3,269

Shady Side, MD Homes

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    • /37

      Est $469,111 Not Listed For Sale

      6318 Linden St, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,632 Sq Ft
      • Built 2010
      6318 Linden St, Shady Side, MD 20764

      Last Sold Summary

      • 8% Above List Price
      • $267/SF
      • 7 Days On Market

      Last Sold Price $435,000

      Last Listing Agent Chris Craddock EXP Realty, LLC

  • /43

    $589,990 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    1302 Spruce St, Shady Side, MD 20764

    FEBRUARY 2026 DELIVERY. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday living and entertaining alike. Additional kitchen upgrades include 42”

    Ray Mudd Schwartz Realty, Inc.

    1302 Spruce St, Shady Side, MD 20764
  • /35

    $530,000 Sold Jul 31, 2025

    1041 Harding Blvd, West River, MD 20778

    • 4 Beds
    • 2.5 Baths
    • 2,058 Sq Ft
    • Built 1964

    Last Sold Summary

    • $258/SF
    • 5 Days On Market

    Current Estimated Value $526,755

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1041 Harding Blvd, West River, MD 20778
    • /65

      Est $767,960 Not Listed For Sale

      5317 Birch Ct, West River, MD 20778

      • 3 Beds
      • 2.5 Baths
      • 3,946 Sq Ft
      • Built 2002
      5317 Birch Ct, West River, MD 20778

      Last Sold Summary

      • 6% Above List Price
      • $183/SF
      • 6 Days On Market

      Last Sold Price $721,500

      Last Listing Agent Gail Nyman RE/MAX

  • /6

    $249,999

    • Land
    • 0.77 Acre
    • $324,674 per Acre

    4846 Woods Wharf Rd, Shady Side, MD 20764

    Vacant Lot Ideal for Expansion or New Venture. Perfect for Boat Storage or New Building. Leverage its proximity to high-demand recreational areas for profitable boat and trailer storage, or business vehicles, or develop the lot into a commercial building for your business, or to lease the space to a business who is looking to serve the local community.

    Scott Cleary RE/MAX One

    4846 Woods Wharf Rd, Shady Side, MD 20764
  • /18

    $414,900 Sold Jun 24, 2025

    5227 Al Jones Dr, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,269 Sq Ft
    • Built 1940

    Last Sold Summary

    • $327/SF
    • 3 Days On Market

    Current Estimated Value $418,736

    Last Listing Agent Lydia Newman Fairfax Realty Premier

    5227 Al Jones Dr, Shady Side, MD 20764
    • /53

      Est $419,232 Not Listed For Sale

      1727 Columbia Beach Rd, Shady Side, MD 20764

      • 3 Beds
      • 1.5 Baths
      • 1,388 Sq Ft
      • Built 1958
      1727 Columbia Beach Rd, Shady Side, MD 20764

      Last Sold Summary

      • 13% Above List Price
      • $267/SF
      • 1 Day On Market

      Last Sold Price $370,000

      Last Listing Agent Nicki Palermo RE/MAX One

  • /44

    $1,470,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,727 Sq Ft

    5235 Al Jones Dr, Shady Side, MD 20764

    To be built by Whitehall Building & Co., Annapolis’ leading luxury waterfront builder. Set within the sought-after Columbia Beach community, this coastal-style home captures the best of Chesapeake Bay living with panoramic views and the rare protection of a cove-front setting. With Whitehall, the path to building is refreshingly simple. Their step-by-step process begins with a complimentary

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    5235 Al Jones Dr, Shady Side, MD 20764
  • /30

    $347,000 Sold Dec 08, 2025

    4913 Chestnut St, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1989

    Last Sold Summary

    • $301/SF
    • 23 Days On Market

    Current Estimated Value $351,264

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    4913 Chestnut St, Shady Side, MD 20764
    • /11

      Est $323,799 Not Listed For Sale

      5806 Shady Side Rd, Churchton, MD 20733

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1965
      5806 Shady Side Rd, Churchton, MD 20733

      Last Sold Summary

      • 159% Above List Price
      • $145/SF
      • 6 Days On Market

      Last Sold Price $125,000

      Last Listing Agent Darlene Norris United Real Estate Premier

  • /2

    $100,000

    • Land
    • 0.68 Acre
    • $147,059 per Acre

    1445 & 1447 Haile Pkwy, Shady Side, MD 20764

    Discover the perfect retreat from city life in the serene setting of Shady Side, MD. This parcel of land offers a rare opportunity to build your dream home amidst nature’s beauty. Tucked away in a peaceful community, the property provides the ideal balance of tranquility and accessibility.With convenient access to Route 2, commuting to Annapolis, Baltimore, or Washington, D.C., is

    Joan Stansfield Samson Properties

    1445 & 1447 Haile Pkwy, Shady Side, MD 20764
  • /2

    $50,000 Sold Jun 10, 2025

    1428 Snug Harbor Rd, Shady Side, MD 20764

    • Land
    • 1 Acre
    • $50,000 per Acre

    Last Sold Summary

    • 135 Days On Market

    Current Estimated Value $52,892

    Last Listing Agent Joan Stansfield Samson Properties

    1428 Snug Harbor Rd, Shady Side, MD 20764
    • /14

      Est $431,866 Not Listed For Sale

      1437 Cedarhurst Rd, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,248 Sq Ft
      • Built 1987
      1437 Cedarhurst Rd, Shady Side, MD 20764

      Last Sold Summary

      • 15% Above List Price
      • $300/SF
      • 9 Days On Market

      Last Sold Price $375,000

      Last Listing Agent weiyi sun Evergreen Properties

  • /2

    $54,000

    • Land
    • 1.32 Acres
    • $40,909 per Acre

    1461 Cedarhurst Rd, Shady Side, MD 20764

    Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse

    Joan Stansfield Samson Properties

    1461 Cedarhurst Rd, Shady Side, MD 20764
  • /18

    $321,000 Sold Aug 15, 2025

    1179 Maple Ave, Shady Side, MD 20764

    • 3 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1980

    Last Sold Summary

    • $334/SF
    • 1 Day On Market

    Current Estimated Value $328,926

    Last Listing Agent Tonia Parent RE/MAX United Real Estate

    1179 Maple Ave, Shady Side, MD 20764
    • /53

      Est $330,847 Not Listed For Sale

      1728 Maryland Ave, Shady Side, MD 20764

      • 3 Beds
      • 1 Bath
      • 1,182 Sq Ft
      • Built 1954
      1728 Maryland Ave, Shady Side, MD 20764

      Last Sold Summary

      • 15% Above List Price
      • $244/SF
      • 61 Days On Market

      Last Sold Price $288,000

      Last Listing Agent Nadia Aminov Long & Foster

  • /31

    $350,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    4738 Washington Ave, Shady Side, MD 20764

    Peaceful Living by the Bay – Perfect for Downsizing! Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal opportunity for anyone craving a slower pace, less maintenance, and more time to enjoy the good life. Tucked on a quiet corner lot next to a protected nature reserve, this single-level home offers peace, privacy, and natural

    Nicole Hatch Samson Properties

    4738 Washington Ave, Shady Side, MD 20764
  • /30

    $589,500 Sold May 09, 2025

    4958 Filbert St, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 2,135 Sq Ft
    • Built 2025

    Last Sold Summary

    • $276/SF
    • 133 Days On Market

    Current Estimated Value $603,272

    Last Listing Agent Jamie Richardson RE/MAX United Real Estate

    4958 Filbert St, Shady Side, MD 20764
    • /34

      Est $763,851 Not Listed For Sale

      5268 Chalk Point Rd, West River, MD 20778

      • 4 Beds
      • 2.5 Baths
      • 3,143 Sq Ft
      • Built 2006
      5268 Chalk Point Rd, West River, MD 20778

      Last Sold Summary

      • 6% Above List Price
      • $229/SF
      • 230 Days On Market

      Last Sold Price $720,000

      Last Listing Agent Celeste Blessin Coldwell Banker (NRT-Southeast-MidAtlantic)

  • /2

    $39,000 Pending

    • Land
    • 0.21 Acre
    • $185,714 per Acre

    1428 Haile Pkwy, Shady Side, MD 20764

    Stacey Gembicki Berkshire Hathaway HomeServices PenFed Realty

    1428 Haile Pkwy, Shady Side, MD 20764
  • /43

    $466,000 Sold Jan 12, 2026

    1037 Biltmore Ave, West River, MD 20778

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft
    • Built 2000

    Last Sold Summary

    • $261/SF
    • 8 Days On Market

    Current Estimated Value $464,789

    Last Listing Agent Dawn Marie Miller Coldwell Banker Realty

    1037 Biltmore Ave, West River, MD 20778
    • /52

      Est $526,638 Not Listed For Sale

      4907 Magnolia St, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 2,160 Sq Ft
      • Built 2008
      4907 Magnolia St, Shady Side, MD 20764

      Last Sold Summary

      • 7% Above List Price
      • $228/SF
      • 6 Days On Market

      Last Sold Price $492,000

      Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  • /11

    $149,999

    • Land
    • 0.14 Acre
    • $1,071,421 per Acre

    5250 Al Jones Dr, Shady Side, MD 20764

    LAND LAND in a gated private community! The lot is 3 small lots in total all adjacent to each other. The county has approved building on the lots as ONE dwelling. The home will need to adhere to the building envelope but can be as high as needed (county approved height change)...building a car garage on bottom and build up in SF from there!! A well is needed and there is public septic. I can

    Jennifer Koenig Long & Foster Real Estate, Inc.

    5250 Al Jones Dr, Shady Side, MD 20764
  • /32

    $274,000 Sold Feb 23, 2026

    4717 Frederick Ave, Shady Side, MD 20764

    • 2 Beds
    • 1 Bath
    • 714 Sq Ft
    • Built 1920

    Last Sold Summary

    • 5% Below List Price
    • $384/SF
    • 59 Days On Market

    Current Estimated Value $269,430

    Last Listing Agent James Weiskerger Next Step Realty

    4717 Frederick Ave, Shady Side, MD 20764
    • /45

      Est $360,837 Not Listed For Sale

      1617 Winters Ave, Shady Side, MD 20764

      • 2 Beds
      • 2 Baths
      • 1,000 Sq Ft
      • Built 1995
      1617 Winters Ave, Shady Side, MD 20764

      Last Sold Summary

      • 16% Above List Price
      • $310/SF
      • 49 Days On Market

      Last Sold Price $310,000

      Last Listing Agent Bill Beam Beam Realty Group, Inc.

  • /21

    $325,000

    • 2 Beds
    • 1.5 Baths
    • 1,728 Sq Ft

    1241 Steamboat Rd, Shady Side, MD 20764

    Estate sale handled by an attorney. This well-loved home has been in the same family since 1953 and is now ready for its next chapter. Offering generous living space and abundant potential, this property is ideal for buyers looking to build sweat equity and restore its original charm. Situated on a large lot, the sale also includes an additional 25' x 100' parcel located to the right of the home.

    Ray Mudd Schwartz Realty, Inc.

    1241 Steamboat Rd, Shady Side, MD 20764
  • /61

    $1,500,000 Sold Nov 14, 2025

    1457 Nieman Rd, Shady Side, MD 20764

    • 5 Beds
    • 4 Baths
    • 3,064 Sq Ft
    • Built 2006

    Last Sold Summary

    • $490/SF
    • 4 Days On Market

    Current Estimated Value $1,307,971

    Last Listing Agent Doc Keane Washington Fine Properties, LLC

    1457 Nieman Rd, Shady Side, MD 20764
    • /35

      Est $324,672 Not Listed For Sale

      1311 Holly St, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 840 Sq Ft
      • Built 1989
      1311 Holly St, Shady Side, MD 20764

      Last Sold Summary

      • $387/SF
      • 0 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Carey Laycock RE/MAX

  • /24

    $399,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,099 Sq Ft

    5218 Nick Rd, Shady Side, MD 20764

    Welcome to a home that feels as good as it looks. This fully renovated 3-bedroom, 2-bath residence offers the charm and comfort of coastal living with no HOA. From the moment you walk in, the open floor plan space feels inviting, thoughtfully laid out, easy to live in, and designed to make everyday life feel a little more relaxed. The primary suite had an extension done, creating a spacious and

    Jonathan Vanegas Samson Properties

    5218 Nick Rd, Shady Side, MD 20764
  • /30

    $440,000 Sold Mar 05, 2025

    1222 Hawthorne St, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft
    • Built 2019

    Last Sold Summary

    • $281/SF
    • 37 Days On Market

    Last Listing Agent Kaleigh Cook Keller Williams Flagship

    1222 Hawthorne St, Shady Side, MD 20764
    • /67

      Est $789,141 Not Listed For Sale

      629 Plantation Blvd, West River, MD 20778

      • 6 Beds
      • 3.5 Baths
      • 2,918 Sq Ft
      • Built 1992
      629 Plantation Blvd, West River, MD 20778

      Last Sold Summary

      • 12% Above List Price
      • $242/SF
      • 41 Days On Market

      Last Sold Price $705,000

      Last Listing Agent Gail Nyman RE/MAX

  • /4

    $50,000

    • Land
    • 0.17 Acre
    • $294,118 per Acre

    4907 Quince St, Shady Side, MD 20764

    Per the recorded Conservation Easement. No primary residence shall be constructed

    Ray Mudd Schwartz Realty, Inc.

    4907 Quince St, Shady Side, MD 20764
  • /25

    $276,000 Sold Dec 22, 2025

    1503 Callaway Dr, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1950

    Last Sold Summary

    • $204/SF
    • 4 Days On Market

    Current Estimated Value $285,529

    Last Listing Agent Barb Atkinson RE/MAX Executive

    1503 Callaway Dr, Shady Side, MD 20764
    • /77

      Est $485,248 Not Listed For Sale

      1207 Juniper St, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 2,064 Sq Ft
      • Built 1989
      1207 Juniper St, Shady Side, MD 20764

      Last Sold Summary

      • 9% Above List Price
      • $216/SF
      • 152 Days On Market

      Last Sold Price $445,000

      Last Listing Agent Juan Aranda Century 21 New Millennium

  • /2

    $40,000

    • Land
    • 0.34 Acre
    • $117,647 per Acre

    5771 Shady Side Rd, Churchton, MD 20733

    Residential building lot awaits new owner. Sold as is .

    Joseph Butcher Long & Foster Real Estate, Inc.

    5771 Shady Side Rd, Churchton, MD 20733
  • /44

    $420,000 Sold Jul 25, 2025

    1181 Cedar Ave, Shady Side, MD 20764

    • 4 Beds
    • 2 Baths
    • 1,648 Sq Ft
    • Built 1940

    Last Sold Summary

    • $255/SF
    • 5 Days On Market

    Current Estimated Value $421,416

    Last Listing Agent Ben Miller Synergy Realty

    1181 Cedar Ave, Shady Side, MD 20764
    • /18

      Est $321,021 Not Listed For Sale

      1505 Baker Rd, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1950
      1505 Baker Rd, Shady Side, MD 20764

      Last Sold Summary

      • 7% Above List Price
      • $312/SF
      • 41 Days On Market

      Last Sold Price $300,000

      Last Listing Agent Robyn Day RE/MAX

  • /39

    $399,900

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft

    1330 Jordan Dr, Shady Side, MD 20764

    Welcome to 1330 Jordan Drive, a charming 3-bedroom, 2.5-bathroom home nestled in the highly desirable Avalon Shores community in Shady Side, Maryland. This well-maintained home strikes the perfect balance between comfort and character. The covered front porch invites you to unwind and enjoy seasonal water views, setting the tone for peaceful, waterfront living. Inside, you’ll find a bright, open

    Emily Motto Investors Management, Inc.

    1330 Jordan Dr, Shady Side, MD 20764
  • /34

    $335,000 Sold Sep 04, 2025

    4925 Aspen St, Shady Side, MD 20764

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft
    • Built 1989

    Last Sold Summary

    • $316/SF
    • 3 Days On Market

    Current Estimated Value $339,891

    Last Listing Agent Jaime Rollins CENTURY 21 New Millennium

    4925 Aspen St, Shady Side, MD 20764
    • /13

      Est $307,938 Not Listed For Sale

      5326 Al Jones Dr, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft
      • Built 1940
      5326 Al Jones Dr, Shady Side, MD 20764

      Last Sold Summary

      • 8% Above List Price
      • $495/SF
      • 13 Days On Market

      Last Sold Price $285,000

      Last Listing Agent Ellie Stommel Hyatt & Company Real Estate LLC

Showing Results 41 - 80, Page 2 of 18

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