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AHistory
History · Winchester

Winchester dates to 1771, and 39% of its homes were built before 1940

More historic than 94% of U.S. towns · #22 of 155 in Connecticut. What drives it

9 places in town are on the National Register, among them three historic districts with 23 buildings between them. Below: 1 old photo or paper, maps from 1892 on, and the census since 1820.

1771founded
9on the National Register
39%homes built before 1940
1old photo or paper
3famous people
Quick answers

How Winchester began

When was Winchester founded?

1771

Winchester dates its founding to 1771 (Wikidata and Wikipedia’s history agree). The census first counted it in 1820.

First census: 1,601 in 1820255 years

How historic is Winchester?

A

More historic than 94% of U.S. towns, on its age, its old homes and the National Register.

What drives the grade ↓
Founding year: Wikidata; Wikipedia’s history section gives the same year. First post office: 1802.The full story ↓
History grade

What drives Winchester’s History grade

On its age, its old homes and the National Register, Winchester is more historic than 94% of U.S. towns, #22 of 155 in Connecticut. 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 Winchester’s overall grade.
All U.S. towns we grade (21,289)Ahead of 94%
NewerOlder
Connecticut towns of 2,500+ (155)Ahead of 86%

Connecticut towns list more on the Register than most of the country (a typical Connecticut town has 73.3 per 10,000 residents, the U.S. 2.4), so Winchester’s 37.9 sits below most of its state (32% of Connecticut towns have fewer) while its 39 historic buildings outnumber those of 83% 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 (±8.2 points). Two sources give 1771.

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 Winchester’s past

Read from the archive, the National Register and the record. The page puts what stands out first.

★ What stands out · Help out

Start Winchester’s collection

The first neighbors to add old photos shape how Winchester’s history is told.

Decades since 1900 with photos
00s10s20s30s40s50s60s70s80s90s
0 of 10 decades. The empty ones are waiting for someone’s album.
On the map

Winchester on the map, 1892 to 1969

Every edition of the U.S. Geological Survey’s map of Winchester. Tap a year, or press play to watch the town change.

Winchester on the 1892 USGS mapWinchester on the 1956 USGS mapWinchester on the 1969 USGS map1892Winsted sheet · 1:62,500

U.S. Geological Survey historical topographic maps (public domain), via Esri’s collection of the scans. The red ring marks the center of Winchester.

On the National Register

9 listings protect 39 historic buildings

The country’s official list of buildings and places worth saving. Boundary changes and added documentation are counted with their listing.

places listed
9
National Historic Landmarks
0
none yet
historic buildings protected
39
each building in a district counts
first listed
1977
Solomon Rockwell House
All 9 listings

National Park Service, National Register of Historic Places. Photos from Wikimedia Commons, credited on each place’s page.

The story

How Winchester came to be

From Wikipedia’s history of Winchester.

Read it all →

Winchester was incorporated on May 21, 1771, and named after Winchester in England.

Text from Wikipedia, licensed CC BY-SA 4.0.

From the old history books

What they wrote about Winchester in 1873

Passages that mention Winchester, cut from the printed page as they were published.

because I don't think that all of these gentlemen who were born here in Winsted — I don't think one of them — appreciates the privileges he has enjoyed as I appreciate those which have been given to me. I found my wife here. She was born in the town of Winchester and borough of Winsted. And, my fri…
Annals and family records of Winchester, Conn.1873 · page 571Read the page →
Read the text

because I don't think that all of these gentlemen who were born here in Winsted — I don't think one of them — appreciates the privileges he has enjoyed as I appreciate those which have been given to me. I found my wife here. She was born in the town of Winchester and borough of Winsted. And, my friends, it is a thing I have never told before, even privately ; but it was in the town of Winchester, twenty-three years ago, that I, with that tremor which some of you have felt, I am sure, and that sinking of heart, plead with a Winchester girl to take pity upon me. (Laughter.) And she, blushing sweetly, herein the town of Winchester, with great diffidence, consented to share

Text read by machine from the scan; it may contain errors.
The town of Winchester, on the 22d of August, 1868, by a ballot of 366 to 66, voted a subscription of five per cent, on its list, amounting to $116,000, to the stock of the company, and individual citizens of the town made further subscriptions to the amount of $74,900. Winchester was the first tow…
Annals and family records of Winchester, Conn.1873 · page 492Read the page →
Read the text

The town of Winchester, on the 22d of August, 1868, by a ballot of 366 to 66, voted a subscription of five per cent, on its list, amounting to $116,000, to the stock of the company, and individual citizens of the town made further subscriptions to the amount of $74,900. Winchester was the first town on the line to vote on this test question, the result of which was to determine whether the road should be carried through.

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

Winchester, 1771 to 1926

Woven from the archive, old maps, post office records, the National Register and the people born here.

  1. 18th century
  2. 1771
    FoundingWinchester is established
  3. 1777Born herePhineas Miner is born here
  4. 19th century
  5. 1802Post officeThe Winchester post office opens
  6. 1812Born hereMary A. Swift is born here
  7. 1823Post officeThe Winstead post office opens
  8. 1826Post officeThe Winstead post office closes
  9. 1826Post officeThe Winchester Center post office opens
  10. 1859Post officeThe Winchester post office closes
  11. 1892On the mapFirst mapped by the U.S. Geological Survey
  12. 20th century
  13. 1926Born hereJames J. Casey is born here
By decade

Winchester, decade by decade

People over time

Winchester, census by census

02,0004,0006,0008,00010,00012,0001850190019502000Peak: 11,524

Between 1,601 and 11,524 people in every census since 1820.

19 censuses, 1820–2020.

U.S. Census Bureau decennial counts, from the census table on Winchester’s Wikipedia page.

Famous people

3 famous people were born in Winchester

Writers, athletes, leaders and more, ranked by how widely they’re known.

See all →
Places that used to be

Lost post offices, old corners, places now gone and burying grounds

Winchester had its own post office from 1802 to 1859. Another post office, Winstead, opened and closed inside today’s town.

Winchester
1802–1859
Winstead
1823–1826
Winchester Center
1826–today
Winsted
1859–today
18001910today
Hamlets and corners on the map
MoorevilleNelsons CornerWinchester CenterWinsted
Gone or out of use
Hatch Landinglocale
6cemeteries and burying grounds inside Winchester
Danbury QuarterForest ViewHurlbutOld North RoadSaint JosephWinchester

US Post Offices dataset (Blevins & Helbock, CC0). Places and cemeteries from the USGS Geographic Names Information System (2021).

Stories next door

History across the town line

Each neighbor’s History grade, on the same three inputs.

Questions about Winchester’s history

What year was Winchester founded?

In 1771, according to Wikidata and Wikipedia’s history of the town. Winchester’s post office opened in 1802, and the census of 1820 counted 1,601 people here.

How does Winchester rank for history?

Winchester is more historic than 94% of U.S. towns, #22 of 155 in Connecticut. 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 Winchester?

9 listings: 5 buildings, among them the Solomon Rockwell House (listed 1977, the first), 3 historic districts, the Winsted Green Historic District, the Winsted Green National Register Historic District and the Winsted Water Works, with 23 contributing buildings, and 1 structure. 39 historic buildings in all.

How old are the homes in Winchester?

39% of Winchester’s homes were built before 1940 (Census estimate, ±8.2 points), against a typical 15% for a Connecticut town; the median home was built in 1955.

Memory lane

What the archives can’t tell you, neighbors can.

Town Square →
Start a conversation
Sources

Where this page comes from

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), Wikidata (5), the National Register of Historic Places (9), 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), 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.