Map location of
Shady Side Community Center, Shady Side, MD, USA

Shady Side, Maryland, United States

Homes for sale near Shady Side Community Center, Shady Side, MD, USA

Address Bed / Bath Listing Price
Picture of 4919 MARINERS DRIVE
4919 MARINERS DRIVE
Welcome to a home that doesn’t just offer a place to live—it offers a lifestyle on the Chesapeake Bay. As you approach the property, the experience begins immediately. The driveway and gated entry set the tone, leading you toward a waterfront sanctuary where every detail elevates coastal living.
SHADY SIDE, MD
Living Area: 2620 Sqft.
5 Beds, 3 Baths
$700,000
Picture of 1451 SHADY REST ROAD
1451 SHADY REST ROAD
Rare Shady Side opportunity on 1.58 acres near the Chesapeake Bay. 1451 Shady Rest Rd offers a partially constructed home where building began pre-Covid. The property is ready for a new owner to bring their vision. It includes a permitted 3-bedroom septic system and an operational well, giving you a
SHADY SIDE, MD
Living Area: Sqft.
- -, 0 Baths
$159,000
Picture of 4742 CHESTNUT ROAD
4742 CHESTNUT ROAD
Experience refined living in this beautifully maintained 3-bedroom, 2.5-bath Colonial, perfectly nestled on a quiet, tree-lined street. This distinguished residence offers timeless curb appeal with a welcoming front porch, a thoughtfully designed interior, and a nicely appointed kitchen ideal for bo
SHADY SIDE, MD
Living Area: 1630 Sqft.
3 Beds, 3 Baths
$420,000
Picture of 4950 W END AVENUE
4950 W END AVENUE
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.
SHADY SIDE, MD
Living Area: 984 Sqft.
2 Beds, 2 Baths
$319,900
Picture of 4938 RULLMAN ROAD
4938 RULLMAN ROAD
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 SUMME
SHADY SIDE, MD
Living Area: 2200 Sqft.
4 Beds, 3 Baths
$697,015
Picture of 4717 FREDERICK AVENUE
4717 FREDERICK AVENUE
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 ar
SHADY SIDE, MD
Living Area: 714 Sqft.
2 Beds, 1 Bath
$289,000
Picture of 4912 BEECH STREET
4912 BEECH STREET
Welcome to this charming 2-bedroom, 2-bath home in the water-oriented community of Avalon Shores. Perfect for those looking to start out, scale down, or a second home! Freshly updated with new flooring and pain- this home is truly move-in ready! Enjoy a fully renovated bathroom, a spacious deck, and
SHADY SIDE, MD
Living Area: 864 Sqft.
2 Beds, 2 Baths
$365,000
Picture of 1213 OAK AVENUE
1213 OAK AVENUE
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
SHADY SIDE, MD
Living Area: 704 Sqft.
2 Beds, 1 Bath
$295,000
Picture of 1208 OAK AVENUE
1208 OAK AVENUE
This beautiful home is steps from the Chesapeake Bay and the community marina, beach, playground, and more—making it the perfect blend of comfort and location. Step inside to discover an open floor plan featuring a spacious kitchen with quartz countertops, stainless steel appliances, and a clear v
SHADY SIDE, MD
Living Area: 1062 Sqft.
3 Beds, 2 Baths
$385,000
Picture of 6508 SHADY SIDE ROAD
6508 SHADY SIDE ROAD
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-bu
SHADY SIDE, MD
Living Area: 2225 Sqft.
3 Beds, 3 Baths
$799,900
Picture of 1650 CEDAR LANE
1650 CEDAR LANE
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 natu
SHADY SIDE, MD
Living Area: 1866 Sqft.
3 Beds, 2 Baths
$729,900
Picture of 4738 WASHINGTON AVENUE
4738 WASHINGTON AVENUE
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
SHADY SIDE, MD
Living Area: 1000 Sqft.
3 Beds, 1 Bath
$355,000
Picture of 6512 SHADY SIDE ROAD
6512 SHADY SIDE ROAD
For buyers desiring a quicker move-in, this same model is under construction less than a mile away and will be completed in approximately 30 days — a perfect opportunity to preview the craftsmanship and finishes in person. This to-be-built custom Arts & Crafts residence by local builder Laine Stre
SHADY SIDE, MD
Living Area: 2485 Sqft.
4 Beds, 3 Baths
$815,000
Picture of 1302 SPRUCE STREET
1302 SPRUCE STREET
JANUARY 2026 DELIVERY. 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 finis
SHADY SIDE, MD
Living Area: 2424 Sqft.
4 Beds, 3 Baths
$599,990
Picture of 4900 THOMAS DRIVE
4900 THOMAS DRIVE
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
SHADY SIDE, MD
Living Area: 1408 Sqft.
3 Beds, 2 Baths
$375,000
Picture of 4949 IDLEWILDE ROAD
4949 IDLEWILDE ROAD
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 bot
SHADY SIDE, MD
Living Area: 2024 Sqft.
3 Beds, 2 Baths
$534,969
Picture of 1220 GROVE AVENUE
1220 GROVE AVENUE
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 yo
SHADY SIDE, MD
Living Area: 1812 Sqft.
5 Beds, 2 Baths
$480,000
Picture of 1419 SHADY REST ROAD
1419 SHADY REST ROAD
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 co
SHADY SIDE, MD
Living Area: 1022 Sqft.
3 Beds, 1 Bath
$285,000
Picture of 4725 IDLEWILDE ROAD
4725 IDLEWILDE ROAD
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 Ch
SHADY SIDE, MD
Living Area: 1000 Sqft.
2 Beds, 1 Bath
$275,000
Picture of 4721 GIRTON AVENUE
4721 GIRTON AVENUE
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 luxu
SHADY SIDE, MD
Living Area: 1456 Sqft.
3 Beds, 2 Baths
$419,900

Points of Interest near Shady Side Community Center