SHADY SIDE
SHADY SIDE

Shady Side, Maryland, is a quaint waterfront community located on the western shore of the Chesapeake Bay in southern Anne Arundel County. Known for its relaxed, coastal charm, Shady Side offers residents a peaceful lifestyle surrounded by natural beauty. The area is home to numerous marinas, making it ideal for boating, fishing, and water sports enthusiasts. With its scenic waterfront views and access to the Chesapeake Bay, Shady Side has long been a popular destination for those seeking a tranquil retreat.
The community has a rich maritime history, and much of its appeal comes from its small-town charm, friendly residents, and local traditions. Outdoor activities are abundant, with parks, nature reserves, and waterfront areas offering space for hiking, bird watching, and enjoying the outdoors. The Shady Side Rural Heritage Society also helps preserve the town's history and holds various cultural and community events throughout the year.
Despite its serene setting, Shady Side is within convenient driving distance of Annapolis, Washington, D.C., and Baltimore, offering easy access to shopping, dining, and entertainment. The area’s schools and amenities also contribute to its appeal for families seeking a quiet, waterfront community with the conveniences of nearby cities. Whether you’re drawn by the allure of the Chesapeake Bay or the community’s charming, laid-back atmosphere, Shady Side is a hidden gem along Maryland’s coast.
Request Info
Amenities
BOAT LAUNCH, MARINA(S)
Lifestyle
Water Access
City Limits
HOA
N/A

By The Numbers
DATA BASED ON INFORMATION SINCE JAN 1 2020 to jan 1 2025
$200,000 - $3,850,000
average sales range
110
average number of annual sales
99.5%
average list to sales price ratio
30
average days on market
$275.50
average price per square foot
3
average bedrooms
2
average bathrooms