At this junction, NY 137 bends north, intersects with a connector road to NY 124 then turns northwest on Stone Hill Road. Stone Hill Road is a two-lane wooded street, and NY 137 proceeds northwest through the town of Pound Ridge past a pond. A short distance later, residences appear along the highway as it climbs westward along Stone Hill.
At this junction, NY 137 shifts direction to the north, crossing over to NY 124 via a connector road and then turning northwest onto Stone Hill Road. Stone Hill Road is a two-lane wooded street, and NY 137 proceeds northwest through Pound Ridge past a pond. Houses start appearing along the highway as it ascends westward alongside Stone Hill.