The two-lane route heads to the northeast as Moseley Road, a name it retains for the next 4 miles (6 km).

It initially heads uphill through a forested area; however, at Garnsey Road, it turns northward and begins to slowly descend into a part of town dominated by housing tracts.

Past the junction, the route reenters a residential area and temporarily curves to the east to bypass a hill overlooking Ayrault Road.

[3] In Fairport, NY 250 follows South Main Street down a large hill that levels off at the southern edge of the village's business district.

Past this point, the homes begin to get further spaced apart as NY 250 heads northeastward into a rural area of eastern Monroe County.

[3] About 0.3 miles (0.5 km) later, the highway reenters a more populated area that delimits the southern edge of the village of Webster.

Now South Avenue, NY 250 heads north through the densely populated southern half of the community, passing by Spry Middle School on its way into the village center.

The segment north of the Penfield–Webster town line was improved at a cost of just over $103,807 (equivalent to $3.2 million in 2025) and added to the state highway system on October 24, 1913.

Construction on the next section between Liftbridge Lane in Fairport and the Penfield–Webster town line cost roughly $94,140 (equivalent to $2.84 million in 2025).

The section of current NY 250 in Fairport between the southern village line and Liftbridge Lane was never taken over by the state and is village-maintained.