Homes in ZIP Code 20764

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  /53

  Est $349,326 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,182 Sq Ft

  1728 Maryland Ave, Shady Side, MD 20764

  1728 Maryland Ave, Shady Side, MD 20764
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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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  /30

  $440,000 Sold Mar 05, 2025

  1222 Hawthorne St, Shady Side, MD 20764

  • 3 Beds
  • 2.5 Baths
  • 1,564 Sq Ft
  • Built 2019

  Last Sold Summary

  • $281/SF
  • 37 Days On Market

  Last Listing Agent Kaleigh Cook Keller Williams Flagship

  1222 Hawthorne St, Shady Side, MD 20764
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  /52

  Est $538,936 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,160 Sq Ft

  4907 Magnolia St, Shady Side, MD 20764

  4907 Magnolia St, Shady Side, MD 20764
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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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  /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

  Last Listing Agent Barb Atkinson RE/MAX Executive

  1503 Callaway Dr, Shady Side, MD 20764
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  /45

  Est $360,837 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  1617 Winters Ave, Shady Side, MD 20764

  1617 Winters Ave, Shady Side, MD 20764
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  /31

  $355,000

  • 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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  /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 $423,382

  Last Listing Agent Ben Miller Synergy Realty

  1181 Cedar Ave, Shady Side, MD 20764
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  /35

  Est $337,373 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  1311 Holly St, Shady Side, MD 20764

  1311 Holly St, Shady Side, MD 20764
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  /32

  $278,500 Pending

  • 2 Beds
  • 1 Bath
  • 714 Sq Ft

  4717 Frederick Ave, Shady Side, MD 20764

  Welcome to 4717 Frederick Avenue — a charming and updated cottage just two blocks from the West River in the Idlewilde on the Bay community. This 2-bedroom, 1-bath ranch-style home offers comfortable one-level living with thoughtful improvements throughout. Step inside to a bright, open living area featuring neutral finishes and a cozy fireplace, ideal for everyday relaxation. The renovated

  James Weiskerger Next Step Realty

  4717 Frederick Ave, 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 $339,891

  Last Listing Agent Jaime Rollins CENTURY 21 New Millennium

  4925 Aspen St, Shady Side, MD 20764
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  /77

  Est $489,280 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,064 Sq Ft

  1207 Juniper St, Shady Side, MD 20764

  1207 Juniper St, Shady Side, MD 20764
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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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  /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 $1,189,140

  Last Listing Agent Jennifer Chaney Chaney Homes, LLC

  1538 Robinson Rd, Shady Side, MD 20764
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  /18

  Est $329,404 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 960 Sq Ft

  1505 Baker Rd, Shady Side, MD 20764

  1505 Baker Rd, Shady Side, MD 20764
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  /11

  $169,900

  • Land
  • 0.14 Acre
  • $1,213,571 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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  /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

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  1208 Oak Ave, Shady Side, MD 20764
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  /13

  Est $316,233 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 576 Sq Ft

  5326 Al Jones Dr, Shady Side, MD 20764

  5326 Al Jones Dr, Shady Side, MD 20764
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  /21

  $325,000

  • 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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  /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 $363,310

  Last Listing Agent Melanie Montague EXP Realty, LLC

  4871 Avery Rd, Shady Side, MD 20764
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  /58

  Est $628,601 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,534 Sq Ft

  4931 Idlewilde Rd, Shady Side, MD 20764

  4931 Idlewilde Rd, Shady Side, MD 20764
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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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  /23

  $480,000 Sold Feb 17, 2025

  1241 Avalon Blvd, Shady Side, MD 20764

  • 3 Beds
  • 2.5 Baths
  • 1,326 Sq Ft
  • Built 1993

  Last Sold Summary

  • $362/SF
  • 60 Days On Market

  Current Estimated Value $475,793

  Last Listing Agent DAVID LUCKE Turnock Real Est. Services, Inc.

  1241 Avalon Blvd, Shady Side, MD 20764
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  /42

  Est $361,739 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  4737 Chesapeake Ave, Shady Side, MD 20764

  4737 Chesapeake Ave, Shady Side, MD 20764
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  /40

  $379,999 Pending

  • 2 Beds
  • 2 Baths
  • 886 Sq Ft

  4937 Aspen St, Shady Side, MD 20764

  OPEN HOUSE SATURDAY JANUARY 17TH- NOON to 2 PM After a busy Saturday, we’re hosting another open house tomorrow, 12–2 PM. Come see this fully updated, move-in ready home in person! Welcome to effortless coastal living in Shady Side. This thoughtfully reimagined home delivers a clean, modern lifestyle designed for low maintenance and easy enjoyment—just minutes from the water. Nearly every inch

  Pedro Paz Coldwell Banker Realty

  4937 Aspen St, 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 $1,083,142

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

  1323 Jordan Dr, Shady Side, MD 20764
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  /38

  Est $477,511 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  1195 Bayview Ave, Shady Side, MD 20764

  1195 Bayview Ave, Shady Side, MD 20764
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  /12

  $99,000 Pending

  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
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  /35

  $400,000 Sold Feb 13, 2025

  6320 Shady Side Rd, Shady Side, MD 20764

  • 3 Beds
  • 2.5 Baths
  • 1,196 Sq Ft
  • Built 1944

  Last Sold Summary

  • $334/SF
  • 17 Days On Market

  Current Estimated Value $407,282

  Last Listing Agent Thomas Gavin Coldwell Banker Realty

  6320 Shady Side Rd, Shady Side, MD 20764
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  /22

  Est $387,522 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,120 Sq Ft

  1170 Maple Ave, Shady Side, MD 20764

  1170 Maple Ave, Shady Side, MD 20764
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  /55

  $835,000 Open Sun 12PM - 12PM

  • 4 Beds
  • 2.5 Baths
  • 2,485 Sq Ft

  1379 McDonald Rd, Shady Side, MD 20764

  Public open houses will be hosted on Sat 2/7 from 11am-1pm and Sun 2/8 from 12-2pm. ***BRAND NEW & READY FOR IMMEDIATE OCCUPANCY*** this stunning Arts & Crafts home by Laine Street Homes blends timeless design with modern luxury. Set on a premium 2.3 acre homesite surrounded by mature woodlands, this property offers both privacy and functionality. Step onto the welcoming front porch and into a

  Adam Ellison Long & Foster Real Estate, Inc.

  1379 McDonald 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 $955,656

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

  4927 Hine Dr, Shady Side, MD 20764
• 

  

  /23

  Est $458,649 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,568 Sq Ft

  4961 Filbert St, Shady Side, MD 20764

  4961 Filbert St, Shady Side, MD 20764
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  /15

  $270,750

  • 3 Beds
  • 1 Bath
  • 1,022 Sq Ft

  1419 Shady Rest Rd, Shady Side, MD 20764

  SHORT SALE APPROVED AT LIST PRICE! This charming three-bedroom, one-bathroom house presents an exceptional investor opportunity in peaceful Shady Side. The property offers excellent renovation potential, allowing you to customize and add value while creating possible rental income streams. Enjoy convenient parking and generous outdoor space perfect for relaxation or entertainment. The spacious

  Cindy Martin Samson Properties

  1419 Shady Rest 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 $450,406

  Last Listing Agent Ronald Watson Flag Real Estate Inc.

  1192 Oak Ave, Shady Side, MD 20764
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  /47

  Est $1,140,702 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,040 Sq Ft

  4816 Atwell Rd, Shady Side, MD 20764

  4816 Atwell Rd, Shady Side, MD 20764
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  /17

  $349,870 Under Contract

  • Land
  • 0.15 Acre
  • $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
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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 $420,937

  Last Listing Agent Joshua Shapiro Douglas Realty, LLC

  5196 Chesapeake Ave, Shady Side, MD 20764

Showing Results 41 - 80, Page 2 of 18