The route was shifted southward onto its present alignment through Chili in the late 1950s and cut back to Pittsford c. 1961.

The route heads eastward, following Beaver Road through a sparsely populated area of Chili.

The highway continues onward, partially paralleling Black Creek eastward to an intersection with Archer Road.

[4] As Ballantyne Road, the route progresses northeastward, paralleling Black Creek as it crosses the Rochester and Southern Railroad.

Roughly 0.5 miles (0.8 km) past the railroad crossing, the road curves to the southeast, entering a residential area as it approaches the Genesee River and NY 383 (Scottsville Road), which runs along the river's western bank.

NY 252 connects to the college by way of Lomb Memorial Drive and Lowenthal Road before proceeding eastward into an area of Henrietta dominated by commercial establishments.

The Marketplace Mall and South Town Plaza, the two largest shopping centers in the area, are both located in the vicinity of this intersection.

[4] East of Winton Road, NY 252 narrows to two lanes and enters a highly residential neighborhood.

[5] In November 1955, NY 96 was realigned onto the new Eastern Expressway from Bushnell's Basin to East Rochester.

[6] Its former surface routing between the village of Pittsford and Bushnell's Basin became part of an extended NY 252.

Under the terms of the act, it took effect 90 days after it was signed into law; thus, the maintenance swap officially took place on November 26, 2007.

Mortimer is marked as the intersection of the New York Central Rail Road, West Shore Division, running east and west (between Jefferson Road and Brighton-Henrietta Town Line Road), The Rochester and Mount Morris branch of the Erie Railroad, running to the southwest, and the Rochester spur of the Lehigh Valley Railroad, running to the southeast.

The project, which had been in development for a decade, involved the widening of Jefferson Road from two to four lanes in the vicinity of the intersection, the addition of green arrow signal lights for all left-hand turns, and the installation of sidewalks alongside both Clover Street and Jefferson Road.

[20][23] The portion of NY 252 in Henrietta between Marketplace Drive and Ridgeland Road was widened from four to six lanes as part of a multi-year, $15.6 million project that began in mid-2009.

Phase one of the five-phase project, completed during the second half of 2009, involved the relocation of utility poles and water mains.