2,484

Homes in ZIP Code 20764

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  • /4

    $420,000 Sold Oct 10, 2025

    5196 Chesapeake Ave, Shady Side, MD 20764

    • 2 Beds
    • 2 Baths
    • 934 Sq Ft
    • Built 1986

    Last Sold Summary

    • $450/SF
    • 0 Days On Market

    Current Estimated Value $423,080

    Last Listing Agent Joshua Shapiro Douglas Realty, LLC

    5196 Chesapeake Ave, Shady Side, MD 20764
    • /23

      Est $454,725 Not Listed For Sale

      4961 Filbert St, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1995
      4961 Filbert St, Shady Side, MD 20764

      Last Sold Summary

      • 6% Above List Price
      • $274/SF
      • 3 Days On Market
      • Last Sold Price $430,000
      • Jun 09, 2023

      Last Listing Agent Rick Gloekler RE/MAX

  • /12

    $198,000 Under Contract

    • Land
    • 1.44 Acres
    • $137,500 per Acre

    6512 Shady Side Rd, Shady Side, MD 20764

    This lot could .be yours, surrounded by nature, in conservation easement, Dry wooded lot! Build your dream home, surrounded by trees and by 73 acres in conservation easement. Next to 6508 lot, they share an easement for driveway. The best lot in the area!! Close to Baltimore, DC, and Annapolis. Located near the West River and community baseball diamond and basketball court.

    George Heine Schwartz Realty, Inc.

    6512 Shady Side Rd, Shady Side, MD 20764
  • /32

    $450,000 Sold May 16, 2025

    1233 Juniper St, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 1,899 Sq Ft
    • Built 2007

    Last Sold Summary

    • $237/SF
    • 0 Days On Market

    Current Estimated Value $474,574

    Last Listing Agent Nicki Palermo RE/MAX One

    1233 Juniper St, Shady Side, MD 20764
    • /34

      Est $364,386 Not Listed For Sale

      4912 Beech St, Shady Side, MD 20764

      • 2 Beds
      • 2 Baths
      • 864 Sq Ft
      • Built 1989
      4912 Beech St, Shady Side, MD 20764

      Last Sold Summary

      • 14% Above List Price
      • $370/SF
      • 5 Days On Market
      • Last Sold Price $320,000
      • Jan 05, 2024

      Last Listing Agent Mark Frisco Century 21 New Millennium

  • /42

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,386 Sq Ft

    4912 Mariners Dr, Shady Side, MD 20764

    Coastal Affordable Living with a Boat Slip Included Discover the charm of Snug Harbor, where coastal living meets everyday affordability. This beautifully updated home offers gorgeous Chesapeake Bay views and the rare bonus of an included boat slip — making waterfront living more accessible than ever. Inside offers a light-filled floorplan, wide open living room, an open kitchen shines with

    Sam Barbieri RE/MAX United Real Estate

    4912 Mariners Dr, 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 $188,402

    Last Listing Agent Bill Beam Beam Realty Group, Inc.

    1344 E West Shady Side Rd, Shady Side, MD 20764
    • /23

      Est $521,827 Not Listed For Sale

      6039 Shady Side Rd, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,748 Sq Ft
      • Built 2007
      6039 Shady Side Rd, Shady Side, MD 20764

      Last Sold Summary

      • 22% Above List Price
      • $245/SF
      • 122 Days On Market
      • Last Sold Price $429,000
      • Aug 17, 2023

      Last Listing Agent Robyn Day RE/MAX

  • /2

    $25,000

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

    0 Pine Ave Unit MDAA2139458, Shady Side, MD 20764

    ONLINE AUCTION: This auction takes place on the Ashland Auction Group Website Bidding Platform. Bidding begins 6/2/2026 @ 10:00 AM. Bidding ends 6/4/2026 @ 12:50 PM. List Price is Suggested Opening Bid. Deposit: $5,000. This +/- 4,750 ft2 parcel of land is located in located in Shady Side, MD within Anne Arundel County. Its location is just a few minutes away to Herring Bay. It also offers easy

    Adam Shpritz Ashland Auction Group LLC

    0 Pine Ave Unit MDAA2139458, 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 $484,610

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

    1216 Grove Ave, Shady Side, MD 20764
    • /20

      Est $354,533 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

      • 14% Above List Price
      • $286/SF
      • Last Sold Price $310,000
      • Nov 13, 2023

      Last Listing Agent Jerry Kline Keller Williams Flagship

  • /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
  • /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 $402,297

    Last Listing Agent Emily Motto Investors Management, Inc.

    1330 Jordan Dr, Shady Side, MD 20764
    • /24

      Est $383,568 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

      • 2% Above List Price
      • $362/SF
      • 13 Days On Market
      • Last Sold Price $376,000
      • Dec 16, 2024

      Last Listing Agent Bita Dayhoff Compass

  • /71

    $995,000 Under Contract

    • 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
  • /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 $373,767

    Last Listing Agent Pedro Paz Coldwell Banker Realty

    4937 Aspen St, Shady Side, MD 20764
    • /75

      Est $1,251,072 Not Listed For Sale

      1326 W River Rd, Shady Side, MD 20764

      • 4 Beds
      • 3 Baths
      • 2,617 Sq Ft
      • Built 1966
      1326 W River Rd, Shady Side, MD 20764

      Last Sold Summary

      • 4% Below List Price
      • $501/SF
      • 1 Day On Market
      • Last Sold Price $1,310,000
      • May 26, 2023

      Last Listing Agent Nicki Palermo RE/MAX One

  • /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
  • /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 $404,780

    Last Listing Agent Suebina Wong Douglas Realty, LLC

    4977 Lerch Dr, Shady Side, MD 20764
    • /84

      Est $1,514,840 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

      • 3% Above List Price
      • $312/SF
      • 80 Days On Market
      • Last Sold Price $1,475,000
      • Feb 28, 2025

      Last Listing Agent Kara Chaffin Donofrio Long & Foster

  • /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
  • /54

    $460,000 Sold May 29, 2025

    1485 Cedarhurst Rd, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,931 Sq Ft
    • Built 1990

    Last Sold Summary

    • $238/SF
    • 7 Days On Market

    Current Estimated Value $483,840

    Last Listing Agent Nicki Palermo RE/MAX One

    1485 Cedarhurst Rd, Shady Side, MD 20764
    • /54

      Est $526,401 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

      • 2% Above List Price
      • $275/SF
      • 12 Days On Market
      • Last Sold Price $515,000
      • Jun 26, 2023

      Last Listing Agent Mary Gatton Redfin Corp

  • /53

    $370,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 768 Sq Ft

    5063 Lerch Dr, Shady Side, MD 20764

    Delaney Clarke RE/MAX United Real Estate

    5063 Lerch Dr, 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 $375,611

    Last Listing Agent TJ Alves Cummings & Co. Realtors

    1216 Hawthorne St, Shady Side, MD 20764
    • /43

      Est $497,268 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

      • 16% Above List Price
      • $220/SF
      • 3 Days On Market
      • Last Sold Price $429,000
      • Oct 28, 2024

      Last Listing Agent Scott Schuetter BHHS PenFed (actual)

  • /19

    $389,000 Under Contract

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft

    1469 Cedarhurst Rd, Shady Side, MD 20764

    OFFER DEADLINE Sunday, April 12th at 4pm. Enjoy privacy and space in this charming ranch-style home set on a beautiful 3.75-acre wooded lot. A welcoming stone walkway leads you to the front door. Inside, the home features a spacious living room that flows seamlessly into the kitchen, offering plenty of room for a dining table. The primary bedroom includes an en-suite bathroom with a shower, while

    Amelia Whitman Long & Foster Real Estate, Inc.

    1469 Cedarhurst Rd, 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 $1,009,987

    Last Listing Agent Angie Carr Riverscape Realty

    4715 Oak Rd, Shady Side, MD 20764
    • /33

      Est $396,027 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

      • 16% Above List Price
      • $265/SF
      • 109 Days On Market
      • Last Sold Price $340,000
      • Mar 22, 2024

      Last Listing Agent Darlene Winegardner RE/MAX

  • /17

    $349,870 Pending

    • 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 $2,025,727

    Last Listing Agent Brad Kappel TTR Sotheby's International Realty

    4819 Avery Rd, Shady Side, MD 20764
    • /79

      Est $916,132 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

      • 8% Below List Price
      • $530/SF
      • 20 Days On Market
      • Last Sold Price $999,995
      • Sep 15, 2023

      Last Listing Agent Brenda Rose Homesource United

  • /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 5/7/2026 @ 10:00 AM. Bidding ends 5/11/2026 @ 12:50 PM. List Price is 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 arteries

    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 $421,445

    Last Listing Agent Steve Brien Home Towne Real Estate

    1176 Spruce Ave, Shady Side, MD 20764
    • /26

      Est $407,835 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

      • 2% Above List Price
      • $377/SF
      • 4 Days On Market
      • Last Sold Price $400,000
      • Sep 23, 2024

      Last Listing Agent Ben Miller Synergy Realty

  • /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
  • /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 $781,989

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

    1379 McDonald Rd, Shady Side, MD 20764
    • /62

      Est $490,696 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

      • 12% Above List Price
      • $285/SF
      • 2 Days On Market
      • Last Sold Price $439,000
      • Aug 02, 2024

      Last Listing Agent Nicki Palermo RE/MAX One

  • /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
  • /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 $729,042

    Last Listing Agent Greg Fisk Douglas Realty, LLC

    5229 Al Jones Dr, Shady Side, MD 20764

Showing Results 81 - 120, Page 3 of 18

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