Montauk Highway

Montauk Highway was planned as the southernmost all-weather road on Long Island. It began in Jamaica, the county seat of Queens County and an important railroad junction located in the east-central part of the county. Montauk Highway was routed in a southeasterly direction toward the Atlantic Ocean coastline of Long Island, turning in an east-northeasterly direction in current Nassau County to more or less parallel the shore through Suffolk County, ending at Montauk Point, the easternmost point of land on the South Fork of the island. As an all-weather road, Montauk Highway has rarely been breached by even serious storms; however, portions in the Hamptons were flooded out by the New England Hurricane of 1938.

The current road is no longer a single route-designated road. In Queens, it is a city street known as Merrick Boulevard. Through Nassau County, it is a two-to-four lane highway with traffic lights known as Merrick Road. This name is derived from the community of Merrick, through which the road passes. As such, the Montauk Highway name now applies to the section that lies within Suffolk County.

Montauk Highway and Merrick Road were designated as NY 27 from the New York City line to Amagansett in the mid-1920s.[4][5] From East Patchogue to Brookhaven, NY 27 followed South Country Road instead, which was part of Montauk Highway at the time.[5][6] The NY 27 designation was extended eastward along Montauk Highway to Montauk Point by 1930.[7] On February 24, 1930, South Country Road was added to the Suffolk County highway system as CR 36.[8] NY 27 and Montauk Highway were realigned to directly connect East Patchogue and Brookhaven via North Bellport.[9]

NY 27 was realigned west of Oakdale c. 1931 to follow Sunrise Boulevard (the predecessor to Sunrise Highway), a new, parallel highway to Merrick Road and Montauk Highway between the New York City line and Massapequa and several local roads from Massapequa to Montauk Highway at Oakdale. The former routing of NY 27 on Montauk Highway from Massapequa to Oakdale became NY 27A, which connected to NY 27 in Massapequa by way of County Line Road.[10][11] NY 27A was extended eastward along Montauk Highway to Patchogue in the early 1950s, after NY 27 was realigned to follow a new highway between Oakdale and Patchogue.[12][13] A limited-access highway extension of NY 27 to Shirley opened to traffic in the late 1950s, at which time NY 27A was extended eastward along NY 27's former routing to meet NY 27 in Shirley.[14][15]

Construction on a new alignment for NY 27 between NY 24 in Hampton Bays and Montauk Highway near Water Mill began by 1961 and was completed around 1962. The section of Montauk Highway between the two locations became part of NY 27A, even though it did not connect to any other part of the route.[16][17] An extension of the Patchogue–Shirley limited-access highway to the vicinity of Eastport was completed as a realignment of NY 27 by 1964, allowing NY 27A to be extended once more along Montauk Highway.[18] NY 27A was also extended east to Hampton Bays at this time, connecting to the segment of NY 27A between Hampton Bays and Water Mill and creating an overlap with NY 27.[19]

Ownership and maintenance of Montauk Highway between Oakdale and the town of Southampton was gradually transferred from the state of New York to Suffolk County during the 1960s and 1970s. The portion from the Patchogue village line east to NY 24 in Hampton Bays was turned over to the county on October 6, 1966, while the segment between NY 24 and Knoll Road was given to Suffolk County on February 15, 1968. This section of Montauk Highway became CR 80,[8] a route 32.50 miles (52.30 km) in length.[2] The CR 80 designation was previously used for the Nesconset–Port Jefferson Highway, a road acquired by the New York State Department of Transportation (NYSDOT) and designated NY 347 in 1966.

Although most of Montauk Highway between Patchogue and the village of Southampton was now maintained by the county, NY 27A continued to follow the road eastward to NY 27 northeast of Southampton.[19] It was finally cut back to its current eastern terminus in Oakdale on March 29, 1972, after ownership and maintenance of Montauk Highway between Oakdale and CR 19 in Patchogue was transferred from the state to the county. The new 8.24-mile (13.26 km) county road was redesignated CR 85,[2][8] a number used for the Smithtown Bypass until 1966, when that road was transferred to NYSDOT and designated NY 347. A 2.85-mile (4.59 km) section of Montauk Highway between Knoll Road to the west village line of Southampton at Tuckahoe Lane was retained by the state of New York and designated NY 900W, an unsigned reference route.[1][20]

Between the east end of CR 98 and the vicinity of the west end of CR 71, the Suffolk County Department of Public Works had once planned to widen the road from two lanes to four lanes.

Over the years, Montauk Highway has been realigned in several locations. The former segments are now known by another name or as Old Montauk Highway, notably at Theodore Roosevelt County Park east of Montauk, where new Montauk Highway heads northeast through Montauk Point State Park while Old Montauk Highway heads east as a narrow hilly road next to the shoreline. Other significant realignments include the aforementioned rerouting between East Patchogue and Brookhaven and another in the vicinity of Eastport, where CR 71 (Old Country Road) was part of Montauk Highway between the current road and Eastport–Manor Road (CR 55). From there, Montauk Highway turned south along CR 55 to reconnect to its modern routing.[8] Another former section is located between Montauk Beach and Montauk, where the modern road was altered to bypass the former to the north. The old road breaks from the current highway inside Hither Hills State Park and heads through Montauk Beach before rejoining the highway between South Dearborn Place and Second House Road.

Many smaller sections also exist:

• Great River: a segment split in two broken as a result of the Oakdale Merge, both used to access fishing areas in Connetquot River State Park: Bubble Falls[21] and Rattlesnake Brook[22][23]
• Sayville: Amy Drive to Old Broadway Avenue[24]
• Brookhaven: in front of a private residence near Yaphank Avenue
• South Haven: Old South Country Road[25]
• Mastic: Old Montauk Highway from Washington Avenue to Mastic Road[26]
• Moriches: from Barnes Road on the East Lake of the Forge River to an undetermined location
• Center Moriches: private road east of Old Neck Road leading to houses north of the LIRR Montauk Branch.[27]
• East Moriches: Camp Paquatuck to Mill Pond Lane.[28]
• Speonk: Old Montauk Highway in the vicinity of Mill Road[29]
• Water Mill: Old Country Road[30]
• Wainscott: Old Montauk Highway in the vicinity of Wainscott Stone Road[31][32]
• Amagansett: Skimhampton Road and Further Lane as well as Old Montauk Highway connected by a now-abandoned segment of Old Montauk Highway that ran parallel to Bluff Road[33]
• Napeague: Cranberry Hole Road (unsigned CR 33) and Napeague Meadow Road.
• Montauk: two segments of Old Montauk Highway, including one in Camp Hero State Park[34][35]