3,274

Shady Side, MD Homes

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    • /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)

  • /31

    $434,804

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    5635 W Shady Side Rd, Shady Side, MD 20733

    Welcome home to this beautifully updated rambler in the heart of Churchton! This 3-bedroom, 2 full bath house has been thoughtfully modernized, featuring a traditional floor plan with stunning hardwood floors and fresh updates throughout. Brand new kitchen with upgraded cabinetry, elegant backsplash, and modern quartz countertops. Enjoy cozy evenings by the brick fireplace with a wood stove

    Iftikhar Khan RE/MAX Galaxy

    5635 W Shady Side Rd, Shady Side, MD 20733
  • /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
    • /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

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

    $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
  • /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
    • /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

    $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
  • /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
    • /57

      Est $426,464 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% Above List Price
      • $302/SF
      • 4 Days On Market
      • Last Sold Price $410,000
      • Mar 21, 2025

      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
  • /30

    $530,000 Sold Mar 30, 2026

    1006 Allen Ave, West River, MD 20778

    • 4 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 2003

    Last Sold Summary

    • 1% Above List Price
    • $279/SF
    • 1 Day On Market

    Current Estimated Value $522,308

    Last Listing Agent Dawn Riley RE/MAX One

    1006 Allen Ave, West River, MD 20778
    • /44

      Est $464,394 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

      • 11% Above List Price
      • $270/SF
      • 4 Days On Market
      • Last Sold Price $417,000
      • Feb 02, 2024

      Last Listing Agent Nicki Palermo RE/MAX One

  • /14

    $199,900

    • 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
  • /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
    • /50

      Est $556,690 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

      • 5% Above List Price
      • $263/SF
      • 24 Days On Market
      • Last Sold Price $529,000
      • Aug 22, 2024

      Last Listing Agent John Kelso Long & Foster Real Estate, Inc.

  • /101

    $2,425,000

    • 5 Beds
    • 5 Baths
    • 5,854 Sq Ft

    1125 Cherry Point Rd, West River, MD 20778

    Prepare to be WOW'd by this stunning, custom-built waterfront showpiece where every detail has been thoughtfully curated and nothing is ordinary. From the moment you arrive, the approach makes a lasting impression -- both private and substantial. The paver driveway with expanded parking, framed by professionally designed landscaping with full irrigation, is anchored by an expansive lush front

    Joan Stansfield Samson Properties

    1125 Cherry Point Rd, West River, MD 20778
  • /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
    • /55

      Est $533,796 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

      • 15% Above List Price
      • $209/SF
      • 23 Days On Market
      • Last Sold Price $464,999
      • Dec 15, 2023

      Last Listing Agent Joan Stansfield Samson Properties

  • /72

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft

    1268 Hayes Rd, Shady Side, MD 20764

    Discover your dream lifestyle in this exceptional 3 bedroom 2 full bath waterfront property located at 1268 Hayes Road in the charming community of Shady Side, MD. combining the peacefulness of a secluded setting with essential modern amenities. As you step inside you'll notice the sun drenched open floor plan complete with a large cooks kitchen featuring a huge center island, cozy breakfast nook

    Casey A Sutherland Maryland Waterfront Properties LLC

    1268 Hayes Rd, 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
    • /49

      Est $456,798 Not Listed For Sale

      1213 Grove Ave, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 1,728 Sq Ft
      • Built 1984
      1213 Grove Ave, Shady Side, MD 20764

      Last Sold Summary

      • 11% Above List Price
      • $237/SF
      • 7 Days On Market
      • Last Sold Price $410,000
      • Jun 13, 2024

      Last Listing Agent Tom Walsh RE/MAX

  • /61

    $659,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,710 Sq Ft

    5314 Al Jones Dr, Shady Side, MD 20764

    4/6/26. Just broke ground. Late summer delivery. Coastal Living Just Steps from the Chesapeake Bay! Schaefer Homes invites you to make this beautifully designed coastal-style residence your own located across the street from the bay offering nice water views. Offering over 3 stories of wide open living with time to personalize your selections so you can create a home that perfectly reflects your

    Ray Mudd Schwartz Realty, Inc.

    5314 Al Jones Dr, 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
    • /40

      Est $1,761,153 Not Listed For Sale

      1243 Bast Ln, Shady Side, MD 20764

      • 5 Beds
      • 5 Baths
      • 4,179 Sq Ft
      • Built 2024
      1243 Bast Ln, Shady Side, MD 20764

      Last Sold Summary

      • 12% Below List Price
      • $479/SF
      • 0 Days On Market
      • Last Sold Price $2,000,000
      • Mar 15, 2024

      Last Listing Agent Reid Buckley Long & Foster

  • /20

    $304,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft

    4908 Aspen St, Shady Side, MD 20764

    Welcome to this 2-story home nestled in the serene Avalon Shores community. This home features 3 bedrooms, 2 full baths, and 1 half bath. Eat in kitchen with additional room for table space. The exterior boasts multi-level decks ideal for outdoor entertaining, a shady yard offering privacy, and spacious 2 car garage. Located in the peaceful Avalon Shores subdivision, this home is close to Anne

    Brenda Sarver Maryland Realty Connection

    4908 Aspen St, 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
    • /27

      Est $503,067 Not Listed For Sale

      4722 Girton Ave, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,788 Sq Ft
      • Built 2019
      4722 Girton Ave, Shady Side, MD 20764

      Last Sold Summary

      • 11% Above List Price
      • $254/SF
      • Last Sold Price $455,000
      • Jun 21, 2024

      Last Listing Agent Sarah Reynolds Keller Williams Realty

  • /3

    $69,999

    • Land
    • 1.04 Acres
    • $67,307 per Acre

    5280 Cedar St, West River, MD 20778

    Beautiful 1.04-acre wooded lot offering privacy and a peaceful natural setting. The property provides a wonderful opportunity to build your dream home surrounded by trees while still being conveniently located near local amenities, restaurants, shopping, and commuter routes.

    Melissa Chick Engel & Völkers Annapolis

    5280 Cedar St, West River, MD 20778
  • /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 $329,562

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

    1731 Columbia Beach Rd, Shady Side, MD 20764
    • /41

      Est $594,912 Not Listed For Sale

      1240 W River Rd, Shady Side, MD 20764

      • 3 Beds
      • 3.5 Baths
      • 2,081 Sq Ft
      • Built 2008
      1240 W River Rd, Shady Side, MD 20764

      Last Sold Summary

      • 21% Above List Price
      • $235/SF
      • 38 Days On Market
      • Last Sold Price $489,900
      • Oct 16, 2023

      Last Listing Agent Michael Green Witz Realty, LLC

  • /3

    $412,000 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,296 Sq Ft

    1191 Spruce Ave, Shady Side, MD 20764

    Nestled in the charming Cedar Hurst on the Bay community, this delightful Colonial-style home offers a serene retreat with easy access to the water. New Quartz Counter tops 2026 - New Roof, water filtration system & shed in 2023 - New deck and furnace blower motor in 2025 - New Privacy fence 2021. This home provides ample outdoor space with the fully fenced in yard for relaxation and recreatio.

    Hanne Novotny Cummings & Co. Realtors

    1191 Spruce Ave, 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 $350,824

    Last Listing Agent Nicki Palermo RE/MAX One

    1166 Cedar Ave, Shady Side, MD 20764
    • /103

      Est $2,003,889 Not Listed For Sale

      1258 W River Rd, Shady Side, MD 20764

      • 5 Beds
      • 4.5 Baths
      • 6,100 Sq Ft
      • Built 1930
      1258 W River Rd, Shady Side, MD 20764

      Last Sold Summary

      • $328/SF
      • 53 Days On Market
      • Last Sold Price $2,000,000
      • Sep 18, 2023

      Last Listing Agent Jeannine Wayson Coldwell Banker (NRT-Southeast-MidAtlantic)

Showing Results 121 - 160, Page 4 of 18

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