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AHistory
History · Monticello

Monticello’s post office opened in 1827, and 17% of its homes were built before 1940

More historic than 89% of U.S. towns · #7 of 638 in Florida. What drives it

9 places in town are on the National Register, among them a historic district with 41 buildings. Below: 5 old photos and papers, maps from 1884 on, and the census since 1850.

1827first post office
9on the National Register
17%homes built before 1940
5old photos & papers
12famous people
From Monticello’s archive · credits on each photo
Quick answers

How Monticello began

When was Monticello founded?

1827

The Monticello post office opened in 1827, the earliest record of the town by name.

First census: 329 in 18502020 census: 2,589199 years

How historic is Monticello?

A

More historic than 89% of U.S. towns, on its age, its old homes and the National Register.

What drives the grade ↓
Founding year: the first Monticello post office (Blevins & Helbock, CC0).The full story ↓
History grade

What drives Monticello’s History grade

On its age, its old homes and the National Register, Monticello is more historic than 89% of U.S. towns, #7 of 638 in Florida. All 3 inputs are above most U.S. towns; its National Register listings ranks highest and its share of homes from before 1940 lowest.

A
HistoryA character grade: shown, never part of Monticello’s overall grade.
All U.S. towns we grade (21,289)Ahead of 89%
NewerOlder
Florida towns of 2,500+ (638)#7 of 638

Few Florida towns list much on the Register (a typical Florida town has 0.0 per 10,000 residents, the U.S. 2.4), so Monticello’s 192 sits above most of its state (96% of Florida towns have fewer) while its 51 historic buildings outnumber those of 85% 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 (±8.0 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 Monticello’s past

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

★ What stands out · Every building

Monticello, building by building, 1884–1922

Fire insurance maps drew every building, what it was made of and what it was used for, so insurers could price the risk of fire. Pick a year, then a sheet.

Monticello fire insurance map, 1884, sheet 11884Sheet 1 of 2
Edition
BrickWoodStone

Sanborn Map Company, via the Library of Congress. Editions published in 1930 or earlier, which are in the public domain.

On the National Register

9 listings protect 51 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
51
each building in a district counts
first listed
1972
Wirick-Simmons 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 Monticello came to be

From Wikipedia’s history of Monticello.

Read it all →

The City of Monticello was first settled in 1827, while it was still part of the Florida Territory, and was officially incorporated as a municipality in 1859, 15 years after Florida was already admitted into the Union as a U.S. state.

The Perkins Opera House is a 19th-century mercantile building adapted for use as a theater. It regularly hosts musical performances and theater productions. The first-floor ballroom also holds receptions.

Text from Wikipedia, licensed CC BY-SA 4.0.

Timeline

Monticello, 1827 to 1963

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

  1. 19th century
  2. 1827Post officeThe Monticello post office opens
  3. 1845Born hereBenjamin E. Russell is born here
  4. 1850In the archivePortrait of Mauma Mollie
  5. 1852BuiltMonticello High School is built
  6. 1853Born hereWilliam Bailey Lamar is born here
  7. 1865In the archiveSelling a freedman to pay his fine
  8. 1870In the archiveView of men sitting on ox cart, Monticello, Florida
  9. 1872BuiltDenham-Lacy House is built
  10. 20th century
  11. 1913In the archiveEloise Morris with dog and fawn
  12. 1915Born hereColin Kelly is born here
  13. 1936BuiltOld Howard Academy is built
  14. 1950Born hereGene McKinney is born here
  15. 1963On the mapFirst mapped by the U.S. Geological Survey
By decade

Monticello, decade by decade

4 decades in the archive, from the 1850s to the 1910s. Scroll each row; tap a photo for its story.

1920s–1990snothing yet
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.
Add from your album
On the map

Monticello on the map, 1963 to 1981

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

Monticello on the 1963 USGS mapMonticello on the 1981 USGS map1963Monticello sheet · 1:24,000

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

Then & now

Stand where they stood

No then-and-now pairs yet. Take a photo from the same spot as an old one and they appear here side by side.

Portrait of Mauma Mollie
Retake this viewPortrait of Mauma Mollie, 1850

Find the spot, match the angle, and add your photo. It becomes the first then-and-now pair on Monticello’s page.

Retake this view · +15
People over time

Monticello, census by census

05001,0001,5002,0002,5003,0001850190019502000Peak: 2,994

Between 329 and 2,994 people in every census since 1850.

17 censuses, 1850–2020.

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

Famous people

12 famous people were born in Monticello

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

See all →
Places that used to be

Old corners and burying grounds

Monticello’s post office has been open since 1827.

Hamlets and corners on the map
Fourth Street Trailer Park
1cemetery inside Monticello
Roseland

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

Help out

Finish Monticello’s story

Most archives stop around 1920. The photos from after that are in family albums, not libraries.

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

Questions about Monticello’s history

What year was Monticello founded?

The Monticello post office opened in 1827, the earliest record of the town by name (U.S. post office records).

How does Monticello rank for history?

Monticello is more historic than 89% of U.S. towns, #7 of 638 in Florida. 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 Monticello?

9 listings: 8 buildings, among them the Wirick-Simmons House (listed 1972, the first), and 1 historic district, the Monticello Historic District, with 41 contributing buildings. 51 historic buildings in all.

How old are the homes in Monticello?

17% of Monticello’s homes were built before 1940 (Census estimate, ±8.0 points), against a typical 0.6% for a Florida town; the median home was built in 1976.

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 (3), the Library of Congress (2), Wikidata (1), 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 Sanborn fire insurance maps (Library of Congress). Archive images are copied here with their credits and licenses, shown on each photo’s page. Refreshed monthly.