40,686

Annapolis, MD Homes

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  • /59

    $649,000

    • 4 Beds
    • 2 Baths
    • 1,935 Sq Ft

    100 Carroll Dr, Annapolis, MD 21403

    Welcome to 100 Carroll Drive, a fully remodeled four-bedroom, two-bath split foyer in the desirable and sought-after waterfront community of Hillsmere Shores in Annapolis. The upper level features a completely renovated open-concept layout with a stunning kitchen showcasing new cabinetry, new appliances, countertops, and luxury vinyl flooring throughout, flowing seamlessly into the dining and

    Timothy Caropreso Keller Williams Flagship

    100 Carroll Dr, Annapolis, MD 21403
  • /76

    $764,900 Sold Jun 20, 2025

    247 Cape Saint John Rd, Annapolis, MD 21401

    • 3 Beds
    • 3 Baths
    • 1,935 Sq Ft
    • Built 1982

    Last Sold Summary

    • $395/SF
    • 17 Days On Market

    Current Estimated Value $752,975

    Last Listing Agent Jason Donovan RE/MAX Leading Edge

    247 Cape Saint John Rd, Annapolis, MD 21401
    • /51

      Est $623,485 Not Listed For Sale

      1203 Grant St, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,621 Sq Ft
      • Built 2021
      1203 Grant St, Annapolis, MD 21403

      Last Sold Summary

      • 1% Above List Price
      • $379/SF
      • 22 Days On Market

      Last Sold Price $615,000

      Last Listing Agent Joseph Fagiolo Greater Annapolis Realty

  • /12

    $700,000

    • Land
    • 0.55 Acre
    • $1,272,727 per Acre

    700 Arundel Place, Annapolis, MD 21401

    An exceptional opportunity to create not one, but two custom residences in the highly sought-after community of West Annapolis. These two fully buildable lots offer the rare chance to design and construct your dream home — plus a second residence for extended family, investment, or resale. Both parcels are just weeks away from receiving grading permits, allowing construction to begin as early as

    Colleen Smith EXP Realty, LLC

    700 Arundel Place, Annapolis, MD 21401
  • /39

    $581,500 Sold Mar 27, 2026

    1107 Crestview Dr, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 2,066 Sq Ft
    • Built 1973

    Last Sold Summary

    • 3% Above List Price
    • $281/SF
    • 3 Days On Market

    Current Estimated Value $563,600

    Last Listing Agent Teresa Klem Long & Foster Real Estate, Inc.

    1107 Crestview Dr, Annapolis, MD 21409
    • /44

      Est $529,656 Not Listed For Sale

      537 Leftwich Ln, Annapolis, MD 21401

      • 3 Beds
      • 2.5 Baths
      • 2,453 Sq Ft
      • Built 2017
      537 Leftwich Ln, Annapolis, MD 21401

      Last Sold Summary

      • 3% Below List Price
      • $222/SF
      • 22 Days On Market

      Last Sold Price $545,000

      Last Listing Agent Lori Gough Long & Foster

  • /79

    $1,250,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,856 Sq Ft

    769 Robinhood Rd, Annapolis, MD 21405

    769 Robinhood Road is one of the most desirable Waterfront properties in Sherwood Forest. Uniquely situated on a point you will enjoy river breezes from your living room and front porch while experiencing stunning views of the Severn River Bridges into Annapolis and down the Idle toward the Sherwood Forest Marina. On a clear day you can see the Eastern Shore! Watch as sail boats, wind surfers and

    Amy Van Slyke Long & Foster Real Estate, Inc.

    769 Robinhood Rd, Annapolis, MD 21405
  • /50

    $395,000 Sold Oct 30, 2025

    1028 Cedar Ridge Ct, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft
    • Built 1974

    Last Sold Summary

    • $299/SF
    • 8 Days On Market

    Current Estimated Value $394,842

    Last Listing Agent Janice Valois Compass

    1028 Cedar Ridge Ct, Annapolis, MD 21403
    • /82

      Est $932,094 Not Listed For Sale

      1326 Harbor Rd, Annapolis, MD 21403

      • 4 Beds
      • 3.5 Baths
      • 2,568 Sq Ft
      • Built 2012
      1326 Harbor Rd, Annapolis, MD 21403

      Last Sold Summary

      • 7% Above List Price
      • $341/SF
      • 3 Days On Market

      Last Sold Price $875,000

      Last Listing Agent Martha Janney Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /2

    $299,999 Coming Soon

    • 3 Beds
    • 1.5 Baths
    • 1,166 Sq Ft

    11 Georgetown Ct, Annapolis, MD 21403

    Welcome to 11 Georgetown Ct, where charm, convenience, and thoughtful renovation come together in the heart of Annapolis. This beautifully updated 3-bedroom, 1.5-bath townhome is completely move-in ready, offering the perfect blend of modern finishes and cozy character. Step inside to find brand-new warm oak LVP flooring flowing throughout, paired with fresh, crisp white walls that create a

    Julie Hood Real Broker, LLC

    11 Georgetown Ct, Annapolis, MD 21403
  • /2

    $395,500 Sold Aug 15, 2025

    21 Dorsey Ave, Annapolis, MD 21401

    • 3 Beds
    • 1.5 Baths
    • 1,580 Sq Ft
    • Built 1979

    Last Sold Summary

    • $250/SF
    • 6 Days On Market

    Current Estimated Value $424,877

    Last Listing Agent Michelle Larkin Douglas Realty, LLC

    21 Dorsey Ave, Annapolis, MD 21401
    • /45

      Est $554,597 Not Listed For Sale

      205 Vanguard Ln, Annapolis, MD 21401

      • 3 Beds
      • 4 Baths
      • 2,000 Sq Ft
      • Built 2015
      205 Vanguard Ln, Annapolis, MD 21401

      Last Sold Summary

      • 6% Above List Price
      • $262/SF
      • 20 Days On Market

      Last Sold Price $525,000

      Last Listing Agent Bob Lucido Keller Williams Lucido Agency

  • /31

    $324,000 Under Contract

    • Land
    • 0.62 Acre
    • $522,581 per Acre

    3268 Kitty Duvall Dr, Annapolis, MD 21403

    Rare Opportunity – Serene .62-Acre Homesite Near Downtown Annapolis Build the custom home of your dreams on this peaceful, wooded .62-acre lot tucked away on a private gravel lane. With a flat topography, access to public sewer, and significant preliminary engineering already completed, this property offers a rare blend of natural beauty and readiness for development. Enjoy the tranquility of a

    Jill Lapides Cummings & Co. Realtors

    3268 Kitty Duvall Dr, Annapolis, MD 21403
  • /49

    $530,000 Sold Apr 18, 2025

    2530 N Haven Cove Unit 94, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • Built 1983

    Last Sold Summary

    • $363/SF
    • 2 Days On Market

    Current Estimated Value $533,551

    Last Listing Agent Jack Papaleonti Academy Realty Inc.

    2530 N Haven Cove Unit 94, Annapolis, MD 21401
    • /44

      Est $751,270 Not Listed For Sale

      3259 Arundel on The Bay Rd, Annapolis, MD 21403

      • 3 Beds
      • 2.5 Baths
      • Built 2021
      3259 Arundel on The Bay Rd, Annapolis, MD 21403

      Last Sold Summary

      • 30% Above List Price
      • 33 Days On Market

      Last Sold Price $577,500

      Last Listing Agent Kelly DePaulo Keller Williams Capital Properties

  • /84

    $1,900,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,264 Sq Ft

    1840 Shore Dr, Annapolis, MD 21401

    WATERFRONT AND THE PRIVACY OF A NATURAL WOODLAND! ON SALTWORKS CREEK in Annapolis! It is the best of both worlds! This beautiful, private, custom, contemporary home on a 1.56 acre wooded lot with 90' of waterfront and a deep water dock (11') is a must have! During the spring, summer, and fall, enjoy the complete privacy of this natural woodland. In the winter, enjoy the stunning views of

    John Koenig Keller Williams Realty Centre

    1840 Shore Dr, Annapolis, MD 21401
  • /17

    $865,882 Sold Nov 19, 2025

    3447 Rockway Ave, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,671 Sq Ft
    • Built 2025

    Last Sold Summary

    • $324/SF
    • 67 Days On Market

    Last Listing Agent Jamie Richardson RE/MAX United Real Estate

    3447 Rockway Ave, Annapolis, MD 21403
    • /42

      Est $570,668 Not Listed For Sale

      7024 Channel Village Ct Unit 102, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,255 Sq Ft
      • Built 1985
      7024 Channel Village Ct Unit 102, Annapolis, MD 21403

      Last Sold Summary

      • 8% Above List Price
      • $422/SF
      • 3 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Ashley Stanwick Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /70

    $650,000

    • 2 Beds
    • 2 Baths
    • 1,688 Sq Ft

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

    Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle!This second-floor condo features two balconies. The large wrap-around balcony provides stunning views of the marina, while the second balcony, located off the kitchen, offers views of the bay.Inside, the main level features an open-concept living area and a spacious kitchen with stainless steel

    William Brown Keller Williams Realty

    2106 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403
  • /44

    $619,999 Sold Dec 19, 2025

    1303 West St, Annapolis, MD 21401

    • 3 Beds
    • 3 Baths
    • 1,826 Sq Ft
    • Built 1926

    Last Sold Summary

    • $340/SF
    • 3 Days On Market

    Current Estimated Value $616,809

    Last Listing Agent Mark Feen Coldwell Banker Realty

    1303 West St, Annapolis, MD 21401
    • /23

      Est $369,714 Not Listed For Sale

      2022 Gov Thomas Bladen Way Unit 302, Annapolis, MD 21401

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1998
      2022 Gov Thomas Bladen Way Unit 302, Annapolis, MD 21401

      Last Sold Summary

      • 11% Above List Price
      • $254/SF
      • 37 Days On Market

      Last Sold Price $334,000

      Last Listing Agent BJ Kilby Eastern Shore Real Estate, LLC

  • /14

    $3,788,000 New Construction

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    48 E Lake Dr, Annapolis, MD 21403

    TO-BE-BUILT home by Mueller Homes, a highly regarded local builder, is prepared to construct the proposed 3 or 4 bedroom, 4-bath home designed for connection and comfort. Tucked into the charming waterfront community of Bay Ridge in Anne Arundel County, this thoughtfully designed coastal home blends classic seaside character with modern livability—perfectly scaled for relaxed, everyday life. The

    Brad Kappel TTR Sotheby's International Realty

    48 E Lake Dr, Annapolis, MD 21403
  • /33

    $855,000 Sold Nov 14, 2025

    1601 Ridout Rd, Annapolis, MD 21409

    • 4 Beds
    • 2.5 Baths
    • 2,516 Sq Ft
    • Built 1969

    Last Sold Summary

    • $340/SF
    • 60 Days On Market

    Current Estimated Value $870,132

    Last Listing Agent Cindy Nairn Coldwell Banker Realty

    1601 Ridout Rd, Annapolis, MD 21409
    • /30

      Not Listed For Sale

      33 East St Unit 1, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 1913
      33 East St Unit 1, Annapolis, MD 21401

      Last Sold Summary

      • 87% Below List Price
      • $730/SF
      • 10 Days On Market

      Last Sold Price $1,460,000

      Last Listing Agent Marion Brenner Long & Foster

  • /51

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    2 Silopanna Ct, Annapolis, MD 21403

    Welcome to 2 Silopanna Ct, tucked away on a quiet cul-de-sac just minutes from downtown Annapolis, offering the rare combination of privacy, updates, and convenience. This 2,000± square foot home has been thoughtfully updated, giving buyers the confidence of modern finishes without sacrificing the character and warmth of an established neighborhood. The layout flows naturally with 4bd /2.5ba,

    Victoria Barbour Real Broker, LLC - Annapolis

    2 Silopanna Ct, Annapolis, MD 21403
  • /26

    $390,000 Sold Mar 11, 2026

    1587 Lodge Pole Ct, Annapolis, MD 21409

    • 3 Beds
    • 1.5 Baths
    • 1,120 Sq Ft
    • Built 1985

    Last Sold Summary

    • $348/SF
    • 0 Days On Market

    Current Estimated Value $385,822

    Last Listing Agent Jill Windsor Long & Foster Real Estate, Inc.

    1587 Lodge Pole Ct, Annapolis, MD 21409
    • /47

      Est $574,334 Not Listed For Sale

      7004 Channel Village Ct Unit T2, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1986
      7004 Channel Village Ct Unit T2, Annapolis, MD 21403

      Last Sold Summary

      • 6% Above List Price
      • $450/SF
      • 85 Days On Market

      Last Sold Price $540,000

      Last Listing Agent Norman Lee III Anne Arundel Properties, Inc.

  • /29

    $390,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,412 Sq Ft

    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403

    Welcome to Lake Heron, one of Annapolis’ most sought-after condo communities surrounded by trees, water views, and easy access to everything the area has to offer. This bright and spacious top-level condo features two bedrooms, two full baths, and a large additional loft space that's perfect for a home office, guest area, den or library with a cozy reading nook.The main living area feels open

    Caroline Paper Next Step Realty

    1115 Lake Heron Dr Unit 3B, Annapolis, MD 21403
  • /69

    $690,000 Sold Mar 20, 2026

    2572 Golfers Ridge Rd, Annapolis, MD 21401

    • 3 Beds
    • 2 Baths
    • 1,994 Sq Ft
    • Built 1980

    Last Sold Summary

    • $346/SF
    • 36 Days On Market

    Current Estimated Value $691,689

    Last Listing Agent Jeannette Lancaster Douglas Realty LLC

    2572 Golfers Ridge Rd, Annapolis, MD 21401
    • /51

      Est $719,238 Not Listed For Sale

      2102 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

      • 3 Beds
      • 3 Baths
      • 1,666 Sq Ft
      • Built 1985
      2102 Chesapeake Harbour Dr Unit 202, Annapolis, MD 21403

      Last Sold Summary

      • 7% Above List Price
      • $402/SF
      • 3 Days On Market

      Last Sold Price $670,000

      Last Listing Agent Emerson O'Neill Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /55

    $295,000 Under Contract

    • 2 Beds
    • 2 Baths
    • 1,376 Sq Ft

    30 Hearthstone Ct Unit J, Annapolis, MD 21403

    TAKING BACK UP OFFERS. PARK IN SPOT #12 RIGHT IN FRONT. FOR SHOWINGS. Welcome to this beautifully maintained 2-bedroom, 2-bath condominium in the desirable Annapolis Overlook community, offering 1,376 square feet of comfortable living space. Wide open floor plan and is one of the most spacious condos you will see in this area at almot 1400 sq Ft!! This inviting home features warm wood flooring

    Billy Barr Keller Williams Realty Delmarva

    30 Hearthstone Ct Unit J, Annapolis, MD 21403
  • /43

    $365,000 Sold Jul 15, 2025

    632 Island Creek Ct, Annapolis, MD 21401

    • 3 Beds
    • 3.5 Baths
    • 1,382 Sq Ft
    • Built 1995

    Last Sold Summary

    • $264/SF
    • 18 Days On Market

    Current Estimated Value $363,541

    Last Listing Agent Lynn Nichols Keller Williams Flagship

    632 Island Creek Ct, Annapolis, MD 21401
    • /25

      Est $395,844 Not Listed For Sale

      603 A Admiral Dr Unit 304, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,637 Sq Ft
      • Built 1992
      603 A Admiral Dr Unit 304, Annapolis, MD 21401

      Last Sold Summary

      • 2% Above List Price
      • $236/SF
      • 17 Days On Market

      Last Sold Price $387,000

      Last Listing Agent David Webber RE/MAX

  • /90

    $659,900 Coming Soon

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401

    Welcome to one of the best opportunities in Heritage Harbour—perfectly positioned in the highly desirable non-age restricted section, offering full access to the community’s exceptional amenities without the upfront capital contribution and with a lower monthly HOA fee. Enjoy a lifestyle that feels like a retreat, featuring golf, tennis, indoor and outdoor pools, scenic water access to the South

    Jack Papaleonti Academy Realty Inc.

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401
  • /30

    $337,500 Sold Sep 26, 2025

    2900 Shipmaster Way Unit 302, Annapolis, MD 21401

    • 1 Bed
    • 2 Baths
    • 1,089 Sq Ft
    • Built 1986

    Last Sold Summary

    • $310/SF
    • 69 Days On Market

    Current Estimated Value $334,824

    Last Listing Agent Kathleen Moore Engel & Völkers Annapolis

    2900 Shipmaster Way Unit 302, Annapolis, MD 21401
    • /41

      Est $270,777 Not Listed For Sale

      142 Georgetown Rd Unit 3, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • Built 1974
      142 Georgetown Rd Unit 3, Annapolis, MD 21403

      Last Sold Summary

      • 4% Above List Price
      • 6 Days On Market

      Last Sold Price $260,000

      Last Listing Agent Barbara Neville Innovative Properties, Inc.

  • /3

    $1,300,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,575 Sq Ft

    1353 Washington Dr, Annapolis, MD 21403

    Experience elevated coastal living in this newly constructed three-level residence overlooking both Oyster Creek and the majestic Chesapeake Bay. Perfectly positioned to capture sweeping water views from nearly every vantage point, this coastal chic retreat blends refined finishes with relaxed waterfront style. The entry level welcomes family and guests with three spacious bedrooms and two

    Brad Kappel TTR Sotheby's International Realty

    1353 Washington Dr, Annapolis, MD 21403
  • /50

    $825,000 Sold Jan 30, 2026

    4 President Point Dr Unit A1, Annapolis, MD 21403

    • 1 Bed
    • 1.5 Baths
    • 923 Sq Ft
    • Built 1975

    Last Sold Summary

    • 3% Above List Price
    • $894/SF
    • 0 Days On Market

    Current Estimated Value $805,272

    Last Listing Agent David Yee Coldwell Banker Realty

    4 President Point Dr Unit A1, Annapolis, MD 21403
    • /25

      Not Listed For Sale

      3 Heritage Ct Unit C, Annapolis, MD 21401

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1973
      3 Heritage Ct Unit C, Annapolis, MD 21401

      Last Sold Summary

      • $229/SF
      • 4 Days On Market

      Last Sold Price $220,000

      Last Listing Agent Jennifer Holden Compass

  • /44

    $690,000 Under Contract

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    1576 Saint Margarets Rd, Annapolis, MD 21409

    Welcome to 1576 St. Margaret’s Road, a meticulously rebuilt rancher set on a peaceful 1.89-acre level lot. If you’ve been searching for single-level living with room to breathe, this is the one. The spacious layout offers a seamless flow between the living and dining areas, creating the perfect setting for both everyday living and entertaining. With two bedrooms and a full bath on each side of

    Anthony Scholl Taylor Properties

    1576 Saint Margarets Rd, Annapolis, MD 21409

Showing Results 361 - 400, Page 10 of 18

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