Andrew Mackie House

Circa 1756, the Andrew Mackie House stands among the oldest surviving residences in historic Smithfield, offering an extraordinary blend of Colonial-era craftsmanship, waterfront scenery, and refined modern living. Built by Scottish immigrant and early Smithfield settler Andrew Mackie as a three-level mercantile storehouse before being converted into the family residence, the home and its original builder are deeply tied to the town’s earliest history and to Revolutionary War privateer Captain John Sinclair, whose story is documented in Alleged Pirate. Expanded over generations—including an 1820 addition with formal dining room and servant quarters, a late-19th-century modernization, and a thoughtfully designed 1990s expansion overlooking Little Creek—the residence reflects more than 250 years of architectural evolution and careful stewardship.

Set on approximately one-half acre adjacent to Windsor Castle Park and overlooking the tidal marshes of Little Creek, the 4,400-square-foot home offers four bedrooms, three-and-a-half baths, two full kitchens, and an exceptional balance of historic character and modern comfort. Original wide-plank floors, exposed hand-hewn beams, preserved lower-level brickwork, and eight fireplaces evoke the home’s 18th-century origins, while updated systems and low-maintenance materials provide the conveniences expected of a luxury residence. Three balconies overlook English gardens designed for effortless beauty, and expansive marsh views create a peaceful retreat just steps from downtown Smithfield’s restaurants, boutiques, breweries, and marina. Flexible living spaces, a Special Use Permit, and separate kitchen arrangements present opportunities for multi-generational living, guest accommodations, elegant entertaining, or boutique hospitality use. Rarely does a home of this age, provenance, and condition become available in one of Virginia’s most charming and walkable historic waterfront towns.