Homes in ZIP Code 20764

• 

  

  

  /20

  Est $352,335 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,083 Sq Ft

  1206 Holly Ave, Shady Side, MD 20764

  1206 Holly Ave, 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
• 

  

  

  /71

  $1,190,000 Sold Aug 18, 2025

  • 2,060 Sq Ft
  • $578/SF
  • 142 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2014

  1538 Robinson Rd, Shady Side, MD 20764

  OPEN Bay-front at this STUNNING Custom Coastal with private pier, Located in coveted Columbia Beach, this airy WATERFRONT is a head-turner, boasting an open floor-plan, with the finest of finishes! Direct Chesapeake Bay location, 100' private pier & 3 jet-ski lifts makes this the perfect retreat - or year round treat- With 3 spacious bedrooms, 2.5 beautiful baths, 9' ceilings & hickory flooring-

  Jennifer Chaney Chaney Homes, LLC

  1538 Robinson Rd, Shady Side, MD 20764
• 

  

  

  /75

  Est $1,285,647 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,617 Sq Ft

  1326 W River Rd, Shady Side, MD 20764

  1326 W River Rd, Shady Side, MD 20764
• 

  

  

  /97

  $415,000

  • 4 Beds
  • 1.5 Baths
  • 1,399 Sq Ft

  1199 Oak Ave, Shady Side, MD 20764

  Welcome to Cedarhurst On The Bay — Your Bayside Retreat Awaits!Nestled in the serene, historic enclave of Cedarhurst On The Bay in Shady Side, Maryland, this beautiful single‐level home is the perfect blend of comfort, convenience, and coastal charm. Set on a generous double lot and built on a durable slab foundation, this residence offers 4 bedrooms, 1.5 bathrooms, and a thoughtfully

  Vilas Wright Wright Real Estate, LLC

  1199 Oak Ave, Shady Side, MD 20764
• 

  

  /18

  $321,000 Sold Aug 15, 2025

  • 960 Sq Ft
  • $334/SF
  • 1 Day On Market

  • 3 Beds
  • 1 Bath
  • Built 1980

  1179 Maple Ave, Shady Side, MD 20764

  Adorable home at a great price! This home has a great wrap around deck, nice yard and 2 sheds. Just a walk away from the community area/bay. Newer frig & stove, HVAC & water softener. Hardwood floors. Great starter OR downsizer home! Don't miss out...Priced to sell !

  Tonia Parent RE/MAX United Real Estate

  1179 Maple Ave, Shady Side, MD 20764
• 

  

  /28

  Est $462,922 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  4912 Mariners Dr, Shady Side, MD 20764

  4912 Mariners Dr, Shady Side, MD 20764
• 

  

  /28

  $275,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  4725 Idlewilde Rd, Shady Side, MD 20764

  Calling all investors, second-home seekers, and visionaries—this is the project you’ve been waiting for! AND it just got better with a price improvement!! Located just steps from the water in the charming community of Idlewilde, this 2-bedroom cottage-style home sits on a rare double lot with Chesapeake Bay views from the backyard and access to fantastic community amenities.While the

  Clinton Auman EXP Realty, LLC

  4725 Idlewilde Rd, Shady Side, MD 20764
• 

  

  /43

  $449,900 Sold Aug 15, 2025

  • 1,904 Sq Ft
  • $236/SF
  • 8 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1990

  1207 Avalon Blvd, Shady Side, MD 20764

  Welcome to this classic colonial, nestled in the desirable water-privileged community of Avalon Shores! A wide covered front porch spans the entire front of the home, creating the perfect spot to sit and unwind in the evenings and chat with neighbors, or enjoy a quiet cup of coffee. This estate sale is being sold as-is, yet the home is in solid condition, simply awaiting a few personal touches

  Mary Gatton Redfin Corp

  1207 Avalon Blvd, Shady Side, MD 20764
• 

  

  /54

  Est $536,652 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,870 Sq Ft

  1184 Holly Ave, Shady Side, MD 20764

  1184 Holly Ave, Shady Side, MD 20764
• 

  

  /18

  $368,000

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

  1617 Winters Ave, Shady Side, MD 20764

  Welcome to 1617 Winters Ave – Coastal Charm with Modern Updates in Idlewild on the BayBeautifully updated and move-in ready, this 2-bedroom, 2-bath gem is nestled in the water-access community of Idlewild on the Bay. Situated just one block from the Chesapeake Bay, this home boasts fresh interior updates, a fully fenced yard, and two spacious decks ideal for entertaining or relaxing by

  John Kreamer Taylor Properties

  1617 Winters Ave, Shady Side, MD 20764
• 

  

  /51

  $389,000 Sold Aug 15, 2025

  • 1,407 Sq Ft
  • $276/SF
  • 21 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1940

  4977 Lerch Dr, Shady Side, MD 20764

  Discover your own slice of water-view paradise at 4977 Lerch Drive—a lovingly maintained 3-bedroom, 1-bath retreat just steps from the West River. Every corner of this home reflects the care and attention poured in by its current owner, from the bright, open-concept living spaces to the thoughtful updates throughout the interior Step inside to 1,407 sq ft of refreshed living space, where an

  Suebina Wong Douglas Realty, LLC

  4977 Lerch Dr, Shady Side, MD 20764
• 

  

  /43

  Est $462,407 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,947 Sq Ft

  4718 Washington Ave, Shady Side, MD 20764

  4718 Washington Ave, Shady Side, MD 20764
• 

  

  /5

  $150,000

  • Land
  • 4.03 Acres
  • $37,221 per Acre

  0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764

  This beautiful four acre lot is heavily wooded, flat and level. Approximately 1,000' off the main road makes it very private and secluded. It abuts an additional four acre lot also available for sale. It is believed that because some of the property is in non-tidal wetlands that it cannot be subdivided but buyers should investigate with a civil engineer of choice to confirm. The access

  Sam Tanner Keller Williams Flagship

  0 Shady Side Rd Unit MDAA2113156, Shady Side, MD 20764
• 

  

  /61

  $402,500 Sold Aug 11, 2025

  • 1,364 Sq Ft
  • $295/SF
  • 6 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1983

  4723 Washington Ave, Shady Side, MD 20764

  This home has it all! Updated eat in kitchen with granite counters & stainless appliances. Roof replaced within the last 10 years. HVAC replace with Trane System in 2020. 6ft tall privacy fence for your double lot rear yard with deck. Walk to the community pier & water access one block away. While home has been freshly painted. Primary suite with additional sitting area & private full bath with

  Nicki Palermo RE/MAX One

  4723 Washington Ave, Shady Side, MD 20764
• 

  

  /33

  Est $383,661 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,285 Sq Ft

  1422 Columbia Beach Rd, Shady Side, MD 20764

  1422 Columbia Beach Rd, Shady Side, MD 20764
• 

  

  /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

  Jennifer Koenig Long & Foster Real Estate, Inc.

  5250 Al Jones Dr, Shady Side, MD 20764
• 

  

  /33

  $925,000 Sold Aug 08, 2025

  • 3,445 Sq Ft
  • $269/SF
  • 127 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  4927 Hine Dr, Shady Side, MD 20764

  Post & beam architect design home with passive solar elements and lots of glass facing the water. A beautiful waterfront lot with southern exposure and wonderful view! Very well protected water on West River, stone rip rap. Pier only a few years old. 5 feet depth at average low tide. Hop in your boat and be at one of 2 waterfront restaurants or West River Sailing Club in a couple of minutes.

  William Whitman Long & Foster Real Estate, Inc.

  4927 Hine Dr, Shady Side, MD 20764
• 

  

  /55

  Est $406,277 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  1509 Wright Rd, Shady Side, MD 20764

  1509 Wright Rd, Shady Side, MD 20764
• 

  

  /6

  $259,999

  • Land
  • 0.77 Acre
  • $337,661 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
• 

  

  /36

  $398,000 Sold Aug 07, 2025

  • 1,354 Sq Ft
  • $294/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  6040 Shady Side Rd, Shady Side, MD 20764

  Charming 3-Bedroom Home in Quaint Shady Side, MDWelcome to this lovely 3-bedroom, 2 full-bath home nestled in the heart of Shady Side! Perfectly blending comfort, convenience, and outdoor charm, this well-maintained property is a rare find.Step outside to your huge fenced-in backyard, ideal for gatherings, play, or peaceful relaxation. Enjoy evenings around the cozy fire pit, or

  Theresa Mills Home Towne Real Estate

  6040 Shady Side Rd, Shady Side, MD 20764
• 

  

  /49

  Est $520,515 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,964 Sq Ft

  6132 Shady Side Rd, Shady Side, MD 20764

  6132 Shady Side Rd, Shady Side, MD 20764
• 

  

  /15

  $997,000

  • Land
  • 1.6 Acres
  • $623,125 per Acre

  1133 Steamboat Rd, Shady Side, MD 20764

  BRING ON THE RIVER BOATS... Unparalleled access to the Chesapeake Bay, ideal for boating, sailing, fishing and crabbing enthusiasts!!! Discover the perfect canvas for your waterfront dream home on this stunning undeveloped lot in the prestigious Shady Side community offering ample space for building a custom waterfront estate. With 80 feet of prime waterfront frontage on the Chesapeake Bay,

  John Halpin RE/MAX Premiere Selections

  1133 Steamboat Rd, Shady Side, MD 20764
• 

  

  /51

  $465,000 Sold Jul 30, 2025

  • 1,838 Sq Ft
  • $253/SF
  • 5 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1990

  4722 Oak Rd, Shady Side, MD 20764

  This charming 3 bedroom, 2 bath rancher offers 1,838 square feet of beautifully updated living space on a peaceful bay‐block lot. The layout is simple and smart—one level, no stairs, with a bright open living space, updated kitchen, and cozy bedrooms tucked away for privacy.The kitchen was fully renovated in 2018 and features a center island, plenty of counter space, and all the modern

  Jan Crowley Compass

  4722 Oak Rd, Shady Side, MD 20764
• 

  

  /79

  Est $882,009 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 1,888 Sq Ft

  5060 Lerch Dr, Shady Side, MD 20764

  5060 Lerch Dr, Shady Side, MD 20764
• 

  

  /41

  $735,000

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

  1462 Snug Harbor Rd, Shady Side, MD 20764

  4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes with this four bedroom home on .57 acres of (C1B) commercial zoned property. Additional .375 acres and .1243 acres of (MA2) marine zoned property, totaling 1.0693 acres, with 135 feet of bulk headed waterfront, 200 foot pier, and 12 boat slips. Water depth from 4 to 8feet, that can accommodate boats in

  George Heine Schwartz Realty, Inc.

  1462 Snug Harbor Rd, Shady Side, MD 20764
• 

  

  /26

  $530,000 Sold Jul 29, 2025

  • 1,980 Sq Ft
  • $268/SF
  • 11 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  1216 Steamboat Rd, Shady Side, MD 20764

  Welcome to Shady Side on the Western bank of The Chesapeake Bay. Much more affordable than Annapolis to the north and way more relaxed and chill. All the benefits of The Chesapeake Bay and still convenient to The District, Baltimore and The Eastern Shore. We’ve just completed a thorough rehab of this wonderful rancher that sets far back off of the street and offers a 2 car detached garage, rear

  Jon Leary Cummings & Co. Realtors

  1216 Steamboat Rd, Shady Side, MD 20764
• 

  

  /26

  Est $415,145 Not Listed For Sale

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

  1210 Oak Ave, Shady Side, MD 20764

  1210 Oak Ave, Shady Side, MD 20764
• 

  /2

  $1,050,000 Open Sun 3PM - 5PM

  • 4 Beds
  • 4.5 Baths
  • 3,432 Sq Ft

  4992 Lerch Dr, Shady Side, MD 20764

  WATERFRONT LUXURY LIVING with panoramic West River views & unbelievable sunsets! This "3-year-young" custom home is perfectly positioned in the highly coveted community of Shady Side!! Designed for seamless indoor-outdoor coastal living. From the moment you step through the front door, the open-concept design draws your eye straight through to the water & pier — where your dock, boat lift, and

  Joan Stansfield Samson Properties

  4992 Lerch Dr, Shady Side, MD 20764
• 

  

  /44

  $420,000 Sold Jul 25, 2025

  • 1,648 Sq Ft
  • $255/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1940

  1181 Cedar Ave, Shady Side, MD 20764

  Welcome to 1181 Cedar Ave, situated in the tranquil water privileged community of Cedarhurst on the Bay! This charming home features 4 spacious bedrooms and 2 well-appointed bathrooms, offering both comfort and style. The floor plan is highlighted by an open living space right off of the kitchen area, complimented by a custom-built kitchen galley kitchen and dining area. A full bathroom is

  Ben Miller Synergy Realty

  1181 Cedar Ave, Shady Side, MD 20764
• 

  

  /16

  Est $312,322 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 880 Sq Ft

  5312 Al Jones Dr, Shady Side, MD 20764

  5312 Al Jones Dr, Shady Side, MD 20764
• 

  /2

  $25,000

  • Land
  • 0.57 Acre
  • $43,860 per Acre

  0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764

  No address assigned for Lots 6 & 7. 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,

  Joan Stansfield Samson Properties

  0 Haile Pkwy Unit MDAA2127474, Shady Side, MD 20764
• 

  

  /41

  $2,100,000 Sold Jul 25, 2025

  • 8,412 Sq Ft
  • $250/SF
  • 96 Days On Market

  • 8 Beds
  • 8.5 Baths
  • Built 2014

  1346 E West Shady Side Rd, Shady Side, MD 20764

  MAJOR PRICE ADJUSTMENT on this incredible property! You could not build this home in this location for this amount! Located on a private 2.5-acre lot with over 300 ft of West River waterfront, 1346 E West Shady Side Road offers immediate access to the Chesapeake Bay via a private pier with lifts for jet skis and a boat. This grand home combines luxury, craftsmanship, and stunning water

  Reid Buckley Long & Foster Real Estate, Inc.

  1346 E West Shady Side Rd, Shady Side, MD 20764
• 

  

  /62

  Est $478,533 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,540 Sq Ft

  1345 Jordan Dr, Shady Side, MD 20764

  1345 Jordan Dr, Shady Side, MD 20764
• 

  /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

  Joan Stansfield Samson Properties

  1436 Haile Pkwy, Shady Side, MD 20764
• 

  

  /41

  $399,000 Sold Jul 17, 2025

  • 1,027 Sq Ft
  • $389/SF
  • 40 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1940

  1215 Pine Ave, Shady Side, MD 20764

  Location, location, location! Just blocks from the sparkling Chesapeake Bay, this Shady Side gem is cute as can be and full of charm. This 2-bedroom, 2-bath home is flooded with natural light and features cathedral & vaulted ceilings, exposed beams, two brick fireplaces, and luxury vinyl plank flooring throughout. The kitchen opens up to a spacious, versatile room that can serve as a dining room

  Joan Stansfield Samson Properties

  1215 Pine Ave, Shady Side, MD 20764
• 

  

  /44

  Est $467,456 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,544 Sq Ft

  1229 Holly Ave, Shady Side, MD 20764

  1229 Holly Ave, Shady Side, MD 20764
• 

  /2

  $150,000

  • Land
  • 4.03 Acres
  • $37,221 per Acre

  0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764

  This beautiful four acre lot is heavily wooded, flat and level. Approximately 1,000' off the main road makes it very private and secluded. It abuts an additional four acre lot also available for sale. It is believed that because some of the property is in non-tidal wetlands that it cannot be subdivided but buyers should investigate with a civil engineer of choice to confirm. The access

  Sam Tanner Keller Williams Flagship

  0 Shady Side Rd Unit MDAA2113166, Shady Side, MD 20764
• 

  

  /12

  $185,000 Sold Jul 11, 2025

  • Land
  • 2.86 Acres
  • $64,685 per Acre

  • 91 Days On Market

  1344 E West Shady Side Rd, Shady Side, MD 20764

  Great price for this beautiful 2.86 acre wooded lot with deeded access to the West River! Public sewer access nearby. Short walk to Shady Side Park with ball fields / tennis court / pickleball court / basketball courts / tot lot & more! Easements and plat layout uploaded in documents / disclosures. Call listing agent for details to walk the lot and if you have any questions!

  Bill Beam Beam Realty Group, Inc.

  1344 E West Shady Side Rd, Shady Side, MD 20764
• 

  

  /50

  Est $550,167 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,012 Sq Ft

  4940 W End Ave, Shady Side, MD 20764

  4940 W End Ave, Shady Side, MD 20764

Showing Results 81 - 120, Page 3 of 18