Middletown’s post office opened in 1809, and 11 of its places are on the National Register
More historic than 56% of U.S. towns · #73 of 142 in Kentucky. What drives it
Most of Middletown was built recently: 3% of its homes predate 1940 and the median home dates from 1997. Below: maps from 1951 on and the census since 1870.
Founding year: the first Middletown post office (Blevins & Helbock, CC0).The full story ↓
History grade
What drives Middletown’s History grade
On its age, its old homes and the National Register, Middletown is more historic than 56% of U.S. towns, #73 of 142 in Kentucky. Its age holds the grade up; its share of homes from before 1940 pulls it down.
B
HistoryA character grade: shown, never part of Middletown’s overall grade.
Kentucky towns list more on the Register than most of the country (a typical Kentucky town has 29.9 per 10,000 residents, the U.S. 2.4), so Middletown’s 16.4 sits near the middle of its state (44% of Kentucky towns have fewer) while its 16 historic buildings outnumber those of 78% 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 (±1.9 points) is firm at this size. 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 Middletown’s past
Read from the archive, the National Register and the record. The page puts what stands out first.
The City of Middletown was originally incorporated in 1797 by the Jefferson County Court on 500 acres of land lying on a branch of the forks of Beargrass Creek that originally belonged to Jacob Meyers and Culberth Harrison. Though there is no recorded explanation why the city was named Middletown, it is commonly believed that that name was chosen because the town was in the "middle" of the two older cities of Louisville which was founded June 24, 1778, and Shelbyville, which was founded December 20, 1792. In 1871 the Kentucky General Assembly amended the original charter to increase Middletown's boundaries.
The Middletown post office opened in 1809, the earliest record of the town by name (U.S. post office records).
How does Middletown rank for history?
Middletown is more historic than 56% of U.S. towns, #73 of 142 in Kentucky. 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 Middletown?
11 listings: 11 buildings, among them the Head House (listed 1974, the first). 16 historic buildings in all.
How old are the homes in Middletown?
3% of Middletown’s homes were built before 1940 (Census estimate, ±1.9 points), against a typical 5.9% for a Kentucky town; the median home was built in 1997.
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 (13), Wikidata (5), the National Register of Historic Places (11), 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.