7 places in town are on the National Register, among them the Elkanah Watson House, a National Historic Landmark. Below: 3 old photos and papers, maps from 1895 on, and the census since 1820.
From Chesterfield’s archive · credits on each photo
Quick answers
How Chesterfield began
When was Chesterfield founded?
1805
The Chesterfield post office opened in 1805, the earliest record of the town by name. Another post office, Douglass (1890), opened inside today’s town and later closed.
First census: 667 in 18202020 census: 2,476221 years
How historic is Chesterfield?
A−
More historic than 83% of U.S. towns, on its age, its old homes and the National Register.
Founding year: the first Chesterfield post office (Blevins & Helbock, CC0).The full story ↓
History grade
What drives Chesterfield’s History grade
On its age, its old homes and the National Register, Chesterfield is more historic than 83% of U.S. towns. All 3 inputs are above most U.S. towns; its age ranks highest and its National Register listings lowest.
A−
HistoryA character grade: shown, never part of Chesterfield’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 Chesterfield’s 28.1 sits near the middle of its state (60% of New York towns have fewer) while its 7 listings outnumber those of 73% of U.S. towns.
How sure. Graded on any two of the three inputs instead, the letter would still be A−. The pre-1940 share is a Census survey estimate (±5.9 points). The founding year is the first post office, not a stated founding date.
Founding year: the first post office (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 Chesterfield’s past
Read from the archive, the National Register and the record. The page puts what stands out first.
In the eventful year 1802 the town of Chesterfield was formed, being "set off" from the town of Willsborough February 20th, making five towns in Essex County.
Text read by machine from the scan; it may contain errors.
of me for 100 miles was an entire wilderness. I remained in Brookfield until 1802. During that time a settlement commenced in Pleasant Valley, now Elizabethtown, also in the several towns of Chesterfield by Isaac Wright, in Jay by Nathaniel Malery, in Keene by Benjamin Payne, in Schroon by a Judge Pond. All commenced their improvements and progressed rapidly. Our roads were all to make anew. I helped look out the first road that led from Brookfield to the lake, a
Text read by machine from the scan; it may contain errors.
Scans and text from the Internet Archive. Books published in 1930 or earlier, which are in the public domain.
Timeline
Chesterfield, 1805 to 1964
Woven from the archive, old maps, post office records, the National Register and the people born here.
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.
The Chesterfield post office opened in 1805, the earliest record of the town by name (U.S. post office records).
How does Chesterfield rank for history?
Chesterfield is more historic than 83% of U.S. towns. 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 Chesterfield?
7 listings: 4 buildings, among them the Elkanah Watson House (a National Historic Landmark since 1964), and 3 structures.
How old are the homes in Chesterfield?
20% of Chesterfield’s homes were built before 1940 (Census estimate, ±5.9 points), against a typical 27% for a New York town; the median home was built in 1976.
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 (6), the National Register of Historic Places (7), Wikipedia, U.S. Geological Survey historical maps, U.S. Census counts (via Wikipedia), the US Post Offices dataset (Blevins & Helbock), the USGS Geographic Names Information System and old county and town histories (Internet Archive). Archive images are copied here with their credits and licenses, shown on each photo’s page. Refreshed monthly.