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Surrounded and shaped by water, Dorchester’s rich maritime history, pristine beauty, and tranquil communities have burnished the county’s reputation as the heart – and soul – of Chesapeake Country. Less than two hours from Baltimore, Philadelphia and Washington D.C., and 2-3 hours from Northern Virginia and Philadelphia, Dorchester boasts attractive and affordable housing options. Full-time residents and second home owners enjoy an authentic Eastern Shore lifestyle that appeals to boating enthusiasts, sportsmen, athletes and artists.