250

Homes for Sale near Annapolis High School

Section Image
  • 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
  • 213 Georgetown Rd, Annapolis, MD 21403
    213 Georgetown Rd, Annapolis, MD 21403
    213 Georgetown Rd, Annapolis, MD 21403
    /41

    $485,000

    Open Sat 12PM - 2PM
    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft

    213 Georgetown Rd, Annapolis, MD 21403

    Meticulously maintained and move-in ready, this spacious sweet duplex offers an exceptional combination of comfort, charm, and convenience in a highly desirable Annapolis location. Featuring beautiful wood floors, fresh paint throughout, 3 bedrooms, and 2.5 updated baths, this home has been thoughtfully upgraded and lovingly cared for.The remodeled kitchen (2010) serves as the heart of

    Jeannine Wayson Coldwell Banker Realty

    213 Georgetown Rd, Annapolis, MD 21403
  • 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 Sun 11AM - 1PM
    • 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.Set on one of the most desirable stretches of the street, this classic Annapolis home is one where history, character, and

    Scott Wallace Coldwell Banker Realty

    102 Duke of Gloucester St, Annapolis, MD 21401
  • 3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    3403 Hidden River View Rd, Annapolis, MD 21403
    /50

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 3,836 Sq Ft

    3403 Hidden River View Rd, Annapolis, MD 21403

    Experience the best of Annapolis living in the sought-after, amenities-rich community of Fishing Creek Farm. Perfectly positioned to capture beautiful water views and surrounded by lush lawns and mature landscaping, this handsome brick-front Colonial offers a rare combination of timeless architecture, flexible living spaces, and an exceptional neighborhood lifestyle.A gracious foyer

    Brad Kappel TTR Sotheby's International Realty

    3403 Hidden River View Rd, Annapolis, MD 21403
  • 7026 Channel Village Ct Unit T-2, Annapolis, MD 21403
    7026 Channel Village Ct Unit T-2, Annapolis, MD 21403
    7026 Channel Village Ct Unit T-2, Annapolis, MD 21403
    /39

    $775,000

    Open Sat 11AM - 1PM
    • 2 Beds
    • 2 Baths
    • 1,259 Sq Ft

    7026 Channel Village Ct Unit T-2, Annapolis, MD 21403

    There is something special about life on the Chesapeake Bay, and this exceptional end-unit residence captures it beautifully. Ideally positioned where the Channel meets the Marina, the home enjoys an unobstructed view up the Channel toward the Chesapeake Bay and Bay Bridge, with expansive water vistas from nearly every room. A waterside wraparound patio, abundant green space, and fabulous

    Brad Kappel TTR Sotheby's International Realty

    7026 Channel Village Ct Unit T-2, Annapolis, MD 21403
  • 40 Ironstone Ct Unit B, Annapolis, MD 21403
    40 Ironstone Ct Unit B, Annapolis, MD 21403
    40 Ironstone Ct Unit B, Annapolis, MD 21403
    /18

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,694 Sq Ft

    40 Ironstone Ct Unit B, Annapolis, MD 21403

    Nestled in the charming and convenient Annapolis Overlook community, this inviting townhouse offers a perfect blend of comfort and investment potential. This traditional-style townhome boasts 1,694 square feet of thoughtfully designed living space, making it an ideal choice for both homeowners and savvy investors looking to capitalize on a desirable rental market. Step inside to discover a warm,

    Cynthia Lisa RE/MAX One

    40 Ironstone Ct Unit B, Annapolis, MD 21403
  • 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
  • 14 E Lake Dr, Annapolis, MD 21403
    14 E Lake Dr, Annapolis, MD 21403
    14 E Lake Dr, Annapolis, MD 21403
    /49

    $3,997,000

    • 5 Beds
    • 7 Baths
    • 6,234 Sq Ft

    14 E Lake Dr, Annapolis, MD 21403

    Bay Ridge Waterfront! Built by Pilli Custom Homes and beautifully curated by Erin Paige Pitts Interiors, this exceptional waterfront residence blends timeless architecture, impeccable craftsmanship, and extraordinary attention to detail. Rich custom millwork, extensive crown molding, elegant wainscoting, and coffered ceilings create an atmosphere of refined luxury throughout.A welcoming

    Brad Kappel TTR Sotheby's International Realty

    14 E Lake Dr, Annapolis, MD 21403
  • 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

    Open Sat 11AM - 1PM
    • 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
  • 3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    3728 Ramsgate Dr, Annapolis, MD 21403
    /68

    $6,995,000

    • 4 Beds
    • 5.5 Baths
    • 5,771 Sq Ft

    3728 Ramsgate Dr, Annapolis, MD 21403

    Set on a spectacular point of land where the South River meets the Chesapeake Bay, this extraordinary waterfront estate captures some of the most breathtaking views in Annapolis. With coveted southern exposure, the property is immersed in sunlight from dawn to dusk, creating an ever-changing backdrop of sparkling water, passing sailboats, and panoramic Chesapeake vistas.Completely

    Brad Kappel TTR Sotheby's International Realty

    3728 Ramsgate Dr, Annapolis, MD 21403
  • 110 Lake View Dr, Annapolis, MD 21403
    110 Lake View Dr, Annapolis, MD 21403
    110 Lake View Dr, Annapolis, MD 21403
    /45

    $730,000

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,242 Sq Ft

    110 Lake View Dr, Annapolis, MD 21403

    Open House on 9/13 has been cancelled. Please contact listing agent for showings directly. **NEW PRICE — a fresh opportunity to call Hillsmere Shores home!** Just two blocks from the community’s private beach and playground on the South River, this updated 3-bedroom, 2-bath home puts one of Hillsmere’s best amenities practically at your doorstep. Watch the sunrise at the water, afternoons at the

    Danielle Franz EXP Realty, LLC

    110 Lake View Dr, Annapolis, MD 21403
  • 100 Oak Dr, Annapolis, MD 21403
    100 Oak Dr, Annapolis, MD 21403
    100 Oak Dr, Annapolis, MD 21403
    /49

    $769,900

    $75K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,229 Sq Ft

    100 Oak Dr, Annapolis, MD 21403

    Price Improvement! Experience the best of Annapolis living in this beautifully updated 4-bedroom, 3-bath home located in a waterfront community. This move-in-ready home offers the perfect blend of modern updates, comfortable living, and an exceptional Chesapeake Bay lifestyle.The heart of the home has also been refreshed with updated kitchen countertops and appliances (2024/2025), making it

    Lauren Emrick Innovative Properties, Inc.

    100 Oak Dr, Annapolis, MD 21403
  • 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
  • 301 Cedar Ln, Annapolis, MD 21403
    301 Cedar Ln, Annapolis, MD 21403
    301 Cedar Ln, Annapolis, MD 21403
    /47

    $610,000

    • 4 Beds
    • 3 Baths
    • 1,906 Sq Ft

    301 Cedar Ln, Annapolis, MD 21403

    Come and discover the charm of this beautifully renovated ranch-style home in Hillsmere Estates, where modern comfort meets serene living. Step in to this warm and inviting retreat, featuring solid hardwood flooring on the main floor. With four spacious bedrooms and three full bathrooms, this home is designed to accommodate your lifestyle needs. The cozy and newly updated fireplace in the living

    Roxanne Newton Marsh ExecuHome Realty

    301 Cedar Ln, Annapolis, MD 21403
  • 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
  • 1019 President St, Annapolis, MD 21403
    1019 President St, Annapolis, MD 21403
    1019 President St, Annapolis, MD 21403
    /25

    $380,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1019 President St, Annapolis, MD 21403

    * Price Drop! Don't miss out on this beautiful fully updated Eastport home for less than $400k! *Welcome to 1019 President St in the heart of Eastport—where charm, space, and modern upgrades come together just minutes from the water and Historic Annapolis.This beautifully renovated 3-bedroom, 2-bath home offers a rare combination of cozy living and exceptional outdoor space.

    Aderyn Bright CENTURY 21 New Millennium

    1019 President St, Annapolis, MD 21403
  • 4 Ridge Rd, Annapolis, MD 21401
    4 Ridge Rd, Annapolis, MD 21401
    4 Ridge Rd, Annapolis, MD 21401
    /70

    $2,499,500

    Open House 9/26 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
  • 1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    1180 Bay Highlands Dr, Annapolis, MD 21403
    /52

    $685,000

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,758 Sq Ft

    1180 Bay Highlands Dr, Annapolis, MD 21403

    Beautifully maintained and filled with natural light, this inviting home offers an open floor plan with vaulted ceilings, hardwood floors, and comfortable living spaces designed for both relaxing and entertaining. The spacious primary suite features a private sitting area and en-suite bath, while the cozy fireplace and rear deck create the perfect setting for everyday living. A fenced backyard

    Gary Durand CENTURY 21 New Millennium

    1180 Bay Highlands Dr, Annapolis, MD 21403
  • 50 Sandstone Ct, Annapolis, MD 21403
    50 Sandstone Ct, Annapolis, MD 21403
    50 Sandstone Ct, Annapolis, MD 21403
    /10

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,010 Sq Ft

    50 Sandstone Ct, Annapolis, MD 21403

    Welcome to 50-G Sandstone Court, nestled in the desirable Annapolis Overlook community, where comfort, convenience, and easy living come together. This beautifully maintained 2-bedroom, 2-bath condominium is truly move-in ready and offers a bright, welcoming atmosphere you'll be proud to call home.Step inside to discover a spacious, open-concept living area that creates the perfect

    Karen Richardson Coldwell Banker Realty

    50 Sandstone Ct, Annapolis, MD 21403
  • 2104 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2104 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    2104 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
    /39

    $669,000

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft

    2104 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to resort-style coastal living at 2104 Chesapeake Harbour Dr E #202, a turnkey waterfront home in Annapolis' premier gated community. Enjoy serene water views and high-end upgrades from top to bottom.The open, light-filled layout features stylish new LVP flooring (Oct 2024) and contemporary lighting throughout (2024). Cook and entertain in the updated kitchen with custom cabinetry

    Jared Schwartz Berkshire Hathaway HomeServices PenFed Realty

    2104 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • 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
  • 211 Mckendree Ave, Annapolis, MD 21401
    211 Mckendree Ave, Annapolis, MD 21401
    /2

    $1,100,000

    Coming Soon Sep 23
    • 5 Beds
    • 3 Baths
    • 3,417 Sq Ft

    211 Mckendree Ave, Annapolis, MD 21401

    Situated on one of the best lots in Homewood, seconds from downtown Annapolis, this charming home must be seen to appreciate it. With 5 bedrooms, 3 full bathrooms, and over 3,700 finished sq feet 211 McKendree is much bigger than it appears! The upper level features a primary suite, equipped with large en-suite bathroom, walk in closet and convenient laundry. In the basement you will be amazed at

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    211 Mckendree Ave, Annapolis, MD 21401
  • 10 Hearthstone Ct Unit B, Annapolis, MD 21403
    10 Hearthstone Ct Unit B, Annapolis, MD 21403
    10 Hearthstone Ct Unit B, Annapolis, MD 21403
    /86

    $300,000

    • 2 Beds
    • 2 Baths
    • 1,217 Sq Ft

    10 Hearthstone Ct Unit B, Annapolis, MD 21403

    Welcome home to this fantastic two bedroom, two bath condo. Located on the ground level with a view of grassy area, trees, and the community pool. Open concept for the living and dining room area, with a bump out used currently as an exercise area, but it can be anything your heart desires. The modern kitchen is updated with silestone countertops, stainless appliances and the range is brand new.

    Christopher Fuller Long & Foster Real Estate, Inc.

    10 Hearthstone Ct Unit B, Annapolis, MD 21403
  • 1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403
    1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403
    1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403
    /33

    $379,900

    • 2 Beds
    • 2 Baths
    • 1,103 Sq Ft

    1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403

    BRAND-NEW HVAC SYSTEM—ONLY ONE MONTH OLD! Welcome to 1133 Lake Heron Drive, Unit 2B, a beautifully maintained second-level condo situated in one of the neighborhood’s most desirable locations. Tucked beside a large, open grassy field, this home offers a rare sense of privacy with peaceful views of nature from the side windows.Inside, you’ll find high-quality hardwood floors, a beautifully

    Caroline Nowell Cummings & Co. Realtors

    1133 Lake Heron Dr Unit 2B, Annapolis, MD 21403
  • 104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    104 Groh Ln, Annapolis, MD 21403
    /42

    $699,990

    $45K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,300 Sq Ft

    104 Groh Ln, Annapolis, MD 21403

    Some neighborhoods give you an address. Hillsmere gives you a way of life. At 104 Groh Lane, you’ll find a beautifully updated four-bedroom, three-bath home with approximately 2,300 square feet of finished living space, an exceptionally versatile floor plan, and a wonderful level, fenced backyard—all within one of Annapolis’ most beloved waterfront communities. Three bedrooms and two full baths

    Wendy Oliver Coldwell Banker Realty

    104 Groh Ln, Annapolis, MD 21403
  • 3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, Annapolis, MD 21403
    3280 Arundel on The Bay Rd, Annapolis, MD 21403
    /31

    $750,000

    Open Sun 2PM - 4PM $50K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    Significant Price Improvement! Priced to sell, incredible value. Excellent Condition. Welcome to this beautifully maintained custom built Tudor Style home in this small coastal community. NO HOA!! Pride of ownership shows! With a primary suite on the main level and another primary suite on the upper level, this home is perfect for Multi-Generational Living and Accessibility! The upper level

    Deanna Marshall The KW Collective

    3280 Arundel on The Bay Rd, Annapolis, MD 21403
  • 507 First St, Annapolis, MD 21403
    507 First St, Annapolis, MD 21403
    507 First St, Annapolis, MD 21403
    /41

    $2,695,000

    • 4 Beds
    • 3.5 Baths
    • 3,947 Sq Ft

    507 First St, Annapolis, MD 21403

    Celebrate the Eastport lifestyle in this beautifully crafted home, where classic Craftsman character meets the comfort and ease of newer construction. Built in 2016 and lightly lived in, the home captures everything that makes Eastport so desirable, from its welcoming front porch, charming architectural details, and beautifully curated landscaping to a location just steps from marinas,

    Brad Kappel TTR Sotheby's International Realty

    507 First St, Annapolis, MD 21403
  • 16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    16 Silverwood Cir Unit 1, Annapolis, MD 21403
    /38

    $265,000

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,313 Sq Ft

    16 Silverwood Cir Unit 1, Annapolis, MD 21403

    Nestled in the charming Fairwinds on Severn community, this inviting 2-bedroom, 2- full bathroom garden level condo offers a perfect blend of comfort and convenience. Step inside to discover a traditional floor plan adorned with recessed lighting, creating a warm ambiance. The ample dining area flows seamlessly into a cozy living space, ideal for gatherings. Cook and entertain with ease in this

    Bill Beam Beam Realty Group, Inc.

    16 Silverwood Cir Unit 1, Annapolis, MD 21403
  • 108 Sellew Rd, Annapolis, MD 21401

    $1,315,925

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

    108 Sellew Rd, Annapolis, MD 21401

    Private tours are available! Delivery expected to begin December of 2026. This listing is for an interior home on Lot 6. Sturbridge Homes is offering a generous pre-completion incentive package for early buyers. Submit your deposit now to lock in current pricing! Sales Center appointments are available now.Welcome to Towne Row - A community of 18 Luxury Townhomes in the Annapolis Town Center

    108 Sellew Rd, 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

    Open Sun 10AM - 12PM
    • 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
    /13

    $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

Showing Results 81 - 120, Page 3 of 7

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale near Annapolis High School

How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group