65

Colonial Homes for Sale in Annapolis, MD

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  • 1002 Dreams Landing Way, Annapolis, MD 21401
    1002 Dreams Landing Way, Annapolis, MD 21401
    1002 Dreams Landing Way, Annapolis, MD 21401
    /48

    $649,900

    Open Sat 11AM - 1PM $9K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,718 Sq Ft

    1002 Dreams Landing Way, Annapolis, MD 21401

    BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront community on the banks of the Severn River just minutes from downtown Annapolis. Unit #1002 is one of the few homes in the community having 4 finished levels of living space including the finished walkout lower level with 1/2 bath & built in cabinets. Also included in the sale is a highly coveted boat license

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    (410) 824-5267

    1002 Dreams Landing Way, Annapolis, MD 21401
  • 219 West St, Annapolis, MD 21401
    219 West St, Annapolis, MD 21401
    219 West St, Annapolis, MD 21401
    /53

    $1,125,000

    $25K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,080 Sq Ft

    219 West St, Annapolis, MD 21401

    Back on the market through no fault of the Sellers. Buyer's home sale contingency was not met, creating a new oppotunity for interested buyers. This gorgeous townhome nestled in the sought-after community of Uptown at Murray Hill, in the heart of downtown Annapolis' West Street Arts District and just steps away from restaurants, pubs, galleries and boutiques. A classic brick façade and covered

    Agent Photo

    Dustin Oldfather

    Compass

    (443) 969-7633

    219 West St, Annapolis, MD 21401
  • 2023 Puritan Terrace, Annapolis, MD 21401
    2023 Puritan Terrace, Annapolis, MD 21401
    2023 Puritan Terrace, Annapolis, MD 21401
    /39

    $485,000

    • 3 Beds
    • 2.5 Baths
    • 1,822 Sq Ft

    2023 Puritan Terrace, Annapolis, MD 21401

    Beautifully updated three-level townhome in the sought-after Windgate community of Annapolis. This open and inviting home features bamboo flooring, abundant natural light, and thoughtful updates throughout. Freshly painted with a bright bay window in the front living room that flows seamlessly into the dining area and updated kitchen. The kitchen was updated with new stainless steel appliances

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (443) 400-7154

    2023 Puritan Terrace, Annapolis, MD 21401
  • 534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    534 Post Oak Rd, Annapolis, MD 21401
    /73

    $975,000

    Open Sat 2PM - 4PM
    • 5 Beds
    • 3.5 Baths
    • 4,440 Sq Ft

    534 Post Oak Rd, Annapolis, MD 21401

    OPEN HOUSE - May 30 Saturday, 2-4 PM. Welcome to Windfern Forest, one of Annapolis’ most loved waterfront communities on the South River, where neighborhood amenities, water access, and timeless curb appeal come together beautifully. Perfectly situated on a quiet cul-de-sac and set on a spacious .55-acre lot, this stately 5-bedroom, 3.5-bath brick colonial blends classic architecture with fresh

    Jennifer Siska Long & Foster Real Estate, Inc.

    534 Post Oak Rd, Annapolis, MD 21401
  • 2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    2942 Southaven Dr, Annapolis, MD 21401
    /41

    $949,900

    • 4 Beds
    • 2.5 Baths
    • 2,142 Sq Ft

    2942 Southaven Dr, Annapolis, MD 21401

    Just across the street from the water in Southaven, this Annapolis home offers the kind of space and flexibility that’s increasingly hard to find. Recently updated, the main level includes a renovated kitchen with quartz countertops, dual ovens, gas cooking, stainless steel appliances, and modern cabinetry. The main level also features a living room with built-in speakers, a dining room, an

    Erica Baker TTR Sotheby's International Realty

    2942 Southaven Dr, Annapolis, MD 21401
  • 317 Canterfield Rd, Annapolis, MD 21403
    317 Canterfield Rd, Annapolis, MD 21403
    317 Canterfield Rd, Annapolis, MD 21403
    /66

    $735,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    317 Canterfield Rd, Annapolis, MD 21403

    Welcome to 317 Canterfield Road in the highly sought-after Hunt Meadow community! Situated on a beautifully landscaped corner lot, this well-maintained home offers the perfect combination of space, comfort, and location. Step inside to find a bright and inviting main level featuring hardwood floors, spacious living and dining areas, and a well-appointed kitchen that opens to a cozy family

    Rick Gloekler RE/MAX Executive

    317 Canterfield Rd, Annapolis, MD 21403
  • 1075 Sun Valley Dr, Annapolis, MD 21409
    1075 Sun Valley Dr, Annapolis, MD 21409
    1075 Sun Valley Dr, Annapolis, MD 21409
    /51

    $589,900

    $25K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,274 Sq Ft

    1075 Sun Valley Dr, Annapolis, MD 21409

    Major Price Reduction w/ Some Closing Help! Located in the water-privileged community of Cape St. Claire in Annapolis, this Dutch Colonial offers a practical layout, recent updates, and a private outdoor setting. The home features a traditional floor plan with multiple living areas, allowing for flexible use of space for everyday living, entertaining, and work-from-home needs. Recent interior

    Vincent Payne Realty Navigator

    1075 Sun Valley Dr, Annapolis, MD 21409
  • 905 Cornell Ave, Annapolis, MD 21401
    905 Cornell Ave, Annapolis, MD 21401
    905 Cornell Ave, Annapolis, MD 21401
    /61

    $1,125,000

    • 5 Beds
    • 5 Baths
    • 6,414 Sq Ft

    905 Cornell Ave, Annapolis, MD 21401

    This exquisite 5-bedroom, 5 full bath stone-front traditional residence blends timeless sophistication with modern luxury. A grand marble entry foyer introduces the beautifully appointed formal living and dining rooms, adorned with classic picture frame moldings and elegant tray ceilings. At the heart of the home, a gourmet kitchen showcases a custom marble center cooking island and a

    John Collins Long & Foster Real Estate, Inc.

    905 Cornell Ave, Annapolis, MD 21401
  • 118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    118 Treblis Way, Annapolis, MD 21403
    /47

    $739,000

    $30K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,348 Sq Ft

    118 Treblis Way, Annapolis, MD 21403

    Price Reduced! Modern and “like-new” townhome ideally located just minutes to Downtown Annapolis and Eastport, offering easy access to waterfront dining, marinas, and shopping! This nearly new construction home at 118 Treblis Way showcases modern style, thoughtful enhancements, and effortless living in a prime Annapolis location. This home (Largest Model / 4 Levels) has been meticulously improved

    Joanna Dalton Coldwell Banker Realty

    118 Treblis Way, Annapolis, MD 21403
  • 1109 Boucher Ave, Annapolis, MD 21403
    1109 Boucher Ave, Annapolis, MD 21403
    1109 Boucher Ave, Annapolis, MD 21403
    /57

    $1,345,000

    $200K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,779 Sq Ft

    1109 Boucher Ave, Annapolis, MD 21403

    Living the Eastport lifestyle - This is what upscale, modern urban living is all about! It's an easy walk to downtown shops, restaurants and marinas from this centrally located 13 year old Craftsman style home. Light filled rooms include the upper level bedrooms, one currently used as an office and one with a balcony. The lower level offers a full bath and separate entry with flexible space that

    Stealey Ashley Coldwell Banker Realty

    1109 Boucher Ave, Annapolis, MD 21403
  • 704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    704 Caleb Ln, Annapolis, MD 21401
    /50

    $1,025,000

    Open Sat 11AM - 1PM $25K PRICE DROP
    • 6 Beds
    • 6 Baths
    • 6,027 Sq Ft

    704 Caleb Ln, Annapolis, MD 21401

    704 Caleb Lane is beautifully maintained and loaded with recent updates in the highly sought-after, amenity-rich Kingsport community of Annapolis. The spacious, open floor plan is enhanced by the many value-added updates in the home, including the renovated kitchen, roof (2022), HVAC systems (2025 and 2022), and water heater (2022). The light-filled walk-out lower level is a complete in-law/au

    Alex Tower Sears TTR Sotheby's International Realty

    704 Caleb Ln, Annapolis, MD 21401
  • 1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    1207 Thomas Point Ct, Annapolis, MD 21403
    /75

    $1,750,000

    • 5 Beds
    • 4 Baths
    • 4,589 Sq Ft

    1207 Thomas Point Ct, Annapolis, MD 21403

    WELCOME TO THIS BEAUTIFULLY DESIGNED 5/6 BEDROOM, 4 FULL BATH BRICK BEAUTY IN THE HIGHLY SOUGHT AFTER WATER-PRIVILEGED COMMUNITY OF FISHING CREEK FARM! FROM THE MOMENT YOU ENTER, THE HOME FEELS BOTH ELEVATED AND INVITING WITH WELL-APPOINTED SPACES, NATURAL FLOW, AND QUALITY FINISHES THROUGHOUT. THE MAIN LEVEL OFFERS A TWO STORY FOYER AND A HOME OFFICE (OR MAIN LEVEL BEDROOM) WITH PLANTATION

    Kellie Gough McLendon Long & Foster Real Estate, Inc.

    1207 Thomas Point Ct, Annapolis, MD 21403
  • 1711 Ritchie Hwy, Annapolis, MD 21409
    1711 Ritchie Hwy, Annapolis, MD 21409
    1711 Ritchie Hwy, Annapolis, MD 21409
    /16

    $1,199,950

    • 5 Beds
    • 5 Baths
    • 5,086 Sq Ft

    1711 Ritchie Hwy, Annapolis, MD 21409

    Discover an exceptional home in a prime Annapolis location, where you can enjoy the sound of morning and evening colors from the Naval Academy. This beautifully maintained residence features 5 spacious bedrooms and 5 bathrooms (3 full and 2 partial), offering comfort, flexibility, and room to entertain.The home boasts a newly updated kitchen with a new gas stove with double oven, freshly

    George Nguyen Blufin Realty, LLC.

    1711 Ritchie Hwy, Annapolis, MD 21409
  • 962 Coachway, Annapolis, MD 21401
    962 Coachway, Annapolis, MD 21401
    962 Coachway, Annapolis, MD 21401
    /111

    $1,250,000

    $50K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 5,889 Sq Ft

    962 Coachway, Annapolis, MD 21401

    Tranquility and nature awaits you in this timeless all-brick estate, thoughtfully designed for both everyday living and MULTI-GENERATIONAL l flexibility — offering the rare feeling of living in your own private retreat while still being just minutes from the heart of Annapolis. With over 5,500 square feet, multiple private living areas, and the potential for dual primary-style suites, this home

    Sarah Garza Compass

    962 Coachway, Annapolis, MD 21401
  • 371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    371 Carriage Park Way, Annapolis, MD 21401
    /17

    $1,282,500

    • 4 Beds
    • 3.5 Baths
    • 6,724 Sq Ft

    371 Carriage Park Way, Annapolis, MD 21401

    Foreclosure opportunity in sought-after Annapolis! Spacious 4BR/3.5BA Colonial with over 4,500 sq ft of living space. Features include multiple living areas, large kitchen footprint, finished lower level, and generous bedroom sizes. Private backyard with in-ground pool ready to be restored. Excellent potential for renovation or investment. Convenient to shopping, dining, major routes, and

    Christopher Guldi Keller Williams Flagship

    371 Carriage Park Way, Annapolis, MD 21401
  • 1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    1907 Mackiebeth Ct, Annapolis, MD 21401
    /6

    $1,575,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 5,437 Sq Ft

    1907 Mackiebeth Ct, Annapolis, MD 21401

    Professional photos will be taken 4/26/26! This is a rare opportunity to own a newly built, beautifully designed home on a large lot in an established neighborhood-with nature at your doorstep and everything Annapolis has to offer just minutes away. This home is estimated to be completed by the end of April, 2026. With a stunning Colonial architectural style, this beautiful home offers 5-bedrooms

    Marilyn Hendley EXP Realty, LLC

    1907 Mackiebeth Ct, Annapolis, MD 21401
  • 124 E Bay View Dr, Annapolis, MD 21403
    124 E Bay View Dr, Annapolis, MD 21403
    124 E Bay View Dr, Annapolis, MD 21403
    /21

    $1,025,000

    Open House 6/06 Coming Soon
    • 4 Beds
    • 3 Baths
    • 4,061 Sq Ft

    124 E Bay View Dr, Annapolis, MD 21403

    Welcome to 124 E Bay View Drive, beautifully remodeled and ideally located in Hillsmere Shores, one of Annapolis’ most beloved water-oriented communities. Set along picturesque East Bay View Drive with water views, this thoughtfully updated home is just one block from the neighborhood beach with stunning water views, around the corner from the community marina, and a block away from the boat ramp

    Jennifer Gregorski Washington Fine Properties

    124 E Bay View Dr, Annapolis, MD 21403
  • 141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    141 Stilly Way, Annapolis, MD 21403
    /55

    $1,049,000

    $76K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 5,140 Sq Ft

    141 Stilly Way, Annapolis, MD 21403

    She’s one and a half years young. She’s flawless. And she’s exactly the kind of home buyers spend months hoping will hit the market—but almost never does. Welcome to 141 Stilly Way, a fully upgraded, privately owned resale in Parkside Preserve where every premium finish, every design decision, and every upgrade has already been completed for you. This is not a builder sale. There are no

    Wendy Oliver Coldwell Banker Realty

    141 Stilly Way, Annapolis, MD 21403
  • 1701 Delage Ln, Annapolis, MD 21409
    1701 Delage Ln, Annapolis, MD 21409
    1701 Delage Ln, Annapolis, MD 21409
    /45

    $599,000

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

    1701 Delage Ln, Annapolis, MD 21409

    1701 Delage Lane presents an exceptional opportunity for investors, contractors, or buyers ready to renovate and build instant equity. This large four-bedroom home with one and a half baths is full of potential, making it ideal for those with vision and creativity seeking to transform a property into something truly special.Situated on a generously sized lot in an established neighborhood,

    Joan Russell Coldwell Banker Realty

    1701 Delage Ln, Annapolis, MD 21409
  • 2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    2 Silopanna Ct, Annapolis, MD 21403
    /37

    $599,900

    $35K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2 Silopanna Ct, Annapolis, MD 21403

    The search is over - you have finally found the home you've been waiting for; a clean fresh color palette ready for all your personalization. 2 Silopanna Court in Annapolis is waiting for you.Tucked away on a quiet cul-de-sac just minutes from downtown Annapolis, this 2,000± square foot home offers the rare combination of privacy, meaningful upgrades, and everyday convenience. The shaded

    Victoria Barbour Real Broker, LLC - Annapolis

    2 Silopanna Ct, Annapolis, MD 21403
  • 2906 Boyds Cove Dr, Annapolis, MD 21401
    2906 Boyds Cove Dr, Annapolis, MD 21401
    2906 Boyds Cove Dr, Annapolis, MD 21401
    /84

    $899,900

    • 4 Beds
    • 3.5 Baths
    • 3,770 Sq Ft

    2906 Boyds Cove Dr, Annapolis, MD 21401

    Welcome home to 2906 Boyds Cove Drive, a stunning stone-front Colonial nestled in the highly sought-after, upscale enclave of Boyds Ridge. This home offers over 3,800 square feet of elegant above-grade living space, perfectly blending sophisticated design with everyday comfort. Step inside to an open flowing layout with gleaming hardwood floors, crown molding, and classic chair railings. The

    Matthew Ord Crown Homes Real Estate

    2906 Boyds Cove Dr, Annapolis, MD 21401
  • 7 Carver St, Annapolis, MD 21401
    7 Carver St, Annapolis, MD 21401
    7 Carver St, Annapolis, MD 21401
    /27

    $350,000

    • 4 Beds
    • 2 Baths
    • 1,584 Sq Ft

    7 Carver St, Annapolis, MD 21401

    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

    Gina Gargeu Century 21 Downtown

    7 Carver St, Annapolis, MD 21401
  • 202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    /59

    $2,765,000

    • 5 Beds
    • 2 Baths
    • 2,100 Sq Ft

    202 Wardour Dr, Annapolis, MD 21401

    Welcome to 202 Wardour Drive! This classic 1940 Dutch Colonial offers timeless character, generous living space, and an unbeatable Annapolis location. Situated on a quarter acre lot with large front yard, the south facing location ensures sunny days ahead! Located in the elegant Wardour community which reflects the naturalistic style of its designer, Frederick Law Olmstead, Jr, with its mature

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    202 Wardour Dr, Annapolis, MD 21401
  • 1513 West St, Annapolis, MD 21401
    1513 West St, Annapolis, MD 21401
    1513 West St, Annapolis, MD 21401
    /5

    $725,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,248 Sq Ft

    1513 West St, Annapolis, MD 21401

    Professional Pictures coming after Christmas. Please call LA with any questions. ***LIsting agreement is still in place. Please do not contact homeowner**

    Christine King Douglas Realty LLC

    1513 West St, Annapolis, MD 21401
  • 146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    146 Duke of Gloucester St, Annapolis, MD 21401
    /58

    $1,999,999

    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Welcome to 146 Duke of Gloucester Street! As you approach the home, a welcoming front porch will greet you, offering a place to sit and take in all that Annapolis has to offer. Nestled in the heart of historic Annapolis, this beautifully appointed 4-bedroom, 3.5-bath residence seamlessly blends timeless charm with modern sophistication. Rich in character and thoughtfully updated throughout, this

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
    /14

    $272,500

    $7K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 972 Sq Ft

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403

    Ground Floor Living! Absolutely stunning & fully remodeled condo in Fairwinds of Annapolis. Featuring 2 bedrooms and 2 full bathrooms, this condo shows as well as any condo you will find in the entire community. The unit boasts brand new LVP flooring, beautiful white Shaker cabinets, stunning new quartz counters, new SS appliances, 2 spectacularly remodeled bathrooms, brand new lighting

    Alex Estill Long & Foster Real Estate, Inc.

    205 Victor Pkwy Unit 205D, Annapolis, MD 21403
  • 805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    805 Spa Rd, Annapolis, MD 21401
    /47

    $1,198,000

    $97K PRICE DROP
    • Studio
    • 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
  • 856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    856 St Edmonds Place, Annapolis, MD 21401
    /129

    $2,795,000

    • 5 Beds
    • 4.5 Baths
    • 6,412 Sq Ft

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Sunday, May 24th, 11-1 pm** Welcome to 856 St Edmonds Place! Newly positioned $700k below recent appraisal! Have it all with stunning views from nearly every room, deep water, privacy, and a spacious floorplan for multi generational living! Spectacular custom built waterfront home in the sought after Downs community of Annapolis! Breathtaking views await you from every corner of

    James Schaecher Keller Williams Flagship

    856 St Edmonds Place, Annapolis, MD 21401
  • 66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    66 Franklin St Unit 20, Annapolis, MD 21401
    /34

    $725,000

    • 1 Bed
    • 1.5 Baths
    • 1,342 Sq Ft

    66 Franklin St Unit 20, Annapolis, MD 21401

    Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5-bath residence in the highly desirable Acton’s Landing community. Ideally located on the street level for easy access, this condo blends everyday convenience with upscale living. The open-concept design offers a bright, expansive living area and a well-appointed kitchen featuring a center island,

    John Collins Long & Foster Real Estate, Inc.

    66 Franklin St Unit 20, Annapolis, MD 21401
  • 1394 Rosebay Ct, Annapolis, MD 21409
    1394 Rosebay Ct, Annapolis, MD 21409
    1394 Rosebay Ct, Annapolis, MD 21409
    /47

    $835,000

    $24K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,252 Sq Ft

    1394 Rosebay Ct, Annapolis, MD 21409

    Love This HOME at the NEW PRICE!! Briarwood – One of Anne Arundel County’s Finest Communities... Welcome to Rosebay Court!A mature magnolia tree and inviting covered front porch set the stage for this beautifully updated/renovated brick colonial, ideally situated on a quiet cul-de-sac. Thoughtfully finished and move-in ready, this home is prepared to welcome its new owner.Inside, a

    Lisa Ciofani Cummings & Co. Realtors

    1394 Rosebay Ct, Annapolis, MD 21409
  • 11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    11 S Acton Place, Annapolis, MD 21401
    /138

    $7,999,000

    • 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

    $410,000

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    1019 President St, Annapolis, MD 21403

    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. Situated on an oversized lot with a classic white picket fence, the property features a huge yard, private parking

    Aderyn Bright CENTURY 21 New Millennium

    1019 President St, 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
    /40

    $799,900

    Open Sat 1PM - 3PM $25K PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 3,144 Sq Ft

    3280 Arundel on The Bay Rd, Annapolis, MD 21403

    Welcome to this beautifully maintained custom built Tudor Style home! With a primary suite and full bath on the main level and another primary suite with full bath on the upper level, this home is perfect for multi-generational living! The upper level features 3 spacious bedrooms and 2 full baths; the main level has 1 bedroom and 1.5 bath; and the lower level has another full bath and several

    Deanna Marshall The KW Collective

    3280 Arundel on The Bay Rd, Annapolis, MD 21403
  • 219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    219 Wardour Dr, Annapolis, MD 21401
    /45

    $3,595,000

    • 5 Beds
    • 6.5 Baths
    • 8,296 Sq Ft

    219 Wardour Dr, Annapolis, MD 21401

    Located in the coveted Wardour community, this stately home combines timeless architecture with an enviable walkable location near West Annapolis’ shops and restaurants and just minutes from downtown. With stunning curb appeal, spacious 0.55 acre lot, expansive front yard and water views from nearly every room in the home, this property offers a rare combination of privacy and community, where

    Brad Kappel TTR Sotheby's International Realty

    219 Wardour Dr, Annapolis, MD 21401
  • 21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    21 Woodlawn Ave, Annapolis, MD 21401
    /52

    $849,000

    Open Sat 10AM - 12PM $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,442 Sq Ft

    21 Woodlawn Ave, Annapolis, MD 21401

    NEW PRICE — INCREDIBLE VALUE - Step into the charm and character of Annapolis living at 21 Woodlawn Ave — a beautifully updated 1905 home in the Germantown-Homewood community, blending timeless architecture with thoughtful modern improvements, all in one of the city’s most walkable locations.This 3-bedroom, 2-bath home is filled with warmth and original character, featuring high ceilings,

    Elizabeth Leighty Real Broker, LLC - Annapolis

    21 Woodlawn Ave, Annapolis, MD 21401
  • 121 Conley Dr, Annapolis, MD 21403
    121 Conley Dr, Annapolis, MD 21403
    121 Conley Dr, Annapolis, MD 21403
    /38

    $330,000

    • 3 Beds
    • 1.5 Baths
    • 1,280 Sq Ft

    121 Conley Dr, Annapolis, MD 21403

    Welcome to this home nestled in the heart of Annapolis. Offering a blend of comfort, functionality, and convenience, this property features spacious living areas, abundant natural light, and a layout designed for everyday living and entertaining. Enjoy a generous backyard perfect for relaxing or hosting gatherings, along with easy access to local shopping, dining, marinas, parks, and major

    Ms. Kristina Boyd Keller Williams Preferred Properties

    121 Conley Dr, Annapolis, MD 21403
  • 221 Spring Race Ct, Annapolis, MD 21401
    221 Spring Race Ct, Annapolis, MD 21401
    221 Spring Race Ct, Annapolis, MD 21401
    /4

    $874,900

    Coming Soon
    • 4 Beds
    • 4 Baths
    • 2,834 Sq Ft

    221 Spring Race Ct, Annapolis, MD 21401

    Welcome to 221 Spring Race Ct, an exquisitely renovated single-family home in vibrant Annapolis, MD. Offering 3,138 square feet of expertly designed living space, this home features four spacious bedrooms, four beautifully updated bathrooms, and a total of 10 thoughtfully crafted rooms perfect for your lifestyle needs. Every inch of this property has been updated, including a stunning kitchen

    Melissa Murray Compass

    221 Spring Race Ct, Annapolis, MD 21401
  • 422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    422 First St, Annapolis, MD 21403
    /19

    $870,000

    • 2 Beds
    • 1.5 Baths
    • 1,094 Sq Ft

    422 First St, Annapolis, MD 21403

    Welcome to Eastport—just steps from downtown Annapolis. This adorable duplex offers the perfect blend of charm, convenience, and a coastal lifestyle. This inviting two-bedroom, 1.5-bath home is freshly painted and features numerous updates, including new hardwood floors throughout, new windows in the living room and kitchen, a new wood-burning stove, and a new A/C heat pump—making it move-in

    Cindy Nairn Coldwell Banker Realty

    422 First St, Annapolis, MD 21403
  • 83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    83 Market St, Annapolis, MD 21401
    /52

    $2,450,000

    • 5 Beds
    • 4 Baths
    • 3,178 Sq Ft

    83 Market St, Annapolis, MD 21401

    A magazine-worthy Historic District renovation, completed in 2026. Designed by well-known Annapolis architect Jay Schwarz and Clara Rose Interior Design, this home features a brand-new kitchen, wet bar, and fully reconfigured third floor with every detail thoughtfully considered. Water access at the end of the block, Acton's Cove waterfront park around the corner, all of downtown Annapolis within

    Elizabeth Dooner Coldwell Banker Realty

    83 Market St, Annapolis, MD 21401
  • 34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    34 Pinkney St, Annapolis, MD 21401
    /20

    $695,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    34 Pinkney St, Annapolis, MD 21401

    How many times have you strolled Annapolis' streets and thought, "I wish I lived here!"? 34 Pinkney is your opportunity to be in the center of the good life Annapolis has to offer! This renovated home is the perfect pied-à-terre. Cozy living room flows to the dining with fun shiplap walls and built-in seating. The well-planned renovated kitchen has access to the private brick courtyard, just the

    Alex Tower Sears TTR Sotheby's International Realty

    34 Pinkney St, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 2

Maryland Anne Arundel County Annapolis

Real Estate & Homes for Sale in Annapolis, MD

Home Trends in Annapolis, MD

On average, homes in Annapolis, MD sell after 38 days on the market compared to the national average of 58 days. The median sale price for homes in Annapolis, MD over the last 12 months is $620,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$832,500
Median Townhouse Sale Price
$455,000
Median 2 Bedroom Sale Price
$435,000
Median 1 Bedroom Sale Price
$464,950
Average Price Per Sq Ft
$364
Number of Homes for Sale
284
Last 12 months Home Sales
1,336
Months of Supply
2.60
Median List Price
$645,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%

Popular Home Searches in Annapolis, MD

In Annapolis, waterfront living and historic charm are top priorities, especially near Eastport and the historic district.

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