125

Homes for Sale near Wiley H. Bates Middle School

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  • 603 Burtons Cove Way Unit 9, Annapolis, MD 21401
    603 Burtons Cove Way Unit 9, Annapolis, MD 21401
    603 Burtons Cove Way Unit 9, Annapolis, MD 21401
    /33

    $327,900

    $12K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,114 Sq Ft

    603 Burtons Cove Way Unit 9, Annapolis, MD 21401

    Welcome home to this bright, beautifully updated 2-bedroom, 2-bathroom condo nestled in the highly sought-after Windgate community of Annapolis! Perfectly positioned just minutes from historic downtown, the U.S. Naval Academy, and major commuter routes (Route 50/I-97), this move-in-ready home offers the ultimate blend of low HOA fee ($320/month), convenience and low-maintenance

    Robert Shaw Taylor Properties

    603 Burtons Cove Way Unit 9, Annapolis, MD 21401
  • 708 Sydney Terrace, Annapolis, MD 21401
    708 Sydney Terrace, Annapolis, MD 21401
    708 Sydney Terrace, Annapolis, MD 21401
    /47

    $715,000

    $23K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,296 Sq Ft

    708 Sydney Terrace, Annapolis, MD 21401

    ** This stunning 3-bedroom, 3-full-bath detached home in Heritage Harbor is a true GEM!**Main Level laminated wood flooring throughout the living room- dinning room and Kitchen.The Kitchen features Elegant gold-and-white granite countertops. A cozy matching granite table that seats three. Brand new white cabinets adorned with gold knobs and pull handles. Complete with modern stainless

    Rita Cordova Taylor Properties

    708 Sydney Terrace, Annapolis, MD 21401
  • 5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    5 Market Quay, Annapolis, MD 21401
    /78

    $3,250,000

    $500K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,036 Sq Ft

    5 Market Quay, Annapolis, MD 21401

    Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront residence offers an exceptional blend of privacy, design and an impeccable lock and leave 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

    Kathleen Moore Engel & Völkers Annapolis

    5 Market Quay, Annapolis, MD 21401
  • 349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    349 Sherwood Trail, Annapolis, MD 21401
    /49

    $2,395,000

    $155K PRICE DROP
    • 3 Beds
    • 5 Baths
    • 3,185 Sq Ft

    349 Sherwood Trail, Annapolis, MD 21401

    Perched above the Severn River in the gated waterfront community of Epping Forest, this exceptional property captures sweeping water views and effortless indoor/outdoor living just minutes from downtown Annapolis. Thoughtfully designed with an open floor plan and walls of windows, the home is filled with natural light, high ceilings, custom millwork and seamless sightlines to the Severn river

    Brad Kappel TTR Sotheby's International Realty

    349 Sherwood Trail, Annapolis, MD 21401
  • 2567 Forest Knoll, Annapolis, MD 21401
    2567 Forest Knoll, Annapolis, MD 21401
    /2

    $725,000

    Coming Soon Sep 29
    • 3 Beds
    • 2 Baths
    • 1,634 Sq Ft

    2567 Forest Knoll, Annapolis, MD 21401

    Coming Soon! Welcome to 2567 Forest Knoll, a charming rancher tucked away on a cul-de-sac in the beloved 55+ community of Heritage Harbour in Annapolis. Offering three bedrooms and two full bathrooms, this single-level home provides easy, comfortable living in a peaceful setting. The furnace and HVAC system were replaced approximately three years ago. Heritage Harbour offers an amenity-rich

    Diana Pham EXP Realty, LLC

    2567 Forest Knoll, Annapolis, MD 21401
  • 102 Duke of Gloucester St, Annapolis, MD 21401
    102 Duke of Gloucester St, Annapolis, MD 21401
    102 Duke of Gloucester St, Annapolis, MD 21401
    /118

    $1,750,000

    Open Sat 1PM - 3PM
    • 4 Beds
    • 3.5 Baths
    • 2,718 Sq Ft

    102 Duke of Gloucester St, Annapolis, MD 21401

    If you love a home that breathes history, you’ll fall in love with this one. Ideally situated at 102 Duke of Gloucester Street, the property rests along one of the area’s most historic streets—named in the late 1600s in honor of Prince William, The Duke of Gloucester. Some of the images in this listing have been lightly visually enhanced.Set on one of the most desirable stretches of the

    Scott Wallace Coldwell Banker Realty

    102 Duke of Gloucester St, Annapolis, MD 21401
  • 113 Sellew Rd, Annapolis, MD 21401
    113 Sellew Rd, Annapolis, MD 21401
    113 Sellew Rd, Annapolis, MD 21401
    /51

    $1,351,875

    New Construction
    • 3 Beds
    • 5 Baths
    • 3,100 Sq Ft

    113 Sellew Rd, Annapolis, MD 21401

    Private Tours and showroom appointments are now available by appointment! Delivery expected to begin December 2026. This listing is for an end unit home on Lot 14. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center

    Alison Wisnom Coldwell Banker Realty

    113 Sellew Rd, Annapolis, MD 21401
  • 805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    /47

    $1,148,000

    $147K PRICE DROP
    • 9 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    805 Spa Rd, Annapolis, MD 21401

    NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murray Hill community in Annapolis! Murray Hill is probably the best residential neighborhood in the city with single-family homes, and walkable to downtown. This 9-bedroom, 4.5 bath, triplex home has been completely renovated! There is ample parking for up to 8 cars. This home offers rental potential with 3

    Stephanie Henry Bennett Realty Solutions

    805 Spa Rd, Annapolis, MD 21401
  • 2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
    /32

    $364,900

    • 3 Beds
    • 2 Baths
    • 1,328 Sq Ft

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401

    Step into this beautifully maintained top-floor 3-bedroom, 2-bath condo in the desirable Scott’s CrossingCondominiums, offering over 1,320 square feet and a prime location just minutes from the vibrant charm ofdowntown Annapolis. As you enter, you're welcomed by fresh paint throughout (2026), a foyer with aconvenient coat closet, and elegant column accents that open into a bright and

    Sheena Saydam Keller Williams Capital Properties

    2161 Scotts Crossing Ct Unit 30, Annapolis, MD 21401
  • 138 Cranes Crook Ln, Annapolis, MD 21401
    138 Cranes Crook Ln, Annapolis, MD 21401
    138 Cranes Crook Ln, Annapolis, MD 21401
    /66

    $619,000

    • 4 Beds
    • 3.5 Baths
    • 2,550 Sq Ft

    138 Cranes Crook Ln, Annapolis, MD 21401

    "Like Living in a Tree House!" Nestled in the serene community of Riva Trace, this exquisite end-unit townhouse offers supreme privacy with its enchanting gardens and lush landscaped, irrigated surround. Once inside, you will enjoy 2,550 sq. ft. of thoughtfully designed living space on 3 levels, including four spacious bedrooms(three up & 1 down) and 3.5 bathrooms. The home features a classic

    Yael Beckman Coldwell Banker Realty

    138 Cranes Crook Ln, Annapolis, MD 21401
  • 1430 Catlyn Place, Annapolis, MD 21401
    1430 Catlyn Place, Annapolis, MD 21401
    1430 Catlyn Place, Annapolis, MD 21401
    /29

    $644,900

    • 4 Beds
    • 2.5 Baths
    • 2,156 Sq Ft

    1430 Catlyn Place, Annapolis, MD 21401

    You Will Fall In Love with this Huge, 4 Bedroom 2.5 Bath home in the Wonderful Sought after Heritage Community! 2 Family Rooms, Dining Room, Custom Tile bath, Just re-sanded Stunning Hardwood Floors throughout the main level, Master Bedroom with an ensuite bath and walk-in custom shower, New Beautiful Flooring in the lower-level Family Room, Great Rear Deck overlooking the large, fenced backyard

    Donna Reichert Keller Williams Flagship

    1430 Catlyn Place, Annapolis, MD 21401
  • 607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    607 Melvin Ave, Annapolis, MD 21401
    /58

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,102 Sq Ft

    607 Melvin Ave, Annapolis, MD 21401

    Open House Saturday July 11th, 11AM - 1PM! Come Join us to see this adorable bungalow in a prime West Annapolis Location! Easy one-level living with a great fenced-in yard and a large, detached garage. Super fun, walkable location—catch Navy Midshipmen football games or stroll to Chessie’s Wharf, Positano’s, Bean Rush Cafe, Always Ice Cream Company & more! Just a short distance to Downtown

    Joanna Dalton Coldwell Banker Realty

    607 Melvin Ave, Annapolis, MD 21401
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /75

    $7,250,000

    $749K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,658 Sq Ft

    11 S Acton Place, Annapolis, MD 21401

    Perfectly positioned along the waterfront in the prestigious Murray Hill neighborhood of Annapolis, this extraordinary estate represents a rare opportunity to own a fully reimagined luxury residence where privacy, walkability, boating lifestyle, and architectural sophistication converge in one of the East Coast’s most coveted waterfront settings. RenownedBohan Contracting has been extensively

    Shawn Martin Real Broker, LLC

    11 S Acton Place, Annapolis, MD 21401
  • 4 Ridge Rd, Annapolis, MD 21401
    4 Ridge Rd, Annapolis, MD 21401
    4 Ridge Rd, Annapolis, MD 21401
    /70

    $2,499,500

    Open Sat 12PM - 1:30PM Coming Soon Sep 24
    • 6 Beds
    • 5.5 Baths
    • 5,065 Sq Ft

    4 Ridge Rd, Annapolis, MD 21401

    There are houses that simply check the boxes, and then there are houses that have a sense of place. Tucked away at the end of a quiet street in the coveted Wardour neighborhood, this beautifully crafted custom home is filled with the details that make a house memorable: gorgeous millwork, custom built-ins, gracious rooms, beautiful gardens and spaces designed for both gathering and

    Heather Perkins Cummings & Co. Realtors

    4 Ridge Rd, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
    /54

    $719,900

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401

    Now priced at $719,900—reduced from $749,900—and including a $5,000 seller credit toward closing costs, this stunning Bridgeport model condo offers unmatched value in the Grandview community.Experience breathtaking views from this stunning Bridgeport model condo in the highly sought-after Grandview community! This beautifully designed home features an open-concept floor plan with gleaming

    Agnes Kongas-Sawera RE/MAX Leading Edge

    1915 Towne Centre Blvd Unit 915, Annapolis, MD 21401
  • 250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    250 Prince George St, Annapolis, MD 21401
    /28

    $1,675,000

    • 5 Beds
    • 2.5 Baths
    • 2,888 Sq Ft

    250 Prince George St, Annapolis, MD 21401

    Ideally situated on the corner of Prince George & College Ave(across from St Johns College), this distinguished residence is tucked in the heart of Historic Downtown Annapolis. This exceptional home offers the charm of an Historic home built circa 1800's with modern conveniences. Soaring ceilings and windows create sun-drenched rooms with beautiful views of the grounds at St. Johns College. This

    Pamela Tierney Coldwell Banker Realty

    250 Prince George St, Annapolis, MD 21401
  • 4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    4 Shiley St, Annapolis, MD 21401
    /13

    $1,395,000

    $480K PRICE DROP
    • Land
    • 26,571 Sq Ft
    • $2,286,885 per Acre

    4 Shiley St, Annapolis, MD 21401

    An exceptional opportunity awaits in coveted West Annapolis—a rare 0.61-acre offering with endless potential. Whether you envision a thoughtful renovation or a custom new build, this expansive lot provides the perfect canvas to create your dream residence in one of the area’s most sought-after neighborhoods. Approved civil engineering plans by Drum, Loyka & Associates, LLC and architectural

    Brad Kappel TTR Sotheby's International Realty

    4 Shiley St, Annapolis, MD 21401
  • 2052 Quaker Way Unit 10, Annapolis, MD 21401
    2052 Quaker Way Unit 10, Annapolis, MD 21401
    2052 Quaker Way Unit 10, Annapolis, MD 21401
    /23

    $345,000

    • 2 Beds
    • 2 Baths
    • 1,113 Sq Ft

    2052 Quaker Way Unit 10, Annapolis, MD 21401

    Welcome to this beautifully updated two-bedroom, two-bath condo, offering a fresh, modern feel and an incredibly convenient Annapolis location. Recent improvements include light tan luxury vinyl plank flooring throughout the entire unit, new hardware, and a completely renovated kitchen designed with both style and functionality in mind.The brand-new kitchen features custom 42-inch

    Justin Disborough Samson Properties

    2052 Quaker Way Unit 10, Annapolis, MD 21401
  • 310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    310 Epping Way, Annapolis, MD 21401
    /42

    $1,050,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,036 Sq Ft

    310 Epping Way, Annapolis, MD 21401

    Tucked within the gated waterfront community of Epping Forest, this charming Craftsman bungalow captures the ease and appeal of Annapolis waterfront living with the rare advantage of true one-level living. Perfectly positioned on one of the community’s largest and flattest lots, the property offers a difficult-to-find combination of privacy, outdoor space, and low-maintenance comfort just moments

    Brad Kappel TTR Sotheby's International Realty

    310 Epping Way, Annapolis, MD 21401
  • 631 Admiral Dr Unit 304, Annapolis, MD 21401
    631 Admiral Dr Unit 304, Annapolis, MD 21401
    631 Admiral Dr Unit 304, Annapolis, MD 21401
    /32

    $344,900

    • 2 Beds
    • 2 Baths
    • 1,282 Sq Ft

    631 Admiral Dr Unit 304, Annapolis, MD 21401

    Welcome home to this beautifully maintained 2-bedroom, 2-bathroom condo in the desirable Admiral Reach at Harbor Gates community of Annapolis! Ideally situated just minutes from historic downtown Annapolis, the U.S. Naval Academy, Luminis Health Anne Arundel Medical Center, and major commuter routes including Route 50 and I-97, this inviting third-floor home offers the perfect blend of comfort,

    Robert Shaw Taylor Properties

    631 Admiral Dr Unit 304, Annapolis, MD 21401
  • 1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    1614 Annesley Ct, Annapolis, MD 21401
    /46

    $2,250,000

    • 5 Beds
    • 7 Baths
    • 8,278 Sq Ft

    1614 Annesley Ct, Annapolis, MD 21401

    Welcome to this exceptional custom-built estate set on 3.1 acres in Wyatts Hill community. Offering three finished levels of thoughtfully designed living space, this five-bedroom, seven-bathroom home combines timeless architecture, modern updates, and resort-inspired outdoor living. A grand two-story foyer welcomes you with a sweeping curved staircase and soaring ceilings. The main level is

    Brad Kappel TTR Sotheby's International Realty

    1614 Annesley Ct, Annapolis, MD 21401
  • 57 Gentry Ct, Annapolis, MD 21403
    57 Gentry Ct, Annapolis, MD 21403
    57 Gentry Ct, Annapolis, MD 21403
    /47

    $335,900

    • 4 Beds
    • 3.5 Baths
    • 1,960 Sq Ft

    57 Gentry Ct, Annapolis, MD 21403

    Bring your vision and unlock the potential of this spacious three-level end-unit townhome in the sought-after community of The Gentry, just off Spa Road. Set amid a wooded landscape, the property features mature trees along the side and rear yard, with the community pool nestled down a small hill and a backdrop of additional trees beyond. This unique setting offers a wonderful sense of privacy

    Mary Gatton Redfin Corp

    57 Gentry Ct, Annapolis, MD 21403
  • 232 West St, Annapolis, MD 21401
    232 West St, Annapolis, MD 21401
    232 West St, Annapolis, MD 21401
    /43

    $725,000

    • 1 Bed
    • 1.5 Baths
    • 1,095 Sq Ft

    232 West St, Annapolis, MD 21401

    A unique mixed-use opportunity in the heart of Annapolis! Located in the Arts District, 232 West Street offers the flexibility of commercial and residential use in a convenient location close to Downtown Annapolis, Navy-Marine Corps Memorial Stadium, and the U.S. Naval Academy. Renovated in 2018, the property is currently configured for residential use with one bedroom and one and a half baths.

    Melissa Chick Engel & Völkers Annapolis

    232 West St, Annapolis, MD 21401
  • 8 Constitution Square, Annapolis, MD 21401
    8 Constitution Square, Annapolis, MD 21401
    8 Constitution Square, Annapolis, MD 21401
    /26

    $979,000

    $49K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    8 Constitution Square, Annapolis, MD 21401

    Live the ultimate Downtown Annapolis lifestyle at 8 Constitution Square. Tucked away on a quiet, neighborly cul-de-sac in Murray Hill, this home offers a seamless blend of tranquility and effortless downtown walkability. Skip the parking headaches of historic downtown. Here, you'll enjoy your own private driveway on a low traffic street, giving you a true neighborhood feel right in the heart of

    Whitney Jerdal Compass

    8 Constitution Square, Annapolis, MD 21401
  • 8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    8 Spa View Cir, Annapolis, MD 21401
    /56

    $11,500,000

    $1M PRICE DROP
    • 5 Beds
    • 5.5 Baths
    • 6,061 Sq Ft

    8 Spa View Cir, Annapolis, MD 21401

    Experience one of the few Annapolis waterfront estates where you can leave your private dock and arrive at City Dock in minutes. Ideally situated on Spa Creek, this exceptional property captures the essence of Annapolis waterfront living with panoramic water views, unobstructed views of the Annapolis skyline, and endless opportunities for boating, kayaking, paddleboarding, and entertaining.

    Georgie Berkinshaw Coldwell Banker Realty

    8 Spa View Cir, Annapolis, MD 21401
  • 622 Wayward Dr, Annapolis, MD 21401
    622 Wayward Dr, Annapolis, MD 21401
    622 Wayward Dr, Annapolis, MD 21401
    /42

    $600,000

    $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,240 Sq Ft

    622 Wayward Dr, Annapolis, MD 21401

    Welcome home to this beautifully renovated split-level in a sought-after community! Featuring a bright, open floor plan with quality finishes throughout, this move-in ready home offers wood floors, an updated kitchen, and fully renovated baths. The three-bedroom layout provides comfortable living spaces designed for today's lifestyle.Nestled on a private, wooded 0.40-acre lot backing to

    Kimberly O'Connor Coldwell Banker Realty

    622 Wayward Dr, Annapolis, MD 21401
  • 2026 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    2026 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
    /29

    $340,000

    • 2 Beds
    • 2 Baths
    • 1,070 Sq Ft

    2026 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401

    Location, convenience, and peaceful surroundings come together in this well-maintained two-bedroom, two-full-bath condo. This unique end unit offers added privacy and relaxing views from the deck overlooking a wooded area and nearby walking path. Inside, the home provides a clean, neutral canvas ready for its next owner to personalize. The kitchen flooring and carpeting are only a few years old,

    Justin Pokrywka Taylor Properties

    2026 Gov Thomas Bladen Way Unit 204, Annapolis, MD 21401
  • 3 Rosewood St, Annapolis, MD 21401
    3 Rosewood St, Annapolis, MD 21401
    3 Rosewood St, Annapolis, MD 21401
    /25

    $1,350,000

    • 6 Beds
    • 5.5 Baths
    • 2,922 Sq Ft

    3 Rosewood St, Annapolis, MD 21401

    New construction from acclaimed local builder, Sturbridge Homes! This spectacular home offers over 3,900 square feet of finished space in the heart of Annapolis's Homewood neighborhood, close to all of the entertainment and enjoyment available in our historic town. Located near the new Annapolis Public Library, Maryland Hall, Annapolis Town Center, and the Naval Academy Stadium, this home is

    Alison Wisnom Coldwell Banker Realty

    3 Rosewood St, Annapolis, MD 21401
  • 500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    500 Sara Dr, Annapolis, MD 21401
    /35

    $1,750,000

    $500K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,771 Sq Ft

    500 Sara Dr, Annapolis, MD 21401

    Set back off the road on a quiet cul-de-sac in the coveted Saefern community, this contemporary home offers peaceful water views, a private wooded setting, and endless potential to make it your own. Whether you're looking to move right in and enjoy the home as it is or reimagine the space into your dream retreat, this property presents an incredible opportunity in one of Annapolis' most

    Brad Kappel TTR Sotheby's International Realty

    500 Sara Dr, Annapolis, MD 21401
  • 135 Conduit St, Annapolis, MD 21401
    135 Conduit St, Annapolis, MD 21401
    135 Conduit St, Annapolis, MD 21401
    /40

    $1,300,000

    Open Wed 4PM - 6PM
    • 5 Beds
    • 4 Baths
    • 2,550 Sq Ft

    135 Conduit St, Annapolis, MD 21401

    A rare opportunity to own a fully metered triplex in the heart of Downtown Annapolis where historic charm, prime location, and remarkable versatility come together. Steeped in character and offering exceptional flexibility, this distinctive property presents an array of possibilities for both lifestyle and investment. With separately metered electricity, the property can be enjoyed as a

    Brad Kappel TTR Sotheby's International Realty

    135 Conduit St, Annapolis, MD 21401
  • 1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    1739 Vineyard Trail, Annapolis, MD 21401
    /78

    $1,950,000

    • 4 Beds
    • 3 Baths
    • 2,890 Sq Ft

    1739 Vineyard Trail, Annapolis, MD 21401

    Please see virtual house showcase listing from Zillow and read house bio in documents.Stunning offering in gated Epping Forest! This mid-century modern waterfront sanctuary rises above Saltworks Creek on a quiet protected cove all on a .34 Acre lot—where timeless design meets an ethereal, peaceful connection to the water and outside. Originally built in 1978, the almost 3600 sq. ft residence

    Christy Bishop Berkshire Hathaway HomeServices PenFed Realty

    1739 Vineyard Trail, Annapolis, MD 21401
  • 141 West St Unit 204, Annapolis, MD 21401
    141 West St Unit 204, Annapolis, MD 21401
    141 West St Unit 204, Annapolis, MD 21401
    /31

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,135 Sq Ft

    141 West St Unit 204, Annapolis, MD 21401

    Rare & Spacious Downtown Annapolis "Lock & Leave" Condo with 2 Garage Parking Spots! Welcome to 141 WEST "The Cobalt", is a premium 2-bedroom, 2-full-bath floor plan offering significantly more square footage than standard units in the building. This stunning residence comes with the rare downtown luxuries of two secure garage parking spaces and a private Bradyl storage unit. Inside, a bright,

    Parker Jones Engel & Völkers Annapolis

    141 West St Unit 204, Annapolis, MD 21401
  • 100 Market St, Annapolis, MD 21401
    100 Market St, Annapolis, MD 21401
    100 Market St, Annapolis, MD 21401
    /69

    $1,625,000

    • 2 Beds
    • 2.5 Baths
    • 2,245 Sq Ft

    100 Market St, Annapolis, MD 21401

    OPEN SUNDAY 1-3! Rarely does a home of this historical significance become available in the heart of Historic Annapolis. Believed to date to the late 17th century, the extraordinary residence is among the city's oldest surviving homes, seamlessly blending centuries of architectural heritage with sophisticated modern living. Perched at the water end of Market St overlooking Spa Creek, this home is

    Moe Farley Coldwell Banker Realty

    100 Market St, Annapolis, MD 21401
  • 16 Woodlawn Ave, Annapolis, MD 21401
    16 Woodlawn Ave, Annapolis, MD 21401
    16 Woodlawn Ave, Annapolis, MD 21401
    /41

    $799,000

    $36K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,512 Sq Ft

    16 Woodlawn Ave, Annapolis, MD 21401

    Tucked into Homewood, just beyond the brick sidewalks of Historic Downtown Annapolis, 16 Woodlawn Avenue is a residence taken down to the studs and rebuilt in 2019, blending all the comforts of modern design with the historic charm of Homewood. A traditional front porch, turned white columns and soft buttery siding announce the home from the street while a long driveway offers the rare luxury of

    Michele Deckman TTR Sotheby's International Realty

    16 Woodlawn Ave, Annapolis, MD 21401
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /51

    $2,295,000

    $155K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    This exceptional Historic District home combines the charm of a classic Annapolis address with a substantial 2026 renovation in all the right places. A stunning new kitchen, custom wet bar, expanded pantry area, completely reimagined third floor, new full bath, and New HVAC system bring modern function and style to this timeless home. Water access is at the end of the block, Acton's Cove

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 126 Spring Place Way, Annapolis, MD 21401
    126 Spring Place Way, Annapolis, MD 21401
    126 Spring Place Way, Annapolis, MD 21401
    /46

    $554,900

    Open Sat 1PM - 3PM $14K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,323 Sq Ft

    126 Spring Place Way, Annapolis, MD 21401

    Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfect blend of comfort and convenience. Built in 1990, this traditional-style home features a classic brick front and wood siding, exuding warmth and character from the moment you arrive. With 2,323 square feet of thoughtfully designed living space, this residence is ideal for those seeking a cozy retreat in a

    Christine Zeng ExecuHome Realty

    126 Spring Place Way, Annapolis, MD 21401
  • 402 S Cherry Grove Ave, Annapolis, MD 21401
    402 S Cherry Grove Ave, Annapolis, MD 21401
    402 S Cherry Grove Ave, Annapolis, MD 21401
    /69

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 1,880 Sq Ft

    402 S Cherry Grove Ave, Annapolis, MD 21401

    Welcome to Heritage, a sought-after Annapolis community where space, comfort, and convenience come together! This beautifully refreshed three-level Colonial offers four bedrooms, multiple living spaces, a huge fully fenced backyard, and an impressive list of recent updates—making it truly move-in ready.Step inside to fresh paint, new carpet and LVP flooring, updated fixtures and hardware,

    Michelle Triolo Compass

    402 S Cherry Grove Ave, Annapolis, MD 21401
  • 1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
    /62

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,485 Sq Ft

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401

    This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaking panoramic views and an abundance of natural light from its sunny southern exposure. Featuring two generously sized bedrooms with expansive closets, this upscale residence combines comfort and style. Inside, you’ll find beautiful hardwood floors (no carpet), soaring 10-foot ceilings, elegant granite

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 513, Annapolis, MD 21401
  • 852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    852 Woodmont Rd, Annapolis, MD 21401
    /45

    $733,000

    $93K PRICE INCREASE
    • 3 Beds
    • 2 Baths
    • 1,910 Sq Ft

    852 Woodmont Rd, Annapolis, MD 21401

    BEAUTIFULLY RENOVATED ONE-LEVEL RANCHER IN HERITAGE HARBOURWelcome to this beautifully renovated one-level rancher in the sought-after 55+ community of Heritage Harbour in Annapolis! Thoughtfully updated from top to bottom, this home offers the perfect combination of easy one-level living, modern style, and move-in-ready convenience.The extensive interior renovation includes new

    Deborah Randall Next Step Realty

    852 Woodmont Rd, Annapolis, MD 21401
  • 527 Leftwich Ln, Annapolis, MD 21401
    527 Leftwich Ln, Annapolis, MD 21401
    527 Leftwich Ln, Annapolis, MD 21401
    /32

    $450,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,617 Sq Ft

    527 Leftwich Ln, Annapolis, MD 21401

    **Own this Annapolis home with a dramatically lower mortgage payment for your first two years. Call to find out more!**This bright, updated end-unit townhome offers an open layout, plenty of natural light, and a convenient Annapolis location. Fresh paint, natural wood-tone luxury vinyl plank flooring, and coastal-inspired details give the home a clean and welcoming feel.The living room

    Missy Miller Aldave Northrop Realty

    527 Leftwich Ln, Annapolis, MD 21401

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