40,808

Annapolis, MD Homes

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  • /53

    $925,000

    • 5 Beds
    • 3.5 Baths
    • 4,170 Sq Ft

    909 White Marlin Way, Annapolis, MD 21409

    Welcome to the sought-after Chesapeake Preserve community on the Broadneck Peninsula! This stunning Colonial is ideally situated on a beautifully landscaped half-acre lot and offers over three finished levels of exceptional living space. Featuring five spacious bedrooms upstairs, this home is designed for both comfortable everyday living and effortless entertaining. The open floor plan offers

    Brian Schilling EXP Realty, LLC

    909 White Marlin Way, Annapolis, MD 21409
  • /8

    $3,700 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,532 Sq Ft
    • Townhouse for Rent

    923 Breakwater Dr, Annapolis, MD 21403

    You will Feel Welcomed at this beautifully fully furnished townhome located in the very popular community of Mariner's Landing, in the historic waterfront town of Annapolis. With 3 bedrooms and 2.5 bathrooms, this spacious home is going to Wow You. Within walking distance to Grocery Store, Starbucks, Pharmacy, Multiple Waterfront Parks and Yummy Local Restaurants. This home is perfect for

    Joie White Northrop Realty

    923 Breakwater Dr, Annapolis, MD 21403
  • /68

    $849,000

    Sold Aug 28, 2025

    13 Lawrence Ave, Annapolis, MD 21403

    • 3 Beds
    • 3 Baths
    • 1,980 Sq Ft
    • Built 1987

    Last Sold Summary

    • $429/SF
    • 62 Days On Market

    Current Estimated Value $1,147,199

    Last Listing Agent Gary Schneider Long & Foster Real Estate, Inc.

    13 Lawrence Ave, Annapolis, MD 21403
    • /36

      Est $373,023

      Not Listed For Sale

      930 Astern Way Unit 207, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1990
      930 Astern Way Unit 207, Annapolis, MD 21401

      Last Sold Summary

      • 273 Days On Market

  • /21

    $899,000

    Under Contract
    • 5 Beds
    • 3 Baths
    • 2,822 Sq Ft

    13 Annapolis St, Annapolis, MD 21401

    Welcome to 13 Annapolis Street, a rare opportunity to own a charming home in the heart of sought-after West Annapolis. Perfectly positioned within one of Annapolis' most walkable and vibrant neighborhoods, this unique property offers the ideal blend of character, convenience, and lifestyle. Enjoy being just steps from beloved restaurants, boutique shopping, coffee shops, parks, and everything

    Wendy Oliver Coldwell Banker Realty

    13 Annapolis St, Annapolis, MD 21401
  • /21

    $3,650 Per Month

    • 3 Beds
    • 4 Baths
    • 2,000 Sq Ft
    • Townhouse for Rent

    104 Vanguard Ln, Annapolis, MD 21401

    Coming Soon!

    Jennifer Yeatts Berkshire Hathaway HomeServices PenFed Realty

    104 Vanguard Ln, Annapolis, MD 21401
  • /20

    $380,000

    Sold May 18, 2026

    933 Breakwater Dr, Annapolis, MD 21403

    • 2 Beds
    • 2.5 Baths
    • 1,319 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Below List Price
    • $288/SF
    • 54 Days On Market

    Current Estimated Value $385,323

    Last Listing Agent Scott Smolen RE/MAX Leading Edge

    933 Breakwater Dr, Annapolis, MD 21403
    • /31

      Est $370,343

      Not Listed For Sale

      2006 Peggy Stewart Way Unit 209, Annapolis, MD 21401

      • 2 Beds
      • 2.5 Baths
      • 1,352 Sq Ft
      • Built 1996
      2006 Peggy Stewart Way Unit 209, Annapolis, MD 21401

      Last Sold Summary

      • 212 Days On Market

  • /2

    $390,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    1154 Riverboat Ct, Annapolis, MD 21409

    Welcome to the desirable Whispering Woods of Annapolis! This beautifully renovated home starts from the outside with new siding & a newer roof. (2020) As you step inside to flowing hardwood flooring throughout the main level. A thoughtfully designed new kitchen includes lovely white cabinets, granite countertop, stainless steel appliances & a generous size pantry. The kitchen leads out to a large

    Debra Russell Douglas Realty, LLC

    1154 Riverboat Ct, Annapolis, MD 21409
  • /18

    $2,300 Per Month

    • 1 Bed
    • 1 Bath
    • 2,108 Sq Ft
    • Condo for Rent

    1121 Tyler Ave Unit 1A, Annapolis, MD 21403

    Discover a charming residential lease opportunity in a delightful garden-style apartment, built in 1927, that beautifully combines vintage character with modern comforts. This inviting one-bedroom, one-bathroom unit offers amazing living space, perfect for those seeking a cozy retreat. This fully furnished apartment becomes Available starting June 5, 2026, this apartment is designed for

    Aaron McSterling Samson Properties

    1121 Tyler Ave Unit 1A, Annapolis, MD 21403
  • /53

    $338,000

    Sold Oct 28, 2025

    18 Sargent Ct, Annapolis, MD 21403

    • 3 Beds
    • 2.5 Baths
    • 1,450 Sq Ft
    • Built 1979

    Last Sold Summary

    • $233/SF
    • 5 Days On Market

    Current Estimated Value $352,760

    Last Listing Agent Stephanie Maric Long & Foster Real Estate, Inc.

    18 Sargent Ct, Annapolis, MD 21403
    • /54

      Est $378,459

      Not Listed For Sale

      2024 Gov Thomas Bladen Way, Annapolis, MD 21401

      • 3 Beds
      • 2 Baths
      • 1,307 Sq Ft
      • Built 1998
      2024 Gov Thomas Bladen Way, Annapolis, MD 21401

      Last Sold Summary

      • 1 Day On Market

  • /75

    $1,250,000

    Under Contract
    • 5 Beds
    • 4.5 Baths
    • 4,138 Sq Ft

    128 Stilly Way, Annapolis, MD 21403

    Move-in ready and beautifully upgraded, welcome to 128 Stilly Way — a barely lived-in showpiece located in Annapolis’ sought-after Parkside Preserve community. Built in 2024 and offered in pristine condition, this exceptional residence combines the advantages of brand-new construction with the convenience of immediate enjoyment. No builder delays, no design center decisions, and no construction

    Dee Dee McCracken Coldwell Banker Realty

    128 Stilly Way, Annapolis, MD 21403
  • /13

    $2,300 Per Month

    • 2 Beds
    • 2 Baths
    • 1,065 Sq Ft
    • Condo for Rent

    603 Admiral Dr Unit 107, Annapolis, MD 21401

    Entry-level condo with private balcony backing to trees. Large primary bedroom suite with custom closet space, large jetted tub, separate shower and double sinks. Second bedroom with access to balcony. Secure storage bin. One designated covered parking space, plus plenty of open parking. Community offers pool, tennis, basketball and exercise room. Water included in rent. Great Annapolis location

    Kimberly O'Connor Coldwell Banker Realty

    603 Admiral Dr Unit 107, Annapolis, MD 21401
  • /90

    $630,000

    Sold Jun 08, 2026

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401

    • 4 Beds
    • 2.5 Baths
    • 2,232 Sq Ft
    • Built 1991

    Last Sold Summary

    • 5% Below List Price
    • $282/SF
    • 31 Days On Market

    Current Estimated Value $633,251

    Last Listing Agent Jack Papaleonti Academy Realty Inc.

    2579 Hidden Cove Rd Unit 159, Annapolis, MD 21401
    • /46

      Est $532,687

      Not Listed For Sale

      2014 Quay Village Ct Unit T1, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,189 Sq Ft
      • Built 1986
      2014 Quay Village Ct Unit T1, Annapolis, MD 21403

      Last Sold Summary

      • 118 Days On Market

  • /73

    $1,300,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 2,852 Sq Ft

    129 E Bay View Dr, Annapolis, MD 21403

    ** Rare Mid-Century Modern Waterfront Sanctuary on Bay View Drive ** Welcome to 129 E Bay View Drive, an authentic 1954 mid-century modern masterpiece offering a rare combination of 2,852 square feet of seamless, single-level living and an elite 102 feet of premium shoreline. Perched safely outside the high-risk flood plain, this property delivers a rare blend of elevated peace of mind and

    Phil Bolin RE/MAX Allegiance

    129 E Bay View Dr, Annapolis, MD 21403
  • /12

    $2,100 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Condo for Rent

    126 Prince George St Unit 4, Annapolis, MD 21401

    The heart of Annapolis 1 street from the harbor. This 2nd floor 1 bedroom / 1 bath aprox 600SQ condo has been renovated with new paint, carpet and new kitchen. Split hvac system, so you will control your own ac/heat. Washer/Dryer in the unit. Secure building with locked entry. 1 flight of stairs no one sharing walls with. Water included and wifi for $40 a month

    Nathan Johnson Keller Williams Capital Properties

    126 Prince George St Unit 4, Annapolis, MD 21401
  • /35

    $680,000

    Sold Jan 23, 2026

    219 Glen Ave, Annapolis, MD 21401

    • 2 Beds
    • 1.5 Baths
    • 1,540 Sq Ft
    • Built 1928

    Last Sold Summary

    • $442/SF
    • 51 Days On Market

    Current Estimated Value $684,157

    Last Listing Agent Moe Farley Coldwell Banker Realty

    219 Glen Ave, Annapolis, MD 21401
    • /32

      Est $326,011

      Not Listed For Sale

      2006 Peggy Stewart Way Unit 101, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,123 Sq Ft
      • Built 1996
      2006 Peggy Stewart Way Unit 101, Annapolis, MD 21401

      Last Sold Summary

      • 29 Days On Market

  • /57

    $659,000

    Under Contract
    • 3 Beds
    • 2.5 Baths
    • 2,681 Sq Ft

    726 Hillcrest Dr, Annapolis, MD 21409

    CONTINUE TO SHOW FOR BACKUP CONTRACTS. Welcome to this beautifully updated and meticulously maintained home in the highly sought-after water-privileged community of Cape St. Claire! Offering the perfect blend of comfort, style, and energy efficiency, this move-in-ready gem features an upgraded kitchen, an expansive primary suite with an enlarged spa-like bath, a cozy family room with a fireplace,

    Antonia Barry Coldwell Banker Realty

    726 Hillcrest Dr, Annapolis, MD 21409
  • /39

    $3,250 Per Month

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft
    • House for Rent

    1804 Grafton Ln, Annapolis, MD 21409

    Welcome home to this charming 3-bedroom, 2-bath rambler in Annapolis! Filled with abundant natural light, this well-maintained home offers comfortable one-level living with a spacious, open feel. The large kitchen features stainless steel appliances, ample cabinet space, and plenty of room for cooking and entertaining. Relax year-round in the bright sunroom overlooking a beautiful tree-lined

    John Lesniewski RE/MAX United Real Estate

    1804 Grafton Ln, Annapolis, MD 21409
  • /28

    $393,000

    Sold Aug 28, 2025

    86 Summerfield Dr, Annapolis, MD 21403

    • 5 Beds
    • 2 Baths
    • 2,340 Sq Ft
    • Built 1962

    Last Sold Summary

    • $168/SF
    • 69 Days On Market

    Current Estimated Value $461,043

    Last Listing Agent Barry Hess Keller Williams Flagship

    86 Summerfield Dr, Annapolis, MD 21403
    • /29

      Est $758,778

      Not Listed For Sale

      15 Spa Creek Landing Unit A2, Annapolis, MD 21403

      • 2 Beds
      • 2 Baths
      • 1,250 Sq Ft
      • Built 1985
      15 Spa Creek Landing Unit A2, Annapolis, MD 21403

      Last Sold Summary

      • 3 Days On Market

  • /47

    $1,690,000

    $60K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 2,269 Sq Ft

    51 Franklin St, Annapolis, MD 21401

    *OPEN HOUSE CANCELED* Rarely offered ground level residential condominium located at the intersection of Murray Hill and the city's Historic District. Secure garage parking for 2 cars, plus driveway parking for an additional vehicle w/private entry. Originally developed by John Pilli & constructed by Gate One custom builders, this exquisite residence was built with luxury high-end finishes

    Yael Beckman Coldwell Banker Realty

    51 Franklin St, Annapolis, MD 21401
  • /3

    $1,354,540

    Sold Apr 10, 2026

    1353 Washington Dr, Annapolis, MD 21403

    • 5 Beds
    • 4.5 Baths
    • 3,575 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Above List Price
    • $379/SF
    • 0 Days On Market

    Current Estimated Value $1,272,460

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1353 Washington Dr, Annapolis, MD 21403
    • /44

      Est $290,543

      Not Listed For Sale

      2900 Shipmaster Way Unit 117, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,009 Sq Ft
      • Built 1986
      2900 Shipmaster Way Unit 117, Annapolis, MD 21401

      Last Sold Summary

      • 174 Days On Market

  • /33

    $845,000

    Under Contract
    • 2 Beds
    • 1 Bath
    • 892 Sq Ft

    513 Fifth St, Annapolis, MD 21403

    An exceptional opportunity to embrace the coveted Eastport lifestyle while planning and permitting your future dream home. Situated on a generously sized lot in one of Annapolis' most desirable waterfront communities, this property offers the rare chance to move in, enjoy, and thoughtfully design your long-term vision. The existing home is a contributing structure within the Eastport Overlay

    Travis Gray Engel & Völkers Annapolis

    513 Fifth St, Annapolis, MD 21403
  • /44

    $695,000

    Sold May 28, 2026

    1576 Saint Margarets Rd, Annapolis, MD 21409

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Above List Price
    • $388/SF
    • 11 Days On Market

    Current Estimated Value $681,885

    Last Listing Agent Anthony Scholl Taylor Properties

    1576 Saint Margarets Rd, Annapolis, MD 21409
    • /34

      Est $369,010

      Not Listed For Sale

      657 Burtons Cove Way Unit 11, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,460 Sq Ft
      • Built 1998
      657 Burtons Cove Way Unit 11, Annapolis, MD 21401

      Last Sold Summary

      • 29 Days On Market

  • /41

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,806 Sq Ft

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401

    Stunning Rivergate loft-style condominium offering the perfect blend of modern updates and urban convenience. This stunning X-large two-bedroom, two-full-bath residence showcases soaring vaulted ceilings, an open-concept design, and sophisticated finishes throughout. The 2026 remodeled gourmet kitchen is highlighted by quartz countertops, stainless steel appliances, and stylish LVT flooring

    Brian Schilling EXP Realty, LLC

    2003 Warners Terrace N Unit 324, Annapolis, MD 21401
  • /50

    $2,170,000

    Sold Apr 07, 2026

    1241 Cherry Tree Ln, Annapolis, MD 21403

    • 4 Beds
    • 5.5 Baths
    • 6,428 Sq Ft
    • Built 1992

    Last Sold Summary

    • $338/SF
    • 290 Days On Market

    Current Estimated Value $2,215,457

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    1241 Cherry Tree Ln, Annapolis, MD 21403
    • /40

      Est $526,190

      Not Listed For Sale

      312 Severn Ave Unit W402, Annapolis, MD 21403

      • 1 Bed
      • 1 Bath
      • 660 Sq Ft
      • Built 1968
      312 Severn Ave Unit W402, Annapolis, MD 21403

      Last Sold Summary

      • 101 Days On Market

  • /87

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 2,016 Sq Ft

    2144 Chesapeake Harbour Dr, Annapolis, MD 21403

    Welcome to 2144 Chesapeake Harbour Drive a stunning end-unit townhome in the sought-after community of Chesapeake Harbour. Perfectly positioned to overlook the Chesapeake Harbour Marina and with Chesapeake Bay views, this move-in-ready home combines luxurious updates with an exceptional waterfront lifestyle. The main level features a beautifully updated kitchen with marble countertops, stainless

    Tony Fulco One Percent Lists Mid-Atlantic

    2144 Chesapeake Harbour Dr, Annapolis, MD 21403
  • /42

    $875,000

    Sold Aug 29, 2025

    48 Cornhill St, Annapolis, MD 21401

    • 3 Beds
    • 2 Baths
    • 1,448 Sq Ft
    • Built 1850

    Last Sold Summary

    • $604/SF
    • 12 Days On Market

    Current Estimated Value $891,140

    Last Listing Agent Dawn Riley Deep Roots Real Estate

    48 Cornhill St, Annapolis, MD 21401
    • /31

      Est $376,179

      Not Listed For Sale

      627 Admiral Dr Unit 304, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,449 Sq Ft
      • Built 1996
      627 Admiral Dr Unit 304, Annapolis, MD 21401

      Last Sold Summary

      • 17 Days On Market

  • /51

    $1,350,000

    $150K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,744 Sq Ft

    2915 South Ct, Annapolis, MD 21401

    Welcome to your serene waterfront escape in the heart of Annapolis. This energy-efficient A-frame cottage offers the perfect blend of modern comfort and laid-back coastal charm. Featuring 2 bedrooms and 2 full baths, the home welcomes you with a light-filled, open living space where soaring vaulted ceilings create an airy, calming atmosphere. Step outside to your private pier, perfect for every

    Amanda Callahan Long & Foster Real Estate, Inc.

    2915 South Ct, Annapolis, MD 21401
  • /19

    $150,000

    Sold Jun 26, 2026

    1217 Cross Rd, Annapolis, MD 21403

    • Land
    • 11,325 Sq Ft
    • $576,923 per Acre

    Last Sold Summary

    • 148 Days On Market

    Current Estimated Value $183,472

    Last Listing Agent Vincent Payne Realty Navigator

    1217 Cross Rd, Annapolis, MD 21403
    • /23

      Est $324,206

      Not Listed For Sale

      2900 Shipmaster Way Unit 310, Annapolis, MD 21401

      • 2 Beds
      • 2 Baths
      • 1,046 Sq Ft
      • Built 1986
      2900 Shipmaster Way Unit 310, Annapolis, MD 21401

      Last Sold Summary

      • 47 Days On Market

  • /35

    $500,000

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 2,073 Sq Ft

    2023 Compton Ct, Annapolis, MD 21401

    Tucked into the sought-after Windgate community, this end-unit townhome has it all—just minutes from downtown Annapolis, premier shopping and dining, and major commuter routes, just steps from the community playground and walking trails. With over 2,000 finished square feet across three thoughtfully designed levels, this home has been extensively updated with custom details that set it apart. The

    Jessica Verde Berkshire Hathaway HomeServices PenFed Realty

    2023 Compton Ct, Annapolis, MD 21401

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