40,660

Annapolis, MD Homes

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  • /52

    $549,000

    • 2 Beds
    • 2 Baths
    • 1,434 Sq Ft

    3276 Kitty Duvall Dr, Annapolis, MD 21403

    Beautifully Updated Home with Brand New Roof Just 10 Minutes from Downtown Annapolis! Welcome to 3276 Kitty Duvall Dr, a move-in ready 2-bedroom, 2-bathroom single-family Victorian home offering 1,430 sq. ft. of stylish living space on a beautifully landscaped 17,860 sq. ft. lot—just 4 miles from vibrant Downtown Annapolis. Recent upgrades include a brand-new roof and a freshly paved driveway

    Agent Photo

    Edgar Reyes

    Compass

    (410) 847-7841

    3276 Kitty Duvall Dr, Annapolis, MD 21403
  • /23

    $2,050 per month

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    10 Greystone Ct Unit F, Annapolis, MD 21403

    Welcome to Annapolis Overlook! This 2-bedroom, 2-bath condo with a bonus den is located on the 2nd floor of a secure building. Recently updated with brand-new luxury vinyl flooring and carpet. Enjoy a private balcony overlooking the common area. The community pool is just around the corner, and your designated parking space is right in front of the building for maximum convenience.Available

    Agent Photo

    Michele Hagan

    CENTURY 21 New Millennium

    (410) 671-0501

    10 Greystone Ct Unit F, Annapolis, MD 21403
  • /86

    $565,000 Sold Jul 31, 2025

    710 Agnes Dorsey Place, Annapolis, MD 21401

    • 3 Beds
    • 5 Baths
    • 2,272 Sq Ft
    • Built 2021

    Last Sold Summary

    • $249/SF
    • 71 Days On Market

    Current Estimated Value $571,757

    Last Listing Agent Susan Hartman O'Conor, Mooney & Fitzgerald

    710 Agnes Dorsey Place, Annapolis, MD 21401
    • /52

      Est $728,480 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,662 Sq Ft

      916 Berwick Dr, Annapolis, MD 21403

      916 Berwick Dr, Annapolis, MD 21403
  • /13

    $1,100,000 Under Contract

    • 5 Beds
    • 3 Baths
    • 5,465 Sq Ft

    15 E Nap Ln, Annapolis, MD 21409

    Price Reduction: Motivated Seller BRING ALL OFFERS! Get ready to fall in love with this Annapolis gem Nestled in the sought-after Captain Cove neighborhood on a 1.21-acre wooded lot, this beautifully maintained home is minutes from downtown Annapolis. Unique features include a rooftop deck, expansive back decking, and a bonus treehouse that doubles as a fun space for children or a peaceful

    Agent Photo

    Litra Simms

    Simms and Associates

    (443) 339-8629

    15 E Nap Ln, Annapolis, MD 21409
  • /30

    $3,950 per month

    • 4 Beds
    • 3.5 Baths
    • 2,200 Sq Ft
    • House for Rent

    122 E Bay View Dr, Annapolis, MD 21403

    Experience your own piece of paradise. Enjoy this fully furnished, well appointed home in a river front community. 4 bedrooms 3 baths close to the end of a quiet street. See the South River from your front yard and second floor kitchen deck. Close to Maryland's state capital, commuter routes and plenty of restaurants and shopping. NOTE: If tenant prefers unfurnished, that can be arranged.

    Agent Photo

    Lawrence Pendleton

    Rory S. Coakley Realty, Inc.

    (410) 914-1530

    122 E Bay View Dr, Annapolis, MD 21403
  • /22

    $60,000 Sold May 09, 2025

    300 Burnside St Unit SLIP 21, Annapolis, MD 21403

    • Built 1993

    Last Sold Summary

    • 25 Days On Market

    Last Listing Agent Kate Liscinsky Compass

    300 Burnside St Unit SLIP 21, Annapolis, MD 21403
    • /53

      Est $718,450 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 948 Sq Ft

      102 Charles St, Annapolis, MD 21401

      102 Charles St, Annapolis, MD 21401
  • /39

    $1,595,000

    • 4 Beds
    • 3.5 Baths
    • 2,580 Sq Ft

    48 Murray Ave, Annapolis, MD 21401

    Thoughtfully updated home, preserving the character and charm of Murray Hill while offering the comfort, efficiency, and style of new construction. | 4 Bed | 3.5 Bath | 2,580 Sf | 3,340 Sf Lot | Large Backyard | 1 Parking Space | Home: Full Gut Renovation, Open Main Living Layout, Custom Tiled Wood Burning Fireplace w/ Mantle, Large Jeld-Wen Windows w/ Lots of Natural Light Throughout, Recessed

    Agent Photo

    Andrew Riguzzi

    Compass

    (443) 292-9455

    48 Murray Ave, Annapolis, MD 21401
  • /22

    $2,700 per month

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • Townhouse for Rent

    1065 Cedar Ridge Ct, Annapolis, MD 21403

    Cedar Ridge/ Spacious 3 Bedroom, 2.5 Bath Townhome featuring Fresh Paint, New Carpet, Stainless Steel Appliances **new stove and microwave not pictured** Newer high efficiency Stack Washer Dryer on Main Level. Primary Bedroom w Balcony and attached Full Bath with Shower and lots of Closets. All Bedrooms w Ceiling Fans. Large Eat-In Kitchen w Ceramic Tile Floors and Living Room/Dining Room combo w

    Agent Photo

    Carol Tinnin

    RE/MAX Leading Edge

    (410) 514-6189

    1065 Cedar Ridge Ct, Annapolis, MD 21403
  • /50

    $1,400,000 Sold Jul 21, 2025

    138 Charles St, Annapolis, MD 21401

    • 4 Beds
    • 4 Baths
    • 3,100 Sq Ft
    • Built 1887

    Last Sold Summary

    • $452/SF
    • 24 Days On Market

    Current Estimated Value $1,377,251

    Last Listing Agent Alex Tower Sears TTR Sotheby's International Realty

    138 Charles St, Annapolis, MD 21401
    • /52

      Est $420,159 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,881 Sq Ft

      1235 Stonewood Ct, Annapolis, MD 21409

      1235 Stonewood Ct, Annapolis, MD 21409
  • /58

    $719,995

    • 4 Beds
    • 2.5 Baths
    • 2,552 Sq Ft

    920 Old Annapolis Neck Rd, Annapolis, MD 21403

    Discover the perfect blend of privacy, lifestyle, and location on the highly coveted Annapolis Neck peninsula. Set on more than half an acre with no HOA, this light-filled, fully updated home delivers the everyday comfort of a modern retreat—just minutes from Quiet Waters Park, the South River, and everything Downtown Annapolis has to offer.Step inside to an inviting, open layout designed for

    Agent Photo

    Mahdi Salarfar

    RE/MAX Gateway, LLC

    (410) 431-2087

    920 Old Annapolis Neck Rd, Annapolis, MD 21403
  • /61

    $1,850 - $3,390 per month

    Avalon Annapolis

    Studio - 2 Beds

    2494 Riva Rd, Annapolis, MD 21401

    With convenient access to downtown the Annapolis Town Center and downtown Annapolis, Avalon Annapolis offers luxury studio, 1, and 2 bedroom apartment homes for lease. Modern, open concept kitchens feature quartz countertops, stainless steel appliances, backsplash and under-cabinet lighting. Live effortlessly with amenities that include a fitness center, multiple indoor and outdoor lounges,

    2494 Riva Rd, Annapolis, MD 21401
  • /65

    $700,000 Sold Aug 07, 2025

    1915 Towne Centre Blvd Unit 610, Annapolis, MD 21401

    • 2 Beds
    • 2.5 Baths
    • 1,681 Sq Ft
    • Built 2009

    Last Sold Summary

    • $416/SF
    • 47 Days On Market

    Current Estimated Value $740,874

    Last Listing Agent Rosie Wetzel Coldwell Banker Realty

    1915 Towne Centre Blvd Unit 610, Annapolis, MD 21401
    • /39

      Est $784,048 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,209 Sq Ft

      405 Fair Hill Ct, Annapolis, MD 21403

      405 Fair Hill Ct, Annapolis, MD 21403
  • /2

    $419,000 Coming Soon

    • 2 Beds
    • 3.5 Baths
    • 1,304 Sq Ft

    21 Muir Woods Ct, Annapolis, MD 21403

    Coming Soon! Located in the landings community in Annapolis, Md, this charming and beautifully updated 2-bedroom, 3.5-bath townhouse offers comfort, style, and thoughtful upgrades. Recent updates include a beautifully renovated bathroom, updated kitchen, new appliances, custom closet organization system, new carpet, Bahama shutters, and more. Step outside to enjoy a newly fenced, private patio,

    Agent Photo

    Annie Witte Raymond

    Coldwell Banker Realty

    (410) 883-7825

    21 Muir Woods Ct, Annapolis, MD 21403
  • /28

    $2,875 per month

    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft
    • Townhouse for Rent

    615 Bywater Rd, Annapolis, MD 21401

    Welcome to a one of a kind property in Greenbriar. This townhome was completely renovated from top to bottom in December of 2025. New quarts counter tops, new cabinetry, new stainless steel appliances, new vanities in all three bathrooms, new toilets, new LVP flooring, new light fixtures, new washer/dryer, and fresh paint thorough out. The home has been thoughtfully upgraded to all LED lights for

    Christian Schou Berkshire Hathaway HomeServices PenFed Realty

    615 Bywater Rd, Annapolis, MD 21401
  • /48

    $937,500 Sold Jan 22, 2025

    407 Taylor Ave, Annapolis, MD 21401

    • 3 Beds
    • 2 Baths
    • 1,966 Sq Ft
    • Built 1950

    Last Sold Summary

    • $477/SF
    • 31 Days On Market

    Current Estimated Value $921,613

    Last Listing Agent Mary Hyson Coldwell Banker Realty

    407 Taylor Ave, Annapolis, MD 21401
    • /65

      Est $543,597 Not Listed For Sale

      • 2 Beds
      • 3.5 Baths
      • 2,668 Sq Ft

      1005 Boom Ct, Annapolis, MD 21401

      1005 Boom Ct, Annapolis, MD 21401
  • /38

    $350,000

    • 3 Beds
    • 2.5 Baths
    • 1,620 Sq Ft

    50 Hearthstone Ct, Annapolis, MD 21403

    Enjoy resort-style living with a community pool and fitness center—right at home! This beautifully updated townhome-style condo features a sprawling top-floor Owner’s Suite with a private bath, soaking tub, separate shower, double vanity, and oversized walk-in closet. The second level offers two additional large bedrooms and a full bath, ideal for guests, family, or a home office. Recent upgrades

    Agent Photo

    Sandy Wing

    RE/MAX Leading Edge

    (410) 835-4893

    50 Hearthstone Ct, Annapolis, MD 21403
  • /74

    $1,936 - $3,868 per month

    Annapolis Bay

    1 - 3 Beds

    721 S Cherry Grove Ave, Annapolis, MD 21401

    Modern, spacious and serene garden style apartments with open breezeways for rent in Annapolis Bay, MD with desirable amenities and a dedicated team. Available one-, two-, and three-bedroom apartment homes with optional garages within a gate community providing comfort, convenience and the best rental experience in the area.

    721 S Cherry Grove Ave, Annapolis, MD 21401
  • /37

    $895,000 Sold Jul 31, 2025

    602 Yawl Ct, Annapolis, MD 21409

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft
    • Built 2004

    Last Sold Summary

    • $283/SF
    • 6 Days On Market

    Current Estimated Value $901,944

    Last Listing Agent Elizabeth Dooner Coldwell Banker Realty

    602 Yawl Ct, Annapolis, MD 21409
    • /71

      Est $811,022 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,582 Sq Ft

      3418 Narragansett Ave, Annapolis, MD 21403

      3418 Narragansett Ave, Annapolis, MD 21403
  • /20

    $600,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    724 Darlow Dr, Annapolis, MD 21409

    Welcome to 224 Darlow Drive! This is a wonderful home in the 55+ Adult Living Community of Highland Woods. It consists of 2 bedrooms, 2 full baths on one level and has an open concept floor plan. It has 9' ceilings, and an adjacent family room to the kitchen that has wood flooring, a ceiling fan and a corner natural gas fireplace for the cooler evenings. Also included are lots of windows bringing

    Agent Photo

    Doannie Tambascio

    Coldwell Banker Realty

    (443) 222-1462

    724 Darlow Dr, Annapolis, MD 21409
  • /10

    $4,250 per month

    • 5 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • House for Rent

    1032 Pinecrest Dr, Annapolis, MD 21403

    Welcome to 1032 Pinecrest Drive! Located in the sought-after Annapolis Roads community, this 5-bedroom, 3 full bath home is ready for a new tenant. Enjoy access to exceptional neighborhood amenities including a private sandy beach, tot lot/playground, fire pit, boat ramp, gazebo, kayak/canoe storage racks, covered pavilion, picnic area overlooking the bay, and scenic walking and hiking trails.

    Tori Kautz Allfirst Realty, Inc.

    1032 Pinecrest Dr, Annapolis, MD 21403
  • /2

    $536,280 Sold Jun 23, 2025

    76 Old Mill Bottom Rd N Unit 303, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft
    • Built 2025

    Last Sold Summary

    • $443/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 303, Annapolis, MD 21409
    • /47

      Est $523,460 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,461 Sq Ft

      2510 N Haven Cove Unit 104, Annapolis, MD 21401

      2510 N Haven Cove Unit 104, Annapolis, MD 21401
  • /28

    $520,000

    • 2 Beds
    • 1 Bath
    • 762 Sq Ft

    206 Admiral Dr, Annapolis, MD 21401

    Welcome to 206 Admiral Drive, a charming and cozy single-family home in the heart of Annapolis! This delightful residence offers 2 comfortable bedrooms and 1 full bathroom, a perfect blend of simplicity and warmth. Step inside and imagine the possibilities in this inviting home filled with character and potential. Whether enjoying a quiet morning coffee or hosting friends and family, each space

    Agent Photo

    Aryanna Carrera Dabrowski

    Berkshire Hathaway HomeServices PenFed Realty

    (410) 936-5621

    206 Admiral Dr, Annapolis, MD 21401
  • /57

    $1,352 - $2,915 per month

    225 N Calvert

    1 - 2 Beds

    225 N Calvert St, Baltimore, MD 21202

    Introducing Baltimore’s newest high-rise apartments, 225 North Calvert Street. With impressive amenities from the lobby to the rooftop. Community programming and social happenings. Open layouts with views of the cityscape from your private balcony. And an ideal, central location that puts you within easy reach of the city’s exciting restaurants, lively nightlife, sporting events, museums, and

    225 N Calvert St, Baltimore, MD 21202
  • /93

    $660,000 Sold Jan 09, 2026

    228 Dubois Rd, Annapolis, MD 21401

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft
    • Built 1950

    Last Sold Summary

    • $228/SF
    • 61 Days On Market

    Last Listing Agent Deborah Savoie Long & Foster Real Estate, Inc.

    228 Dubois Rd, Annapolis, MD 21401
    • /57

      Est $721,555 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,812 Sq Ft

      422 Halsey Rd, Annapolis, MD 21401

      422 Halsey Rd, Annapolis, MD 21401
  • /15

    $975,000

    • Land
    • 0.34 Acre
    • $2,867,647 per Acre

    10 Annapolis St, Annapolis, MD 21401

    Redevelopment opportunity in an established boutique shopping & business district. Value is in the land (approximately 15,000 sq. ft.) Being offered "as is - where is". Former location of Tara's Gifts at the gateway to West Annapolis. B1 zoning permits retail, office & residential use. Easy access to/from Rt. 50. Walkable to offices, restaurants, shopping, downtown Annapolis, USNA & Navy/Marine

    Agent Photo

    Dave Wright

    Coldwell Banker Realty

    (410) 834-4718

    10 Annapolis St, Annapolis, MD 21401
  • /27

    $2,195 per month

    • 2 Beds
    • 2 Baths
    • 1,089 Sq Ft
    • Condo for Rent

    1127 Lake Heron Dr Unit 1A, Annapolis, MD 21403

    This is a ground floor, no stairs, 2 bedroom, 2 bathroom condo with 1100 square feet of space. It has a wood burning fireplace, two patios, a large great room, and a large primary bedroom. Unit has 32" interior doors.The condo is located in a community that is on a wooded water view site along the Chesapeake Bay and Lake Heron. The community also has a pool. The rent includes

    Lauren Emrick Innovative Properties, Inc.

    1127 Lake Heron Dr Unit 1A, Annapolis, MD 21403
  • /14

    $230,000 Sold May 30, 2025

    20 Amberstone Ct Unit B, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 1,246 Sq Ft
    • Built 1995

    Last Sold Summary

    • $185/SF
    • 39 Days On Market

    Current Estimated Value $262,649

    Last Listing Agent Gina Gargeu Century 21 Downtown

    20 Amberstone Ct Unit B, Annapolis, MD 21403
    • /74

      Est $860,862 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,778 Sq Ft

      132 Monticello Ave, Annapolis, MD 21401

      132 Monticello Ave, Annapolis, MD 21401
  • /84

    $3,199,950

    • 5 Beds
    • 2 Baths
    • 5,522 Sq Ft

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409

    Welcome to 1979 Baltimore Annapolis Blvd — where original charm meets opportunity. Set along one of the Severn River’s most desirable stretches with unobstructed views of the U.S. Naval Academy, this distinctive residence offers 5,522 finished square feet across three levels—seamlessly blending timeless character with a 2015 expansion and thoughtful modern updates. Enjoy a front-row seat to the

    Agent Photo

    Angelica Dennis

    Keller Williams Capital Properties

    (443) 781-6808

    1979 Baltimore Annapolis Blvd, Annapolis, MD 21409
  • /28

    $1,353 - $3,428 per month

    Nautilus Point

    Studio - 3 Beds

    655 Americana Dr, Annapolis, MD 21403

    Our community is operating as normal. Please call or stop by for a tour.

    655 Americana Dr, Annapolis, MD 21403
  • /68

    $440,000 Sold Aug 29, 2025

    805 Coxswain Way Unit 205, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,364 Sq Ft
    • Built 1991

    Last Sold Summary

    • $323/SF
    • 5 Days On Market

    Last Listing Agent Lori Marino Long & Foster Real Estate, Inc.

    805 Coxswain Way Unit 205, Annapolis, MD 21401
    • /39

      Est $787,217 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,983 Sq Ft

      308 Locust Ave, Annapolis, MD 21401

      308 Locust Ave, Annapolis, MD 21401

Showing Results 1 - 40, Page 1 of 18

Home Trends in Annapolis, MD

Housing Trends

Median Sale Price
$620,000
Median Single Family Sale Price
$803,000
Median Townhouse Sale Price
$445,000
Median 2 Bedroom Sale Price
$415,000
Median 1 Bedroom Sale Price
$412,000
Average Price Per Sq Ft
$353
Number of Homes for Sale
174
Last 12 months Home Sales
1,299
Months of Supply
1.60
Median List Price
$624,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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