The Woodlawn Cultural Landscape Historic District includes Woodlawn, George Washington's Gristmill, the Pope-Leighey House, Woodlawn Baptist Church Cemetery, Woodlawn Quaker Meetinghouse, Grand View, the Otis Tufton Mason House, the Sharpe Stable Complex, and Woodlawn United Methodist Church Cemetery. The district represents many preservation strategies, struggles, and compromises. No resource in the district remains as originally built. The Woodlawn Quaker Meetinghouse has an early addition, and various owners and tenants altered Woodlawn, Grand View, and the Otis Tufton Mason House to suit their tastes or contemporary living. The Pope-Leighey House and the Otis Tufton Mason House were moved from their original locations to preserve them, though their original settings were lost. George Washington's Gristmill is a 1933 reconstruction of a mill that was in disrepair by 1850. The current sanctuary accompanying Woodlawn Baptist Church Cemetery replaced the original 1872 church in 1970. Woodlawn United Methodist Church Cemetery remains active and intact, although its 1880s sanctuary was lost to Fort Belvoir land acquisitions during World War II. This network of interrelated buildings and sites has survived and collectively mirrors the evolution of Northern Virginia's cultural landscape from large agricultural estates to modern developments of smaller, privately owned properties, while the district's different preservation strategies form a microcosm of the constantly evolving field of historic preservation.