40,758

Annapolis, MD Homes

Section Image
  • /27

    $449,900

    $20K PRICE DROP Under Contract
    • 3 Beds
    • 2 Baths
    • 1,537 Sq Ft

    100 1st St, Annapolis, MD 21401

    Better price! Welcome home to this charming and well-maintained 3-bedroom, 2-bath property offering comfort, flexibility, and convenience in a sought-after location. From the moment you arrive, you’ll fall in love with the adorable front porch—perfect for relaxing, enjoying your morning coffee, and connecting with the neighborhood. Inside, the home features a functional layout with comfortable

    Jack Papaleonti Academy Realty Inc.

    100 1st St, Annapolis, MD 21401
  • /27

    $512,000

    Sold Feb 27, 2026

    2667 Pemaquid Ct, Annapolis, MD 21401

    • 2 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $350/SF
    • 12 Days On Market

    Current Estimated Value $514,985

    Last Listing Agent David Zeigler Taylor Properties

    2667 Pemaquid Ct, Annapolis, MD 21401
    • /35

      Est $327,142

      Not Listed For Sale

      2003 Warners Terrace N Unit 217, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • Built 1999
      2003 Warners Terrace N Unit 217, Annapolis, MD 21401

      Last Sold Summary

      • 27 Days On Market

  • /2

    $644,900

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 2,018 Sq Ft

    944 Aqua Ct, Annapolis, MD 21409

    WELCOME HOME! Experience Chesapeake Bay living at its finest in this beautifully updated 3 bedroom, 2.5 bath home tucked away on a quiet cul-de-sac in the sought after Atlantis community of Cape St. Claire. Located just outside the city of Annapolis on the Broadneck Peninsula and within the award winning Broadneck School District. This home offers the perfect combination of comfort, charm, and

    Rick Reese Douglas Realty, LLC

    944 Aqua Ct, Annapolis, MD 21409
  • /34

    $309,000

    Sold Jun 16, 2025

    16 Woodward Ct, Annapolis, MD 21403

    • 2 Beds
    • 1.5 Baths
    • 1,170 Sq Ft
    • Built 1977

    Last Sold Summary

    • $264/SF
    • 37 Days On Market

    Current Estimated Value $320,586

    Last Listing Agent Sandra K. Libby Long & Foster Real Estate, Inc.

    16 Woodward Ct, Annapolis, MD 21403
    • /40

      Est $363,445

      Not Listed For Sale

      2003 Warners Terrace N Unit 321, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,550 Sq Ft
      • Built 1999
      2003 Warners Terrace N Unit 321, Annapolis, MD 21401

      Last Sold Summary

      • 1 Day On Market

  • /39

    $457,700

    $40K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,210 Sq Ft

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409

    ***PRICE REDUCED - SELLER MOTIVATED***BY APPOINTMENT ONLY.55+ Luxury 2-bedroom/den with balcony in an elevator condo building. THE ELEMENT boasts a variety of amenities to satisfy an active adult community. Natural light floods into the modern kitchen with white cabinetry, tiled backsplash, SS appliances & quartz countertops. Enhanced lighting & recessed lights throughout. Upgraded closet

    LaTanya Drayton United Real Estate Premier

    78 Old Mill Bottom Rd N Unit 209, Annapolis, MD 21409
  • /2

    $675,070

    Sold Dec 19, 2025

    76 Old Mill Bottom Rd N Unit 312, Annapolis, MD 21409

    • 2 Beds
    • 2 Baths
    • 1,621 Sq Ft
    • Built 2025

    Last Sold Summary

    • $416/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 312, Annapolis, MD 21409
    • /32

      Est $300,576

      Not Listed For Sale

      21 Silverwood Cir Unit 7, Annapolis, MD 21403

      • 3 Beds
      • 2 Baths
      • 1,670 Sq Ft
      • Built 1974
      21 Silverwood Cir Unit 7, Annapolis, MD 21403

      Last Sold Summary

      • 4 Days On Market

  • /129

    $2,795,000

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

    856 St Edmonds Place, Annapolis, MD 21401

    **Open House - Saturday May 30th, 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
  • /48

    $1,655,000

    Sold Feb 27, 2026

    3137 Catrina Ln, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 2,970 Sq Ft
    • Built 1955

    Last Sold Summary

    • $557/SF
    • 63 Days On Market

    Current Estimated Value $1,652,804

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

    3137 Catrina Ln, Annapolis, MD 21403
    • /44

      Est $416,718

      Not Listed For Sale

      805 Coxswain Way Unit 208, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,369 Sq Ft
      • Built 1990
      805 Coxswain Way Unit 208, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /37

    $415,000

    • 1 Bed
    • 1.5 Baths
    • 1,100 Sq Ft

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403

    Beautifully maintained and move-in ready, this spacious 1-bedroom, 1.5-bath condo offers an exceptional opportunity to enjoy the waterfront community lifestyle in sought-after Chesapeake Harbour. Ideally located just steps from the community pool and adjoining tennis/pickleball courts, this light-filled home features an open-concept layout with generous living and dining spaces, floor-to-ceiling

    Melanie Wood Berkshire Hathaway HomeServices PenFed Realty

    2004 Quay Village Ct Unit T1, Annapolis, MD 21403
  • /38

    $525,000

    Sold Sep 02, 2025

    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,757 Sq Ft
    • Built 2009

    Last Sold Summary

    • $299/SF
    • 26 Days On Market

    Current Estimated Value $544,563

    Last Listing Agent Brian Schilling EXP Realty, LLC

    1509 Feral Dae Ln Unit 102, Annapolis, MD 21409
    • /34

      Est $339,626

      Not Listed For Sale

      2050 Quaker Way Unit 4, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,117 Sq Ft
      • Built 1997
      2050 Quaker Way Unit 4, Annapolis, MD 21401

      Last Sold Summary

      • 3 Days On Market

  • /44

    $379,000

    $21K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 1,320 Sq Ft

    1014 Cedar Ridge Ct, Annapolis, MD 21403

    This is not your typical HOA. The association fee includes roof repair and replacement, all exterior maintenance (painting and staining), landscaping, gutter cleaning, and parking lot maintenance. Welcome to 1014 Cedar Ridge Ct in beautiful Annapolis , a stylish 3-bedroom, 2 full bath, 1 half bath townhome designed for easy living in a prime location (21403). Inside, the home is completely

    Bob Chew Samson Properties

    1014 Cedar Ridge Ct, Annapolis, MD 21403
  • /24

    $661,500

    Sold Jul 17, 2025

    27 Windwhisper Ln, Annapolis, MD 21403

    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft
    • Built 1984

    Last Sold Summary

    • $270/SF
    • 3 Days On Market

    Current Estimated Value $688,865

    Last Listing Agent Kristen Quinn Realty Navigator

    27 Windwhisper Ln, Annapolis, MD 21403
    • /20

      Est $389,596

      Not Listed For Sale

      623 Admiral Dr Unit 403, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,581 Sq Ft
      • Built 1996
      623 Admiral Dr Unit 403, Annapolis, MD 21401

      Last Sold Summary

      • 40 Days On Market

  • /34

    $327,500

    $2K PRICE DROP Pending
    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    130 Dumbarton Dr, Annapolis, MD 21403

    Welcome to this charming townhouse nestled in the heart of Annapolis! This well-maintained home offers a comfortable and functional layout, perfect for everyday living. Upstairs you’ll find three cozy bedrooms, all featuring wall-to-wall carpeting, along with a full bathroom conveniently located to serve the upper level. The main floor boasts a thoughtfully updated kitchen with modern touches,

    Michelle Greenwaldt Innovative Properties, Inc.

    130 Dumbarton Dr, Annapolis, MD 21403
  • /37

    $599,900

    Sold Jun 13, 2025

    1251 Pine Hill Dr, Annapolis, MD 21409

    • 4 Beds
    • 3 Baths
    • 2,405 Sq Ft
    • Built 1971

    Last Sold Summary

    • $249/SF
    • 91 Days On Market

    Current Estimated Value $603,798

    Last Listing Agent Nathan Young Cummings & Co. Realtors

    1251 Pine Hill Dr, Annapolis, MD 21409
    • /39

      Est $389,021

      Not Listed For Sale

      613 Admiral Dr Unit 307, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,552 Sq Ft
      • Built 1995
      613 Admiral Dr Unit 307, Annapolis, MD 21401

      Last Sold Summary

      • 1 Day On Market

  • /52

    $699,000

    • 2 Beds
    • 2 Baths
    • 1,140 Sq Ft

    12 Linden Ave, Annapolis, MD 21401

    HOMEWOOD/ANNAPOLIS in-town living at its finest—this charming and thoughtfully updated 1930s Foursquare colonial style home offers a rare blend of character and modern convenience, featuring a detached garage with an upper-level bonus room, an enclosed heated porch, and a fenced backyard designed for both relaxation and entertaining. Ideally located in the heart of Annapolis, just minutes from

    Antonia Barry Coldwell Banker Realty

    12 Linden Ave, Annapolis, MD 21401
  • /40

    $1,500,000

    Sold Jun 16, 2025

    218 Lookout Ln, Annapolis, MD 21409

    • 3 Beds
    • 3.5 Baths
    • 3,200 Sq Ft
    • Built 1973

    Last Sold Summary

    • $469/SF
    • 22 Days On Market

    Current Estimated Value $1,510,821

    Last Listing Agent Pamela Tierney Coldwell Banker Realty

    218 Lookout Ln, Annapolis, MD 21409
    • /48

      Est $364,550

      Not Listed For Sale

      2702 Summerview Way Unit 204, Annapolis, MD 21401

      • 1 Bed
      • 1.5 Baths
      • 1,266 Sq Ft
      • Built 1989
      2702 Summerview Way Unit 204, Annapolis, MD 21401

      Last Sold Summary

      • 1 Day On Market

  • /55

    $529,900

    Pending
    • 2 Beds
    • 2.5 Baths
    • 1,424 Sq Ft

    2930 Winters Chase Way, Annapolis, MD 21401

    Welcome to 2930 Winters Chase in Rive Trace. This Amazing 2 Bedroom 2 1/2 Bath Home Is Beautifully Done. You're Greeted With Hardwood Floors Across the Main Level and Recessed Lighting With Dimmers. The Kitchen Is A Chef's Delight Complete With a 6 Burner Gas Stove, Range Hood, Sub Zero Refrigerator, Stainless Steel Appliances, Granite Countertops, An Abundance of Cabinet Space, Recessed Lighting

    Andrew Cencarik Keller Williams Flagship

    2930 Winters Chase Way, Annapolis, MD 21401
  • /2

    $425,000

    Sold Nov 26, 2025

    1095 Skyway Dr, Annapolis, MD 21409

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • Built 1973

    Last Sold Summary

    • $355/SF
    • 0 Days On Market

    Current Estimated Value $438,116

    Last Listing Agent Charlene Wroten Coldwell Banker Realty

    1095 Skyway Dr, Annapolis, MD 21409
    • /27

      Est $368,777

      Not Listed For Sale

      655 Burtons Cove Way Unit 13, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,447 Sq Ft
      • Built 1997
      655 Burtons Cove Way Unit 13, Annapolis, MD 21401

      Last Sold Summary

      • 4 Days On Market

  • /4

    $1,750,000

    Coming Soon
    • 3 Beds
    • 3 Baths
    • 3,502 Sq Ft

    314 Kingsberry Dr, Annapolis, MD 21409

    Enjoy this large scenic lot w/ lovely rancher & oversized 2 car garage just outside of downtown Annapolis. Open floor plan, cathedral ceilings, hardwood floors. Bulkheaded waterfront w/ 4 deep water slips. You will not want to miss this property!! PHOTOS, floor plan & additional information to follow. Do not enter property without an appointment.

    Barbara Best RE/MAX One

    314 Kingsberry Dr, Annapolis, MD 21409
  • /48

    $585,000

    Sold Aug 29, 2025

    406 Edgemere Dr, Annapolis, MD 21403

    • 4 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 1967

    Last Sold Summary

    • $266/SF
    • 31 Days On Market

    Current Estimated Value $596,582

    Last Listing Agent Jason Donovan RE/MAX Leading Edge

    406 Edgemere Dr, Annapolis, MD 21403
    • /12

      Est $263,797

      Not Listed For Sale

      9 Silverwood Cir Unit 8, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,312 Sq Ft
      • Built 1974
      9 Silverwood Cir Unit 8, Annapolis, MD 21403

      Last Sold Summary

  • /61

    $599,900

    • 3 Beds
    • 2 Baths
    • 1,707 Sq Ft

    2616 Vantage Cove, Annapolis, MD 21401

    Located in the desirable Middle Coves section of Heritage Harbour, this non-age-restricted 3-bedroom, 2-bath home offers comfortable one-level living on a quiet cul-de-sac. Residents enjoy the option to access Heritage Harbour’s exceptional amenities with a lower HOA fee and no upfront capital contribution. Inside, the home features hardwood flooring throughout, an updated kitchen and bathrooms,

    Jack Papaleonti Academy Realty Inc.

    2616 Vantage Cove, Annapolis, MD 21401
  • /80

    $1,505,000

    Sold Jul 18, 2025

    803 Parkwood Ave, Annapolis, MD 21403

    • 4 Beds
    • 4.5 Baths
    • 3,795 Sq Ft
    • Built 2013

    Last Sold Summary

    • $397/SF
    • 5 Days On Market

    Current Estimated Value $1,520,675

    Last Listing Agent Jeff Bridegum RE/MAX One

    803 Parkwood Ave, Annapolis, MD 21403
    • /28

      Est $329,421

      Not Listed For Sale

      2003 Phillips Terrace Unit 7, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,114 Sq Ft
      • Built 1995
      2003 Phillips Terrace Unit 7, Annapolis, MD 21401

      Last Sold Summary

      • 24 Days On Market

  • /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
  • /2

    $557,000

    Sold Aug 22, 2025

    76 Old Mill Bottom Rd N Unit 109, Annapolis, MD 21409

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

    Last Sold Summary

    • $460/SF
    • 0 Days On Market

    Last Listing Agent Scott Sealy McWilliams/Ballard, Inc.

    76 Old Mill Bottom Rd N Unit 109, Annapolis, MD 21409
    • /50

      Est $349,708

      Not Listed For Sale

      2900 Shipmaster Way Unit 322, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft
      • Built 1986
      2900 Shipmaster Way Unit 322, Annapolis, MD 21401

      Last Sold Summary

      • 37 Days On Market

  • /39

    $669,000

    $18K PRICE DROP Under Contract
    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    5 Park Place Unit 102, Annapolis, MD 21401

    The seller of this unit is offering a $10,000 credit toward closing cost for a contract to purchase received no later than May 31, 2026! Experience the pinnacle of downtown Annapolis living at Park Place, the city’s most coveted luxury condominium address. This exquisite 2-bedroom, 2-bath residence offers a refined blend of sophistication, comfort, and effortless urban living—just steps from the

    Greg Beckman Coldwell Banker Realty

    5 Park Place Unit 102, Annapolis, MD 21401
  • /65

    $1,050,000

    Sold Jun 30, 2025

    1735 Broadlee Trail, Annapolis, MD 21401

    • 3 Beds
    • 3.5 Baths
    • 2,636 Sq Ft
    • Built 2005

    Last Sold Summary

    • $398/SF
    • 93 Days On Market

    Current Estimated Value $1,086,580

    Last Listing Agent Laura Litten Laura Litten Real Estate

    1735 Broadlee Trail, Annapolis, MD 21401
    • /65

      Est $323,644

      Not Listed For Sale

      2900 Shipmaster Way Unit 208, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft
      • Built 1986
      2900 Shipmaster Way Unit 208, Annapolis, MD 21401

      Last Sold Summary

      • 25 Days On Market

  • /35

    $250,000

    $49K PRICE DROP Under Contract
    • 3 Beds
    • 1.5 Baths
    • 1,037 Sq Ft

    57 Town Pines Ct, Annapolis, MD 21401

    NEW PRICE !!! Welcome to Annapolis! This beautifully updated 3-bedroom, 1 full and 1 half-bath townhome offers a fantastic opportunity to own in one of Maryland’s most historic and charming locations.Fully renovated from top to bottom, this home features updated bathrooms, a renovated kitchen with brand-new stainless steel appliances, new LVP flooring on both levels, a new washer and dryer, a

    Yury Garamyan Jason Mitchell Group

    57 Town Pines Ct, Annapolis, MD 21401

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