Homes in ZIP Code 20764

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  /55

  $799,900 Under Contract

  • 3 Beds
  • 2.5 Baths
  • 2,225 Sq Ft

  1340 E West Shady Side Rd, Shady Side, MD 20764

  ***BRAND NEW CONSTRUCTION READY FOR IMMEDIATE OCCUPANCY*** this Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with modern luxury. Spanning over 2,200 finished square feet, the beautiful property features a MAIN LEVEL OWNER'S SUITE and boasts high-end appointments throughout. From the wraparound front porch, step into the open-concept main level that includes a

  Adam Ellison Long & Foster Real Estate, Inc.

  1340 E West Shady Side Rd, Shady Side, MD 20764
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  /32

  $274,000 Sold Feb 23, 2026

  4717 Frederick Ave, Shady Side, MD 20764

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft
  • Built 1920

  Last Sold Summary

  • 5% Below List Price
  • $384/SF
  • 59 Days On Market

  Current Estimated Value $269,430

  Last Listing Agent James Weiskerger Next Step Realty

  4717 Frederick Ave, Shady Side, MD 20764
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  /53

  Est $397,593 Not Listed For Sale

  1727 Columbia Beach Rd, Shady Side, MD 20764

  • 3 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Built 1958

  1727 Columbia Beach Rd, Shady Side, MD 20764

  Last Sold Summary

  • 7% Above List Price
  • $267/SF
  • 1 Day On Market

  Last Sold Price $370,000

  Last Listing Agent Nicki Palermo RE/MAX One
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  /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
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  /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 $1,505,103

  Last Listing Agent Doc Keane Washington Fine Properties, LLC

  1457 Nieman Rd, Shady Side, MD 20764
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  /14

  Est $405,773 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

  • 8% Above List Price
  • $300/SF
  • 9 Days On Market

  Last Sold Price $375,000

  Last Listing Agent weiyi sun Evergreen Properties
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  /6

  $249,999

  • Land
  • 0.77 Acre
  • $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
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  /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
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  /53

  Est $330,575 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

  • 15% Above List Price
  • $244/SF
  • 61 Days On Market

  Last Sold Price $288,000

  Last Listing Agent Nadia Aminov Long & Foster
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  /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
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  /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 $427,771

  Last Listing Agent Ben Miller Synergy Realty

  1181 Cedar Ave, Shady Side, MD 20764
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  /52

  Est $527,247 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

  • 7% Above List Price
  • $228/SF
  • 6 Days On Market

  Last Sold Price $492,000

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.
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  /2

  $100,000

  • Land
  • 0.68 Acre
  • $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

  Joan Stansfield Samson Properties

  1445 & 1447 Haile Pkwy, Shady Side, MD 20764
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  /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 $339,610

  Last Listing Agent Jaime Rollins CENTURY 21 New Millennium

  4925 Aspen St, Shady Side, MD 20764
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  /35

  Est $337,002 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

  • 4% Above List Price
  • $387/SF
  • 0 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Carey Laycock RE/MAX
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  /2

  $54,000

  • Land
  • 1.32 Acres
  • $40,909 per Acre

  1461 Cedarhurst Rd, Shady Side, MD 20764

  Escape the hustle and bustle of city life with this exceptional land opportunity in Shady Side, MD. Nestled in a tranquil community, this parcel offers the perfect setting to build your dream home surrounded by nature’s beauty. Enjoy the best of both worlds—peaceful seclusion with easy access to Route 2 and Route 4, making travel to Annapolis, Baltimore, and Washington, D.C., a breeze. Immerse

  Joan Stansfield Samson Properties

  1461 Cedarhurst Rd, Shady Side, MD 20764
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  /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 $1,184,928

  Last Listing Agent Jennifer Chaney Chaney Homes, LLC

  1538 Robinson Rd, Shady Side, MD 20764
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  /50

  Est $331,886 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

  • 4% Above List Price
  • $468/SF
  • 31 Days On Market

  Last Sold Price $318,000

  Last Listing Agent David Orso BHHS PenFed (actual)
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  /31

  $345,000

  • 3 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4738 Washington Ave, Shady Side, MD 20764

  Peaceful Living by the Bay – Perfect for Downsizing! Looking to simplify without sacrificing charm or location? This move-in ready 3-bedroom, 1-bath rancher is the ideal opportunity for anyone craving a slower pace, less maintenance, and more time to enjoy the good life. Tucked on a quiet corner lot next to a protected nature reserve, this single-level home offers peace, privacy, and natural

  Nicole Hatch Samson Properties

  4738 Washington Ave, Shady Side, MD 20764
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  /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 $387,480

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  1208 Oak Ave, Shady Side, MD 20764
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  /77

  Est $480,807 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

  • 8% Above List Price
  • $216/SF
  • 152 Days On Market

  Last Sold Price $445,000

  Last Listing Agent Juan Aranda Century 21 New Millennium
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  /2

  $39,000 Pending

  • Land
  • 0.21 Acre
  • $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
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  /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 $352,292

  Last Listing Agent Melanie Montague EXP Realty, LLC

  4871 Avery Rd, Shady Side, MD 20764
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  /18

  Est $321,289 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

  • 7% Above List Price
  • $312/SF
  • 41 Days On Market

  Last Sold Price $300,000

  Last Listing Agent Robyn Day RE/MAX
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  /11

  $149,999

  • Land
  • 0.14 Acre
  • $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
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  /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 $1,080,029

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

  1323 Jordan Dr, Shady Side, MD 20764
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  /13

  Est $310,995 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

  • 9% Above List Price
  • $495/SF
  • 13 Days On Market

  Last Sold Price $285,000

  Last Listing Agent Ellie Stommel Hyatt & Company Real Estate LLC
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  /21

  $325,000 Under Contract

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

  1241 Steamboat Rd, Shady Side, MD 20764

  Estate sale handled by an attorney. This well-loved home has been in the same family since 1953 and is now ready for its next chapter. Offering generous living space and abundant potential, this property is ideal for buyers looking to build sweat equity and restore its original charm. Situated on a large lot, the sale also includes an additional 25' x 100' parcel located to the right of the home.

  Ray Mudd Schwartz Realty, Inc.

  1241 Steamboat Rd, Shady Side, MD 20764
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  /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 $956,209

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

  4927 Hine Dr, Shady Side, MD 20764
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  /58

  Est $615,486 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

  • 1% Below List Price
  • $404/SF
  • 2 Days On Market

  Last Sold Price $620,000

  Last Listing Agent Joshua Shapiro Douglas Realty, LLC
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  /24

  $399,999 Pending

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

  5218 Nick Rd, Shady Side, MD 20764

  Welcome to a home that feels as good as it looks. This fully renovated 3-bedroom, 2-bath residence offers the charm and comfort of coastal living with no HOA. From the moment you walk in, the open floor plan space feels inviting, thoughtfully laid out, easy to live in, and designed to make everyday life feel a little more relaxed. The primary suite had an extension done, creating a spacious and

  Jonathan Vanegas Samson Properties

  5218 Nick Rd, Shady Side, MD 20764
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  /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 $450,336

  Last Listing Agent Ronald Watson Flag Real Estate Inc.

  1192 Oak Ave, Shady Side, MD 20764
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  /42

  Est $358,731 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

  • $449/SF
  • 60 Days On Market

  Last Sold Price $359,000

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.
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  /4

  $50,000

  • Land
  • 0.17 Acre
  • $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
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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 $421,518

  Last Listing Agent Joshua Shapiro Douglas Realty, LLC

  5196 Chesapeake Ave, Shady Side, MD 20764
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  /38

  Est $455,411 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

  • 3% Above List Price
  • $242/SF
  • 31 Days On Market

  Last Sold Price $441,000

  Last Listing Agent Alissa Bond Berkshire Hathaway HomeServices Homesale Realty
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  /39

  $399,900 Under Contract

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

  1330 Jordan Dr, Shady Side, MD 20764

  Welcome to 1330 Jordan Drive, a charming 3-bedroom, 2.5-bathroom home nestled in the highly desirable Avalon Shores community in Shady Side, Maryland. This well-maintained home strikes the perfect balance between comfort and character. The covered front porch invites you to unwind and enjoy seasonal water views, setting the tone for peaceful, waterfront living. Inside, you’ll find a bright, open

  Emily Motto Investors Management, Inc.

  1330 Jordan Dr, Shady Side, MD 20764
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  /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 $479,307

  Last Listing Agent Nicki Palermo RE/MAX One

  1233 Juniper St, Shady Side, MD 20764
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  /54

  Est $495,989 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

  Last Listing Agent Pattee McInerney Scott McInerney RE/MAX
• 

  /2

  $395,000 Under Contract

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

  1176 Spruce Ave, Shady Side, MD 20764

  Professional photos will be taken on the 24th. Welcome to this well-maintained 1,400 sq. ft. Cape Cod featuring 3 bedrooms and 2 full baths. A paved driveway accommodates 3-4 cars, with a stamped concrete walkway leading to a spacious front porch. Inside, the main level features vaulted ceilings, a 2nd-floor balcony overlook, and luxury vinyl plank flooring. The living area flows seamlessly into

  Steve Brien Home Towne Real Estate

  1176 Spruce Ave, Shady Side, MD 20764

Showing Results 41 - 80, Page 2 of 18