From here, the right-of-way continues west for a short distance as Pratt Boulevard (CR 243) to Brewster Street and Glen Cove Avenue.

NY 107 proceeds north on Hicksville Road as a two-lane commercial street through Massapequa, passing west of Fairfield Elementary School as it enters a residential section of town.

A short distance later, the route enters a junction with Stewart Avenue (CR 35) in front of the Plainedge Shopping Center.

Now known as Hicksville–Massapequa Road, NY 107 crosses into the town of Hempstead and enters an at-grade interchange with the northern terminus of North Wantagh Avenue (CR 189).

The route enters the Hicksville section of Oyster Bay as a four-lane commercial boulevard, becoming a divided highway once again at Gerald Avenue.

Passing east of Broadway Mall, the route became a six-lane boulevard through the Jericho Gardens section of Oyster Bay.

After that, the route crosses South Marginal Road at-grade, then entering exit 41, a cloverleaf interchange with the Long Island Expressway (I-495).

[3] NY 107 leaves East Birchwood on Cedar Swamp Road, passing south of Jericho Middle School as it winds northwest as a four-lane residential boulevard.

Now in the Brookville section, the route condenses to a two-lane residential street, passing south of the Tam O Shatner Country Club as it winds west.

The route makes a short bend to the northwest at Hoaglands Lane, winding north Old Brookville into an interchange with the Glen Cove Arterial Highway (NY 900B).

Along this stretch, NY 107 crosses under the Long Island Rail Road's Oyster Bay Branch, just west of the Glen Street station.

[11] A study by the New York State Department of Transportation suggested the highway would connect to one of two proposed bridges to Rye across Long Island Sound.