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Historic Homes for Sale in Annapolis, MD

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  • 940 Astern Way Unit 112, Annapolis, MD 21401
    940 Astern Way Unit 112, Annapolis, MD 21401
    940 Astern Way Unit 112, Annapolis, MD 21401
    /58

    $475,000

    • 2 Beds
    • 2 Baths
    • 1,588 Sq Ft

    940 Astern Way Unit 112, Annapolis, MD 21401

    ELEVATOR ACCESS TO COVETED SPACE #2 IN THE CONDO GARAGE CONVEYS!!! Spanning 1,588 square feet, this beautifully maintained residence features two spacious bedrooms and two full bathrooms adjoining the brightly lit sunroom providing ample space for relaxation and entertaining. Step inside to discover a gourmet kitchen that is a chef's dream, complete with cherry cabinetry, granite countertops,

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    940 Astern Way Unit 112, Annapolis, MD 21401
  • 709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    709 Skippers Ln, Annapolis, MD 21401
    /45

    $590,000

    $5K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 3,016 Sq Ft

    709 Skippers Ln, Annapolis, MD 21401

    Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome offering Unique Zoning flexibility , 3 Finished levels with 3,016sf, and a Rare Live/Work Opportunity with an Assumable 4.25% VA loan located in Village Greens of Annapolis! Operate a boutique business, studio, or professional office right from your street-level commercial space with no commute - previously a

    Agent Photo

    Kara Leddy

    Coldwell Banker Realty

    709 Skippers Ln, Annapolis, MD 21401
  • 953 Mastline Dr, Annapolis, MD 21401
    953 Mastline Dr, Annapolis, MD 21401
    953 Mastline Dr, Annapolis, MD 21401
    /40

    $675,000

    Open Mon 3:30PM - 5:30PM
    • 3 Beds
    • 2 Baths
    • 1,954 Sq Ft

    953 Mastline Dr, Annapolis, MD 21401

    Welcome to 953 Mastline Drive, a spacious ranch style home in the highly sought after 55+ community of Heritage Harbour. Offering just under 2,000 square feet, three bedrooms, two full bathrooms, and a two car garage, this home provides easy single level living with plenty of space to enjoy.Inside, fresh paint and brand new carpet give the home a clean, refreshed feel throughout. Generous

    Agent Photo

    Joe Smith

    Next Step Realty

    953 Mastline Dr, Annapolis, MD 21401
  • 2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
    /96

    $599,999

    $75K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,700 Sq Ft

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403

    Dramatic Price Reduction just taken on this totally updated condo in the desirable Chesapeake Harbor section of Annapolis. This 2nd Village location provides the perfect short walk to Chase Pond, the Bay View pool, the kayak beach, tennis and pickleball courts and both community piers on Chesapeake Bay, no car needed. When the autumn leaves fall you have even more of a water view until they bloom

    Agent Photo

    Lorna Kaim

    Compass

    2108 Chesapeake Harbour Dr Unit 201, Annapolis, MD 21403
  • 1603 Waters Ridge Ct, Annapolis, MD 21409
    1603 Waters Ridge Ct, Annapolis, MD 21409
    1603 Waters Ridge Ct, Annapolis, MD 21409
    /95

    $1,495,000

    Open Sat 11AM - 1PM
    • 5 Beds
    • 4.5 Baths
    • 5,639 Sq Ft

    1603 Waters Ridge Ct, Annapolis, MD 21409

    OPEN HOUSE SATURDAY SEPT 26th 11am to 1pm. Welcome to your castle on the hill! Introducing an extraordinary custom-built estate with brand new roof, privately nestled on more than 2+ WOODED ACRES along the B&A Trail in a quiet cul-de-sac setting, just minutes from downtown HISTORIC ANNAPOLIS and convenient to the Rt. 50 corridor. Located in the sought-after Broadneck School District, this

    Agent Photo

    Christina Palmer

    Keller Williams Flagship

    1603 Waters Ridge Ct, Annapolis, MD 21409
  • 113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    113 Bay Dr, Annapolis, MD 21403
    /52

    $2,795,000

    • 3 Beds
    • 2.5 Baths
    • 2,286 Sq Ft

    113 Bay Dr, Annapolis, MD 21403

    Live authentically. The Chesapeake Bay is the view, the backdrop and the reason to linger. From the covered bluestone porch, the horizon opens across the Bay with uninterrupted sky and water. Morning coffee, an afternoon breeze through open doors, evenings around the fire—the water sets the pace.Extensively renovated inside and out since 2019, this charming craftsman styled gem in the

    Agent Photo

    Elizabeth Atwood

    Krauss Real Property Brokerage

    113 Bay Dr, Annapolis, MD 21403
  • 165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    165 King George St, Annapolis, MD 21401
    /61

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 2,649 Sq Ft

    165 King George St, Annapolis, MD 21401

    Rare Historic Triplex in Downtown Annapolis – Live for Free with Built-In Income! Unlocking a premier real estate strategy in the heart of Historic Annapolis, this versatile multi-unit property offers an incredible opportunity to live in one unit while letting the other two pay your mortgage. Perfectly positioned just steps from City Dock, Main Street, and the United States Naval Academy, this

    Michele Michael CENTURY 21 New Millennium

    165 King George St, Annapolis, MD 21401
  • 2802 Mockingbird Ct, Annapolis, MD 21401
    2802 Mockingbird Ct, Annapolis, MD 21401
    2802 Mockingbird Ct, Annapolis, MD 21401
    /64

    $525,000

    Open Sat 11AM - 2PM
    • 2 Beds
    • 2.5 Baths
    • 1,770 Sq Ft

    2802 Mockingbird Ct, Annapolis, MD 21401

    What if touring a home could help an animal find one, too?Welcome to 2802 Mockingbird Court, where purchasing a home does more than begin your next chapter. The proceeds from this sale will help provide food, medical care, and shelter for animals at the SPCA as they wait for their forever homes. Completely renovated from top to bottom, this turnkey home features a stunning new kitchen,

    Jennifer Schaub EXP Realty, LLC

    2802 Mockingbird Ct, Annapolis, MD 21401
  • 2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    2002 Dakota Place Unit 2A, Annapolis, MD 21403
    /29

    $619,000

    $31K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    2002 Dakota Place Unit 2A, Annapolis, MD 21403

    Enjoy resort-style waterfront living with harbor and Chesapeake Bay views in the gated community of Chesapeake Harbour. This beautifully updated two-level residence offers the ideal blend of comfort, natural light, and low-maintenance coastal living. Freshly painted throughout with new carpet, the home features a thoughtfully designed floor plan with over 1,900 square feet of living space, an

    Brad Kappel TTR Sotheby's International Realty

    2002 Dakota Place Unit 2A, Annapolis, MD 21403
  • 1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    1486 Downham Market, Annapolis, MD 21401
    /87

    $2,999,900

    • 5 Beds
    • 4.5 Baths
    • 5,260 Sq Ft

    1486 Downham Market, Annapolis, MD 21401

    There are waterfront homes...and then there are waterfront estates that redefine luxury. Welcome to 1486 Downham Market, an extraordinary deep-water retreat in the prestigious Downs on the Severn, where timeless architecture, exceptional craftsmanship, and one of the finest protected waterfront settings in the region come together to create a home that is truly without equal. Perfectly positioned

    Wendy Oliver Coldwell Banker Realty

    1486 Downham Market, Annapolis, MD 21401
  • 979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    979 Bramleigh Ln, Annapolis, MD 21401
    /53

    $1,105,000

    $20K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,080 Sq Ft

    979 Bramleigh Ln, Annapolis, MD 21401

    Welcome to this exceptional single-family home nestled in one of Annapolis' most desirable neighborhoods. Offering morethan 4,000 square feet of thoughtfully designed living space, this beautiful residence features 4 spacious bedrooms, 3.5 bathrooms, and an ideal layout for both everyday living and entertaining.Step inside to an inviting open floor plan highlighted by a dramatic

    Robert Breeden Berkshire Hathaway HomeServices Homesale Realty

    979 Bramleigh Ln, Annapolis, MD 21401
  • 219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    219 Lockwood Ct, Annapolis, MD 21403
    /42

    $1,750,000

    • 4 Beds
    • 4 Baths
    • 1,848 Sq Ft

    219 Lockwood Ct, Annapolis, MD 21403

    Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect blend of timeless charm and modern luxury. This was a complete remodel in 2012! Boasting 4 bedrooms and 4 full baths, this thoughtfully designed residence features an open floor plan accented by beautiful bamboo flooring adding warmth and style throughout. The gourmet kitchen is the centerpiece of the home,

    John Collins Long & Foster Real Estate, Inc.

    219 Lockwood Ct, Annapolis, MD 21403
  • 1 President Point Dr Unit A1, Annapolis, MD 21403
    1 President Point Dr Unit A1, Annapolis, MD 21403
    1 President Point Dr Unit A1, Annapolis, MD 21403
    /38

    $825,000

    • 1 Bed
    • 1.5 Baths
    • 923 Sq Ft

    1 President Point Dr Unit A1, Annapolis, MD 21403

    Experience effortless waterfront living at The Point on Spa Creek, where this beautifully appointed entry-level residence combines exceptional convenience with captivating views across Spa Creek toward Historic Annapolis. With no steps required, the spacious condominium offers an easy, lock-and-leave lifestyle just moments from the clubhouse, waterfront pool, docks, and scenic walking

    Brad Kappel TTR Sotheby's International Realty

    1 President Point Dr Unit A1, Annapolis, MD 21403
  • 219 King George St, Annapolis, MD 21401
    219 King George St, Annapolis, MD 21401
    219 King George St, Annapolis, MD 21401
    /42

    $1,700,000

    Coming Soon Oct 5
    • 3 Beds
    • 2.5 Baths
    • 1,978 Sq Ft

    219 King George St, Annapolis, MD 21401

    Experience the ultimate walkable lifestyle in the heart of Downtown Annapolis with this charming traditional home in the Historic District, where timeless character meets modern comfort. Built in 1900, this inviting residence captures the quintessential charm of Annapolis while offering thoughtful updates and the conveniences of contemporary living.Steps away from the welcoming front porch

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    219 King George St, Annapolis, MD 21401
  • 6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    6 President Point Dr Unit B3, Annapolis, MD 21403
    /38

    $975,000

    $50K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,467 Sq Ft

    6 President Point Dr Unit B3, Annapolis, MD 21403

    NOW WITH IMPROVED VIEW! Experience a hassle-free waterfront lifestyle at The Point on Spa Creek, where this stunning condo offers exceptionally easy living with picturesque views overlooking Historic Annapolis and Spa Creek. This spacious 2 bedroom 2 bath condo with flexible loft space features beautifully appointed rooms and is just steps away from the clubhouse, pool, dock, and scenic walking

    Brad Kappel TTR Sotheby's International Realty

    6 President Point Dr Unit B3, Annapolis, MD 21403
  • 8 Revell St, Annapolis, MD 21401
    8 Revell St, Annapolis, MD 21401
    8 Revell St, Annapolis, MD 21401
    /59

    $1,349,000

    • 5 Beds
    • 2 Baths
    • 2,600 Sq Ft

    8 Revell St, Annapolis, MD 21401

    Just steps from Spa Creek in the Annapolis Historic District, 8 Revell Street is a distinctive 1903 home offering more than 3,600 square feet across three finished levels, with 5 bedrooms and 2 full baths. Beautiful original character, mature gardens and an exceptional downtown location set the stage. With its classic wood-shingle exterior, recently resurfaced standing-seam metal roof and freshly

    Rachel Holmes Coldwell Banker Realty

    8 Revell St, Annapolis, MD 21401
  • 111 Conduit St, Annapolis, MD 21401
    111 Conduit St, Annapolis, MD 21401
    111 Conduit St, Annapolis, MD 21401
    /24

    $969,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,000 Sq Ft

    111 Conduit St, Annapolis, MD 21401

    111 Conduit Street is historic Annapolis living at its finest.Nestled in the heart of Historic Annapolis, this charming semi-detached residence seamlessly blends timeless character with modern convenience. Located just moments from Main Street, the City Dock, shops, restaurants, and waterfront attractions, this home offers the quintessential Annapolis lifestyle.Inside, original

    Benjamin Mueller Innovative Properties, Inc.

    111 Conduit St, Annapolis, MD 21401
  • 1622 Secretariat Dr, Annapolis, MD 21409
    1622 Secretariat Dr, Annapolis, MD 21409
    1622 Secretariat Dr, Annapolis, MD 21409
    /26

    $424,900

    • 3 Beds
    • 1.5 Baths
    • 1,060 Sq Ft

    1622 Secretariat Dr, Annapolis, MD 21409

    Welcome to Your Chesapeake Bay Lifestyle in Revell Downs! MOVE-IN READY * OWNED SOLAR PANELS * FULLY FURNISHED OPTION * BLUE RIBBON SCHOOLS * LARGE FENCED YARD * Welcome to this beautifully maintained 3 bedroom, 1.5 bathroom home nestled in the highly sought-after Revell Downs community and served by the acclaimed Blue Ribbon Broadneck School District. Offering the perfect combination of comfort,

    Michael Patrick RE/MAX United Real Estate

    1622 Secretariat Dr, Annapolis, MD 21409
  • 1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
    /63

    $675,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,602 Sq Ft

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401

    Welcome to the highly sought-after “Davenport” corner unit in the prestigious GrandView community — perfectly positioned in one of the most desirable locations in the Annapolis Town Center. This exceptional residence is filled with natural light thanks to a stunning wall of windows, offering breathtaking sunset views each evening. Step outside to your private covered corner balcony and enjoy the

    David Yee Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 403, Annapolis, MD 21401
  • 66 Franklin St Unit 413, Annapolis, MD 21401
    66 Franklin St Unit 413, Annapolis, MD 21401
    66 Franklin St Unit 413, Annapolis, MD 21401
    /48

    $899,000

    • 2 Beds
    • 3 Baths
    • 1,921 Sq Ft

    66 Franklin St Unit 413, Annapolis, MD 21401

    . Experience the BEST of Downtown Annapolis at Acton’s Landing, a premier downtown condominium blending historic architecture with modern comfort. This spacious almost 2000 sqft Home features gleaming hardwood floors, significant crown molding, wainscotting, decorative pillars and designer wallpaper and paint that create an atmosphere of timeless elegance. The kitchen is a true highlight,

    Pamela Ackermann-Doll RE/MAX Executive

    66 Franklin St Unit 413, Annapolis, MD 21401
  • 7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
    /44

    $575,000

    Open Sun 11AM - 3PM
    • 2 Beds
    • 2 Baths

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403

    Don’t miss this beautifully updated, move-in-ready condo in the highly sought-after, amenity-rich community of Chesapeake Harbour, offering serene marina views and the perfect backdrop to relax and watch the boats drift by. This inviting home is bright and cheery and features neutral paint and carpeting. There are two spacious bedrooms with two full baths. The open-concept living and dining areas

    Colleen Smith EXP Realty, LLC

    7004 Channel Village Ct Unit 102, Annapolis, MD 21403
  • 202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    202 Wardour Dr, Annapolis, MD 21401
    /59

    $1,549,000

    $1M PRICE DROP
    • 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
  • 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

    $1,950,000

    $50K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,042 Sq Ft

    146 Duke of Gloucester St, Annapolis, MD 21401

    Price improvement!!! 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

    Rob Carter Douglas Realty, LLC

    146 Duke of Gloucester St, Annapolis, MD 21401
  • 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
  • 211A King George St Unit A, Annapolis, MD 21401
    211A King George St Unit A, Annapolis, MD 21401
    211A King George St Unit A, Annapolis, MD 21401
    /52

    $1,299,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 3.5 Baths
    • 2,336 Sq Ft

    211A King George St Unit A, Annapolis, MD 21401

    Back on the market. Don't miss this opportunity!Historic Character. Elevated luxury. Unparalleled location. Step into history and experience the timeless elegance of Two Eleven King George Street, a distinctive condominium in the heart of Historic Annapolis. The property adjoins the Historic Paca Gardens This extraordinary three-level residence seamlessly blends 18th-century charm with

    Connie Cadwell Coldwell Banker Realty

    211A King George St Unit A, 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 1:30PM - 3:30PM
    • 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
  • 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

    • 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
  • 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
  • 300 Hilltop Ln Unit 300E, Annapolis, MD 21403
    300 Hilltop Ln Unit 300E, Annapolis, MD 21403
    300 Hilltop Ln Unit 300E, Annapolis, MD 21403
    /40

    $269,900

    Open Sun 12PM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,082 Sq Ft

    300 Hilltop Ln Unit 300E, Annapolis, MD 21403

    This exceptional 2nd level unit, ideally located in North Green Condos offers a harmonious blend of contemporary design and modern amenities. Spanning 1,082 square feet, this well-maintained condo features two spacious bedrooms and two full bathrooms, including a primary bath with walk-in shower. The open floor plan enhances the living space, complemented by wood floors, dining room and a bright

    Elizabeth Penttinen Coldwell Banker Realty

    300 Hilltop Ln Unit 300E, Annapolis, MD 21403
  • 100 Oak Dr, Annapolis, MD 21403
    100 Oak Dr, Annapolis, MD 21403
    100 Oak Dr, Annapolis, MD 21403
    /49

    $749,900

    $95K 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
  • 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
    /46

    $610,000

    Open Sat 2:15PM - 4:30PM
    • 4 Beds
    • 3 Baths
    • 1,906 Sq Ft

    301 Cedar Ln, Annapolis, MD 21403

    Welcome to this beautifully updated ranch-style home in Hillsmere Estates... where modern comfort meets serene living. Located on a spacious corner lot with ample driveway parking, this warm and charming retreat boasts four bedrooms and three full bathrooms and is designed to accommodate all your lifestyle needs. The open well-appointed kitchen is ready for your culinary adventures boasting

    Roxanne Newton Marsh ExecuHome Realty

    301 Cedar Ln, Annapolis, MD 21403
  • 50 Sandstone Ct Unit G, Annapolis, MD 21403
    50 Sandstone Ct Unit G, Annapolis, MD 21403
    50 Sandstone Ct Unit G, Annapolis, MD 21403
    /10

    $280,000

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

    50 Sandstone Ct Unit G, 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 Unit G, 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
  • 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
  • 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

    $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
  • 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 Sat 10AM - 1PM
    • 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

Showing Results 1 - 40, Page 1 of 3

Maryland Anne Arundel County

Real Estate & Homes for Sale in Annapolis, MD

Home Prices in Annapolis, MD

The median home sale price in Annapolis, MD is $639,000, up 3% year-over-year. Homes in Annapolis sell in 36 days on average, compared to the national average of 55 days.

Home Price Trends

Median Sale Price
$639,000
Median Single Family Sale Price
$837,500
Median Townhouse Sale Price
$472,000
Median 2 Bedroom Sale Price
$450,000
Median 1 Bedroom Sale Price
$472,000
Average Price Per Sq Ft
$357
Number of Homes for Sale
85
Last 12 months Home Sales
1,305
Months of Supply
2.90
Median List Price
$659,700
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%

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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