3,279

Shady Side, MD Homes

Section Image
  • /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
    • /28

      Est $344,908

      Not Listed For Sale

      4912 Dogwood St, Shady Side, MD 20764

      • 3 Beds
      • 1 Bath
      • 956 Sq Ft
      • Built 1989
      4912 Dogwood St, Shady Side, MD 20764

      Last Sold Summary

      • 4 Days On Market

  • /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
  • /31

    $475,000

    Sold May 15, 2026

    1237A Juniper St, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,664 Sq Ft
    • Built 2014

    Last Sold Summary

    • 2% Above List Price
    • $285/SF
    • 1 Day On Market

    Current Estimated Value $471,183

    Last Listing Agent Susanne Modica Anne Arundel Properties, Inc.

    1237A Juniper St, Shady Side, MD 20764
    • /3

      Est $37,500

      Not Listed For Sale

      5347 Offer Ln, Churchton, MD 20733

      • Built 1940
      5347 Offer Ln, Churchton, MD 20733

      Last Sold Summary

      • 24 Days On Market

  • /3

    $69,999

    $10K PRICE DROP
    • 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
  • /53

    $617,900

    Sold Aug 27, 2025

    4911 Lerch Dr, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 3,178 Sq Ft
    • Built 2005

    Last Sold Summary

    • $194/SF
    • 26 Days On Market

    Current Estimated Value $686,781

    Last Listing Agent Kara Leddy Coldwell Banker Realty

    4911 Lerch Dr, Shady Side, MD 20764
    • /7

      Est $304,019

      Not Listed For Sale

      1603 Depriest Dr, Shady Side, MD 20764

      • 3 Beds
      • 1 Bath
      • 864 Sq Ft
      • Built 1960
      1603 Depriest Dr, Shady Side, MD 20764

      Last Sold Summary

      • 18 Days On Market

  • /43

    $619,900

    Open Sun 12PM - 2PM
    • 4 Beds
    • 2.5 Baths
    • 1,915 Sq Ft

    1582 Snug Harbor Rd, Shady Side, MD 20764

    Rare 1-acre private lot located in sought after Idlewilde Acres backing up to Jack Creek Park! Upgrades include: 2023 enlarged rear decking, ADT Alarm system, generator hook up. 2023 full kitchen renovation - upgraded cabinetry, leathered granite counter-top, farmhouse sink, back splash upgraded stove top / microwave, and all new wood flooring on main level. Renovated half bath-2023. 2024 new

    Steven Songer Maryland Waterfront Properties LLC

    1582 Snug Harbor Rd, Shady Side, MD 20764
  • /2

    $22,000

    Sold Jul 30, 2025

    5349 A Offer Ln, Shady Side, MD 20733

    • Land
    • 22,651 Sq Ft
    • $42,308 per Acre

    Last Sold Summary

    • 136 Days On Market

    Last Listing Agent Keith French Blue Star Real Estate, LLC

    5349 A Offer Ln, Shady Side, MD 20733
    • /35

      Est $391,396

      Not Listed For Sale

      1304 Juniper St, Shady Side, MD 20764

      • 3 Beds
      • 1.5 Baths
      • 1,240 Sq Ft
      • Built 1986
      1304 Juniper St, Shady Side, MD 20764

      Last Sold Summary

      • 1 Day On Market

  • /23

    $750,000

    • 4 Beds
    • 1.5 Baths
    • 2,144 Sq Ft

    1462 Snug Harbor Rd, Shady Side, MD 20764

    4 Bedrooms/ 1 full bath and 1 half bath with shower. 2144 SQ Ft home and income opportunity goes with this home on .57 acres of C1B commercial zoned property. Additional .375 acres and .1243 acres of MC heavy commercial zoned property for a totaling 1.0693 Acres, with 135 feet of bulkheaded waterfront, 200-foot pier, with approximately 12 boat slips. Water depth from 4 to 8 feet that can

    George Heine Schwartz Realty, Inc.

    1462 Snug Harbor Rd, Shady Side, MD 20764
  • /53

    $370,000

    Sold May 12, 2026

    5063 Lerch Dr, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 768 Sq Ft
    • Built 1944

    Last Sold Summary

    • $482/SF
    • 0 Days On Market

    Current Estimated Value $365,496

    Last Listing Agent Delaney Clarke RE/MAX United Real Estate

    5063 Lerch Dr, Shady Side, MD 20764
    • /42

      Est $512,559

      Not Listed For Sale

      5134 Cedarlea Dr, West River, MD 20778

      • 4 Beds
      • 2.5 Baths
      • 1,888 Sq Ft
      • Built 1987
      5134 Cedarlea Dr, West River, MD 20778

      Last Sold Summary

      • 46 Days On Market

  • /11

    $185,000

    $10K PRICE DROP Under Contract
    • Land
    • 1 Acre
    • $185,000 per Acre

    6508 Shady Side Rd, Shady Side, MD 20764

    Build your dream home! few lots like this one. Dry area, very private & wooded lot surrounded by 73 acres in conservation easement. Enjoy peaceful nature. This lot has a right of way agreement along with lot at 6512 W Shady Side Rd See attached documents and maps. Located close to the west river and community Baseball diamond and basketball courts.

    George Heine Schwartz Realty, Inc.

    6508 Shady Side Rd, Shady Side, MD 20764
  • /52

    $468,000

    Sold May 04, 2026

    1168 Maple Ave, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2019

    Last Sold Summary

    • 2% Above List Price
    • $312/SF
    • 2 Days On Market

    Current Estimated Value $459,923

    Last Listing Agent Ryan Webster RE/MAX United Real Estate

    1168 Maple Ave, Shady Side, MD 20764
    • /16

      Est $319,162

      Not Listed For Sale

      1510 Cedarhurst Rd, Shady Side, MD 20764

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft
      • Built 1985
      1510 Cedarhurst Rd, Shady Side, MD 20764

      Last Sold Summary

      • 0 Days On Market

  • /9

    $90,000

    Pending
    • Land
    • 1.02 Acres
    • $88,235 per Acre

    5277 Cedar St, West River, MD 20778

    Beautiful 1 acre property in the heart of Shady Side! This is an amazing opportunity for anyone looking to build their dream home in a nice secluded area with views of trees! The land is located down a gravel driveway way off the main road for maximum privacy. This is a one of a kind opportunity to build the home you've always wanted!

    Michael Frank EXP Realty, LLC

    5277 Cedar St, West River, MD 20778
  • /31

    $450,000

    Sold Jun 10, 2026

    5635 W Shady Side Rd, Shady Side, MD 20733

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Built 1960

    Last Sold Summary

    • 3% Above List Price
    • $309/SF
    • 25 Days On Market

    Current Estimated Value $429,848

    Last Listing Agent Iftikhar Khan RE/MAX Galaxy

    5635 W Shady Side Rd, Shady Side, MD 20733
    • /67

      Est $597,048

      Not Listed For Sale

      5149 Cedarlea Dr, West River, MD 20778

      • 5 Beds
      • 2.5 Baths
      • 2,086 Sq Ft
      • Built 1988
      5149 Cedarlea Dr, West River, MD 20778

      Last Sold Summary

      • 4 Days On Market

  • /38

    $609,990

    New Construction $30K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,068 Sq Ft

    1209 Johnson Dr, Shady Side, MD 20764

    6/15/26 HOME UNDER ROOF. EXPECTED JULY/AUGUST 2026 DELIVERY. Schaefer Homes brings to you their latest Monroe model located in water privilege community offering community beach, pier, boat ramp, playground, slips, and more. Select from 3 exterior elevations! This home will come standard with plenty of upgraded features, and there is still the opportunity to make your personal selections to suit

    Ray Mudd Schwartz Realty, Inc.

    1209 Johnson Dr, Shady Side, MD 20764
  • /41

    $399,000

    Sold Jul 17, 2025

    1215 Pine Ave, Shady Side, MD 20764

    • 2 Beds
    • 2 Baths
    • 1,027 Sq Ft
    • Built 1940

    Last Sold Summary

    • $389/SF
    • 40 Days On Market

    Current Estimated Value $410,744

    Last Listing Agent Joan Stansfield Samson Properties

    1215 Pine Ave, Shady Side, MD 20764
    • /50

      Est $596,894

      Not Listed For Sale

      1556 Dennis Rd, Shady Side, MD 20764

      • 4 Beds
      • 2.5 Baths
      • 2,600 Sq Ft
      • Built 1949
      1556 Dennis Rd, Shady Side, MD 20764

      Last Sold Summary

      • 11 Days On Market

  • /33

    $650,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,100 Sq Ft

    1430 Haile Pkwy, Shady Side, MD 20764

    There aren't many opportunities left to build brand new in Anne Arundel County at this price point, and 1430 Haile Parkway is one of them. Haile Parkway is quiet, wooded, and tucked into the laid-back charm of Shady Side, close enough to everything you need, far enough away to actually exhale. New construction at this level of quality and finish from one of the area's most respected builders is a

    Lynn Peaper Hubble Bisbee Christie's International Real Estate

    1430 Haile Pkwy, Shady Side, MD 20764
  • /36

    $398,000

    Sold Aug 07, 2025

    6040 Shady Side Rd, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,354 Sq Ft
    • Built 1997

    Last Sold Summary

    • $294/SF
    • 5 Days On Market

    Current Estimated Value $410,356

    Last Listing Agent Theresa Mills Samson Properties

    6040 Shady Side Rd, Shady Side, MD 20764
    • /33

      Est $381,568

      Not Listed For Sale

      4929 Chestnut St, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,248 Sq Ft
      • Built 1989
      4929 Chestnut St, Shady Side, MD 20764

      Last Sold Summary

      • 18 Days On Market

  • /79

    $450,000

    • 3 Beds
    • 2 Baths
    • 2,006 Sq Ft

    1217 Pine Ave, Shady Side, MD 20764

    Welcome to this beautifully maintained Colonial perfectly positioned on a desirable corner lot in the water-oriented community of Cedarhurst—where Chesapeake Bay living is part of everyday life. Just in time for summer, enjoy the opportunity to lease a boat slip for only $400 per year with direct access to the Chesapeake Bay, making weekends on the water easier than ever. Inside, you’ll find

    Nicki Palermo RE/MAX One

    1217 Pine Ave, Shady Side, MD 20764
  • /33

    $450,000

    Sold Nov 14, 2025

    1719 Lake Ave, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 1,392 Sq Ft
    • Built 1990

    Last Sold Summary

    • $323/SF
    • 16 Days On Market

    Current Estimated Value $449,738

    Last Listing Agent David Orso Berkshire Hathaway HomeServices PenFed Realty

    1719 Lake Ave, Shady Side, MD 20764
    • /50

      Est $773,119

      Not Listed For Sale

      4937 Thomas Dr, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,520 Sq Ft
      • Built 1991
      4937 Thomas Dr, Shady Side, MD 20764

      Last Sold Summary

      • 12 Days On Market

  • /55

    $800,000

    Pending
    • 6 Beds
    • 3.5 Baths
    • 4,026 Sq Ft

    645 Plantation Blvd, West River, MD 20778

    OFFER DEADLINE- please submit your highest and best offers by Sunday, the 14th of June at 7 pm. Join us for TWO open houses- Thursday, the 11th from 4 to 7 pm and Sunday, the 14th from 9 am to noon. Welcome home to an exceptional 6-bedroom, 3.5-bathroom residence nestled in the highly coveted West River Estates community. Surrounded by spectacular wooded views and designed for a seamless blend of

    Kathleen Moore Engel & Völkers Annapolis

    645 Plantation Blvd, West River, MD 20778
  • /19

    $420,000

    Sold May 15, 2026

    1469 Cedarhurst Rd, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,040 Sq Ft
    • Built 1962

    Last Sold Summary

    • 8% Above List Price
    • $404/SF
    • 7 Days On Market

    Current Estimated Value $395,237

    Last Listing Agent Amelia Whitman Long & Foster Real Estate, Inc.

    1469 Cedarhurst Rd, Shady Side, MD 20764
    • /59

      Est $452,670

      Not Listed For Sale

      1304 Holly St, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,600 Sq Ft
      • Built 1935
      1304 Holly St, Shady Side, MD 20764

      Last Sold Summary

      • 2 Days On Market

  • /16

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 3,580 Sq Ft

    1110 Cherry Point Rd, West River, MD 20778

    TO BE BUILT – Exceptional Luxury Home with 1-Acre Waterfront Lot and Private Boat Ramp Experience the rare opportunity to build a custom luxury waterfront home just minutes to the Chesapeake Bay. Nestled on a tranquil wooded lot in West River, this stunning new construction residence offers the perfect blend of refined craftsmanship, modern comfort, and waterfront living. Thoughtfully designed

    Michael Reible Realty Advantage of Maryland LLC

    1110 Cherry Point Rd, West River, MD 20778
  • /130

    $690,000

    Sold Jan 26, 2026

    4919 Mariners Dr, Shady Side, MD 20764

    • 5 Beds
    • 3 Baths
    • 2,620 Sq Ft
    • Built 1959

    Last Sold Summary

    • 1% Below List Price
    • $263/SF
    • 7 Days On Market

    Current Estimated Value $687,946

    Last Listing Agent Lily Vallario EXP Realty, LLC

    4919 Mariners Dr, Shady Side, MD 20764
    • /39

      Est $497,184

      Not Listed For Sale

      1175 Maple Ave, Shady Side, MD 20764

      • 3 Beds
      • 2.5 Baths
      • 1,838 Sq Ft
      • Built 2015
      1175 Maple Ave, Shady Side, MD 20764

      Last Sold Summary

      • 40 Days On Market

  • /2

    $475,000

    Coming Soon
    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    4951 Bonniewood Dr, Shady Side, MD 20764

    John Tarpley Schwartz Realty, Inc.

    4951 Bonniewood Dr, Shady Side, MD 20764
  • /51

    $465,000

    Sold Jul 30, 2025

    4722 Oak Rd, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,838 Sq Ft
    • Built 1990

    Last Sold Summary

    • $253/SF
    • 5 Days On Market

    Current Estimated Value $495,751

    Last Listing Agent Jan Crowley Compass

    4722 Oak Rd, Shady Side, MD 20764
    • /84

      Est $834,339

      Not Listed For Sale

      1200 Steamboat Rd, Shady Side, MD 20764

      • 5 Beds
      • 4 Baths
      • 3,558 Sq Ft
      • Built 1990
      1200 Steamboat Rd, Shady Side, MD 20764

      Last Sold Summary

      • 25 Days On Market

  • /70

    $535,000

    Open Sun 1PM - 3PM $5K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,272 Sq Ft

    1191 Poplar Ave, Shady Side, MD 20764

    Cedarhurst on the Bay only 4 Blocks from the Bay! Water Provilege Community Within Walking Distance to Community Marina with Slips, Beach, Playground, Boat Ramp along Chesapeake Bay. Gorgeous Colonial with Open Floorplan. Home has Front Porch for your Relaxation, which you have a Wooded Lot Across from it. Large Fenced in Backyard with Deck. Updated Kitchen with Quartz Countertops, Backsplash,

    Linda Padgett CENTURY 21 New Millennium

    1191 Poplar Ave, Shady Side, MD 20764
  • /43

    $449,900

    Sold Aug 15, 2025

    1207 Avalon Blvd, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 1,904 Sq Ft
    • Built 1990

    Last Sold Summary

    • $236/SF
    • 8 Days On Market

    Current Estimated Value $480,201

    Last Listing Agent Mary Gatton Redfin Corp

    1207 Avalon Blvd, Shady Side, MD 20764

Showing Results 161 - 200, Page 5 of 18

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