The district begins on the west side of the road, approximately 0.6 mi (1 km) north of downtown Chappaqua and the Saw Mill River Parkway interchange, at 332 Quaker Road, just opposite Commodore Road.
It follows the south line of that lot, then a line consistent with the west line of that lot through Fair Ridge Cemetery up to 478 Quaker, then turns 100 ft (30 m) to follow the north line and cross the road to take in 485 Quaker.
It turns south at the lot corner to create a corridor 450 feet (140 m) wide with the road at the center south back to 385 Quaker, just north of Chappaqua Mountain Road, where it returns west to the road and continues back to its southern boundary.

The terrain is hilly, forcing the road through some gentle curves as it passes through the district.
Despite the extensive residential development in the area, it is still heavily wooded, with many tall trees shading the houses and few clearings.
Streams in the area drain into the Saw Mill River, which rises in the woods to the east.
Quaker Road climbs approximate 140 feet (43 m) from south to north through the district.

Within this boundary, along a 0.6-mile (1 km) stretch of Quaker, are 33 acres (13 ha) with 30 buildings, half of which are contributing properties.
All of them, whether contributing or not, are wood frame houses of two to three stories with gabled roofs.
Those of more modern construction are sympathetic to their historic neighbors.
Except for the meeting house, all are still used as residences.
In the middle of a small grassy island at the Chappaqua Mountain Road intersection is a rock with a commemorative plaque to the district attached.
The district begins on the west side of the road, approximately 0.6 mi (1 km) north of downtown Chappaqua and the Saw Mill River Parkway interchange, at 332 Quaker Road, just opposite Commodore Road. It follows the south line of that lot, then a line consistent with the west line of that lot through Fair Ridge Cemetery up to 478 Quaker, then turns 100 ft (30 m) to follow the north line and cross the road to take in 485 Quaker. It turns south at the lot corner to create a corridor 450 feet (140 m) wide with the road at the center south back to 385 Quaker, just north of Chappaqua Mountain Road, where it returns west to the road and continues back to its southern boundary.
The terrain is hilly, forcing the road through some gentle curves as it passes through the district. Despite the extensive residential development in the area, it is still heavily wooded, with many tall trees shading the houses and few clearings. Streams in the area drain into the Saw Mill River, which rises in the woods to the east. Quaker Road climbs approximate 140 feet (43 m) from south to north through the district.
Within this boundary, along a 0.6-mile (1 km) stretch of Quaker, are 33 acres (13 ha) with 30 buildings, half of which are contributing properties. All of them, whether contributing or not, are wood frame houses of two to three stories with gabled roofs. Those of more modern construction are sympathetic to their historic neighbors. Except for the meeting house, all are still used as residences. In the middle of a small grassy island at the Chappaqua Mountain Road intersection is a rock with a commemorative plaque to the district attached.
Old Chappaqua Historic District