Homes in ZIP Code 20764

• 

  

  

  /26

  $525,000 Sold Sep 30, 2025

  • 1,806 Sq Ft
  • $291/SF
  • 35 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1928

  4727 Oak Rd, Shady Side, MD 20764

  Rare Chesapeake Bay waterfront property with panoramic views and endless potential! This 3-bedroom, 2-bath home sits on a prime waterfront lot with a private pier, spacious yard, and mature landscaping. Enjoy sweeping Bay views from the sunroom, living room, and multiple bedrooms, along with the soothing sounds of the water just steps away.The home features charming wood ceilings, exposed

  Frank Gamez REMAX Platinum Realty

  4727 Oak Rd, Shady Side, MD 20764
• 

  

  

  /35

  Est $346,866 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
• 

  

  

  /33

  $450,000 Under Contract

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

  1719 Lake Ave, Shady Side, MD 20764

  Welcome to this beautifully maintained 2-story home in the desirable waterfront community of Snug Harbor. With its inviting picket fence, covered front porch, and timeless curb appeal, this property offers the perfect blend of classic charm and modern updates. New Windows, gutters, trim, AC and water heater!!Step inside to find a bright and open floor plan designed for comfortable living and

  David Orso Berkshire Hathaway HomeServices PenFed Realty

  1719 Lake Ave, Shady Side, MD 20764
• 

  

  

  /34

  $439,000 Sold Sep 29, 2025

  • 2,440 Sq Ft
  • $180/SF
  • 59 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1978

  1440 Cedarhurst Rd, Shady Side, MD 20764

  Welcome to 1440 Cedarhurst Road! This beautifully maintained home offers over 2,400 square feet of comfortable living space, featuring 4 bedrooms and 2 bathrooms on a spacious, flat lot.Step inside to discover gleaming hardwood and tile flooring throughout. The heart of the home is a spacious kitchen with a center island, seamlessly connected to an open dining area. Just off the kitchen,

  Terry McAllister RE/MAX One

  1440 Cedarhurst Rd, Shady Side, MD 20764
• 

  

  

  /77

  Est $483,936 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
• 

  

  /39

  $429,000 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

  Emily Motto Investors Management, Inc.

  1330 Jordan Dr, Shady Side, MD 20764
• 

  

  /42

  $465,000 Sold Sep 26, 2025

  • 2,051 Sq Ft
  • $227/SF
  • 37 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1965

  1216 Grove Ave, Shady Side, MD 20764

  Chesapeake Bay views and close to the community dock and harbor! Feels like you are on vacation all year round! This home has 4 bedrooms 2.5 baths and a 3rd floor bonus room with balcony and Chesapeake Bay views! It can be used as a family room or a 5th bedroom! Owners suite also has a balcony with Bay views! Home has many new windows and the roof was replaced with Architectural shingles in

  Paul Lee Long & Foster Real Estate, Inc.

  1216 Grove Ave, Shady Side, MD 20764
• 

  

  /18

  Est $328,750 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
• 

  

  /35

  $799,900

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

  6508 Shady Side Rd, Shady Side, MD 20764

  For buyers seeking a quicker move-in, the same model is currently under construction less than a mile away and will be completed in approximately 30 days, offering the perfect opportunity to preview the craftsmanship and finishes in person or purchase if a faster timeline is preferred.This to-be-built Modern Farmhouse by local builder Laine Street Homes blends timeless architecture with

  Joshua Mast HomeSource Pro Real Estate

  6508 Shady Side Rd, Shady Side, MD 20764
• 

  

  /42

  $450,000 Sold Sep 19, 2025

  • 2,464 Sq Ft
  • $183/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1968

  1347 W River Rd, Shady Side, MD 20764

  Welcome to 1347 W River Rd. – A Private Retreat on 2.02 Acres in Shady Side, MD. This two-story colonial offers privacy, space, and the perfect blend of classic charm and a few modern updates. With approx. 2,464 sq ft of living space, this 4-bedroom, 2.5-bath home provides ample room for everyday living and entertaining. Step into the spacious foyer and take in the warmth of the shaker-style

  Elizabeth DuLaney EXP Realty, LLC

  1347 W River Rd, Shady Side, MD 20764
• 

  

  /13

  Est $318,684 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
• 

  

  /57

  $330,000 Open Sun 10AM - 12PM

  • 2 Beds
  • 1.5 Baths
  • 984 Sq Ft

  4950 W End Ave, Shady Side, MD 20764

  Welcome to 4950 W End Ave – a charming coastal bungalow just steps from the Chesapeake Bay! This beautifully renovated home perfectly blends modern updates with relaxed bay-side living. Set on a total of .242 acs (additional lot included total), this property offers serenity, space, and privacy. Step inside to an open and airy floor plan filled with natural light. Warm hardwood floors, a soft

  Pattee McInerney Scott McInerney RE/MAX One

  4950 W End Ave, Shady Side, MD 20764
• 

  

  /10

  $450,000 Sold Sep 19, 2025

  • 862 Sq Ft
  • $522/SF
  • 351 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1930

  1337 W River Rd, Shady Side, MD 20764

  Price Reduction!!Your Own Private Retreat, get away from the Rat Race and make this a great place for you and your family.1337 West River Road , located in Shady Side, MDis a secluded waterfront property that sits on 1.5 acres with 592 feet of waterfront on the South Creek.This property has a home with 2 beds and 1 bath that will need remodeling and/or teardown.it's

  Bruce Thompson Long & Foster Real Estate, Inc.

  1337 W River Rd, Shady Side, MD 20764
• 

  

  /58

  Est $620,451 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
• 

  

  /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
• 

  

  /20

  $600,000 Sold Sep 12, 2025

  • 2,392 Sq Ft
  • $251/SF
  • 46 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1999

  1601 Snug Harbor Rd, Shady Side, MD 20764

  Charming and spacious colonial, situated on nearly 2 picturesque acres in Shady Side. Boasting 4 bedrooms and 2.5 bathrooms, this lovely home features a formal dining room, a spacious family room with a fireplace, and large sitting rooms off to the side, a finely appointed kitchen with granite counters and SS appliances, a large addition off the back of the home with vaulted ceilings and wood

  Alex Estill Long & Foster Real Estate, Inc.

  1601 Snug Harbor Rd, Shady Side, MD 20764
• 

  

  /42

  Est $364,480 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
• 

  

  /31

  $360,000

  • 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 retreat 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
• 

  

  /34

  $400,000 Sold Sep 05, 2025

  • 1,120 Sq Ft
  • $357/SF
  • 1 Day On Market

  • 3 Beds
  • 2 Baths
  • Built 1989

  1228 Avalon Blvd, Shady Side, MD 20764

  Welcome to 1228 Avalon Boulevard, where top-tier renovations meet thoughtful design in every detail. From the moment you arrive, you'll appreciate the newly expanded driveway offering ample parking, complemented by a new paver walkway, meticulous landscaping, and a beautifully stained front deck.Step inside to an open-concept floor plan featuring brand new luxury vinyl plank flooring that

  Terry McAllister RE/MAX One

  1228 Avalon Blvd, Shady Side, MD 20764
• 

  

  /38

  Est $473,296 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
• 

  

  /5

  $145,000

  • Land
  • 0.17 Acre
  • $852,941 per Acre

  5314 Al Jones Dr, Shady Side, MD 20764

  Beautiful Chesapeake Bay property for sale! Don’t miss this rare opportunity to build your dream home in the quaint, gated community of Columbia Beach, a serene neighborhood offering breathtaking bay views. Enjoy coastal living with a private pier, boat ramp, playground, tennis and basketball courts, and pickleball. Perfect for boating, fishing, sailing, kayaking, or simply relaxing by the

  Niesha Thomas NextHome Mims Realty Group

  5314 Al Jones Dr, Shady Side, MD 20764
• 

  

  /34

  $335,000 Sold Sep 04, 2025

  • 1,060 Sq Ft
  • $316/SF
  • 3 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1989

  4925 Aspen St, Shady Side, MD 20764

  Enjoy coastal living without the high price in Avalon Shores. This water-oriented community offers boat ramp, a pier, private beaches, swimming area, & playgrounds. Quiet community with wonderful neighbors often riding bikes, golf carts or walking dogs. 2 bedrooms, 1 bath with addition off the master bedroom that would make the perfect office, exercise room or nursey. Kitchen updated, new

  Jaime Rollins CENTURY 21 New Millennium

  4925 Aspen St, Shady Side, MD 20764
• 

  

  /22

  Est $385,363 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
• 

  /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
• 

  

  /27

  $565,000 Sold Sep 04, 2025

  • 1,152 Sq Ft
  • $490/SF
  • 69 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1985

  1605 Depriest Dr, Shady Side, MD 20764

  PURCHASE THIS BEAUTIFUL MOVE - IN READY HOME WITH 2 ATTACHED LOTS!! Incredible peninsula location with 180 degree WATER VIEWS of the Chesapeake Bay in the historical gated community of Columbia Beach in Shady Side , Maryland. This 2 level 3B/1.5 BA home is the perfect WEEKEND RETREAT and/or full time YEAR ROUND MAIN RESIDENCE. Great home to work remotely from and also a great location

  Lydia Newman Fairfax Realty Premier

  1605 Depriest Dr, Shady Side, MD 20764
• 

  

  /23

  Est $461,227 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
• 

  /2

  $65,000

  • Land
  • 0.3 Acre
  • $216,667 per Acre

  1408 & 1410 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 & Route 4, commuting to Annapolis, Baltimore, or Washington, D.C.,

  Joan Stansfield Samson Properties

  1408 & 1410 Haile Pkwy, Shady Side, MD 20764
• 

  

  /63

  $1,650,000 Sold Sep 03, 2025

  • 4,109 Sq Ft
  • $402/SF
  • 9 Days On Market

  • 5 Beds
  • 3 Baths
  • Built 1994

  1471 Nieman Rd, Shady Side, MD 20764

  Waterfront Paradise with Breathtaking Chesapeake Bay Views Welcome to your private waterfront retreat, nestled on a serene point along the West River with sweeping, panoramic views of the Chesapeake Bay. Just one hour from Washington, DC and without the hassle of crossing the Bay Bridge, this immaculate 5-bedroom, 3-bathroom home offers over 4,100 square feet of updated living space and

  Chris Craddock EXP Realty, LLC

  1471 Nieman Rd, Shady Side, MD 20764
• 

  

  /47

  Est $1,127,919 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
• 

  

  /6

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,408 Sq Ft

  4900 Thomas Dr, Shady Side, MD 20764

  Just two doors from the water and steps from a children’s park and boat ramp, this 3-bedroom, 2-bath rancher offers 1,408 sq. ft. of potential. Renovations are underway with many improvements already complete—kitchen updates started, dishwasher included but not yet installed, and bedrooms ready for new flooring. New flooring will be installed throughout the home prior to closing, offering buyers

  Shannon Thayer Douglas Realty, LLC

  4900 Thomas Dr, Shady Side, MD 20764
• 

  

  /38

  $390,000 Sold Aug 29, 2025

  • 1,340 Sq Ft
  • $291/SF
  • 15 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1992

  1334 Jordan Dr, Shady Side, MD 20764

  Welcome to 1334 Jordan Drive, an adorably updated home nestled in the coveted waterfront community of Avalon Shores. With the perfect blend of modern elegance and functional design, this property offers a wonderful living experience. Gorgeous flooring flows seamlessly throughout, setting the stage for a home that exudes both warmth and sophistication. Walking in the front door you'll find an

  Susanne Modica Anne Arundel Properties, Inc.

  1334 Jordan Dr, Shady Side, MD 20764
• 

  

  /11

  Est $312,557 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  1519 Lincoln Rd, Shady Side, MD 20764

  1519 Lincoln Rd, Shady Side, MD 20764
• 

  

  /56

  $699,000

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft

  4922 Lerch Dr, Shady Side, MD 20764

  You can't beat the price for the WATERFRONT lifestyle in the Chesapeake Bay area! This stunning, RENOVATED open concept, 3-bedroom, 3-bath home was built in 2005 and has a PRIVATE dock -- blending modern updates, natural light, and serene water views. This home is the ideal size—not too big, not too small—offering the perfect balance of comfort, function, and privacy!Step inside an

  Joan Stansfield Samson Properties

  4922 Lerch Dr, Shady Side, MD 20764
• 

  

  /21

  $370,000 Sold Aug 29, 2025

  • 1,100 Sq Ft
  • $336/SF
  • 47 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  1216 Hawthorne St, Shady Side, MD 20764

  Move-In Ready Coastal Gem in Shady Side – No HOA, Big Yard, and Modern Upgrades!Tucked away in a peaceful, water-oriented community just minutes from the Chesapeake Bay, this 3-bedroom, 2.5-bathroom home offers the perfect blend of charm and convenience. Enjoy recent updates including a new HVAC system, water heater, well pump & softener, electrical upgrades, and fresh paint — plus stylish

  TJ Alves Cummings & Co. Realtors

  1216 Hawthorne St, Shady Side, MD 20764
• 

  

  /34

  Est $346,043 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 864 Sq Ft

  4912 Beech St, Shady Side, MD 20764

  4912 Beech St, Shady Side, MD 20764
• 

  

  /8

  $239,500

  • Land
  • 8.19 Acres
  • $29,243 per Acre

  6118 Shady Side Rd, Shady Side, MD 20764

  Only 31k per acre! This wonderful 8.19 acre wooded level lot conveniently located to the Chesapeake & West River is loaded with potential & ready to build your dream home! Off a hard surface road this terrific property is just minutes to multiple marinas, yacht clubs & harbors, shopping, dining and just 25 minutes to Annapolis & 45 minutes to DC. Public water and sewer available

  Tem Popoola Real Broker, LLC

  6118 Shady Side Rd, Shady Side, MD 20764
• 

  

  /53

  $617,900 Sold Aug 27, 2025

  • 3,178 Sq Ft
  • $194/SF
  • 26 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  4911 Lerch Dr, Shady Side, MD 20764

  Get ready to discover your Dream Home on the peaceful Shady Side Peninsula! A Welcoming and Spacious Colonial has hit the market, perfectly situated on a desirable Corner Lot within the serene, Water-oriented Community of Avalon Shores.This impressive 4-bedroom, 2.5 bath residence offers an idyllic Chesapeake Bay Lifestyle, just a few blocks from the community's private beach, playgrounds,

  Kara Leddy Coldwell Banker Realty

  4911 Lerch Dr, Shady Side, MD 20764
• 

  

  /23

  Est $516,537 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,748 Sq Ft

  6039 Shady Side Rd, Shady Side, MD 20764

  6039 Shady Side Rd, Shady Side, MD 20764
• 

  

  /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
• 

  

  /70

  $510,000 Sold Aug 20, 2025

  • 1,756 Sq Ft
  • $290/SF
  • 123 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2005

  4906 Lee Blvd, Shady Side, MD 20764

  **Move-in ready home in the private, water-privileged Westelee community of Avalon Shores**Access to beach, boat ramp, boat slips with electric, kayak rack, new waterfront playground and gazebo **Owner Suite on main level with walk in closet and private bath **Open cathedral ceilings in family room with cozy gas Fireplace and 8' double windows for abundant natural light **Hardwood floors

  Sandy Wing RE/MAX Leading Edge

  4906 Lee Blvd, Shady Side, MD 20764

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