Homes in ZIP Code 20764

• 

  

  

  /53

  $444,900 Pending

  • 4 Beds
  • 2 Baths
  • 1,300 Sq Ft

  4738 Idlewilde Rd, Shady Side, MD 20764

  NEW PRICE!! Amazing opportunity to own an affordable beautifully remodeled home in the waterfront community. Just a short walk from the Chesapeake Bay, this 4-BR, 2-BA home offers approx. 1,300 sq ft of modern living, including a Brand-New signature designer kitchen with an eat-in island, New trash compactor, New security system, New lighting, New Appliances and High End finishes

  

  Jesse Marks

  Realinvestors Real Estate Services, LLC

  (410) 927-5552

  4738 Idlewilde Rd, Shady Side, MD 20764
• 

  

  

  /17

  $2,595 per month

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • House for Rent

  1196 Spruce Ave, Shady Side, MD 20764

  Adorable Home in sought after Cedarhurst on the Bay. Spacious Rooms, Updated Flooring, Recently Painted, as well as recent renovation to the kitchen and baths. The front has a spacious porch to enjoy the days and evenings. Beautiful lot with a deck to boot!! This one is a must see. Community Offers Gorgeous Green Space on the Chesapeake Bay. Enjoy Community Boat Ramp, Slips, Fishing Pier,

  1196 Spruce Ave, Shady Side, MD 20764
• 

  

  

  /66

  $515,000 Sold Jul 08, 2025

  4726 Poplar Rd, Shady Side, MD 20764

  • 5 Beds
  • 3.5 Baths
  • 2,179 Sq Ft
  • Built 1976

  Last Sold Summary

  • $236/SF
  • 34 Days On Market

  Current Estimated Value $526,820

  Last Listing Agent Suzanne Kerill Taylor Properties

  4726 Poplar Rd, Shady Side, MD 20764
• 

  

  

  /58

  Est $679,743 Not Listed For Sale

  • 6 Beds
  • 2.5 Baths
  • 3,236 Sq Ft

  4921 Idlewilde Rd, Shady Side, MD 20764

  4921 Idlewilde Rd, Shady Side, MD 20764
• 

  

  

  /14

  $54,900

  • Land
  • 1.53 Acres
  • $35,882 per Acre

  6152 Shady Side Rd, Shady Side, MD 20764

  1.53 Acre lot zoned R1 located in within Anne Arundel County in quiet Shady Side MD. Take a drive and see how this prime location can fulfill your needs! Owner Financing Available! Buyer to ascertain all necessary information for their intended use. Seller prefers Diana Khan of DK Law Group for Title and Closing.Property lines shown are approximate and need to be verified by purchaser.

  

  Kara Leddy

  Coldwell Banker Realty

  (410) 701-3561

  6152 Shady Side Rd, Shady Side, MD 20764
• 

  

  /26

  $2,950 per month

  • 4 Beds
  • 3 Baths
  • 9,040 Sq Ft
  • House for Rent

  6561 Shady Side Rd, Shady Side, MD 20764

  Unique rental opportunity, across the road from West River with some water views. This rental listing is for a portion of the house, which includes 4 bedrooms, 3 full baths, kitchen/dining & wood burning fireplace. Other portion of the home will be occupied only occasionally by the owners and is completely separate. There is no shared interior space. Tenants have access to the full fenced yard,

  Amelia Whitman Long & Foster Real Estate, Inc.

  6561 Shady Side Rd, Shady Side, MD 20764
• 

  

  /52

  $743,750 Sold Mar 28, 2025

  4922 Hine Dr, Shady Side, MD 20764

  • 4 Beds
  • 3 Baths
  • 2,268 Sq Ft
  • Built 2015

  Last Sold Summary

  • $328/SF
  • 4 Days On Market

  Current Estimated Value $757,726

  Last Listing Agent Joan Stansfield Samson Properties

  4922 Hine Dr, Shady Side, MD 20764
• 

  

  /43

  Est $407,678 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,308 Sq Ft

  1210 Spruce Ave, Shady Side, MD 20764

  1210 Spruce Ave, Shady Side, MD 20764
• 

  

  /27

  $295,000

  • 2 Beds
  • 1 Bath
  • 704 Sq Ft

  1213 Oak Ave, Shady Side, MD 20764

  A Charming Cedarhurst Cottage Near the Water - This charming 1944 cottage in Cedarhurst on the Bay offers easy coastal living and only a few houses from the Bay and the community amenities. Recent improvements within the last year include a new roof, new windows, a new hot water tank and a new water pressure tank. The kitchen has white cabinetry and there is a small laundry room with a washer and

  

  Bill Franklin

  Long & Foster Real Estate, Inc.

  (443) 381-0652

  1213 Oak Ave, Shady Side, MD 20764
• 

  

  /22

  $2,300 per month

  • 2 Beds
  • 1 Bath
  • 784 Sq Ft
  • House for Rent

  4955 Chestnut St, Shady Side, MD 20764

  Charming 2BR/1BA Cottage with Loft & Water Access in Avalon Shores! Charming cottage with white picket fencing, water access, and views of the Western River right from the driveway. The sunny foyer features wainscoting, bench seating, and storage. Enjoy an open layout with rustic hardwood floors and a cozy living area centered around a painted brick wood-stove fireplace with built-ins. An arched

  Jenna Maseritz Park Modern Realty

  4955 Chestnut St, Shady Side, MD 20764
• 

  

  /20

  $600,000 Sold Sep 12, 2025

  1601 Snug Harbor Rd, Shady Side, MD 20764

  • 4 Beds
  • 2.5 Baths
  • 2,392 Sq Ft
  • Built 1999

  Last Sold Summary

  • $251/SF
  • 46 Days On Market

  Current Estimated Value $603,589

  Last Listing Agent Alex Estill Long & Foster Real Estate, Inc.

  1601 Snug Harbor Rd, Shady Side, MD 20764
• 

  

  /63

  Est $508,343 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,914 Sq Ft

  1306 Butternut St, Shady Side, MD 20764

  1306 Butternut St, Shady Side, MD 20764
• 

  

  /57

  $319,900 Under Contract

  • 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
• 

  

  /7

  $1,350 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Condo for Rent

  1154 Steamboat Rd, Shady Side, MD 20764

  Nice upstairs apartment with private rear entrance. Unit is all electric and has its own electric meter. It includes; kitchen, living room, bedroom and full bath. It has a small deck area for tenant use and a storage shed if needed. References and application required. Credit score of 650 plus or compensating factors. No pets and no smoking in unit.

  Paul Lee Long & Foster Real Estate, Inc.

  1154 Steamboat Rd, Shady Side, MD 20764
• 

  /2

  $149,000 Sold Apr 18, 2025

  6101 Shady Side Rd, Shady Side, MD 20764

  • 2 Beds
  • 1 Bath
  • 712 Sq Ft
  • Built 1935

  Last Sold Summary

  • $209/SF
  • 11 Days On Market

  Current Estimated Value $177,257

  Last Listing Agent Joan Stansfield Samson Properties

  6101 Shady Side Rd, Shady Side, MD 20764
• 

  

  /30

  Est $491,925 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,786 Sq Ft

  1421 Snug Harbor Rd, Shady Side, MD 20764

  1421 Snug Harbor 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
• 

  

  /13

  $2,500 per month

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft
  • House for Rent

  6432 W Shady Side Rd, Shady Side, MD 20764

  Don't miss this rare opportunity to rent a beautifully updated home in a quiet location in Shady Side. 3 bedroom, 2 full bathrooms, and move-in ready.Plus lawn care included in rent!! Use the rent-spree link to start your application!!

  Megan Huebner Berkshire Hathaway HomeServices PenFed Realty

  6432 W Shady Side Rd, Shady Side, MD 20764
• 

  

  /37

  $420,000 Sold May 20, 2025

  5228 Chesapeake Ave, Shady Side, MD 20764

  • 3 Beds
  • 2 Baths
  • 1,272 Sq Ft
  • Built 1950

  Last Sold Summary

  • $330/SF
  • 60 Days On Market

  Current Estimated Value $437,657

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  5228 Chesapeake Ave, Shady Side, MD 20764
• 

  

  /35

  Est $531,637 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  5031 Lerch Dr, Shady Side, MD 20764

  5031 Lerch Dr, Shady Side, MD 20764
• 

  

  /45

  $1,520,000 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
• 

  

  /20

  $2,150 per month

  • 2 Beds
  • 2 Baths
  • 824 Sq Ft
  • House for Rent

  4715 Frederick Ave, Shady Side, MD 20764

  LIVE ON THE CHESAPEAKE BAY AT IDLEWILE COMMUNITY LANDLORD WILLING TO SPLIT SECURITY DEPOSIT OVER TWO MONTHS. Completely furnished and ready for Move-in! This 2-bedroom/2-bath cottage on the Chesapeake Bay features a modern kitchen with lots of natural light; the den space can function as a guest room or office. Brand new W/D, living rm rug and couch. Backyard patio lets you spread out on game day

  Angie Carr Riverscape Realty

  4715 Frederick Ave, Shady Side, MD 20764
• 

  

  /18

  $414,900 Sold Jun 24, 2025

  5227 Al Jones Dr, Shady Side, MD 20764

  • 3 Beds
  • 2 Baths
  • 1,269 Sq Ft
  • Built 1940

  Last Sold Summary

  • $327/SF
  • 3 Days On Market

  Current Estimated Value $418,595

  Last Listing Agent Lydia Newman Fairfax Realty Premier

  5227 Al Jones Dr, Shady Side, MD 20764
• 

  

  /17

  Est $388,833 Not Listed For Sale

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

  1196 Bay View Ave, Shady Side, MD 20764

  1196 Bay View Ave, Shady Side, MD 20764
• 

  

  /29

  $697,015

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft

  4938 Rullman Rd, Shady Side, MD 20764

  Westelee Welcome's You Home! This 2.5 year old "Pottery Barn" Colonial home is set perfectly on a corner lot with views of the West River. This home has 4 bedrooms and 2.5 baths. Patio was just put in and a 6 foot privacy fence around the backyard in 2024. GREAT FOR HAVING A CRAB FEAST IN THE SUMMER OR BONFIRES IN THE FALL. THIS YARD IS GREAT FOR ENTERTAINING BRING YOUR FAMILY AND FRIENDS. There

  Carey Laycock RE/MAX Leading Edge

  4938 Rullman Rd, Shady Side, MD 20764
• 

  

  /56

  $3,500 per month

  • 3 Beds
  • 3 Baths
  • 1,920 Sq Ft
  • House for Rent

  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 inviting

  Joan Stansfield Samson Properties

  4922 Lerch Dr, Shady Side, MD 20764
• 

  

  /30

  $347,000 Sold Dec 08, 2025

  4913 Chestnut St, Shady Side, MD 20764

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1989

  Last Sold Summary

  • $301/SF
  • 23 Days On Market

  Last Listing Agent Ray Mudd Schwartz Realty, Inc.

  4913 Chestnut St, Shady Side, MD 20764
• 

  

  /3

  Est $130,667 Not Listed For Sale

  1452 Shady Rest Rd, Shady Side, MD 20764

  1452 Shady Rest Rd, 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
• 

  /2

  $50,000 Sold Jun 10, 2025

  1428 Snug Harbor Rd, Shady Side, MD 20764

  • Land
  • 1 Acre
  • $50,000 per Acre

  Last Sold Summary

  • 135 Days On Market

  Current Estimated Value $51,953

  Last Listing Agent Joan Stansfield Samson Properties

  1428 Snug Harbor Rd, Shady Side, MD 20764
• 

  

  /12

  Est $127,390 Not Listed For Sale

  1190 Steamboat Rd, Shady Side, MD 20764

  1190 Steamboat Rd, Shady Side, MD 20764
• 

  /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
• 

  

  /18

  $321,000 Sold Aug 15, 2025

  1179 Maple Ave, Shady Side, MD 20764

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft
  • Built 1980

  Last Sold Summary

  • $334/SF
  • 1 Day On Market

  Current Estimated Value $325,940

  Last Listing Agent Tonia Parent RE/MAX United Real Estate

  1179 Maple Ave, Shady Side, MD 20764
• 

  

  /39

  Est $542,338 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  1220 Juniper St, Shady Side, MD 20764

  1220 Juniper St, Shady Side, MD 20764
• 

  

  /43

  $599,990

  • 4 Beds
  • 2.5 Baths
  • 2,091 Sq Ft

  4908 Olive St, Shady Side, MD 20764

  HOME TO BE BUILT. EXISTING HOME TO BE TORN DOWN. EXPECTED SPRING/SUMMER 2026 DELIVERY. Must use builder contract - buyer responsible for 100% transfer taxes**. Schaefer Homes brings to you their latest Monroe model located in water privilege community of Westelee offering community beach, pier, playground, boat slips, boat ramp and more. Select from 3 exterior elevations! This home will come

  Ray Mudd Schwartz Realty, Inc.

  4908 Olive St, Shady Side, MD 20764
• 

  

  /30

  $589,500 Sold May 09, 2025

  4958 Filbert St, Shady Side, MD 20764

  • 4 Beds
  • 2.5 Baths
  • 2,135 Sq Ft
  • Built 2025

  Last Sold Summary

  • $276/SF
  • 133 Days On Market

  Current Estimated Value $598,906

  Last Listing Agent Jamie Richardson RE/MAX United Real Estate

  4958 Filbert St, Shady Side, MD 20764
• 

  

  /37

  Est $482,417 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,632 Sq Ft

  6318 Linden St, Shady Side, MD 20764

  6318 Linden St, Shady Side, MD 20764
• 

  

  /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 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
• 

  

  /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

  Last Listing Agent Doc Keane Washington Fine Properties, LLC

  1457 Nieman Rd, Shady Side, MD 20764
• 

  

  /53

  Est $417,131 Not Listed For Sale

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

  1727 Columbia Beach Rd, Shady Side, MD 20764

  1727 Columbia Beach Rd, Shady Side, MD 20764

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