Annapolis MD Real Estate & Homes for Sale

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Beds:
5
Baths:
8.00
Sq.Ft.:
6,519
Status:
NEW LISTING
MLS#:
MDAA2139880
Type:
Single Family-Detached
Subdivision:
Annapolis Roads
Lot size:
0.5 Acres
Year built:
2025
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Set on a remarkable peninsula of land along Lake Ogleton, with water embracing the property on three sides and direct access to the Chesapeake Bay, this newly constructed waterfront residence is a masterclass in modern design and craftsmanship. From the moment you enter, the home reveals itself through soaring ceilings, dramatic walls of glass, exceptional design and uninterrupted water views that create a seamless connection between architecture and setting. Every space has been thoughtfully curated to balance bold contemporary style with effortless livability. The expansive open floor plan is anchored by a striking gourmet kitchen with 2 oversized stone islands, custom cabinetry, and top-tier appliances, flowing seamlessly into the family room and waterside entertaining areas, perfectly designed for both intimate moments and large-scale gatherings. A showstopping, glass-enclosed, temperature-controlled wine wall is thoughtfully positioned between the living and dining rooms, creating a dramatic focal point. Framed by views of the stunning saltwater pool and sparkling waterfront beyond, it serves as both a refined display and an elegant backdrop for entertaining. The main-level primary suite is a true retreat, positioned to capture the surrounding water from multiple exposures and offering the rare luxury of dual spa-inspired baths and two custom walk-in closets. Upstairs, three beautifully designed ensuite bedrooms provide exceptional accommodations, complemented by an additional flexible living space with private balcony overlooking the water. All accentuating the home’s emphasis on light, volume, and views. Outdoor living unfolds as a private resort. A waterside pool with heating and chilling capabilities, outdoor kitchen, and expansive stone pool deck create the ideal setting for sun-filled days and evenings by the water, while the thoughtfully designed cabana/lounge, with a guest suite above, offers a sophisticated extension of the home for visitors. The property’s unique point of land setting enhances both privacy and perspective, with panoramic vistas in every direction leading down to the private deep-water pier and effortless access to the open Bay. Just minutes from downtown Annapolis and convenient to major commuting routes, this is a rare opportunity to experience a level of waterfront living where architectural precision, elevated finishes, and an extraordinary setting converge into something truly exceptional. Welcome Home!

Beds:
2
Baths:
2.00
Sq.Ft.:
1,492
Status:
NEW LISTING
MLS#:
MDAA2144740
Type:
Single Family-Detached
Lot size:
0.12 Acres
Year built:
1950
Courtesy: Laura Litten Real Estate 301-399-6638
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ADDITIONAL INFORMATION

Rare opportunity in sought-after West Annapolis! Whether you envision a stunning renovation or a brand-new custom home, this property offers exceptional potential in one of the most desirable Annapolis neighborhoods. Ideally located just moments from the shops, dining, and local charm of Annapolis Street, with easy access to Navy-Marine Corps Memorial Stadium, Historic Downtown Annapolis, and Annapolis Towne Centre. Enjoy walkability, convenience, and the unmatched lifestyle that makes West Annapolis so popular. Bring your vision and make this exceptional property your own.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,328
Status:
NEW LISTING
MLS#:
MDAA2144598
Type:
Condo
Subdivision:
Admiral Reach At Harbour Gates
Year built:
1992
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-266-0600
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ADDITIONAL INFORMATION

Coveted penthouse-level condo with a loft in the sought-after Admirals Reach!! Ideally located within the community as well, backing up to the woods for wonderful privacy and serenity. Located in the heart of everything, enjoy convenience at its finest!! New carpet throughout, fresh paint throughout, this one is truly turnkey - move right in and enjoy! The kitchen features granite countertops, stainless steel appliances, and designer tile backsplash. The primary suite provides a peaceful getaway along with double closets and an expansive primary bathroom with double vanities, soaking tub, and separate stand-up shower. The family room benefits from the penthouse location with vaulted ceilings anchored by a brick wood-burning fireplace. The loft provides an amazing space with possibilities only limited by your imagination. Spectacular community amenities, including an outdoor pool that is only STEPS away!! Live like you are on vacation everyday!!

Beds:
5
Baths:
3.00
Sq.Ft.:
2,775
Status:
NEW LISTING
MLS#:
MDAA2143312
Type:
Single Family-Detached
Subdivision:
None Available
Lot size:
3.51 Acres
Year built:
1890
Courtesy: TTR Sotheby's International Realty 202-234-3344
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ADDITIONAL INFORMATION

A Rare Waterfront Legacy Property on the Chesapeake Bay: Along a quiet stretch of Annapolis shore, where the Chesapeake meets 232 acres of protected parkland, a singular offering emerges. Few properties in the region can claim its provenance, privacy, and position on the water. Set upon 3.5 acres overlooking Moss Pond, the farm commands 287 feet of private shoreline with sweeping, unobstructed vistas of the Bay beyond. Once part of a celebrated working thoroughbred operation, it carries forward a legacy deeply woven into Maryland's agricultural and maritime heritage. At the heart of the property stands a historic farmhouse of quiet distinction. Five well-appointed bedrooms each capture views of the water, and a series of gracious sitting rooms preserve the residence's original character. Heart pine floors, bespoke built-ins, and twin staircases speak to an era of craftsmanship rarely preserved so thoughtfully. A screened-and-glassed porch extends the season year-round, while a waterside patio invites summer dinners and sunset gatherings with the Bay as backdrop. Beyond the main house, a four-car carriage barn, a second barn with equestrian stalls, and a detached retreat suited to a study, studio, or guest quarters lend the property remarkable versatility. At the water's edge, a private pier offers immediate access to the boating and fishing traditions for which the Chesapeake is justly renowned. Bordered by parkland yet a short drive from Annapolis, the farm offers the increasingly uncommon pleasure of true seclusion without sacrifice, moments from the cultural and culinary life of Maryland's historic capital.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,229
Status:
NEW LISTING
MLS#:
MDAA2144856
Type:
Condo
Subdivision:
Annapolis Overlook
Year built:
1996
Courtesy: Engel & Volkers Annapolis 443-292-6767
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ADDITIONAL INFORMATION

Welcome to this fully renovated penthouse condo in the highly desirable Annapolis Overlook community. This spacious 2-bedroom, 2-bath residence features soaring 10-foot ceilings in the main living area, creating an airy, open feel filled with natural light, along with a cozy wood-burning fireplace perfect for cooler evenings. The thoughtfully designed open-concept layout flows seamlessly from the living and dining spaces to the covered balcony — protected on three sides for year-round enjoyment — while the incredible cross breeze throughout the home makes temperate months especially enjoyable indoors. Inside, nearly every surface has been updated with brand-new finishes, including luxury vinyl plank flooring, new carpet, new soft-close cabinetry, quartz countertops, stainless steel appliances, fresh paint, and fully renovated bathrooms. The spacious primary suite offers a walk-in closet and private en suite bath for added comfort and convenience. Residents of Greystone Court enjoy secured building entry, beautifully maintained common grounds and green space, a fantastic outdoor pool, fitness center, and abundant guest parking. The unit also includes two parking spaces — one assigned and one permit parking space. Ideally located with easy access to Downtown Annapolis, Washington D.C., and all major commuter routes, this home also places you moments from shopping, dining, and everyday conveniences. Modern, move-in ready, and perfectly located — this is condo living at its best.

Beds:
3
Baths:
3.00
Sq.Ft.:
3,516
Status:
NEW LISTING
MLS#:
MDAA2144642
Type:
Single Family-Detached
Subdivision:
St Margarets Farm
Lot size:
1.72 Acres
Year built:
1977
Courtesy: Long & Foster Real Estate, Inc. 410-260-2800
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ADDITIONAL INFORMATION

It's all about the land at this St. Margaret's Farm location with approximately 150 ft of Mill Creek waterfrontage. Home being sold in AS IS condition.

Beds:
5
Baths:
4.00
Sq.Ft.:
1,936
Status:
NEW LISTING
MLS#:
MDAA2144784
Type:
Single Family-Detached
Subdivision:
Southaven
Lot size:
2.48 Acres
Year built:
1986
Courtesy: Real Broker, LLC 855-450-0442
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ADDITIONAL INFORMATION

Authentic Log Cabin Living in One of Annapolis' Most Desirable Waterfront Communities - A Genuinely Rare Find. Real log construction you simply cannot find in the Annapolis market. Set on almost 2.5 private acres in a premier South River community with beach access. This isn't log-look or log-style. This is the real thing. Authentic log cabin construction of this quality doesn't exist in many other places in Annapolis waterfront market, if at all. If you've been searching for genuine log home living with waterfront community access and Annapolis convenience, your search just ended. This opportunity doesn't come around often. The setting delivers rare privacy. Your nearly 2.5 acres provide true seclusion surrounded by mature trees and natural landscaping. Peaceful treetop views year-round. Seasonal water views during winter months. You're tucked away in nature while being minutes from everything Annapolis offers. This combination of privacy and accessibility simply doesn't exist at this price point in waterfront communities. The living spaces work for real life. The two-story living room with striking wood-burning fireplace creates the cabin experience you're envisioning. Updated kitchen with granite countertops, breakfast bar, and ample cabinet space makes daily living effortless. Three spacious main-level bedrooms all feature hardwood floors. The primary suite offers walk-in closet, spa-style bath with soaking tub and separate shower, plus private deck access for morning coffee in the trees. Flexible space adapts to how you live. Bright upstairs loft with oversized skylights and full bath becomes home office, family room, or creative retreat. The finished basement adds serious usable square footage - large recreation room, fourth bedroom, laundry area, and abundant storage. This isn't a cramped cabin - it's generous living space with authentic character. Outdoor living enhances the experience. Rear deck overlooks wooded privacy perfect for entertaining or quiet evenings. Front paver walkway welcomes guests. Ample driveway parking handles visitors easily. And here's the bonus - community beach access on the South River is a short walk from your door. You get log cabin seclusion with waterfront community amenities. Location provides the best of both worlds. Near major commuter routes for easy access to DC, Baltimore, or Annapolis employment centers. Downtown Annapolis dining, shopping, and waterfront attractions are minutes away. You live in the trees but you're never far from modern conveniences. Seriously Motivated seller timeline has created immediate opportunity that will not last much longer. This property is for serious buyers only. Those seeking authentic craftsmanship you cannot replicate. Those wanting waterfront community access with true privacy. Those understanding that genuine log cabin living in this location is essentially unavailable at any price - until now. If you've been waiting for something genuinely rare in the right location at the right time - this is it.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,341
Status:
NEW LISTING
MLS#:
MDAA2144778
Type:
Condo
Subdivision:
Admiral Reach At Harbour Gates
Year built:
1996
Courtesy: Keller Williams Flagship 410-729-7700
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ADDITIONAL INFORMATION

LOCATION, LOCATION, LOCATION!! Your Beautiful Home awaits in The Heart of Annapolis!! Brand New Carpet, New HVAC (2021) Inside and Outside Unit, Corian Counter's and even an Awesome Wooded View from your Private Balcony! Community Pool, Pickel Ball, Community Center, Exercise Room and so much more!!! Be in your new home in just 2 weeks, With preferred vendors!!

Beds:
3
Baths:
Sq.Ft.:
4,223
Status:
NEW LISTING
MLS#:
MDAA2130926
Type:
Single Family-Detached
Subdivision:
River Watch
Lot size:
1.69 Acres
Year built:
2000
Courtesy: Washington Fine Properties, LLC 202-944-5000
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ADDITIONAL INFORMATION

Set on a private peninsula with more than 450 feet of water frontage on Luce Creek, just off the Severn River, 1800 River Watch Lane offers a rare combination of modern sophistication and effortless single-level living. Meticulously renovated by the current owners, this contemporary rambler embraces water views from nearly every room. Guests arrive via a long, private drive and circular pea-stone court, surrounded by mature trees and mature landscaping. Inside, an open, sun-filled floor plan unfolds toward the water, creating a seamless connection between indoor living and the natural beauty of the setting. The grand living room is the heart of the home, anchored by a dramatic wood-paneled cathedral ceiling and a floor-to-ceiling stone fireplace. A full wall of windows opens to an expansive ipe deck with hot tub that spans the width of the house—perfect for large-scale entertaining or quiet morning coffee overlooking the water. The dining room features custom acoustical paneling, while the adjoining family area with cathedral ceiling includes a gas fireplace and casual breakfast are—all capturing panoramic water views. The chef’s kitchen is both refined and functional, featuring marbled Silestone counters, Miele appliances (including double wall ovens, warming drawer, refrigerator/freezer, microwave, dishwasher, and induction cooktop), and a large walk-in pantry. A dedicated office with built-ins and an adjoining den/bedroom create valuable flexibility for working or hosting. An architecturally striking skylit octagon, leads to the remaining bedrooms. The serene primary suite, framed by water views, offers a gas fireplace, tray ceiling, and an oversized walk-in closet. The spa-inspired bath includes a large double vanity, soaking tub positioned to capture the view, a generous walk-in shower, and a private sauna. Two additional bedrooms complete this wing—one with an ensuite bath—along with a third full bath, a separate laundry room, and powder room. Throughout the home, luxurious hardwood floors and large-format provide a clean, consistent aesthetic. A well-appointed mudroom and large two-car garage complete the residence.  Designed with sustainability and comfort in mind, the home features a state-of-the-art geothermal heating and cooling system, a new roof, and an upgraded water heater & treatment —providing exceptional energy efficiency. Outdoors, the property transitions from elevated privacy access via a funicular that transports you to the to deep water pier with two boat lifts and approximately 8’ MLW. Situated high above Luce Creek—just off the Severn River—the home enjoys both long, sweeping views and the practical advantages of protected deep water. Whether boating to downtown Annapolis, heading out for an afternoon sail, or commuting toward Baltimore, BWI, the Eastern Shore, or Washington, DC, this location delivers exceptional convenience without sacrificing the tranquility of a private waterfront retreat.

Beds:
3
Baths:
5.00
Sq.Ft.:
2,174
Status:
NEW LISTING
MLS#:
MDAA2144158
Type:
Townhouse
Subdivision:
Admirals Square
Lot size:
0.02 Acres
Year built:
2018
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

Welcome to 206 Wesley Brown Ln! Rooftop views and effortless flow welcome you to elevated living in Admirals Square. This four level townhome is just minutes from downtown Annapolis with easy access to Route 50 and I-97, offering both convenience and lifestyle. This home features 3 spacious bedrooms, 3 full baths, and 2 powder rooms across a flexible, well-designed layout. Wide plank oak floors run throughout the main living spaces, adding warmth and continuity to the home’s clean, modern design. The heart of the home is a beautiful kitchen with quartz countertops and stainless steel appliances. The kitchen, dining, and living areas flow seamlessly together, creating a cohesive space that is ideal for both everyday living and entertaining. Upstairs, the loft level opens to a beautiful and private rooftop terrace. This indoor-outdoor space is perfect for hosting friends and truly extends your living space in a way that feels both functional and special. Additional highlights include a one car garage, private driveway, and ample street parking for guests, a rare and valuable combination in this area. Turnkey, stylish, and designed for how people actually live, this home offers the best of low maintenance luxury in one of Annapolis’ most desirable communities.

Beds:
2
Baths:
2.00
Sq.Ft.:
1,586
Status:
NEW LISTING
MLS#:
MDAA2140894
Type:
Condo
Subdivision:
Harbour Gates
Year built:
1996
Courtesy: Berkshire Hathaway HomeServices PenFed Realty 410-266-0600
View additional info

ADDITIONAL INFORMATION

Welcome to 617 Admiral Drive Unit 403 — a beautifully maintained and move-in ready condo located in the sought-after Admirals Reach community in Annapolis! This spacious top-floor residence offers 1,586 sq. ft. of bright, open living space, featuring 2 bedrooms, 2 full baths, and a versatile loft perfect for a home office, den, or guest area. The kitchen features granite countertops, stainless steel appliances, and plenty of cabinetry. The open-concept living and dining area includes recessed lighting and large windows overlooking a tranquil wooded backdrop—providing privacy and a peaceful view year-round. The primary suite includes an updated ensuite bath and generous closet space. Step outside to your private balcony, ideal for relaxing and enjoying the natural surroundings. Additional highlights include a well-maintained HVAC system, a washer and dryer. Residents of Admirals Reach enjoy a low-maintenance lifestyle with amenities such as a fitness center, clubhouse, guest parking, and beautifully maintained common grounds. The monthly condo fee covers water, sewer, lawn care, snow and trash removal, and exterior maintenance. Centrally located near Annapolis Town Center, the U.S. Naval Academy, and major commuter routes (50 & 97), this home offers the perfect combination of comfort, convenience, and serene surroundings in one of Annapolis’s most desirable communities.

Beds:
4
Baths:
5.00
Sq.Ft.:
3,036
Status:
NEW LISTING
MLS#:
MDAA2143742
Type:
Townhouse
Subdivision:
Historic District
Year built:
1970
Courtesy: Engel & Volkers Annapolis 443-292-6767
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ADDITIONAL INFORMATION

Welcome home. Join us for two open houses- Crabcakes and Crushes from 5-7 pm on 5/6 and Bubbles and Bouquets from 9 am to noon on 5/9. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design, and lifestyle. Located within an intimate six residence enclave, this fully reimagined contemporary brick townhome captures sweeping views of Spa Creek from every level, delivering a front row experience to Annapolis’ most iconic moments, from the Blue Angels to the holiday lighted boat parade. Completely rebuilt with a refined nautical influence, the home spans four light filled levels, where thoughtful design and craftsmanship are evident throughout. Refinished hardwood floors run seamlessly from room to room, while custom steel stair elements made from sailboats, create a striking architectural focal point. An elevator services the main and upper levels, offering both convenience and ease of living. The main living level is both elegant and inviting, featuring a spacious living room with a wood burning fireplace with custom surrounding built ins that looks out to the water. The gourmet kitchen is designed for both everyday living and entertaining, offering high end appliances, a beverage refrigerator, and a dramatic waterfall countertop. Sightlines were intentionally designed to draw your eye straight through to the water the moment you enter. The upper level primary suite is a true retreat, offering panoramic water views and a spa inspired bath. An additional ensuite bedroom completes this level, along with a conveniently located second laundry area for effortless everyday living. The top floor provides two more generously sized bedrooms and a beautifully appointed full bath, ideal for guests. On the lower level, a fully equipped second kitchen, recreation space with gas fireplace, full bath, laundry, and storage create the perfect setting for extended stays or entertaining, with direct walk out access to the waterfront. Beyond the interiors, the lifestyle is equally compelling. A flagstone courtyard welcomes you home, while rare off street parking adds convenience for owners of this six townhome community. A deeded boat slip sits just steps from your door, offering immediate access to the water. Residents enjoy exclusive access to a heated gunite pool, beautifully maintained grounds, a floating dock, and kayak storage, all within this private community. From here, it is a short stroll to the shops and restaurants of downtown Annapolis, or take a scenic water taxi ride and be picked up just steps away from your front door. This is a rare opportunity to experience turnkey waterfront living with effortless access to everything that makes Annapolis extraordinary.

Beds:
5
Baths:
3.00
Sq.Ft.:
2,888
Status:
NEW LISTING
MLS#:
MDAA2143146
Type:
Single Family-Detached
Subdivision:
Annapolis
Lot size:
0.06 Acres
Year built:
1800
Courtesy: TTR Sotheby's International Realty 410-280-5600
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ADDITIONAL INFORMATION

Perfectly positioned in the heart of downtown Annapolis, this distinguished historic residence offers a rare opportunity to own a piece of the city’s architectural legacy while enjoying the convenience of two coveted off-street parking spaces. Overlooking the beautifully preserved grounds of St. John’s College, the home captures timeless views that enhance its already exceptional setting. Steeped in history, the property reflects an evolution of craftsmanship spanning centuries, with the original portion dating to the mid 1800s, an expansion in the late 1800s, and a thoughtfully integrated addition in 1921. Sold fully furnished, the interiors are curated with elegant period pieces that complement the home’s character and provide a seamless, move-in-ready experience. Enjoy peace of mind with the updated electrical and plumbing in 1990 , new hot water heater in January of 2024, new shake shingle roof in April 2026 and 2 new heat pumps in March 2025 Inside, classic architectural details unfold across the main level, where two gracious parlors—each anchored by a fireplace—offer inviting spaces for both intimate gatherings and relaxed everyday living. A welcoming entry hall with an open staircase sets the tone, leading to a charming dining room with its own fireplace and a convenient pass-through to the kitchen, blending historic ambiance with functional flow. The upper levels provide flexibility and space, with four bedrooms and two full baths on the second floor, while an additional bedroom occupies the top level—ideal for guests, a private retreat, or creative workspace. Below, the basement offers practical utility space and storage. Just moments from the shops, restaurants, and waterfront attractions of downtown, as well as the United States Naval Academy, this residence invites you to fully immerse yourself in the vibrant Annapolis lifestyle. From morning walks along tree-lined streets to evenings enjoying the energy of the harbor, this is a home where history, location, and livability converge in a truly special way. Welcome Home!

Beds:
3
Baths:
4.00
Sq.Ft.:
1,751
Status:
NEW LISTING
MLS#:
MDAA2144314
Type:
Townhouse
Subdivision:
Forest Glen
Lot size:
0.03 Acres
Year built:
1988
Courtesy: Compass 410-429-7425
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ADDITIONAL INFORMATION

Charming and move-in ready, this adorable 3-bedroom, 3 full and 1 half bath townhome offers the perfect blend of comfort and convenience in the heart of Annapolis. The main level features a welcoming living room, dining area, and a beautifully connected kitchen with a cozy eat-in space. Upstairs, you’ll find two spacious bedrooms, each with its own private en suite bath, creating the perfect retreat. The fully finished lower level offers incredible flexibility, complete with a third bedroom, full bath, and living area—perfect for an in-law suite, guests, or additional living space. Enjoy the warmer months on the brand-new deck, ideal for relaxing or hosting. All of this just moments from downtown Annapolis, with easy access to shopping, dining, waterfront activities, and major commuter routes

Beds:
3
Baths:
4.00
Sq.Ft.:
3,287
Status:
NEW LISTING
MLS#:
MDAA2143624
Type:
Single Family-Detached
Subdivision:
Wild Rose Shores
Lot size:
0.96 Acres
Year built:
2015
Courtesy: TTR Sotheby's International Realty 410-280-5600
View additional info

ADDITIONAL INFORMATION

Standing proudly along the South River, just minutes from downtown Annapolis and the open waters of the Chesapeake Bay, this custom-built 2015 shingle-style residence captures the essence of refined waterfront living with a seamless balance of elegance, comfort, and connection to the outdoors. Thoughtfully designed and bathed in natural light, the home is positioned to take full advantage of its spectacular, ever-changing views. The main level is anchored by a beautifully appointed primary suite, offering a private retreat with a custom-designed closet and a spa-inspired bath. A soaking tub perfectly positioned to overlook the pool and waterfront creates a serene daily ritual, complemented by a walk-in shower and refined finishes throughout. The living spaces flow effortlessly from the kitchen to the dining area and living room, creating an inviting setting for both intimate gatherings and larger-scale entertaining, all enhanced by walls of windows that frame the surrounding landscape and water views from every room Upstairs, two ensuite bedrooms each enjoy sweeping views of the South River, along with private balconies that invite quiet mornings and sunset reflections. The home’s thoughtful layout ensures both privacy and connection, with each space designed to highlight the remarkable setting. Outdoors, the experience is equally compelling. The inviting waterside pool and multiple stone patios serve as the centerpiece for summer living, surrounded by impeccable, professionally curated landscaping that enhances both beauty and privacy. At the water’s edge, a charming auxiliary structure offers endless flexibility, ideal as a studio, creative retreat, or convenient storage for waterfront essentials. With 219 feet of shoreline and just under an acre of beautifully sited land, this exceptional waterfront setting is designed for those who truly embrace life on the water. A private deep-water, multi-slip pier equipped with two boat lifts makes it effortless to head out at a moment’s notice, whether for an early morning cruise, an afternoon of fishing and watersports, or a sunset run along the South River into the open expanse of the Chesapeake Bay. From leisurely days spent boating and exploring nearby coves to hosting friends dockside or simply enjoying the ever-changing views, this property offers a seamless connection to a lifestyle defined by freedom, adventure, and the enduring appeal of waterfront living. Set within the sought-after Wild Rose Shores community on Ferry Point, this exceptional property delivers a rare combination of newer construction, thoughtful design, and an elevated waterfront lifestyle in one of the Annapolis area’s most desirable settings. Welcome Home!

Beds:
5
Baths:
5.00
Sq.Ft.:
3,144
Status:
NEW LISTING
MLS#:
MDAA2144206
Type:
Single Family-Detached
Subdivision:
Oyster Harbor
Lot size:
0.4 Acres
Year built:
1994
Courtesy: The KW Collective 443-574-1600
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ADDITIONAL INFORMATION

Welcome to this beautifully maintained 5 bed, 4.5 bath, colonial home situated on almost a half of acre and only 2 blocks to the Chesapeake Bay! Located in Oyster Harbor, this move-in ready home features: over 3,100 finished sqft, 2 primary suites with private full baths which makes it perfect for multi-generational living with an in-law suite on the main level. The main level is filled with natural light, cathedral ceilings, and an open layout. The main level primary suite has been recently updated and offers a spacious bedroom with custom plantation shutters, a walk-in closet with extra room for storage, and a oversized luxurious walk-in shower with floor to ceiling tile. The upper level features the second primary suite with a full bath and walk-in closet; 2 additional large bedrooms and another full bath. The huge 1,100 sqft finished lower level has multiple rooms including a large rec room that can fit a pool table, games and a bar area; plus a family room or theatre room, a 5th bedroom, and another full bath! There is even space for a kitchenette! There are so many possibilities with this extra space! The backyard is fully fenced in and ready for summertime entertaining! The lot next to the home is a preserved lot. This home is nestled between Oyster Creek, Fishing Creek, and the Chesapeake Bay. Oyster Harbor offers the best of Coastal Maryland living—just minutes from historic downtown Annapolis, top-rated restaurants, shopping, and commuter routes. Quiet Waters Park is only minutes away with walking trails, dog park and beach, concerts, ice skating, and so much more! Walking distance to Thomas Pointe Park. The Coast Guard is just down the street. This home is MOVE-IN READY AND A MUST-SEE! You won't find many homes with this lot size and location for this price. Schedule your showing today!

Beds:
4
Baths:
5.00
Sq.Ft.:
2,450
Status:
NEW LISTING
MLS#:
MDAA2143822
Type:
Townhouse
Subdivision:
Village Greens
Lot size:
0.04 Acres
Year built:
2016
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
View additional info

ADDITIONAL INFORMATION

Location, lifestyle, and move-in-ready living come together in this meticulously maintained four-level end-unit townhome in the gated Village Greens of Annapolis. Just 5 minutes to Annapolis, enjoy quaint shops, fine dining, walking tours, waterfront activities, water taxi access, and year-round entertainment. Nearby Eastport, Quiet Waters Park, shopping, dining, and major commuter routes make this location exceptional. Built in 2016 and set within a manicured courtyard, this home offers 4 bedrooms, 3 full baths, and 2 half baths. Fresh paint, new carpet, wood floors, a resurfaced driveway, and freshly painted exterior shutters create a true move-in-ready opportunity. The entry level provides flexible space for a home office, media room, or gym, along with a half bath and a spacious two-car garage. The main level features an open-concept living area with a chef’s kitchen, granite countertops, a center island, stainless steel appliances, gas cooking, a glass tile backsplash, abundant cabinetry, and an oversized pantry. A double-sided gas fireplace connects the sitting room to the Trex deck for seamless indoor-outdoor living. The third level includes two bedrooms, a full bath, laundry, and a well-appointed primary suite with double vanity, walk-in shower, designer tile, and private water closet. The fourth level offers a light-filled bedroom with skylights, a walk-in closet, and an en-suite bath—ideal for guests. Residents may access a nearby pool, fitness center, and workspace for a nominal fee. With its gated setting, courtyard location, and close proximity to everything Annapolis offers, this home delivers comfort, convenience, and an effortless lifestyle.

Beds:
3
Baths:
2.00
Sq.Ft.:
1,948
Status:
NEW LISTING
MLS#:
MDAA2143324
Type:
Single Family-Detached
Subdivision:
Cedar Park
Lot size:
0.18 Acres
Year built:
1953
Courtesy: Real Broker, LLC 844-551-7325
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ADDITIONAL INFORMATION

Tucked into the heartbeat of Annapolis, 303 Taylor Ave is the kind of home that quietly invites you to live a little differently—in the best way. This classic 1953 Cape Cod doesn’t just offer space—it offers rhythm. Morning walks to coffee in Downtown Annapolis, spontaneous dinners along the water, and game-day energy just minutes from Navy-Marine Corps Memorial Stadium. Here, your lifestyle isn’t something you drive to—it’s right outside your door. Inside, the home balances charm with intention. Sunlight plays across freshly refinished upper-level floors, where two bedrooms—including a primary suite with a walk-in closet—create a peaceful retreat. The shared bath, thoughtfully remodeled in 2024, feels crisp and current. On the main level, a third bedroom and another updated full bath offer flexibility for guests, work-from-home life, or whatever your next chapter holds. And then there’s the lower level—soft new carpet underfoot (2025), a bonus living area ready for movie nights or quiet mornings, plus space for an office, laundry, and storage that actually makes life easier. Behind the scenes, the heavy lifting is already done: a brand-new roof (2025), HVAC (2020), and hot water heater (2019), gutters (2024) mean you can focus less on projects and more on living. Out back, a fully fenced yard becomes your own private backdrop—summer evenings, weekend gatherings, or simply a quiet place to unwind. This isn’t just a home—it’s a starting point. A place where convenience meets character, where updates meet opportunity, and where every day feels connected to something bigger.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,725
Status:
NEW LISTING
MLS#:
MDAA2143408
Type:
Single Family-Detached
Subdivision:
None Available
Year built:
1958
Courtesy: TTR Sotheby's International Realty 202-234-3344
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ADDITIONAL INFORMATION

Welcome to your beautifully reimagined home in sought-after Hillsmere Shores—where timeless design meets effortless, move-in-ready living. This thoughtfully renovated 4-bedroom, 2-bath residence has been completely refreshed from top to bottom. At the heart of the home, a brand-new kitchen showcases modern finishes, stylish cabinetry, and all-new appliances, creating a space that’s as functional as it is inviting. Both bathrooms have been fully redesigned with clean, enduring finishes, while other major updates add everyday peace of mind. The sellers approached this renovation with intention—selecting quality materials and classic design choices built to stand the test of time. The result is a home that feels fresh, cohesive, and—most importantly—ready for its next owners to simply move in and enjoy without the burden of immediate updates or repairs. Beyond the home itself, enjoy all that Hillsmere Shores has to offer. This water-privileged community, located just minutes from downtown Annapolis, features a voluntary HOA through the Hillsmere Shores Improvement Association, giving residents the option to access an incredible array of amenities. Lifestyle here centers around the South River and Chesapeake Bay, with community offerings that include: a private marina with boat slips and direct water access, multiple boat ramps and kayak launches, sandy beach with pavilions and waterfront gathering spaces, and more! Residents also enjoy proximity to Quiet Waters Park, along with nearby shopping, dining, and everyday conveniences—blending natural beauty with accessibility. With its combination of thoughtful upgrades, lasting quality, and access to one of Annapolis’ most beloved waterfront communities, this home offers a rare opportunity to enjoy the best of Hillsmere Shores from day one.

Beds:
4
Baths:
4.00
Sq.Ft.:
3,684
Status:
NEW LISTING
MLS#:
MDAA2144154
Type:
Single Family-Detached
Subdivision:
Greatmeadow
Lot size:
0.36 Acres
Year built:
1973
Courtesy: Compass 410-429-7425
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ADDITIONAL INFORMATION

Welcome to 1754 Long Green Drive, a beautifully maintained 4-bedroom, 2 full and 2 half bath Colonial tucked away on a quiet cul-de-sac in the highly sought-after Broadneck school district. Offering over 3,600 square feet across three finished levels, this home combines thoughtful updates, flexible living spaces, and a private backyard setting. The main level features a traditional yet airy layout with formal living and dining rooms enhanced by gorgeous natural light and bow windows. The spacious kitchen is truly the heart of this home and flows seamlessly into a stunning great room lined with windows showcasing the landscaped yard and woods beyond. Access the back patio and yard via updated French doors. With plenty of space for entertaining or lounging by the cozy natural gas fireplace, this set up is ideal. Off the kitchen is the private office with built-ins, a fireplace, and French doors for privacy. Two powder rooms on the main level plus mudroom with space for laundry and storage add convenience and functionality to everyday living. Upstairs, the beautiful primary suite is filled with light and views of trees, creating a peaceful retreat. Enjoy a large en-suite bath and walk-in closet as well. Three additional generously sized bedrooms plus a full hall bathroom provide plenty of space for family or guests. The finished lower level includes a large rec room along with an unfinished storage area. The basement has been thoughtfully improved with updated flooring and utilities for added peace of mind. Outside, enjoy relaxing on the the brick front porch or entertaining on the back patio with firepit and natural gas hookup for your grill. The Meadows is a charming community ideally located on the Broadneck Peninsula with easy access to Annapolis, the Naval Academy, Maryland's Eastern Shore via the Bay Bridge, and all commuter routes.

Beds:
6
Baths:
4.00
Sq.Ft.:
3,415
Status:
NEW LISTING
MLS#:
MDAA2144086
Type:
Single Family-Detached
Subdivision:
Historic District
Lot size:
0.11 Acres
Year built:
1769
Courtesy: Samson Properties 301-755-5613
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ADDITIONAL INFORMATION

Welcome to the Thomas Hyde House – a rare opportunity to own a piece of Annapolis history in the heart of downtown. Built in 1769, this impeccably restored Federal- style property blends 18th-century charm with modern luxury. Perfectly situated on sought- after Duke of Gloucester Street, this vibrant and colorful home offers stunning views of the Maryland State House and extremely rare off-street parking for 6+ vehicles. Originally configured as office space, the residence has been reimagined into six spacious bedrooms and four full baths across two beautifully fully remodeled levels, with the potential for third floor updating plus a large basement with ample storage and updating space. The first floor offers true single level living with a primary suite and second bedroom, while the second level features four additional bedrooms and a convenient laundry area. No detail has been overlooked – from new appliances, countertops, and cabinetry to frameless glass showers, ceramics, extensive trim and molding, recessed lighting, fresh interior and exterior paint, new plumbing/electric and sprinkler system, updated flooring, freshly painted standing seam roof/front dormers and more. The result is a turnkey home where historic character meets modern sophistication & luxury. The property is offered with negotiable furnishings, electronics and art, The Thomas Hyde House is as versatile as it is fun and captivating. Just steps from downtown Annapolis shopping, dining, yacht clubs, local marinas & major commuter routes. Whether as a primary residence, investment property, or distinctive downtown retreat. schedule your showing today.

Beds:
3
Baths:
3.00
Sq.Ft.:
1,720
Status:
NEW LISTING
MLS#:
MDAA2142396
Type:
Single Family
Subdivision:
The Hills
Lot size:
0.08 Acres
Year built:
1993
Courtesy: Long & Foster Real Estate, Inc. 410-263-3400
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ADDITIONAL INFORMATION

Welcome home to this beautifully updated 3-bedroom, 2.5-bathroom duplex conveniently located in the desirable Forest Hills neighborhood of Annapolis. Just minutes from beautiful downtown Historic Annapolis, this three-level home offers the perfect blend of comfort, style, and convenience. Step inside to discover bright, well-lit rooms throughout, highlighted by recessed lighting and freshly painted interiors in neutral tones. Recent updates include new interior hardware, modern fixtures, and fully updated bathrooms for a move-in ready feel. Outdoor living shines here with a spacious screened-in porch ideal for relaxing or entertaining, a professionally landscaped yard, and a private fenced-in courtyard nestled among majestic trees. The well-lit exterior creates a welcoming ambiance for evening gatherings. Additional features include a one-car garage, ample storage, and a functional three-level layout. Residents enjoy easy access to Quiet Waters Park for hiking, kayaking, and scenic trails, plus nearby shopping, dining, and everyday services. If you are looking for a house to make your home, this Annapolis duplex delivers comfort, updates, and an unbeatable location in the heart of it all. ALL OFFERS MUST BE SUBMITTED BY MONDAY, MAY 4th AT 5:00.

Beds:
4
Baths:
2.00
Sq.Ft.:
1,584
Status:
NEW LISTING
MLS#:
MDAA2144184
Type:
Single Family-Detached
Subdivision:
Regulars
Lot size:
0.14 Acres
Year built:
1950
Courtesy: Century 21 Downtown 410-547-1116
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ADDITIONAL INFORMATION

This colonial home, built in 1950, blends classic appeal with modern comfort. Spanning 1,584 square feet, this detached residence features four spacious bedrooms and two full bathrooms, making it an ideal retreat for those seeking both space and style. Venture inside to discover a warm and inviting interior adorned with carpet and hardwood floors. The eat-in kitchen, designed for both functionality and social gatherings, offers ample table space, perfect for casual dining or entertaining. The bathrooms feature a convenient tub-shower combination, providing a relaxing oasis after a long day. The unfinished full basement presents a blank canvas for customization, whether you envision a home gym, workshop, or additional storage. Outside, the property features a well-maintained front and rear yard, ideal for outdoor activities or serene relaxation. Parking is a breeze with off-street options or a driveway. This home is conveniently located with easy access to local dining, market and shopping. So, don't miss this opportunity to make his home your own

Beds:
4
Baths:
4.00
Sq.Ft.:
1,809
Status:
NEW LISTING
MLS#:
MDAA2144216
Type:
Single Family-Detached
Subdivision:
Hillsmere Shores
Lot size:
0.32 Acres
Year built:
1979
Courtesy: JAK Real Estate 717-753-5510
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ADDITIONAL INFORMATION

An absolute must see! Stunning 4 bed 3 1/2 bath updated home in sought after Hillsmere Shores. This home just had cosmetic upgrades including but not limited to fresh paint throughout, new carpet, new fixtures, new appliances more. Home features two bedrooms upstairs to include a primary with his and hers walk in closets and a spa like primary bath. The second floor boasts two additional bedrooms. One being a second primary with an en suite and fireplace. The home includes a large deck outback and completely fenced back yard. This property is available for immediate occupancy. Come check it out.

Beds:
4
Baths:
3.00
Sq.Ft.:
2,062
Status:
NEW LISTING
MLS#:
MDAA2143804
Type:
Single Family-Detached
Subdivision:
Cape St Claire
Lot size:
0.21 Acres
Year built:
1974
Courtesy: Coldwell Banker Realty 410-263-8686
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ADDITIONAL INFORMATION

Located in the popular waterfront community of Cape St. Claire in Annapolis, this lovingly renovated rancher sits on an elevated lot with fenced yard, large shed with electric, 40x14 garage with electric and ample off-street parking for guests. There is a multi-level deck with awning and paver patio in back for entertaining family and friends. Two finished levels feature 4 Bedrooms and 3 Full Baths, Recreation Room with brick wood-burning fireplace and den/office. Freshly painted and hardwood floors refinished -- the house sparkles! Recent improvements include Roof (2022), Windows (2022), HVAC (2023) and HWH (2022), Bathrooms remodeled and Kitchen updated. (2026). A wonderful opportunity to move in and immediately enjoy The Cape and all it has to offer – multiple beaches and parks, three marinas, shopping center, Broadneck High School, Cape St. Claire Elementary and Cape St. Claire Swim Club.

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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

    $605,000
    10.9%
    change since last quarter
  • # Active listings

    332
    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