend of luxury and comfort. Built in 2016, this meticulously maintained residence spans 2,000 square feet, showcasing high-end finishes including a newly updated kitchen and thoughtful design throughout. Step inside to discover a warm and inviting atmosphere, where rich hardwood floors flow seamlessly through the main living areas. The spacious living room, anchored by a cozy fireplace for your indoor and outdoor enjoyment, invites relaxation and gatherings with loved ones. With three generously sized bedrooms, including a serene master suite with an ensuite bath, this home provides ample space for rest and rejuvenation. The two full and two half baths are beautifully appointed, offering both style and functionality. Enjoy the convenience of an attached finished rear-entry garage and driveway parking, ensuring easy access and ample space for guests. The low-maintenance outdoor area allows for leisurely afternoons spent soaking up the sun or enjoying a quiet evening under the stars. Experience the exclusive lifestyle that Village Greens has to offer, with its serene surroundings and proximity to local amenities. This stunning townhouse is not just a home; it's a sanctuary where luxury meets everyday living. Embrace the opportunity to make this exceptional property your own.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,120
Status:
Active
MLS#:
MDAA2158722
Type:
Townhouse
Subdivision:
WHISPERING WOODS
Lot size:
0.09 Acres
Year built:
1985
Courtesy: CENTURY 21 New Millennium 410-266-9005
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ADDITIONAL INFORMATION

Rarely available end-unit townhome in sought-after Whispering Woods! Brand New 50 yr architectural roof! This move-in ready 3 bedroom, 1.5 bath home offers privacy and charm surrounded by mature trees. Enjoy spacious living areas, and a fenced rear yard perfect for relaxing or entertaining. Private shed provides additional storage. Conveniently located near shopping, restaurants, parks, and major commuter routes with easy access to Downtown Annapolis, Route 50, and I-97.

Beds:
2
Baths:
1.00
Sq.Ft.:
594
Status:
Active
MLS#:
MDAA2158706
Type:
Single Family-Detached
Subdivision:
ANNAPOLIS
Lot size:
0.08 Acres
Year built:
1950
Courtesy: RE/MAX One 443-295-6123
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ADDITIONAL INFORMATION

Beds:
2
Baths:
2.00
Sq.Ft.:
1,188
Status:
Active
MLS#:
MDAA2158668
Type:
Apartment
Subdivision:
PARK PLACE
Year built:
2007
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

Experience the epitome of luxury living in this exquisite Park Place condo. This elegant condo features two spacious bedrooms and two full bathrooms, designed for both comfort and style. Overlooks the fountain and courtyard. The heart of the condo boasts upgraded kitchen with all new high-end appliances, ensuring culinary excellence and convenience at your fingertips. Bathrooms have new countertops, sinks and fixtures, walk-in closet in Primary bedroom with organization systems. Newer HVAC system, built-in cabinet in dining area. Beautiful hardwood floors throughout. Newer upgraded Washer and Dryer. Indulge in the warmth of the electric fireplace, perfect for cozy evenings, while the community amenities elevate your lifestyle with a sparkling outdoor pool, fitness center, Party Room, outdoor grills and patio out back, and a dog park. Enjoy peace of mind with 24-hour security and deeded parking in the underground garage. With meticulous Beaux Arts architecture and a vibrant community atmosphere, this is not just a place to live, but a sanctuary that invites you to unwind and thrive. Downtown living with the convenience of 24 hour security and parking. Walk to restaurants and shopping. Enjoy all the activities of downtown living. Embrace the exclusive lifestyle that awaits you in this remarkable property.

Beds:
4
Baths:
5.00
Sq.Ft.:
4,813
Status:
Active
MLS#:
MDAA2158524
Type:
Single Family-Detached
Subdivision:
PARKSIDE PRESERVE
Lot size:
0.13 Acres
Year built:
2024
Courtesy: TTR Sotheby's International Realty 410-280-5600
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ADDITIONAL INFORMATION

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:
3.00
Sq.Ft.:
2,514
Status:
Active
MLS#:
MDAA2157998
Type:
Single Family-Detached
Subdivision:
HILLSMERE ESTATES
Lot size:
0.27 Acres
Year built:
1963
Courtesy: Keller Williams Flagship 410-729-7700
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ADDITIONAL INFORMATION

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:
4.00
Sq.Ft.:
2,568
Status:
Active
MLS#:
MDAA2157478
Type:
Single Family-Detached
Subdivision:
OYSTER HARBOR
Lot size:
0.28 Acres
Year built:
2012
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

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

Beds:
5
Baths:
7.00
Sq.Ft.:
8,296
Status:
Active
MLS#:
MDAA2150342
Type:
Single Family-Detached
Subdivision:
WARDOUR
Lot size:
0.55 Acres
Year built:
2006
Courtesy: TTR Sotheby's International Realty 410-280-5600
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ADDITIONAL INFORMATION

Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where every day feels like a retreat yet conveniences are just minutes away. The main level welcomes with a gracious foyer flanked by formal living and dining rooms, highlighted by custom millwork, crown molding, wainscoting, and hardwood floors. The formal living room features a classic gas fireplace, while the private office with built-ins and the inviting family room with a coffered ceiling provide versatile spaces for work and relaxation. The gourmet kitchen impresses with high-end appliances, a large center island, casual dining area overlooking the backyard, and wet bar adjoining the dining room. A well-designed mudroom off the two-car garage and side entry enhances everyday function. Upstairs, three spacious ensuite bedrooms complement the luxurious primary suite, which offers a serene sitting room with gas fireplace, private balcony, and spa-like bath. The top floor is a flexible open space with full bath, perfect as an office, playroom, studio, or lounge. The lower level is an entertainer’s retreat with a full bar, open gathering space anchored by a wood-burning fireplace, and a room prepped to become a wine cellar. A full bath and additional bedroom complete this versatile level. Conveniently located to access Downtown Annapolis, head over the Bay Bridge to the Eastern shore or jump on Rt. 50 to get back to Washington, DC and just a few short blocks to West Annapolis' charming commercial district's restaurants & shops. Welcome Home!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,195
Status:
Active
MLS#:
MDAA2158418
Type:
Flat
Subdivision:
CHESAPEAKE HARBOUR
Year built:
1989
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

Beautiful Views of Chesapeake Bay and Chesapeake Harbour Marina immediately capture your attention in this stunning 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:
3
Baths:
3.00
Sq.Ft.:
1,978
Status:
Active
MLS#:
MDAA2157512
Type:
Single Family-Detached
Subdivision:
HISTORIC DISTRICT
Lot size:
0.1 Acres
Year built:
1900
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 443-372-7171
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ADDITIONAL INFORMATION

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

Beds:
4
Baths:
4.00
Sq.Ft.:
2,449
Status:
Active
MLS#:
MDAA2158138
Type:
Townhouse
Subdivision:
AUGUST WOODS
Lot size:
0.04 Acres
Year built:
2004
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

NEW PRICE!! 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.:
2,059
Status:
Active
MLS#:
MDAA2157576
Type:
Single Family-Detached
Subdivision:
CAPE ST CLAIRE
Lot size:
0.15 Acres
Year built:
1955
Courtesy: Cummings & Co. Realtors 410-823-0033
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ADDITIONAL INFORMATION

NEW ROOF- 50 year shingle! Welcome to this spacious Colonial in the sought after water privileged community of Cape St. Claire. Step inside to a bright and inviting main level filled with natural light. The spacious living room opens to the updated kitchen featuring a new island with seating for three, new quartz countertops, freshly painted cabinetry, and a cozy breakfast nook overlooking the rear yard. A dining room addition provides plenty of space for gathering and entertaining with direct access to the rear deck and yard. A full bath on this level adds extra convenience. Upstairs, you will find three bedrooms and two full baths. The primary suite features vaulted ceilings, a walk in closet, and a private ensuite bath complete with a soaking tub and separate stall shower. Outside, the property has been freshly landscaped with a new parking pad and fresh grass seed throughout. The rear yard offers plenty of space to enjoy the outdoors, along with a large shed for additional storage. Cape St. Claire offers a sought after waterfront lifestyle just minutes from Annapolis. This established community along the Chesapeake Bay features community several beaches, parks, playgrounds, three marinas, boat ramps, and opportunities for boating, kayaking, fishing, and enjoying life on the water. Known for its strong sense of community, Cape St. Claire hosts neighborhood events throughout the year and offers convenient access to local shopping, dining, schools, and major commuter routes. It is a wonderful setting for buyers looking to enjoy the relaxed Chesapeake Bay lifestyle while remaining close to Annapolis and everything Anne Arundel County has to offer.

Beds:
6
Baths:
6.00
Sq.Ft.:
3,212
Status:
Active
MLS#:
MDAA2158392
Type:
Single Family-Detached
Subdivision:
NONE
Lot size:
0.23 Acres
Year built:
2026
Courtesy: EXP Realty, LLC 888-860-7369
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ADDITIONAL INFORMATION

$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.

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Andrea Conner, Maryland License 667140, Xome Inc., License 667140, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, D.C. License BR200200783, Xome Inc., License CO98372739, [email protected], 844-400- 9663, 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, PA License # RM425337, Xome Inc., PA License #RB067821, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067
Andrea Conner, NJ License # 1758875, Xome Inc. NJ License # 2326449, [email protected], 844-400-XOME (9663), 750 State Highway 121 Bypass, Suite 100, Lewisville, TX 75067

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Annapolis Real Estate

Annapolis is located in Maryland. Annapolis, Maryland has a population of 40,581. Annapolis is less family-centric than the surrounding county with 27.76% of the households containing married families with children. The county average for households married with children is 33.77%.

The median household income in Annapolis, Maryland is $92,026. The median household income for the surrounding county is $108,048 compared to the national median of $69,021. The median age of people living in Annapolis is 37.5 years.

Annapolis Weather

The average high temperature in July is 87.1 degrees, with an average low temperature in January of 28.4 degrees. The average rainfall is approximately 45.3 inches per year, with 12 inches of snow per year.

Annapolis Map

Annapolis Real Estate Market Conditions

  • Median sales price

    $636,250
    10.9%
    change since last quarter
  • # Active listings

    381
    30-day change

Annapolis Schools and Demographics

Education near Annapolis, MD

City County
High School Graduates 89.27 93.4
College Degree - 2 year 5.44 7.6
College Degree - 4 year 50.15 42.9
Graduate Degree 15.71 14.03
Expenditures per Student 17,686 17,686
Students per Teacher 13.8 13.8

Elementary Schools near Annapolis, MD

Grades Students P/T Ratio ZIP
Annapolis Elementary School PK - 05 278 13.1 21401
Arnold Elementary School KG - 05 408 15.8 21012
Belvedere Elementary School PK - 05 481 14.7 21012
Broadneck Elementary School KG - 05 772 18.2 21012
Cape St. Claire Elementary KG - 05 646 15.9 21409
Central Elementary School KG - 05 656 14.4 21037
Eastport Elementary School PK - 05 273 12.2 21403
Edgewater Elementary School KG - 05 525 16.4 21037
Georgetown East Elementary School PK - 05 372 10.3 21403
Germantown Elementary School PK - 05 749 14.5 21401
Hillsmere Elementary School PK - 05 556 18 21403
Mayo Elementary School KG - 05 317 15.2 21037
Mountain View Elementary School PK - 05 573 18.9 21032
Rolling Knolls Elementary School PK - 05 437 15 21401
South Shore Elementary School KG - 05 316 13.1 21032
Tyler Heights Elementary School PK - 05 602 12.7 21403
Walter S. Mills - Parole Elementary PK - 05 618 12.6 21401
West Annapolis Elementary At Annapolis Middle KG - 05 181 10.3 21403
Windsor Farm Elementary School KG - 05 608 17 21409

Middle Schools near Annapolis, MD

Grades Students P/T Ratio ZIP
Annapolis Middle School 06 - 08 706 11.1 21403
Central Middle School 06 - 08 1,056 16.4 21037
Magothy River Middle School 06 - 08 731 14.3 21012
Severn River Middle School 06 - 08 778 16.2 21012
Wiley H. Bates Middle 06 - 08 850 11.2 21401

High Schools near Annapolis, MD

Grades Students P/T Ratio ZIP
Annapolis High School 09 - 12 1,813 14.5 21401
Broadneck High School 09 - 12 2,104 18.4 21409
South River High School 09 - 12 2,210 17 21037

Ungraded Schools near Annapolis, MD

Grades Students P/T Ratio ZIP
Center of Applied Technology-South UG - UG 0 0 21037
Central Special School PK - 12 130 6.1 21037
Mary E. Moss Academy 09 - 10 57 4.1 21032
Phoenix Academy 01 - 12 357 11.2 21401

Demographics near Annapolis, MD

City County
Neighborhood Type
Population 40,581 584,064
Population Density 5,630 1,408
Median Age 37.5 38.5
People per Household 2.4 2.6
Median Household Income 92,026 108,048
Average Income per Capita 52,106 51,113

Real estate near Annapolis