Shady Side, MD Homes

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  /53

  $447,000

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

  4738 Idlewilde Rd, Shady Side, MD 20764

  Amazing opportunity to own an affordable beautifully remodeled home in the waterfront community of Idlewilde on the Bay in Shady Side — No HOA Just steps from the Chesapeake Bay, this 4-bedroom, 2-bath 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, and High End

  

  Jesse Marks

  Realinvestors Real Estate Services, LLC

  (410) 927-5552

  4738 Idlewilde Rd, Shady Side, MD 20764
• Explore Shady Side

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  /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
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  /51

  $600,000 Sold Dec 01, 2025

  • 2,000 Sq Ft
  • $300/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  6440 W Shady Side Rd, Shady Side, MD 20764

  Another quality built New Construction Home by Jim Robinson/Real Estate General, LLC in the highly desired Shady Side Community. Ready to Move In! 4 bedrooms, 2.5 bathrooms, with a side entry 2 car garage on a large private .45 acre level lot. This beautiful home is filled with natural light and features an open floor plan on the main level with wide-plank LVP flooring, 9 foot ceilings, detailed

  John Rogers J. J. Rogers Real Estate

  6440 W Shady Side Rd, Shady Side, MD 20764
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  /63

  Est $493,926 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
• 

  

  

  /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
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  /29

  $4,500 per month

  • 4 Beds
  • 2.5 Baths
  • 2,200 Sq Ft
  • House for Rent

  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
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  /29

  $315,000 Sold Nov 25, 2025

  • 620 Sq Ft
  • $508/SF
  • 7 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1940

  4962 Elm St, Shady Side, MD 20764

  Charming 1BR, 1BA cottage in Avalon Shores—just a short stroll to the water! This cozy home was offers a perfect blend of comfort and convenience. Step inside to find a layout ideal for weekend getaways or year-round living. The Kitchen features stainless steel appliances and lots of counter space. The spacious fully fenced backyard is a standout, featuring two outbuildings—one perfect for a

  Zachary Wyvill RE/MAX United Real Estate

  4962 Elm St, Shady Side, MD 20764
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  /30

  Est $488,179 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
• 

  

  /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
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  /28

  $325,000 Sold Nov 21, 2025

  • 928 Sq Ft
  • $350/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1966

  1460 Cedarhurst Rd, Shady Side, MD 20764

  Charming Brick Home in Shady Side – Country Living with Coastal PerksWelcome to this peaceful brick retreat nestled in the heart of Shady Side. Set back on a beautifully flat and spacious 0.6-acre lot, this home offers privacy and tranquility surrounded by mature trees. The expansive backyard and side yard provide ample space for all your lifestyle needs—whether it’s boat storage, a travel

  Jeannine Wayson Coldwell Banker Realty

  1460 Cedarhurst Rd, Shady Side, MD 20764
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  /35

  Est $523,887 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
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  /43

  $479,999

  • 3 Beds
  • 2.5 Baths
  • 1,784 Sq Ft

  1037 Biltmore Ave, West River, MD 20778

  SELLERS SAID SELL!!— Bring all reasonable offers. Welcome to your new water-access home! This charming 3-bedroom, 2.5-bath property is move-in ready and waiting for its new owners. Step inside to find a spacious living room, a flexible large dining room that can also serve as a family room, and a large eat-in kitchen featuring upgraded countertops, a tiled backsplash, and stainless steel

  Dawn Marie Miller Coldwell Banker Realty

  1037 Biltmore Ave, West River, MD 20778
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  /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
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  /26

  $440,000 Sold Nov 20, 2025

  • 1,332 Sq Ft
  • $330/SF
  • 29 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2002

  1250 Juniper St, Shady Side, MD 20764

  Amazing opportunity to own a home in the Avalon Shores community of Shady Side. The waterfront community offers a beach, boat ramp, 2 playgrounds and a baseball field.The house is well kept and move-in ready. The interior has been freshly painted, Recent improvements include the new appliances, roof, HVAC system and window blinds. The house also features indoor and outdoor speakers with 7.1

  Ronald Watson Flag Real Estate Inc.

  1250 Juniper St, Shady Side, MD 20764
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  /17

  Est $381,191 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
• 

  

  /20

  $554,500

  • 2 Beds
  • 1.5 Baths
  • 1,244 Sq Ft

  5211 Al Jones Dr, Shady Side, MD 20764

  Coastal Living in a Gated Waterfront Community a Short Distance from Annapolis and Washington, D.C. Awaits You!Discover the perfect blend of charm and comfort in this 2-bedroom, 1.5-bath Cottage by the Bay, located in the desirable gated waterfront community of Columbia Beach. With stunning bay views, this home offers a peaceful escape just steps from the water.Inside, enjoy an

  Stephanie Burns Coldwell Banker Realty

  5211 Al Jones Dr, Shady Side, MD 20764
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  /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
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  /61

  $1,500,000 Sold Nov 14, 2025

  • 3,064 Sq Ft
  • $490/SF
  • 4 Days On Market

  • 5 Beds
  • 4 Baths
  • Built 2006

  1457 Nieman Rd, Shady Side, MD 20764

  Stunning waterfront retreat nestled along the serene shores of the Chesapeake Bay, located in the charming community of Shady Side, Maryland. Perfectly situated on Parish Creek, this spacious, move-in ready home offers a unique combination of comfort, privacy, and coastal living. The open-concept floor plan on the main level features a gourmet kitchen with sleek quartz countertops and island, a

  Doc Keane Washington Fine Properties, LLC

  1457 Nieman Rd, Shady Side, MD 20764
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  /3

  Est $153,667 Not Listed For Sale

  1452 Shady Rest Rd, Shady Side, MD 20764

  1452 Shady Rest Rd, Shady Side, MD 20764
• 

  

  /31

  $534,969

  • 3 Beds
  • 2 Baths
  • 2,024 Sq Ft

  4949 Idlewilde Rd, Shady Side, MD 20764

  This spacious and well-maintained home offers the ease of one-level living at it's best. The modern kitchen opens to a cozy family room featuring a gas fireplace and a sliding door that leads to a stunning sunroom and adjacent deck—perfect for relaxing or entertaining. Enjoy formal spaces with both a living room and dining room, along with a generous primary suite complete with a private full

  Ray Mudd Schwartz Realty, Inc.

  4949 Idlewilde Rd, Shady Side, MD 20764
• 

  

  /20

  $2,350 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
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  /33

  $450,000 Sold Nov 14, 2025

  • 1,392 Sq Ft
  • $323/SF
  • 16 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1990

  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
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  /12

  Est $129,181 Not Listed For Sale

  1190 Steamboat Rd, Shady Side, MD 20764

  1190 Steamboat Rd, Shady Side, MD 20764
• 

  

  /32

  $480,000

  • 5 Beds
  • 2 Baths
  • 1,812 Sq Ft

  1220 Grove Ave, Shady Side, MD 20764

  This spacious 5 bedroom, 2 full bath split foyer is located in the highly desirable Community; Cedarhurst on the Bay. This remarkable property showcases the epitome of every day, vacation living with stunning views of The Chesapeake Bay. You will quickly be captivated by the grandeur that awaits you. The open layout seamlessly connects the living, dining and kitchen area, creating an ideal

  Jessica Gosman-Bowen Curtis Real Estate Company

  1220 Grove Ave, Shady Side, MD 20764
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  /56

  $3,700 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
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  /47

  $674,900 Sold Nov 05, 2025

  • 2,710 Sq Ft
  • $249/SF
  • 105 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  1195 Cedar Ave, Shady Side, MD 20764

  This beautifully crafted home blends timeless coastal charm with modern luxury. Featuring classic board and batten siding and a welcoming front porch, the exterior makes a striking first impression. Step inside to an open-concept layout that seamlessly connects the dining and family room, ideal for both everyday living and entertaining. At the heart of the home is a spacious kitchen boasting an

  Jamie Richardson RE/MAX United Real Estate

  1195 Cedar Ave, Shady Side, MD 20764
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  /39

  Est $537,535 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
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  /49

  $419,900

  • 3 Beds
  • 2 Baths
  • 1,456 Sq Ft

  4721 Girton Ave, Shady Side, MD 20764

  Perfect time to buy this updated home with a detached garage in the beautiful Chesapeake Bay front communnity of Idlewilde! Main level bedroom and full bathroom, waterview from front second level bedroom, and off street parking. This home has been completely updated with the main level having luxury vinyl flooring and fresh paint. The spacious kitchen has granite countertops, wood cabinets, and

  Sheri Stevens Samson Properties

  4721 Girton Ave, Shady Side, MD 20764
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  /44

  $2,000,000 Sold Oct 31, 2025

  • 5,151 Sq Ft
  • $388/SF
  • 2 Days On Market

  • 5 Beds
  • 4.5 Baths
  • Built 2007

  4819 Avery Rd, Shady Side, MD 20764

  Welcome to a truly remarkable waterfront retreat where timeless design meets resort-style living. Set along the shores of Hopkins Cove with sweeping views of the West River, this residence offers over 150 feet of water frontage and a private pier stretching nearly 270 feet, complete with boat lift and covered pavilion—everything you need to embrace life on the water. This five-bedroom,

  Brad Kappel TTR Sotheby's International Realty

  4819 Avery Rd, Shady Side, MD 20764
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  /37

  Est $479,324 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
• 

  

  /27

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft

  1711 Columbia Beach Rd, Shady Side, MD 20764

  Nestled between serene waters, this home offers stunning, unobstructed views of Flag Pond from the rear and views of the Chesapeake Bay from the front. Enjoy watching local waterfowl and soaking in the natural beauty from every angle. Inside, the spacious kitchen opens to the family room, perfect for gathering, along with a formal living room and a main-level office or potential 5th bedroom.

  Ray Mudd Schwartz Realty, Inc.

  1711 Columbia Beach Rd, Shady Side, MD 20764
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  /81

  $350,000 Sold Oct 29, 2025

  • 968 Sq Ft
  • $362/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  1166 Cedar Ave, Shady Side, MD 20764

  This charming 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and location! Soaring ceilings in the primary suite with a private attached full bath. Featuring an open floor plan with hardwood floors, a spacious eat-in kitchen with updated cabinets and countertops, and plenty of room to entertain, this home is move-in ready. Nestled on a sought-after double lot, you’ll have the

  Nicki Palermo RE/MAX One

  1166 Cedar Ave, Shady Side, MD 20764
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  /65

  Est $794,123 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 3,946 Sq Ft

  5317 Birch Ct, West River, MD 20778

  5317 Birch Ct, West River, MD 20778
• 

  

  /44

  $609,990 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  1302 Spruce St, Shady Side, MD 20764

  10/10/25 Update: Home is under roof. Estimated completion is projected for January/February 2026. Introducing the Adams model — a beautifully designed home featuring an open-concept floor plan that blends comfort, style, and functionality. At the center of the home, the gourmet kitchen boasts a large island, stainless steel appliances, a walk-in pantry, and premium finishes—perfect for everyday

  Ray Mudd Schwartz Realty, Inc.

  1302 Spruce St, Shady Side, MD 20764
• 

  

  /25

  $615,000 Sold Oct 28, 2025

  • 1,540 Sq Ft
  • $399/SF
  • 103 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1965

  4801 Avery Rd, Shady Side, MD 20764

  Water! Water everywhere! This adorable mid-century cottage faces Hopkins Cove , borders Parish Creek and looks out to the Chesapeake Bay Bridge. It is a dream come true for those who love living on the water, and could be your weekend getaway cottage. Not a fan of cottages? Then, go all in and remodel to make it your own! The possibilities are endless..... The property is being sold "as is".

  Theresa Kurtz EXP Realty, LLC

  4801 Avery Rd, Shady Side, MD 20764
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  /53

  Est $419,179 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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  /52

  $565,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  5122 Marx Dr, West River, MD 20778

  Welcome to 5122 Marx Drive, nestled in the highly sought-after, water-privileged community of Cedarlea. Situated on nearly half an acre, this home features bright, open spaces with large windows and vaulted ceilings in the living room, primary bedroom, and sunroom. Arrive home to the spacious two-car garage with plenty of room for vehicles, tools, or a jet ski trailer! The main level offers a

  Tom Atwood Keller Williams Legacy

  5122 Marx Dr, West River, MD 20778
• 

  

  /19

  $325,000 Sold Oct 27, 2025

  • 852 Sq Ft
  • $381/SF
  • 55 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1996

  1700 Bayview Rd, Shady Side, MD 20764

  Don't miss this charming and well-maintained home! The main level features stylish LVP flooring and a bright, sunny eat-in kitchen with granite countertops. A convenient powder room includes a new pedestal sink. Sliding door from the kitchen open to a deck that overlooks a fully fenced backyard—perfect for relaxing or entertaining. Upstairs, you’ll find two spacious bedrooms and a full bath. This

  Ray Mudd Schwartz Realty, Inc.

  1700 Bayview Rd, Shady Side, MD 20764
• 

  

  /11

  Est $332,470 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 864 Sq Ft

  5806 Shady Side Rd, Churchton, MD 20733

  5806 Shady Side Rd, Churchton, MD 20733

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