New York State Route 590

It heads northeast into Brighton and through the remainder of the interchange, passing under the ramp connecting I-490 west to I-590 south, the CSX Transportation-owned Rochester Subdivision, and the ramps from NY 590 south to I-490 in succession before widening to six lanes and turning northward ahead of a diamond interchange with Blossom Road,[4] once designated as NY 286A.

[4] The lone portion of NY 590 within the city of Rochester runs due north–south, acting as a divider between residential neighborhoods to the west and the Irondequoit Creek valley (much of which is part of Ellison Park) to the east.

Here, the freeway turns to the northwest to avoid the area surrounding the intersection of North Winton Road and NY 404 (Empire Boulevard).

The freeway continues onward, separating a large residential area from Irondequoit Bay Park West as it progresses toward a northbound-only exit with Norton Street.

The road has a northbound at-grade intersection with Sunrise Crescent, a private residential street, before meeting Titus Avenue at a roundabout that serves as NY 590's northern terminus.

Past this point, the right-of-way of NY 590 continues north to Culver Road at the Lake Ontario shoreline as a divided two-lane street named Sea Breeze Drive.

[4] This movement was possible prior to the reconstruction of the Can of Worms, as the original connection point between the Sea Breeze Expressway and I-490 was south of the Blossom Road interchange.

[12][13] The remainder of the Sea Breeze Expressway from I-490 to Blossom Road became part of NY 47 c. 1965 following the completion of what is now I-590 from the Can of Worms to Elmwood Avenue.

[23] In late 2006, the Irondeqout Town Board chose a configuration calling for the number of lanes on NY 590 to be reduced to two and for four intersections to be replaced with roundabouts as its "preferred alternative".

Under the plan, the section of NY 590 north of Titus Avenue would be reduced to a two-lane,[25] 45-mile-per-hour (72 km/h)[26] parkway and named "Sea Breeze Drive".

Its signalized intersections with Titus Avenue, Durand Boulevard, and Seneca and Point Pleasant Roads would be converted into roundabouts as part of the reconstruction.

Also, the portion of NY 590 north of Durand Boulevard would be realigned to meet Culver Road at a new intersection farther west along the lakeshore.

The realignment would open up 3 acres (1.2 ha) of waterfront land along the shore of Irondequoit Bay that had previously been occupied by the freeway.

[31] The Titus Avenue roundabout was completed in late 2009,[32][33] while work on the Seneca Road junction was delayed until October 2009[32] due to the proximity of the intersection to the side of the hill overlooking Irondequoit Bay.

[37][38] Following the project's completion, NY 590 was truncated to Titus Avenue and ownership and maintenance of Sea Breeze Drive was transferred to the town of Irondequoit.

Just north of NY 286 on NY 590 northbound in Rochester
The current northern terminus of NY 590 at Titus Avenue
March 2008 photo of the original northern terminus of NY 590 at Culver Road
Sea Breeze Drive at Durand Boulevard