| Port Washington Boulevard Sergeant James J. Regan Memorial Boulevard | ||||
Map of northern Nassau County with NY 101 highlighted in red | ||||
| Route information | ||||
| Maintained byNYSDOT | ||||
| Length | 3.58 mi[1] (5.76 km) | |||
| Existed | c. 1931[2][3]–present | |||
| Major junctions | ||||
| South end | ||||
| North end | Astor Lane inSands Point | |||
| Location | ||||
| Country | United States | |||
| State | New York | |||
| Counties | Nassau | |||
| Highway system | ||||
| ||||

New York State Route 101 (NY 101) is a 3.58-mile (5.76 km) longstate highway in northwesternNassau County, New York, in the United States. It runs north–south asPort Washington Boulevard fromNY 25A inFlower Hill, west ofRoslyn and east ofManhasset, to Astor Lane inSands Point. It becomesCounty Route 101 (CR 101) south along Searingtown Road to Shelter Rock Road (CR 8) and becomes Middle Neck Road (CR D55) north of Astor Lane, continuing north and west to a dead end at theLong Island Sound as the unsignedCounty Route D55 (CR D55).
NY 101 was assignedc. 1931 while the county route continuations were assigned in 1959. CR 101 was initially signed; however, signage for the route was removed in 1973. In the 1960s, a proposal was made to construct anexpressway, known as theWestern Nassau Expressway. This expressway would have extended fromNY 27 to NY 101 and utilized the NY 101 corridor north of NY 25A. The proposal was shelved in the 1970s.
CR 101 begins at an intersection with Shelter Rock Road (CR 8) and Herricks Road nearHerricks High School. The route heads eastward as Searingtown Road, passing to the south of the high school and to the north of a small pond. One block east of Herricks Road, CR 101 intersects with Old Searingtown Road, a former alignment of the current CR 101 alignment. At this point, the highway curves to the northeast and passes through a small area of trees nestled amongst a large, residential area borderingWilliston Park. Old Searingtown Road rejoins CR 101 at the northern edge of the forested area.[4]
The route continues north, serving as the boundary betweenSearingtown andAlbertson as it proceeds past side streets lined by homes. AtI.U. Willets Road, CR 101 serves theHenry Viscardi School and enters Searingtown. Just inside of the community, CR 101 intersects Hilldale Drive and Dogwood Road, two local streets connecting toHerricks Middle School. The route continues on through Searingtown into the village ofNorth Hills, where the homes give way to trees as it turns to the northeast and passes under theNorthern State Parkway. A short distance after the Northern Parkway overpass, CR 101 meets theLong Island Expressway (Interstate 495) by way of Nassau Boulevard—the southern service road—and North Service Road.[4]

North of the Long Island Expressway, CR 101 passes byChristopher Morley Park to the east and residential neighborhoods to the west. Past the park, CR 101 enters an area with more residential development as it begins to run along the western boundary ofRoslyn Estates and the eastern edge ofManhasset. The homes give way to commercial developments as the highway approachesFlower Hill andNY 25A (Northern Boulevard). Searingtown Road becomes Port Washington Boulevard and CR 101 becomes NY 101 upon intersecting NY 25A.[4]
Historically, Searingtown Road was known as Searington–Flower Hill Road.[5]
NY 101 continues north from NY 25A as a four-lane, undivided highway, passing homes, businesses, and small patches of trees situated near the junction with NY 25A. At an intersection withPark Avenue North, NY 101 becomes adivided highway with two lanes in each direction. The highway continues north through Flower Hill toSt. Francis Hospital, where it curves to the northwest to serve the center of Flower Hill. Here, NY 101 passes east of theFlower Hill Village Park and west of theNorth Hempstead Country Club, before curving back to the north and enteringPort Washington.[4]
In Port Washington, NY 101 passesNassau Knolls Cemetery and narrows to become a four-lane undivided highway as it enters the center of the hamlet. It proceeds north–south through downtown, passing several blocks of commercial buildings andPaul D. Schreiber Senior High School ahead of a junction with Main Street. North of this point, the surroundings of NY 101 become more residential as the route narrows to two lanes and passes into the village ofSands Point. NY 101 ends shortly afterward at an intersection with Astor Lane, at which point Port Washington Boulevard is continued by Middle Neck Road and designated as CR 101.[4]

North of Astor Lane, the road becomes Middle Neck Road (CR D55) and heads northward, passing local residences and local commercial buildings to the west and theVillage Club of Sands Point to the east. North of the club, the highway curves to the northwest and becomes surrounded by several blocks of residential homes to the southwest and patches of trees to the northeast as it heads deeper into the village.[6]
From this point west to the highway's end onLong Island Sound, CR D55 follows a mostly east–west alignment through Sands Point. Along this last stretch, the route passes to the south of theSands Point Preserve and north pastSands Point Golf Club as the surroundings around the route become increasingly forested and undeveloped. At Tibbits Lane, the route turns to the northwest and continues to the road's end at a dead end on the southern shore of Long Island Sound.[6]
In the1930 renumbering of state highways in New York, several of the routes assigned during the 1920s were renumbered or modified. At the same time, hundreds of state-maintained highways that did not yet have a route number were assigned one.[7] One of these highways was Port Washington Boulevard, a roadway connectingNY 25A (Northern Boulevard) inFlower Hill to Astor Lane inSands Point, which was designated as NY 101 by the following year.[2][3][8] Shortly after being designated as NY 101, the road was widened to 30 feet (9.1 m).[8][9]
In the late 1950s, theNew York State Department of Public Works modernized NY 101 in a $1,690,000 (1958USD) improvement project.[10][11][12] This project, which began in early 1957, saw the widening of Port Washington Boulevard – most notably the 1.5-mile (2.4 km) part running through Flower Hill, and was carried out by a private firm contracted by the Department of Public Works. Many people residing in Flower Hill and other surrounding communities were concerned by these improvements, in part due to the number of trees that were removed to accommodate the widened roadway, and the fact that the state did not immediately commit to replanting greenery and restoring the landscape.[11][12] The state also did not immediately compensate the Village of Flower Hill for the property acquired through eminent domain, and the grades of several intersections in Flower Hill being engineered to have unusually steep angles, with the intersecting, residential roads being significantly lower than the improved Port Washington Boulevard.[11][12] Furthermore, the roadway was also cited by local residents and officials as being engineered to carry traffic at speeds significantly higher than Flower Hill's then-standard, 30-mph (48 km/h) speed limit.[10]
These issues prompted Harold S. Shouse, the Mayor of Flower Hill, to cite the road as being "poorly engineered", and that the "road has been engineered for 70-mph and the present speed limit is 30-mph."[10][11]
The state ultimately pledged to restore the landscaping and announced that they would adjust the grade of the intersections if prompted to do so by Flower Hill's officials.[11]
In 1959, theNassau County Department of Public Works created a numbered highway system as part of their "Master Plan" for the county highway system. This plan marked CR 101 along its current alignment.[13]
In 1963, roughly a decade after the cancellation of theFreeport–Roslyn Expressway, the New York State Department of Public Works proposed a new expressway, known as the Western Nassau Expressway.[14] This expressway would have extended fromSunrise Highway (NY 27) inValley Stream north to an intersection with Middle Neck Road (then-CR 101) in Sands Point.[15] Part of the route would use modern NY 101 and the right-of-way of an abandonedLong Island Rail Road line.[15] In 1971, several proposed crossings of theLong Island Sound were studied. One crossing, a bridge connecting Sands Point toNew Rochelle inWestchester County, may have become a northward extension of the highway if it was constructed.[16] By 1971, though, hopes had begun to fade on the highway's prospects of becoming reality. Even if construction had begun in that year, the highway would not be open to traffic until 1975. The project was eventually shelved.[14]
Since 2005, the traffic counts contained within the annualNew York State Department of Transportation (NYSDOT) Traffic Data Report have indicated that the northern terminus of NY 101 is at an intersection with Beacon Hill Road.[17] However, other documents produced by NYSDOT, such as their official description of routes in New York, give the highway's northern terminus as Astors [sic] Lane.[18]
In 2014, as part of a project to improve electricity transmission in the area,PSEG Long Island erecteda new power line between Great Neck and Port Washington.[19][20] The routing follows Port Washington Boulevard through the area, and was controversial due to the height of the poles.[19][20]
In November 2017, the portion of NY 101 between Northern Boulevard and Crabapple Road was dedicated and renamed toSergeant James J. Regan Memorial Boulevard, after the late U.S. Army Ranger Sergeant James J. Regan, in efforts made byNew York State Senator Elaine Phillips.[21] Regan, aPurple Heart recipient from Manhasset, was killed on active duty in Northern Iraq on February 9, 2007, when the vehicle that he was in was targeted by anIED.[21]
Starting in 2019, after several years of complaints from local and state officials, and from residents of communities along the route, NYSDOT repaved the entirety of Port Washington Boulevard from Northern Boulevard to Harbor Road. This project was completed in 2020.[22]
The entire route is inNassau County.
| Location | mi [1][23][24] | km | Destinations | Notes | |
|---|---|---|---|---|---|
| Herricks–Searingtown line | 0.00 | 0.00 | Shelter Rock Road / Herricks Road (CR 8) –Manhasset | ||
| North Hills | 1.50 | 2.41 | Exit 36 on I-495 | ||
| Manhasset–Roslyn Estates– Munsey Park–Flower Hill quadripoint | 4.70 0.00 | 7.56 0.00 | Route transition between CR 101 and NY 101; southern terminus of NY 101 | ||
| Flower Hill | 0.53 | 0.85 | Middle Neck Road andSt. Francis Hospital entrance | Access to St. Francis Hospital | |
| 1.11 | 1.79 | Bonnie Heights Road and Country Club Drive | |||
| 1.28 | 2.06 | Stonytown Road | |||
| Port Washington | 1.9 | 3.1 | Salem Lane | ||
| 2.72 | 4.38 | Beacon Hill Road (CR 15) and Main Street | |||
| Sands Point | 3.58 0.00 | 5.76 0.00 | Harbor Road (CR D07) and Astor Lane | Route transition between NY 101 and CR D55; northern terminus of NY 101 | |
| 2.80 | 4.51 | Lighthouse Road | Northern terminus of CR D55; dead end atLong Island Sound shore | ||
1.000 mi = 1.609 km; 1.000 km = 0.621 mi
| |||||
Middle Neck Road in Flower Hill in 2022. | |
| Type | Major Collector |
|---|---|
| Owner | Village of Flower Hill |
| Maintained by | Flower Hill Department of Public Works |
| Length | 0.53 mi (0.85 km) |
| Restrictions | No commercial vehicles over 2 tons |
| South end | Northern Boulevard (NY 25A) |
| North end | Port Washington Boulevard (NY 101) |
Middle Neck Road is a major, 0.53-mile (0.9 km) road in theIncorporated Village ofFlower Hill,New York. It connectsNY 25A to its south and NY 101 to its north.[6][25]
This portion of Middle Neck Road was formerly designated as CR 101A – and later as the southern segment of CR D55, in tandem with the northern, disconnected segment of Middle Neck Road in the Incorporated Village of Sands Point.[6]
When numbered as CR 101A, the route was a spur of CR 101 in name only, as it never connected to CR 101.[13]
The road is classified as amajor collector roadway by theNew York State Department of Transportation and is eligible for federal aid.[26]
Middle Neck Road begins at an intersection with Northern Boulevard (NY 25A) and The Locusts.[26] From this intersection, Middle Neck Road continues towards the north along a mostly straightright-of-way, eventually reaching its southern intersection with Greenway.[26]
From its southern intersection with Greenway, the road continues towards the north for a short distance before bending slightly to the northwest, continuing in that general direction and soon intersecting Woodland Road, thence reaching another intersection with Greenway, and thence with Cherrywood Lane. Middle Neck Road then continues in the same direction, and it soon reaches its northern terminus at Port Washington Boulevard (NY 101).[26]
In the early 20th century, the Port Washington Line of theNew York & North Shore Traction Company ran along Middle Neck Road. The system's Roslyn Trolley Yard was located at the southern end of the road. The trolley operated between the 1900s and 1920s.[25][27][28]
In 2022, the Incorporated Village of Flower Hill took ownership of Middle Neck Road in a deal with Nassau County; the village acquired the road for $1.[29]
The entire route is inNassau County.
| Location | mi[30] | km | Destinations | Notes | |
|---|---|---|---|---|---|
| Flower Hill–Roslyn Estates line | 0.00 | 0.00 | Southern terminus; roadway continues south as The Locusts, through Roslyn Estates | ||
| Flower Hill | 0.27 | 0.43 | Greenway | One-way westbound | |
| 0.53 | 0.85 | Northern terminus; access to St. Francis Hospital | |||
| 1.000 mi = 1.609 km; 1.000 km = 0.621 mi | |||||