Shady Side Maryland Real Estate

South of Annapolis is the picturesque small town of Shady Side, where working boats still return with the day’s bounty from the sea.  Nearly every home site enjoys waterfront views and many provide water access.  Ranch-style homes blend with Cape Cods, bungalows, and colonials in charming neighborhoods.  Many residential areas have amenities like a fishing pier, a waterfront playground, and their own swimming beach.  Throughout the area, former fishing villages are transforming into bedroom communities in close proximity to one of the Chesapeake Bay’s largest marinas, Herrington Harbour North.  Local festivities draw South County residents together, from parades to tree-lighting ceremonies.