NY 52 leaves Dairyland, crossing southeast through Wawarsing into the residential hamlet of Greenfield Park and past Windsor Lake, the source of the West Branch of the Beer Kill, which it follows to Ellenville. East of the lake, the route bends northeastward for two more miles, crossing through some dense woods between steep hillsides and paralleling Old Greenfield Road. Both roads soon bend northward, as the woods recede to more residences. As the West Branch drains into the main Beer Kill, just outside Ellenville, NY 52 reaches a junction with CR 53 (Briggs Street).