New York State Route 27
NY 27 highlighted in red, service roads NY 906C and NY 906D in blue, and former routings maintained as reference routes in pink
Route information
Maintained by NYSDOT, NYCDOT and Suffolk County
Length	120.58 mi[1] (194.05 km)
Existed	mid-1920s[2][3]–present
Major junctions
West end	I-278 in Greenwood Heights
Major intersections	Belt Parkway in Howard Beach I-678 / NY 878 in South Ozone Park Belt Parkway in Laurelton Meadowbrook State Parkway in Freeport Wantagh State Parkway in Wantagh NY 135 in Seaford Robert Moses Causeway in West Islip CR 17 / Heckscher State Parkway in Islip Terrace NY 454 / CR 97 in Bayport NY 24 in Hampton Bays
East end	Montauk Point State Park in Montauk
Location
Country	United States
State	New York
Counties	Kings, Queens, Nassau, Suffolk
Highway system
New York Highways Interstate US State Reference Parkways
← NY 26B → NY 27A

New York State Route 27 (NY 27) is a 120.58-mile (194.05 km) long state highway that runs east–west from Interstate 278 (I-278) in the New York City borough of Brooklyn to Montauk Point State Park on Long Island, New York. Its two most prominent components are Sunrise Highway and Montauk Highway, the latter of which includes the Montauk Point State Parkway. NY 27 acts as the primary east–west highway on southern Long Island east of the interchange with the Heckscher State Parkway in Islip Terrace. The entire route in Suffolk, Nassau, and Queens counties were designated by the New York State Senate as the POW/MIA Memorial Highway. The highway gives access to every town on the South Shore. NY 27 is the easternmost state route in the state of New York, as well as the longest highway on Long Island.

Except for a short stretch in Oakdale, NY 27 has service roads that parallel the highway continuously from North Lindenhurst to Patchogue, and intermittently to the east into Southampton. They are officially designated, but not signed, as New York State Route 906C eastbound and New York State Route 906D westbound.

NY 27 begins at exit 24 of I-278 (the Gowanus Expressway) in the borough of Brooklyn in New York City. For the first stretch through Brooklyn, NY 27 runs along the Prospect Expressway — a sunken six-lane freeway through the Park Slope and Windsor Terrace neighborhoods — providing interchanges with Fourth Avenue, Seventh Avenue, and 11th Avenue. At exit 5, eastbound NY 27 leaves the Prospect Expressway; the highway interchanges with Ocean and Fort Hamilton Parkways before ending a short distance to the south at exit 6 and Church Avenue.^[4] Eastbound NY 27 follows East 5th Street to Caton Avenue; westbound NY 27 leaves Caton Avenue at Coney Island Avenue, then follows Church Avenue to the Prospect Expressway.^[5]

NY 27 runs along Caton Avenue near the south end of Prospect Park in Flatbush. A short distance east, the street merges into Linden Boulevard, crossing eastward through Brooklyn on Linden. NY 27 passes east through East Flatbush and reaches a large intersection with Kings Highway and Remsen Avenue, where it expands into a six-lane boulevard through Brooklyn with frontage roads. East of East 96th Street, NY 27 intersects Rockaway Parkway and then travels under the BMT Canarsie Line, winding through New Lots before turning northeast. After crossing under a nearby subway yard, the boulevard passes through the City Line neighborhood. Near the junction with Ruby Street, NY 27 enters the borough of Queens, but retains the Linden Boulevard name.^[4]

Continuing northeast through Queens, NY 27 and Linden Boulevard enter Ozone Park and reach an interchange with Conduit Avenue, where Linden Boulevard ends. NY 27 then continues eastward along the divided Conduit Avenues. This portion of the route becomes a controlled access highway, coterminous with the western portion of Nassau Expressway (NY 878) starting at Cross Bay Boulevard until Aqueduct Road.^[6] (When constructed, the portion from Linden Boulevard until what is now Aqueduct Road, was designated Sunrise Highway. This is not to be confused with present Sunrise Highway, which is at the other end of Queens. Sunrise became Conduit at 111th Street, which no longer exists, but is approximately where Aqueduct Road currently crosses over Route 27.)^[7][8]

When the Nassau Expressway splits off, NY 27 continues east along Conduit Avenue and remains a frontage road for multiple exits of the Belt Parkway. The route interchanges with I-678 (the Van Wyck Expressway) a short distance later.^[4]

NY 27 remains a frontage road entering Springfield Gardens, crossing multiple exits of the Belt Parkway until entering Laurelton. In Laurelton, the Belt Parkway turns northward while NY 27 continues eastbound as South Conduit Avenue and westbound as Sunrise Highway, but stays a seven-lane divided boulevard (four eastbound and three westbound). The route crosses Francis Lewis Boulevard and south of the Rosedale Long Island Rail Road station; just east of Hook Creek Boulevard, NY 27 enters Nassau County and becomes the Sunrise Highway.^[4]

Sunrise Highway begins as a six to eight-lane arterial road in eastern Queens, directly paralleling the Atlantic and Montauk branches of the Long Island Rail Road. It heads east into Nassau County, passing through Valley Stream, Lynbrook, and Rockville Centre on its way to Merrick. There it connects to the Meadowbrook State Parkway by way of an interchange. NY 27 continues to Wantagh, where it has an interchange with the Wantagh State Parkway. One mile (1.6 km) later, the highway has an interchange with NY 135 in Seaford. In East Massapequa, NY 27 passes under the LIRR and ends its stretch through Nassau.

NY 27 then enters Suffolk County, where it veers to the northeast, bypassing Copiague. At the interchange with NY 109 in West Babylon, Sunrise Highway becomes a six-lane freeway with a two-lane service road on either side. The route then meets the Robert Moses Causeway near West Islip. In East Patchogue, New York, the highway is reduced to a four-lane freeway after passing the NY 112 exit.

Between County Route 16 (CR 16) in Brookhaven and CR 46 in Shirley, the median is lined with pine trees along South Haven County Park. The setting along these roads is similar to the one on the Southern State Parkway west of Belmont Lake State Park. The last exit with a state highway is near Hampton Bays, where it meets NY 24.

East of NY 24, Sunrise Highway crosses over the Shinnecock Canal and has one last eastbound exit before merging with CR 39. It changes names to North Highway, a four-lane surface road more commonly known as Southampton Bypass. The highway continues east near toward village of Southampton before ending at an intersection with Montauk Highway. NY 27 turns east at that junction, following Montauk Highway toward Water Mill and points east.

The section of Montauk Highway over which NY 27 runs is two lanes wide, with the exception of the four-lane sections in the village of East Hampton. This section of NY 27 is concurrent with New York State Bicycle Route 27. NY 27 heads generally northeastward to East Hampton village where it becomes Woods Lane, and later, Main Street. It has an intersection with the southern end of NY 114 before entering downtown. After passing Newtown Lane and North Main Street, NY 27's name changes to Pantigo Road, as it passes an eponymous historic district, listed on the National Register of Historic Places.^[9]

In the hamlet of Amagansett, NY 27's name changes back to Main Street, again returning to the Montauk Highway name. The road becomes Montauk Point State Parkway as it enters Hither Hills State Park in Napeague. The parkway, a Robert Moses-designed highway, carries NY 27 to its eastern terminus at Montauk Point State Park, on the east side of Montauk. The final 10 miles (16 kilometers) of NY 27 is known as Montauk Point State Parkway.

NY 27's designation was assigned in the mid-1920s to a road extending from the New York City line to Amagansett.^[2][3] It began at the point where Merrick Road exited Queens and entered Nassau County. It mostly followed Merrick Road and Montauk Highway east to Amagansett. From East Patchogue to Brookhaven, NY 27 followed South Country Road, passing through the downtown section of the village of Bellport.^[3][10] The NY 27 designation was extended eastward along Montauk Highway to Montauk Point by 1930.^[11]

On February 24, 1930, South Country Road was added to the Suffolk County highway system as CR 36.^[12] NY 27 was subsequently realigned to follow Montauk Highway between East Patchogue and Brookhaven.^[13]

NY 27 was realigned west of Oakdale c. 1931 to follow Sunrise Boulevard, a new highway parallel to Merrick Road, and then Montauk Highway, between the New York City line and Massapequa connecting several local roads from Massapequa to Montauk Highway at Oakdale. The former routing of NY 27 from Massapequa to Oakdale became NY 27A, connecting to NY 27 in Massapequa by way of County Line Road.^[14][15]

Sunrise Boulevard was extended eastward to Oakdale c. 1934 as a realignment of NY 27.^[16][17] One portion of NY 27's former route between NY 27A in Massapequa and the Suffolk County line is known as Old Sunrise Highway, and remains state-maintained to this day as NY 900D, an unsigned reference route.^[18]

Sunrise Highway was built over the Brooklyn Waterworks aqueduct, past the south side of Aqueduct Racetrack.^[19]

In December 1934, the route was extended westward into New York City. NY 27 followed Sunrise Highway, Linden Boulevard, and Flatbush Avenue through Queens and Brooklyn to the Manhattan Bridge, where it continued into Manhattan along Canal Street to a terminus at 6th Avenue (then-U.S. Route 1A and later NY 1A).^[20]

The route was realigned slightly in the early 1940s to follow Atlantic and Washington Avenues, Eastern Parkway, Buffalo Avenue, and Rockaway Avenue between Flatbush Avenue and Linden Boulevard.^[21][22] NY 27 was again altered in the mid-1960s to continue west on Linden Boulevard, Caton Avenue, and Church Avenue to the south end of the Prospect Expressway. There, the route turned north, following the freeway to its end at the Gowanus Expressway (then-NY 27A), where NY 27A now ends.^[23][24] The Prospect Expressway was planned by Robert Moses, and was constructed during the 1950s.

Prior to 1970, NY 27A continued north to the Holland Tunnel in Manhattan by way of the Gowanus Expressway, the Brooklyn–Battery Tunnel, and the West Side Elevated Highway.^[23] On January 1, 1970, NY 27A was truncated eastward to its current western terminus in Massapequa while NY 27 was extended northward along NY 27A's former route to the Holland Tunnel, where it ends at I-78 and NY 9A.^[25]

By 1973, NY 27 was cut back to its interchange with the Gowanus Expressway while I-478 was assigned to both the Battery Tunnel and all of the West Side Elevated Highway south of the Lincoln Tunnel.^[26][27]

Robert Moses developed plans for an elevated freeway featuring 10 to 12 lanes along Sunrise Highway through Nassau County. This freeway would have provided a truck link for the South Shore of Long Island but the downtown villages along the route effectively put a stop to the idea.^[28]

The portion of Sunrise Highway between North Lindenhurst and East Patchogue was gradually upgraded to a freeway from the late 1960s until the late 1990s, while the portion between East Patchogue and Shinnecock Hills was built as one from the start, and not upgraded from a surface road like the North Lindenhurst to East Patchogue segment was. The freeway portion of Sunrise Highway between North Lindenhurst and Shinnecock Hills was completed in full in 1998.^[29] At the east end of NY 27 the highway abruptly became a three-lane highway east of the Shinnecock Canal, at the point where NY 27 is concurrent with CR 39. This area was known as the "Shinnecock Squeeze" as traffic on the two-lane eastbound NY 27 was "squeezed" into a single lane.

In 2006 and 2007 Suffolk County and Southampton officials began using traffic cones to adjust the lanes to accommodate peak travel in what was called the "traffic cone program".^[30]

At the end of summer 2007, another eastbound lane was added, heading eastward to North Sea Road. The construction snarled traffic on CR 39. The Long Island Rail Road added three trains each way between Speonk and East Hampton during the construction.^[31] In April 2008, the three-lane segment from North Sea Road to Flying Point Road was reconfigured from one eastbound and two westbound lanes to two eastbound and one westbound lane. The merge from two lanes to one in the eastbound direction is now assisted by a signalized intersection at Flying Point Road, where eastbound NY 27 traffic makes a left turn onto Montauk Highway.^[32] This widening project eliminates the "Shinnecock Squeeze."^[33]

The first proposals for an extension east of the Shinnecock Canal were made in the 1950s. In 1969, the New York Legislature approved a $160 million plan for the extension. It was a limited-access route, flanked by bicycle and equestrian trails. The eastbound and westbound roadways were to be separated by wide wooded medians. For the most part, the road was to run a mile or two north of existing NY 27, thus avoiding the populated centers through which it now passes. The extended Sunrise Highway would have had interchanges with CR 38 (North Sea Road) and CR 39 (County Road), CR 79 (Bridgehampton–Sag Harbor Road), NY 114 (East Hampton–Sag Harbor Turnpike), CR 40 (Three Mile Harbor Road), and CR 45 (Amagansett–Springs Road) before merging back into the existing Montauk Highway. The exits would have been sequentially numbered from 67 to 72. The plan failed, and Governor Hugh Carey canceled it in 1975. Other suggestions have included building a limited-access road on either side of Long Island Rail Road's Montauk Branch.

As Sunrise Highway was upgraded during the 1970s and 1980s many interchanges were redesigned and replaced. The original interchange with the Robert Moses Causeway in West Islip had two parkway-style arch bridges over two lanes of NY 27. When the service roads were built in Western Islip Township between 1969 and 1972, parkway-style bridges were added for them as well. The interchanges at Fifth Ave and Brentwood Road in Bay Shore had parkway-style arch bridges and cloverleaves. When the service roads were added, the parkway-style bridges were demolished and new ultilitarian structures built in their place. The original cloverleaves were also rebuilt to align with the new service roads.

As with interchanges to the west, Islip Avenue (NY 111) and Carleton Avenue (CR 17) in Islip Terrace originally had parkway-style bridges crossing over Sunrise Highway. However, only Islip Ave had a partial cloverleaf on the west side of the bridge. The eastern side of the bridge used side streets for access, as did both sides of the Carleton Ave bridge. This section of Sunrise Highway wasn't divided. Since 1983, both areas have more modern bridges over the service roads, and the old cross streets connect to those service roads or other side roads instead. Islip Avenue connects to NY 27 at exit 45 while Carleton Avenue meets the Sunrise Highway at exit 46.^[34]

Besides the replacement of interchanges in Western Suffolk County, Sunrise Highway has had proposed interchanges and crossings that were either never built or were built according to alternate design specifications.

In the North Lindenhurst area, plans to construct a cloverleaf interchange with CR 2 (Straight Path) in Copiague have existed for some time. In recent years, planners have realized that such an interchange would be too close to the cloverleafs with CR 47 (Great Neck Road) to the west and CR 3 (Wellwood Road) to the east. To further complicate matters, a widened CR 28 was extended to Sunrise Highway near the Straight Path intersection in the late-1980s. To date, no interchange has been built for this area.

The Oakdale Merge is a convergence of Sunrise Highway and Montauk Highway between Great River and Oakdale abutting the southern edge of Connetquot River State Park. The Montauk Highway predates the Sunrise Highway in the area. When Sunrise Highway was extended east of Amityville in 1940, it terminated at Montauk Highway's entrance to Connetquot River State Park.^[35]

In 1953, Sunrise Highway was extended to East Patchogue; a 0.5 mi (0.80 km) overlap of NY 27 and NY 27A was created, with at-grade intersections connecting the highways.^[36] A segment of this alignment remains south of the eastern interchange.^[37]

NY 27A was truncated east of the overlap in 1972.^[12] Plans to upgrade the interchange have existed since its creation.

During the early-1960s, the Suffolk County Department of Public Works considered designating a county highway to connect Nicolls Road in Lake Grove through the Long Island MacArthur Airport, then on to the east end of the merge. As recently as 1981, the New York State Department of Transportation planned to add service roads and a proper interchange at both ends of the merge.^[38] Pressure from environmental groups seeking to avoid damaging the parkland stalled construction. NYSDOT eventually reconstructed Sunrise Highway in eastern Islip township into a freeway during the 1990s, resulting in the present configuration.

The entrance to Connetquot River Park remained as an at-grade intersection, accessible only from the westbound lane. Former segments of Montauk Highway now exist on both sides of the interchange, and sections of both roads were converted into fishing areas owned by the New York State Department of Environmental Conservation.^[37] Numerous accidents occurred at the east end of the merge, resulting in its reconstruction in 1999. A new off-ramp to the service road for Pond Road was built, resulting in renumbering of exit 47 to exit 46A.^[39]

While none of the interchanges north of Patchogue were built until 1988 to 1993, the New York State Department of Transportation (NYSDOT) had known the need for them and had planned them decades before their eventual construction. As an example, Waverly Avenue (CR 19) was originally proposed as a cloverleaf interchange. Today, exit 52 with CR 19 is a diamond interchange instead.^[40][41] North Ocean Avenue (CR 83) was originally proposed to be accessible via connecting ramps to side streets including Austin Street along the eastbound lane and Sinn Street along the westbound lane. Today, exit 53A is a half-diamond interchange while Austin Street and Howard Street are now dead-end streets, and Sinn Street never reached North Ocean Avenue.

Maple Avenue had crossed the median on NY 27 between North Ocean Avenue and NY 112 until 1975. This road could also have been used as a connecting ramp to both roads. Today, the north section only intersects the westbound service road, while the south section was converted into a dead-end street north of Austin Street. NY 112 was originally proposed to be accessible via connecting ramps to side streets such as Franklin Street along the eastbound lane and an extension of Sinn Street along the westbound lane.^[40]

Sinn Street was acquired by NYSDOT east of NY 112 in the early-1960s, and was gradually abandoned.^[41] Today, exit 53 is a diamond interchange, and Sinn Street, Austin Street, and Franklin Street are now dead-end streets. Originally there were proposals to connect Washington Avenue and Phyllis Drive via ramps to side streets such as Franklin Street along the eastbound lane, and to an extension of Sinn Street along the westbound lane.

Phyllis Drive was once part of NY 27 until Sunrise Highway was extended to Eastport in 1957.^[41] Today, both roads are only accessible via the service roads. Some residents are waiting for a potential pedestrian bridge connecting the two ends of Washington Avenue.^{[citation needed]}

West of the Carmans River near Southaven County Park in South Haven, there was a plan to combine the eastbound service road with Montauk Highway, similar to the Oakdale Merge.

NY 27A (17.31 miles or 27.86 kilometres) is an alternate route of NY 27 across southern Long Island from Massapequa Park to Oakdale, accessing Babylon and Islip.^[1] It was designated NY 27A c. 1931.^[14][15]

County	Location	mi[1]	km	Exit	Destinations	Notes
Brooklyn	Greenwood Heights	0.00	0.00	–	I-278 east (Brooklyn-Queens Expressway) to Hugh L. Carey Tunnel (I-478 north) – Queens, Bronx, Manhattan	Western terminus; exit 24 on I-278
		0.01	0.016	1	Hamilton Avenue	Westbound exit only
	South Slope	0.24	0.39	2	3rd Avenue / 4th Avenue to I-278 west (Brooklyn-Queens Expressway) – Staten Island	Westbound exit and eastbound entrance
		0.61	0.98	3	7th Avenue / 8th Avenue	Westbound exit and eastbound entrance
	Windsor Terrace	0.91	1.46	4	NY 27 Truck east (10th Avenue) / 11th Avenue	Eastbound exit and westbound entrance
		1.45	2.33	5	NY 27 east / Fort Hamilton Parkway	NY 27 leaves the freeway eastbound
	Kensington	1.76	2.83	6	Church Avenue / Ocean Parkway – Coney Island	NY 27 joins the freeway westbound
				Eastern end of freeway section
Queens	Howard Beach				Conduit Avenue west to Atlantic Avenue	Interchange; no eastbound exit; site of formerly proposed Bushwick Expressway
					Cross Bay Boulevard – Riis Park	Interchange
		9.03	14.53		Belt Parkway – Verrazano Bridge, Eastern Long Island	Same-directional access only; no eastbound entrance; exit 17W on Belt Parkway
	South Ozone Park				NY 878 east (Nassau Expressway) to I-678 (Van Wyck Expressway) – Kennedy Airport	Interchange; eastbound exit and westbound entrance; western terminus of NY 878
					Lefferts Boulevard – Aqueduct Racetrack, Long-Term Parking	Eastbound interchange; westbound at-grade intersection
		11.51	18.52		I-678 (Van Wyck Expressway) – Kennedy Airport, Whitestone Bridge, Bronx	No eastbound exit; exit 1 on I-678
					150th Street – Kennedy Airport	Eastbound interchange; westbound at-grade intersection
					JFK Expressway south – Kennedy Airport	Interchange; westbound exit and eastbound entrance
	Laurelton	14.71	23.67		Belt Parkway – Verrazano Bridge, Eastern Long Island	Same-directional access only; no eastbound exit; exits 23B-A on Belt Parkway
Nassau	Rockville Centre				Merrick Road	Interchange; same-directional access only
	Freeport	23.89	38.45		Meadowbrook State Parkway – Mineola, Jones Beach	Exits M8E-W on Meadowbrook Parkway
	Wantagh	26.73	43.02		Wantagh State Parkway – Westbury, Jones Beach	Exits W5E-W on Wantagh State Parkway
	Seaford	27.93	44.95		NY 135 north (Seaford–Oyster Bay Expressway) – Syosset	Exits 2E-W on NY 135
	Massapequa	28.83	46.40		NY 107 (Hicksville Road)
	East Massapequa	31.04	49.95		NY 27A east (Old Sunrise Highway)	Western terminus of NY 27A
Suffolk	Amityville	32.07	51.61		NY 110 – Amityville, Huntington	Interchange
	Copiague–North Amityville line	32.94	53.01		CR 47 (Great Neck Road) – Copiague, Farmingdale	Interchange
	North Lindenhurst	34.17	54.99		CR 3 (Wellwood Avenue) – Lindenhurst, Melville	Interchange
	North Lindenhurst–West Babylon line	35.32	56.84	Western end of freeway section
				37	NY 109 (Babylon-Farmingdale Road) – Babylon, Farmingdale	Exit number not signed eastbound
	West Babylon	36.45	58.66	38	Little East Neck Road / Belmont Avenue
		36.93	59.43	39	Hubbards Path
	North Babylon–West Islip line	38.26	61.57	40	NY 231 (Babylon-Northport Expressway) – Babylon, Huntington
	West Islip–Bay Shore line	39.75	63.97	41	Robert Moses Causeway to Southern State Parkway – Robert Moses Park	Exits RM1E-W on Robert Moses Causeway
	Brightwaters			42	Manor Lane	Westbound exit and eastbound entrance
	Bay Shore	41.13	66.19	43	CR 13 (Fifth Avenue) – Bay Shore, Brentwood
		42.40	68.24	44	Brentwood Road – Brentwood, Bay Shore
	Community of Islip	44.06	70.91	45	NY 111 (Islip Avenue) – Islip, Smithtown
	East Islip–Islip Terrace line	45.74	73.61	46	CR 17 (Carleton Avenue) / Heckscher State Parkway – East Islip, Heckscher Park, New York	Signed for CR 17 eastbound, Heckscher Parkway westbound; exits 44W-E on Heckscher State Parkway
	Great River–North Great River line	47.41	76.30	46A	NY 27A west / CR 85 east (Montauk Highway) – Oakdale, Great River	Eastbound exit only; eastern terminus of NY 27A; western terminus of CR 85
	Oakdale–Bohemia line			47	Pond Road south	Eastbound exit only
				47A	Oakdale–Bohemia Road – Bohemia, Oakdale	Eastbound exit and westbound entrance
	Oakdale–Bohemia– Sayville tripoint	50.16	80.72	48	Locust Avenue – Bohemia, Oakdale
	Sayville–Bohemia line	51.06	82.17	49	CR 93 (Lakeland Avenue) / Johnson Avenue – Ronkonkoma, Sayville, MacArthur Airport	No westbound access to Johnson Avenue
				50A	Johnson Avenue – Sayville, Bohemia, MacArthur Airport	Westbound exit only; former CR 112
	Sayville–Bohemia– Holbrook tripoint			50	Lincoln Avenue – Ronkonkoma, Sayville	No westbound entrance
	Bayport–Holbrook line	52.44	84.39	51	NY 454 west / CR 97 (Nicolls Road) – Blue Point, Stony Brook, Commack, MacArthur Airport	No eastbound access to NY 454; eastern terminus of NY 454
	North Patchogue	54.07	87.02	52	CR 19 (Waverly Avenue) – Holbrook, Patchogue
		54.82	88.22	52A	CR 83 north (North Ocean Avenue) – Farmingville, Patchogue	Eastbound exit and westbound entrance; southern terminus of CR 83
	North Patchogue–East Patchogue line	55.31	89.01	53	NY 112 – Port Jefferson, Patchogue
	East Patchogue	56.72	91.28	54	Hospital Road – Patchogue	Serves Long Island Community Hospital
	East Patchogue–North Bellport line	57.48	92.51	55	CR 101 – Patchogue, Yaphank
	North Bellport	58.42	94.02	56	Station Road – Bellport, Yaphank
	Brookhaven–North Bellport– Yaphank tripoint	60.47	97.32	57	CR 16 west (Horseblock Road) / CR 21 (Yaphank Avenue) / CR 56 east – Brookhaven, Yaphank	Eastbound exit and westbound entrance; signed as exits 57S (south) and 57N (north/west); CR 56 not signed
					CR 16 (Horseblock Road) / CR 21 north (Yaphank Avenue) / CR 56 east – Brookhaven, Yaphank	Westbound exit and eastbound entrance; signed as exits 57S (CR 16 east) and 57N (north/west); CR 21/CR 56 not signed
	Shirley	62.65	100.83	58	CR 46 (William Floyd Parkway) / CR 56 west – Shirley, Wading River	Signed as exits 58S (south) and 58N (north); CR 56 not signed
	Center Moriches–Manorville line	66.35	106.78	59	Wading River Road – Wading River, Center Moriches	Former CR 25
		67.28	108.28	60	Railroad Avenue – Center Moriches, Manorville	Westbound exit and eastbound entrance
	East Moriches–Manorville– Eastport tripoint	69.60	112.01	61	CR 51 – East Moriches, Riverhead, Eastport	No westbound exit
	Eastport–Northampton line	70.96	114.20	62	CR 111 north – Manorville	Originally planned as a cloverleaf interchange with collector/distributor roads
	Westhampton–Northampton– Flanders tripoint	75.47	121.46	63	CR 31 – Westhampton Beach, Riverhead	Signed as exits 63S (south) and 63N (north); serves Francis S. Gabreski Airport
	East Quogue–Flanders line	76.95	123.84	64	CR 104 – Quogue, East Quogue, Riverhead	Signed as exits 64S (south) and 64N (north); former NY 113
	Hampton Bays	81.15	130.60	65	NY 24 north / CR 80 – Hampton Bays, Riverhead	Signed as exits 65S (CR 80) and 65N (NY 24); southern terminus of NY 24
		82.94	133.48	66	North Road (CR 39) – Shinnecock Hills	Quarter-cloverleaf interchanges
	Shinnecock Hills			–	North Road (CR 39 west) – Hampton Bays	Westbound exit only; western terminus of concurrency with CR 39
				Eastern end of freeway section
	Tuckahoe				CR 52 north – North Sea, Sag Harbor	Southern terminus of CR 52
	Village of Southampton				CR 38 north (North Sea Road) – North Sea, Southampton	Southern terminus of CR 38
				CR 39 becomes CR 39A
		89.68	144.33		Montauk Highway / Flying Point Road – Southampton CR 39A ends	Eastern terminus of CR 39A
	Bridgehampton				CR 79 north – Sag Harbor, Shelter Island	Southern terminus of CR 79
	Village of East Hampton	100.17	161.21		NY 114 north – Sag Harbor, Shelter Island	Southern terminus of NY 114
	Montauk	120.58	194.05		Montauk Point State Park	Eastern terminus
1.000 mi = 1.609 km; 1.000 km = 0.621 mi       Concurrency terminus       Incomplete access       Route transition

• New York State Route 27 at Alps' Roads • New York Routes
• The traffic circle at the eastern terminus of NY 27 at Montauk Point
• NYC Roads article on NY 27
• NY 27 (Greater New York Roads)
• Oakdale Merge @ Empire State Roads.com
• NYCroads.com – Prospect Expressway (NY 27)
• NYSDOT – Gowanus Project