New Windsor dates to 1763, and 8 of its places are on the National Register
More historic than 68% of U.S. towns · #541 of 758 in New York. What drives it
Most of New Windsor was built recently: 5% of its homes predate 1940 and the median home dates from 1979. Below: 5 old photos and papers, maps from 1902 on, and the census since 1790.
Founding year: Wikidata; Wikipedia’s history section gives the same year. First post office: 1803.The full story ↓
History grade
What drives New Windsor’s History grade
On its age, its old homes and the National Register, New Windsor is more historic than 68% of U.S. towns, #541 of 758 in New York. Its age holds the grade up; its share of homes from before 1940 pulls it down.
B+
HistoryA character grade: shown, never part of New Windsor’s overall grade.
New York towns list more on the Register than most of the country (a typical New York town has 12.3 per 10,000 residents, the U.S. 2.4), so New Windsor’s 4.3 sits below most of its state (33% of New York towns have fewer) while its 12 historic buildings outnumber those of 77% of U.S. towns.
How sure. Graded on any two of the three inputs instead, the letter would range from C+ to A−. The pre-1940 share (±1.6 points) is firm at this size. Two sources give 1763.
Founding year: Wikidata (other dates in Quick answers). Homes: Census ACS 2020–24. National Register: National Park Service, May 2026 list; each listing counted once (boundary changes and added documentation belong to their listing), and a historic district counts its contributing buildings. How TownRatings grades history →
What stands out about New Windsor’s past
Read from the archive, the National Register and the record. The page puts what stands out first.
Lost post offices, old corners, places now gone and burying grounds
New Windsor’s post office has been open since 1811. Another post office, Little Britain, opened and closed inside today’s town.
Little Britain
1803–1945
New Windsor
1811–today
Vail Gate
1864–today
Rock Tavern
1915–today
18001910today
Hamlets and corners on the map
Beaver Dam LakeButter Hill EstatesCanterbury EstatesDennistonLittle BritainParadise Mobile Home ParkRock TavernStewart TerraceVails GateVails Gate JunctionWalters Trailer VillageWindsor Crest
Gone or out of use
Bulls SidinglocaleEpiphany Apostolic CollegeschoolLittle Britain Post Officepost officeLittle Britian StationlocaleMount Airy SchoolschoolNew Windsor SchoolschoolSchool Number 7schoolSilver Stream SchoolschoolWhite Schoolschool
3cemeteries and burying grounds inside New Windsor
CalvaryCongregation Agudas IsraelWoodlawn
US Post Offices dataset (Blevins & Helbock, CC0). Places and cemeteries from the USGS Geographic Names Information System (2021).
On the National Register
8 historic places in New Windsor
The country’s official list of buildings and places worth saving. One is a National Historic Landmark, the highest tier.
The region was originally inhabited by the Munsee people, part of the Lenape confederation. The first European settlers were colonists from Scotland who arrived in 1685. New Windsor was founded by the General Assembly of New York on April 5, 1763.
Nothing in the archives for these yearsWeddings on Main Street, storms, parades, school pictures, the old store. If it’s in your family album, it belongs here.
In 1763, according to Wikidata and Wikipedia’s history of the town. New Windsor’s post office opened in 1803, and the first U.S. census counted 1,819 people here in 1790.
How does New Windsor rank for history?
New Windsor is more historic than 68% of U.S. towns, #541 of 758 in New York. The History grade combines the town’s founding era, the share of homes built before 1940 and its National Register listings. It’s a character grade, so it isn’t part of the overall grade. How it works.
What is on the National Register in New Windsor?
8 listings: 7 buildings, among them the Knox Headquarters (a National Historic Landmark since 1972), and 1 site. 12 historic buildings in all.
How old are the homes in New Windsor?
5% of New Windsor’s homes were built before 1940 (Census estimate, ±1.6 points), against a typical 27% for a New York town; the median home was built in 1979.
Founding dates: Wikidata, Wikipedia, the U.S. post office records of Blevins & Helbock (CC0) and the Census. Homes by year built: Census ACS 2020–24. National Register of Historic Places: National Park Service (list of May 22, 2026). Old photos, postcards and papers: Wikimedia Commons, the Library of Congress and other public archives, credited on each item’s page. Maps: U.S. Geological Survey historical topographic maps (via Esri) and Sanborn fire-insurance maps (Library of Congress). History text and census tables: Wikipedia (CC BY-SA 4.0). Places that used to be: USGS Geographic Names Information System (2021).
From Wikimedia Commons (5), Wikidata (1), the National Register of Historic Places (8), Wikipedia, Wikidata and Wikipedia for famous people, U.S. Geological Survey historical maps, U.S. Census counts (via Wikipedia), the US Post Offices dataset (Blevins & Helbock) and the USGS Geographic Names Information System. Archive images are copied here with their credits and licenses, shown on each photo’s page. Refreshed monthly.