Olive dates to 1740, and 17% of its homes were built before 1940
More historic than 90% of U.S. towns · #261 of 758 in New York. What drives it
5 places in town are on the National Register, among them two historic districts with 16 buildings between them. Below: 4 old photos and papers, maps from 1901 on, and the census since 1830.
Founding year: Wikidata; Wikipedia’s history section gives the same year. First post office: 1832.The full story ↓
History grade
What drives Olive’s History grade
On its age, its old homes and the National Register, Olive is more historic than 90% of U.S. towns, #261 of 758 in New York. All 3 inputs are above most U.S. towns; its age ranks highest and its share of homes from before 1940 lowest.
A
HistoryA character grade: shown, never part of Olive’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 Olive’s 47.0 sits above most of its state (68% of New York towns have fewer) while its 20 historic buildings outnumber those of 79% of U.S. towns.
How sure. Graded on any two of the three inputs instead, the letter would range from A− to A. The pre-1940 share is a Census survey estimate (±5.7 points). Two sources give 1740.
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 Olive’s past
Read from the archive, the National Register and the record. The page puts what stands out first.
The town was settled circa 1740. The town of Olive was established in 1823 from parts of the towns of Hurley, Marbletown, and Shandaken. A limited edition 1973 commemorative plate, shown below, includes this text on the back:
Passages that mention Olive, cut from the printed page as they were published.
History of Ulster County, New York, with illustrations and biographical sketches of its prominent men and pioneers1880Read the page →
Read the text
ning thence norlli two degrees and thirty-six minutes east, two hundred and forty-seven chains, to the north side of the Bondout Kill : then north fifty degrees and four minutes west, to the corner of the town of Olive; then northeasterly and northerly along the hounds of Olive to the town of Hurley : then southeasterly and southerly along the bounds of Hurley to New Paltz.; and then along the hounds of New Paltz southwesterly to the place of beginning." — St-itiilci, vol. i. page 219.
Text read by machine from the scan; it may contain errors.
History of Ulster County, New York, with illustrations and biographical sketches of its prominent men and pioneers1880Read the page →
Read the text
lying within the following bound?, —viz., beginning at a point where the south line of great lot No. 6 of the IlarJenburgh patent intersects the town of Rochester, anil running thence along the said line to the corner of the town of Olive; thence alODg the line of tiie towns of Olive and Shandaken to the centre of groat lot No. 7, in the Hardenburgh patent; thcnco along a line as run by 'William Cockburn in the year one thousaud seven hundred and eighty-four, north fifty-one degrees forty minutes west about fourteen and a half miles, to the
Text read by machine from the scan; it may contain errors.
The history of Ulster County, New York1907 · page 324Read the page →
Read the text
The town of Olive was formed from Marbletown, Shandaken and Hurley, April 15, 1823. A part was annexed to Woodstock and a part of Woodstock annexed to Olive in 1853.
Text read by machine from the scan; it may contain errors.
The history of Ulster County, New York1907 · page 242Read the page →
Read the text
the town of Hardenbergh was taken off, which left the boundaries about as follows: On the northeast by the town of Shandaken, on the southeast by the towns of Olive and Rochester, on the southwest by the town of Wawarsing and Sullivan County, and on the northeast by the town of Hardenbergh. It contains 64,050 acres of land.
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
Olive, 1740 to 2000
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.
In 1740, according to Wikidata and Wikipedia’s history of the town. Olive’s post office opened in 1832, and the census of 1830 counted 1,636 people here.
How does Olive rank for history?
Olive is more historic than 90% of U.S. towns, #261 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 Olive?
5 listings: 2 buildings, among them the Olive and Hurley Old School Baptist Church (listed 1998, the first), 2 historic districts, the Ashokan Field Campus Historic District and the Al Held House and Studio, with 16 contributing buildings, and 1 structure. 20 historic buildings in all.
How old are the homes in Olive?
17% of Olive’s homes were built before 1940 (Census estimate, ±5.7 points), against a typical 27% for a New York town; the median home was built in 1975.
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 (5), 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.