2,484

Homes in ZIP Code 20764

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  • /35

    $600,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,071 Sq Ft

    1205 Hawthorne St, Shady Side, MD 20764

    This stunning Craftsman-style home in the Avalon Shores community offers a perfect blend of modern luxury and serene bayside living. Featuring beautiful quartz countertops, a functional island, a pantry, and stainless steel appliances. Enjoy open-concept living with 9'+ ceilings, luxury vinyl plank (LVP) waterproof flooring, and Craftsman-style trim. The three-story design includes upper-level

    Brandi Bradshaw Keller Williams Select Realtors of Annapolis

    1205 Hawthorne St, 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 $1,477,907

    Last Listing Agent Doc Keane Washington Fine Properties, LLC

    1457 Nieman Rd, Shady Side, MD 20764
    • /14

      Est $410,725 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

      • 10% Above List Price
      • $300/SF
      • 9 Days On Market
      • Last Sold Price $375,000
      • May 23, 2023

      Last Listing Agent weiyi sun Evergreen Properties

  • /35

    $729,900

    • 3 Beds
    • 2 Baths
    • 1,866 Sq Ft

    1650 Cedar Ln, Shady Side, MD 20764

    Experience Unmatched Privacy and Tranquility from this unique non-riparian waterfront home set on over 3+ scenic acres. Fall in love with sweeping water views and the serene presence of native wildlife—waterfowl, deer, eagles, and more—all just outside your door. Enjoy panoramic vistas of a natural pond, with the stunning Chesapeake Bay visible in the distance. On clear days, the Bay Bridge is

    Ray Mudd Schwartz Realty, Inc.

    1650 Cedar Ln, 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 $311,614

    Last Listing Agent Barb Atkinson RE/MAX Executive

    1503 Callaway Dr, Shady Side, MD 20764
    • /53

      Est $347,416 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

      • 21% Above List Price
      • $244/SF
      • 61 Days On Market
      • Last Sold Price $288,000
      • Aug 09, 2023

      Last Listing Agent Nadia Aminov Long & Foster

  • /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
  • /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 $427,306

    Last Listing Agent Ben Miller Synergy Realty

    1181 Cedar Ave, Shady Side, MD 20764
    • /52

      Est $551,266 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

      • 12% Above List Price
      • $228/SF
      • 6 Days On Market
      • Last Sold Price $492,000
      • May 30, 2024

      Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  • /39

    $550,000

    • 2 Beds
    • 1.5 Baths
    • 1,244 Sq Ft

    5211 Al Jones Dr, Shady Side, MD 20764

    Non-riparian waterfront home offering sweeping, unobstructed views of the Chesapeake Bay. Wake each morning to breathtaking sunrises over the water, best enjoyed from your expansive deck with a cup of coffee in hand—an experience that never gets old. Inside, the home is filled with natural light and features an open-concept layout designed to maximize those stunning bay views. The main level

    Ray Mudd Schwartz Realty, Inc.

    5211 Al Jones 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 $344,508

    Last Listing Agent Jaime Rollins CENTURY 21 New Millennium

    4925 Aspen St, Shady Side, MD 20764
    • /35

      Est $327,971 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

      • 1% Above List Price
      • $387/SF
      • 0 Days On Market
      • Last Sold Price $325,000
      • May 03, 2024

      Last Listing Agent Carey Laycock RE/MAX

  • /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 Ma2 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 accommodate 40ft+ boats.

    George Heine Schwartz Realty, Inc.

    1462 Snug Harbor Rd, Shady Side, MD 20764
  • /71

    $1,190,000 Sold Aug 18, 2025

    1538 Robinson Rd, Shady Side, MD 20764

    • 3 Beds
    • 2.5 Baths
    • 2,060 Sq Ft
    • Built 2014

    Last Sold Summary

    • $578/SF
    • 142 Days On Market

    Current Estimated Value $1,200,184

    Last Listing Agent Jennifer Chaney Chaney Homes, LLC

    1538 Robinson Rd, Shady Side, MD 20764
    • /50

      Est $317,806 Not Listed For Sale

      1501 Garst Rd, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 680 Sq Ft
      • Built 1965
      1501 Garst Rd, Shady Side, MD 20764

      Last Sold Summary

      • $468/SF
      • 31 Days On Market
      • Last Sold Price $318,000
      • Feb 28, 2025

      Last Listing Agent David Orso BHHS PenFed (actual)

  • /2

    $424,700 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    1527 Lincoln Rd, Shady Side, MD 20764

    Experience the best of the Chesapeake Bay in this 3-bedroom, 2.5-bathroom Colonial, in the sought-after Columbia Beach neighborhood! Nestled in a quiet, gated, water-privileged community, this home offers more than just a place to live—it offers a lifestyle complete with a private pier, boat ramp, tennis/basketball courts, and a playground. The heart of the home is the beautifully curated

    Mike Benton Home Towne Real Estate

    1527 Lincoln Rd, Shady Side, MD 20764
  • /31

    $381,000 Sold Jan 09, 2026

    1208 Oak Ave, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Built 1981

    Last Sold Summary

    • $359/SF
    • 22 Days On Market

    Current Estimated Value $395,997

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1208 Oak Ave, Shady Side, MD 20764
    • /77

      Est $501,150 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

      • 13% Above List Price
      • $216/SF
      • 152 Days On Market
      • Last Sold Price $445,000
      • May 03, 2024

      Last Listing Agent Juan Aranda Century 21 New Millennium

  • /6

    $249,999 Under Contract

    • Land
    • 33,541 Sq Ft
    • $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
  • /20

    $310,000 Sold May 30, 2025

    4871 Avery Rd, Shady Side, MD 20764

    • 2 Beds
    • 1 Bath
    • 836 Sq Ft
    • Built 1940

    Last Sold Summary

    • $371/SF
    • 4 Days On Market

    Current Estimated Value $355,890

    Last Listing Agent Melanie Montague EXP Realty, LLC

    4871 Avery Rd, Shady Side, MD 20764
    • /18

      Est $334,674 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

      • 12% Above List Price
      • $312/SF
      • 41 Days On Market
      • Last Sold Price $300,000
      • May 14, 2024

      Last Listing Agent Robyn Day RE/MAX

  • /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
  • /90

    $1,100,000 Sold Oct 15, 2025

    1323 Jordan Dr, Shady Side, MD 20764

    • 5 Beds
    • 3 Baths
    • 2,671 Sq Ft
    • Built 1940

    Last Sold Summary

    • $412/SF
    • 2 Days On Market

    Current Estimated Value $1,094,947

    Last Listing Agent Karlton Morris Long & Foster Real Estate, Inc.

    1323 Jordan Dr, Shady Side, MD 20764
    • /13

      Est $312,522 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

      • 10% Above List Price
      • $495/SF
      • 13 Days On Market
      • Last Sold Price $285,000
      • Jul 31, 2024

      Last Listing Agent Ellie Stommel Hyatt & Company Real Estate LLC

  • /34

    $325,000

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft

    1223 Pine Ave, Shady Side, MD 20764

    Adorable and inviting bayside bungalow in the highly sought-after Cedarhurst community along the Chesapeake Bay! This charming 2-bedroom, 1-bath home is move-in ready and full of character. Whether you're looking for a peaceful primary residence, weekend retreat, or investment opportunity, this property checks all the boxes. Step inside to a bright and welcoming front den, leading into a cozy

    Ryan Hutchins Hutchins Properties

    1223 Pine Ave, Shady Side, MD 20764
  • /21

    $314,400 Sold Apr 24, 2026

    1241 Steamboat Rd, Shady Side, MD 20764

    • 2 Beds
    • 1.5 Baths
    • 1,728 Sq Ft
    • Built 1948

    Last Sold Summary

    • 10% Below List Price
    • $182/SF
    • 61 Days On Market

    Current Estimated Value $326,735

    Last Listing Agent Ray Mudd Schwartz Realty, Inc.

    1241 Steamboat Rd, Shady Side, MD 20764
    • /58

      Est $622,007 Not Listed For Sale

      4931 Idlewilde Rd, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,534 Sq Ft
      • Built 1993
      4931 Idlewilde Rd, Shady Side, MD 20764

      Last Sold Summary

      • $404/SF
      • 2 Days On Market
      • Last Sold Price $620,000
      • Jul 30, 2024

      Last Listing Agent Joshua Shapiro Douglas Realty, LLC

  • /49

    $349,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 1,111 Sq Ft

    1509 Callaway Dr, Shady Side, MD 20764

    Welcome home to this cozy well maintained cottage located in the gated, waterfront community in Columbia Beach. Nestled in this serene neighborhood, this home offers a perfect blend of comfort, style and relaxation. As you step inside the home you are welcomed by this quaint mudroom that was recently updated with shiplap and new flooring. A perfect place to drop your shoes before you open the

    Cheryl Byrd Compass

    1509 Callaway Dr, Shady Side, MD 20764
  • /31

    $599,999 Sold Apr 30, 2026

    4951 Dogwood St, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft
    • Built 2007

    Last Sold Summary

    • $232/SF
    • 14 Days On Market

    Current Estimated Value $600,647

    Last Listing Agent Carey Laycock RE/MAX Leading Edge

    4951 Dogwood St, Shady Side, MD 20764
    • /42

      Est $365,048 Not Listed For Sale

      4737 Chesapeake Ave, Shady Side, MD 20764

      • 2 Beds
      • 1 Bath
      • 800 Sq Ft
      • Built 1940
      4737 Chesapeake Ave, Shady Side, MD 20764

      Last Sold Summary

      • 2% Above List Price
      • $449/SF
      • 60 Days On Market
      • Last Sold Price $359,000
      • Jun 20, 2023

      Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  • /2

    $39,000 Pending

    • Land
    • 9,147 Sq Ft
    • $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
  • /33

    $925,000 Sold Aug 08, 2025

    4927 Hine Dr, Shady Side, MD 20764

    • 4 Beds
    • 2.5 Baths
    • 3,445 Sq Ft
    • Built 1993

    Last Sold Summary

    • $269/SF
    • 127 Days On Market

    Current Estimated Value $968,568

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

    4927 Hine Dr, Shady Side, MD 20764
    • /38

      Est $469,485 Not Listed For Sale

      1195 Bayview Ave, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,824 Sq Ft
      • Built 1960
      1195 Bayview Ave, Shady Side, MD 20764

      Last Sold Summary

      • 6% Above List Price
      • $242/SF
      • 31 Days On Market
      • Last Sold Price $441,000
      • Sep 26, 2023

      Last Listing Agent Alissa Bond Berkshire Hathaway HomeServices Homesale Realty

  • /11

    $149,999

    • Land
    • 6,098 Sq Ft
    • $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
  • /27

    $449,950 Sold Oct 16, 2025

    1192 Oak Ave, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,224 Sq Ft
    • Built 1988

    Last Sold Summary

    • $368/SF
    • 8 Days On Market

    Current Estimated Value $448,557

    Last Listing Agent Ronald Watson Flag Real Estate Inc.

    1192 Oak Ave, Shady Side, MD 20764
    • /54

      Est $495,646 Not Listed For Sale

      1305 Maple St, Shady Side, MD 20764

      • 5 Beds
      • 2.5 Baths
      • 1,992 Sq Ft
      • Built 1992
      1305 Maple St, Shady Side, MD 20764

      Last Sold Summary

      • 7% Above List Price
      • $233/SF
      • 17 Days On Market
      • Last Sold Price $465,000
      • Feb 28, 2025

      Last Listing Agent Pattee McInerney Scott McInerney RE/MAX

  • /4

    $50,000

    • Land
    • 7,405 Sq Ft
    • $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
  • /24

    $400,000 Sold Mar 19, 2026

    5218 Nick Rd, Shady Side, MD 20764

    • 3 Beds
    • 2 Baths
    • 1,099 Sq Ft
    • Built 1940

    Last Sold Summary

    • $364/SF
    • 8 Days On Market

    Current Estimated Value $373,499

    Last Listing Agent Jonathan Vanegas Samson Properties

    5218 Nick Rd, Shady Side, MD 20764
    • /22

      Est $385,702 Not Listed For Sale

      1170 Maple Ave, Shady Side, MD 20764

      • 3 Beds
      • 2 Baths
      • 1,120 Sq Ft
      • Built 1980
      1170 Maple Ave, Shady Side, MD 20764

      Last Sold Summary

      • 6% Above List Price
      • $326/SF
      • 10 Days On Market
      • Last Sold Price $365,000
      • May 30, 2024

      Last Listing Agent Alexandra McDowell Compass

  • /2

    $100,000

    • Land
    • 1 Acre
    • $100,000 per Acre

    1436 Haile Pkwy, Shady Side, MD 20764

    Sub-division potential for this undeveloped, 1 acre lot! May be able to reconfigure to 2 separate lots. 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

    Joan Stansfield Samson Properties

    1436 Haile Pkwy, Shady Side, MD 20764

Showing Results 41 - 80, Page 2 of 18

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