2,487

Homes in ZIP Code 20764

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  • /12

    $99,000

    Pending
    • 3 Beds
    • 1 Bath

    1451 Shady Rest Rd, Shady Side, MD 20764

    Rare opportunity in Shady Side on 1.58 acres, just minutes from the Chesapeake Bay.1451 Shady Rest Rd features a partially built home.. The groundwork is in place, and the next owner can bring their own vision to life. The property includes a permitted 3-bedroom septic system and a working well, giving you a strong starting point for a new build. This desirable South County area is seeing

    Teal Clise EXP Realty, LLC

    1451 Shady Rest Rd, Shady Side, MD 20764
  • /12

    $185,000

    Sold Jul 11, 2025

    1344 E West Shady Side Rd, Shady Side, MD 20764

    • Land
    • 2.86 Acres
    • $64,685 per Acre

    Last Sold Summary

    • 91 Days On Market

    Current Estimated Value $191,626

    Last Listing Agent Bill Beam Beam Realty Group, Inc.

    1344 E West Shady Side Rd, Shady Side, MD 20764
    • /20

      Est $356,660

      Not Listed For Sale

      1206 Holly Ave, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 1,083 Sq Ft
      • Built 1950
      1206 Holly Ave, Shady Side, MD 20764

      Last Sold Summary

  • /71

    $995,000

    Pending
    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft

    4936 Lerch Dr, Shady Side, MD 20764

    Waterfront luxury meets modern craftsmanship in this custom-built 2023 home, designed to capture stunning water views from nearly every room. Privately set with a pier, sun deck, 10,000 lb boat lift, and jet ski lift (2023), this is effortless waterfront living. Inside, no detail was overlooked—Anderson windows, shiplap accents, and a carpet-free design throughout. The main level offers two

    Nicki Palermo RE/MAX One

    4936 Lerch Dr, Shady Side, MD 20764
  • /42

    $465,000

    Sold Sep 26, 2025

    1216 Grove Ave, Shady Side, MD 20764

    • 5 Beds
    • 2.5 Baths
    • 2,051 Sq Ft
    • Built 1965

    Last Sold Summary

    • $227/SF
    • 37 Days On Market

    Current Estimated Value $495,962

    Last Listing Agent Paul Lee Long & Foster Real Estate, Inc.

    1216 Grove Ave, Shady Side, MD 20764
    • /24

      Est $374,975

      Not Listed For Sale

      1172 Maple Ave, Shady Side, MD 20764

      • 3 Beds
      • 1.5 Baths
      • 1,040 Sq Ft
      • Built 1979
      1172 Maple Ave, Shady Side, MD 20764

      Last Sold Summary

      • 13 Days On Market

  • /76

    $3,500,000

    • 5 Beds
    • 5.5 Baths
    • 4,620 Sq Ft

    4750 Frederick Ave, Shady Side, MD 20764

    Silver Water is a rare west-facing waterfront home designed in direct response to the Chesapeake—offering broad water views, remarkable sunsets, and a level of architectural clarity seldom found in the area. Set behind a private gate on a beautifully landscaped one-acre lot along the West River, the property combines seclusion with convenient access to Annapolis and Washington, DC. Spanning over

    David Orso Berkshire Hathaway HomeServices PenFed Realty

    4750 Frederick Ave, Shady Side, MD 20764
  • /39

    $385,000

    Sold May 06, 2026

    1330 Jordan Dr, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,440 Sq Ft
    • Built 1991

    Last Sold Summary

    • 8% Below List Price
    • $267/SF
    • 59 Days On Market

    Current Estimated Value $399,219

    Last Listing Agent Emily Motto Investors Management, Inc.

    1330 Jordan Dr, Shady Side, MD 20764
    • /84

      Est $1,497,058

      Not Listed For Sale

      4923 Thomas Dr, Shady Side, MD 20764

      • 4 Beds
      • 4.5 Baths
      • 4,720 Sq Ft
      • Built 2010
      4923 Thomas Dr, Shady Side, MD 20764

      Last Sold Summary

      • 80 Days On Market

  • /2

    $25,000

    • Land
    • 24,829 Sq Ft
    • $43,860 per Acre

    0 Haile Pkwy Unit MDAA2141624, Shady Side, MD 20764

    No address assigned for Lots 6 & 7. 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

    Joan Stansfield Samson Properties

    0 Haile Pkwy Unit MDAA2141624, Shady Side, MD 20764
  • /40

    $385,999

    Sold Feb 27, 2026

    4937 Aspen St, Shady Side, MD 20764

    • 2 Beds
    • 2 Baths
    • 886 Sq Ft
    • Built 1939

    Last Sold Summary

    • 2% Above List Price
    • $436/SF
    • 14 Days On Market

    Current Estimated Value $381,099

    Last Listing Agent Pedro Paz Coldwell Banker Realty

    4937 Aspen St, Shady Side, MD 20764
    • /54

      Est $522,172

      Not Listed For Sale

      1184 Holly Ave, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 1,870 Sq Ft
      • Built 2011
      1184 Holly Ave, Shady Side, MD 20764

      Last Sold Summary

      • 12 Days On Market

  • /2

    $352,000

    Coming Soon
    • 2 Beds
    • 1.5 Baths
    • 1,144 Sq Ft

    1500 Garst Rd, Shady Side, MD 20764

    Enjoy water views and the best of coastal living in this charming home, ideally located in a private waterfront community with exclusive access to a boat ramp and sandy beach. The open-concept living and kitchen area creates an inviting space for everyday living and entertaining, while the large fenced backyard offers plenty of room for pets, play, and outdoor gatherings. A rare opportunity to

    Maggie Richards Berkshire Hathaway HomeServices PenFed Realty

    1500 Garst Rd, Shady Side, MD 20764
  • /51

    $389,000

    Sold Aug 15, 2025

    4977 Lerch Dr, Shady Side, MD 20764

    • 3 Beds
    • 1 Bath
    • 1,407 Sq Ft
    • Built 1940

    Last Sold Summary

    • $276/SF
    • 21 Days On Market

    Current Estimated Value $413,591

    Last Listing Agent Suebina Wong Douglas Realty, LLC

    4977 Lerch Dr, Shady Side, MD 20764
    • /43

      Est $475,239

      Not Listed For Sale

      4718 Washington Ave, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 1,947 Sq Ft
      • Built 2003
      4718 Washington Ave, Shady Side, MD 20764

      Last Sold Summary

      • 3 Days On Market

  • /27

    $379,900

    $20K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,223 Sq Ft

    4738 Washington Ave, Shady Side, MD 20764

    Perfect little rancher in a water access community. 3 bedrooms, 2 full baths, and a full fenced yard. Heated family/sun room out back and setup for a stackable washer/dryer inside.

    Kyle Squires Lazar Real Estate

    4738 Washington Ave, Shady Side, MD 20764
  • /21

    $370,000

    Sold Aug 29, 2025

    1216 Hawthorne St, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,100 Sq Ft
    • Built 1992

    Last Sold Summary

    • $336/SF
    • 47 Days On Market

    Current Estimated Value $386,561

    Last Listing Agent TJ Alves Cummings & Co. Realtors

    1216 Hawthorne St, Shady Side, MD 20764
    • /33

      Est $402,809

      Not Listed For Sale

      1422 Columbia Beach Rd, Shady Side, MD 20764

      • 2 Beds
      • 2 Baths
      • 1,285 Sq Ft
      • Built 1950
      1422 Columbia Beach Rd, Shady Side, MD 20764

      Last Sold Summary

      • 109 Days On Market

  • /42

    $325,000

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    1172 Cedar Ave, Shady Side, MD 20764

    Welcome to Cedarhurst on the Bay, a charming waterfront community on the Shady Side Peninsula, conveniently located between Annapolis and Deale Maryland. This cute, updated rancher style home offers a rare affordable opportunity to enjoy Chesapeake Bay living, just one hour from the City. So much potential! Make it your weekend retreat, an Air B&B, or perhaps a tranquil place to retire, without

    James Basuel Weichert, REALTORS

    1172 Cedar Ave, Shady Side, MD 20764
  • /67

    $1,000,000

    Sold Oct 10, 2025

    4715 Oak Rd, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 3,244 Sq Ft
    • Built 1936

    Last Sold Summary

    • $308/SF
    • 67 Days On Market

    Current Estimated Value $1,029,211

    Last Listing Agent Angie Carr Riverscape Realty

    4715 Oak Rd, Shady Side, MD 20764
    • /79

      Est $951,323

      Not Listed For Sale

      5060 Lerch Dr, Shady Side, MD 20764

      • 3 Beds
      • 4.5 Baths
      • 1,888 Sq Ft
      • Built 1998
      5060 Lerch Dr, Shady Side, MD 20764

      Last Sold Summary

      • 20 Days On Market

  • /17

    $349,870

    • Land
    • 6,534 Sq Ft
    • $2,332,467 per Acre

    5235 Al Jones Dr, Shady Side, MD 20764

    Unique Waterfront Lot Opportunity at Columbia Beach – Build Your Dream Home on the Chesapeake Bay. Don't miss this rare chance to own a buildable waterfront lot in the serene, gated community of Columbia Beach, offering breathtaking views of the Chesapeake Bay. This exclusive neighborhood is just 30 minutes from the I-495 Beltway and Annapolis, and only 45 minutes to Washington, D.C., and the

    Rodrigo Cruz Long & Foster Real Estate, Inc.

    5235 Al Jones Dr, Shady Side, MD 20764
  • /44

    $2,000,000

    Sold Oct 31, 2025

    4819 Avery Rd, Shady Side, MD 20764

    • 5 Beds
    • 4.5 Baths
    • 5,151 Sq Ft
    • Built 2007

    Last Sold Summary

    • $388/SF
    • 2 Days On Market

    Current Estimated Value $2,033,547

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    4819 Avery Rd, Shady Side, MD 20764
    • /26

      Est $400,725

      Not Listed For Sale

      1210 Oak Ave, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,062 Sq Ft
      • Built 1981
      1210 Oak Ave, Shady Side, MD 20764

      Last Sold Summary

      • 4 Days On Market

  • /2

    $25,000

    • Land
    • 4,791 Sq Ft
    • $227,273 per Acre

    1205 Poplar Ave, Shady Side, MD 20764

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group website bidding platform. Bidding begins 6/29/2026, 10:00 AM. Bidding ends 7/1/2026, 7:00 PM. The list price is the suggested opening bid. Deposit: $5,000. This +/- 4,750 ft2 parcel of land is located in Shady Side, MD within Anne Arundel County. It is just minutes away to Herring Bay and offers easy access to major traffic

    Adam Shpritz Ashland Auction Group LLC

    1205 Poplar Ave, Shady Side, MD 20764
  • /2

    $415,000

    Sold Mar 31, 2026

    1176 Spruce Ave, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Above List Price
    • $296/SF
    • 0 Days On Market

    Current Estimated Value $407,338

    Last Listing Agent Steve Brien Home Towne Real Estate

    1176 Spruce Ave, Shady Side, MD 20764
    • /62

      Est $484,943

      Not Listed For Sale

      1345 Jordan Dr, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,540 Sq Ft
      • Built 2001
      1345 Jordan Dr, Shady Side, MD 20764

      Last Sold Summary

      • 2 Days On Market

  • /40

    $354,500

    • 2 Beds
    • 2 Baths
    • 1,000 Sq Ft

    1617 Winters Ave, Shady Side, MD 20764

    Discover your waterfront retreat with Chesapeake Bay views, community water access, and an ideal location for both everyday living and weekend escapes. The stunning upper-level living area features vaulted ceiling, a classic wood-burning fireplace, and beautiful hardwood flooring that creates a warm and inviting atmosphere. Large, upgraded windows fill the home with natural light while showcasing

    Jeffrey Lewis Berkshire Hathaway HomeServices PenFed Realty

    1617 Winters Ave, Shady Side, MD 20764
  • /55

    $835,000

    Sold Apr 06, 2026

    1379 McDonald Rd, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 2,485 Sq Ft
    • Built 2025

    Last Sold Summary

    • $336/SF
    • 32 Days On Market

    Current Estimated Value $826,397

    Last Listing Agent Adam Ellison Long & Foster Real Estate, Inc.

    1379 McDonald Rd, Shady Side, MD 20764
    • /57

      Est $423,824

      Not Listed For Sale

      4911 Chestnut St, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,356 Sq Ft
      • Built 1990
      4911 Chestnut St, Shady Side, MD 20764

      Last Sold Summary

      • 4 Days On Market

  • /2

    $100,000

    • Land
    • 29,620 Sq Ft
    • $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 effortless—yet

    Joan Stansfield Samson Properties

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

    $850,000

    Sold May 04, 2026

    5229 Al Jones Dr, Shady Side, MD 20764

    • 3 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 1945

    Last Sold Summary

    • 6% Above List Price
    • $386/SF
    • 4 Days On Market

    Current Estimated Value $804,589

    Last Listing Agent Greg Fisk Douglas Realty, LLC

    5229 Al Jones Dr, Shady Side, MD 20764
    • /44

      Est $467,001

      Not Listed For Sale

      1229 Holly Ave, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,544 Sq Ft
      • Built 2005
      1229 Holly Ave, Shady Side, MD 20764

      Last Sold Summary

      • 4 Days On Market

  • /2

    $125,000

    • Land
    • 4 Acres
    • $31,250 per Acre

    1495 Shady Rest Rd, Shady Side, MD 20764

    Discover a unique investment opportunity with this expansive 4-acre parcel of land, perfect for those looking to capitalize on future development potential. Nestled in a serene setting, this property offers ample space for creative vision-whether you envision a private retreat, agricultural venture, or a residential community. The generous lot size provides flexibility for various projects,

    Shawn Kerr Union Preferred Realty

    1495 Shady Rest Rd, Shady Side, MD 20764
  • /34

    $325,000

    Sold Dec 19, 2025

    1731 Columbia Beach Rd, Shady Side, MD 20764

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Built 1982

    Last Sold Summary

    • $361/SF
    • 13 Days On Market

    Current Estimated Value $330,333

    Last Listing Agent Jose Salvador Rivera Jr RE/MAX Excellence Realty

    1731 Columbia Beach Rd, Shady Side, MD 20764
    • /50

      Est $557,220

      Not Listed For Sale

      4940 W End Ave, Shady Side, MD 20764

      • 4 Beds
      • 3.5 Baths
      • 2,012 Sq Ft
      • Built 1990
      4940 W End Ave, Shady Side, MD 20764

      Last Sold Summary

      • 24 Days On Market

  • /14

    $199,900

    $35K PRICE DROP Pending
    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    1502 Garst Rd, Shady Side, MD 20764

    Investor special in the charming Columbia Beach community of Shadyside. This quaint 2-bedroom, 1-bath home offers great potential for investors, renovators, or buyers looking to create their own coastal retreat. Inside, you'll find classic panel walls, a cozy fireplace, and a bright sunroom that adds extra living space and character. Nestled in a peaceful setting near the water, this property is

    Victoria Carmon-Brown Fusion Elite Realty

    1502 Garst Rd, Shady Side, MD 20764
  • /81

    $350,000

    Sold Oct 29, 2025

    1166 Cedar Ave, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 968 Sq Ft
    • Built 1960

    Last Sold Summary

    • $362/SF
    • 4 Days On Market

    Current Estimated Value $355,809

    Last Listing Agent Nicki Palermo RE/MAX One

    1166 Cedar Ave, Shady Side, MD 20764
    • /55

      Est $506,835

      Not Listed For Sale

      4727 Frederick Ave, Shady Side, MD 20764

      • 5 Beds
      • 3 Baths
      • 2,220 Sq Ft
      • Built 1965
      4727 Frederick Ave, Shady Side, MD 20764

      Last Sold Summary

      • 23 Days On Market

  • /16

    $560,000

    Open Sat 11AM - 1PM
    • 4 Beds
    • 2 Baths
    • 1,713 Sq Ft

    6213 Shady Side Rd, Shady Side, MD 20764

    Charming 4-bedroom, 2-bath cottage situated on 10 picturesque acres, offering the perfect blend of comfort, privacy, and country living. Enjoy endless opportunities for gardening, outdoor recreation, and creating your own private retreat. The expansive property provides plenty of space for entertaining family and friends, hosting gatherings, or simply relaxing and enjoying the peaceful

    Shate Jackson Coldwell Banker Realty

    6213 Shady Side Rd, Shady Side, MD 20764

Showing Results 81 - 120, Page 3 of 18

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