55 Simpson Rd, Monticello, FL 32344
OFF MARKET

$163,400

Trulia Estimate
  • 2 Beds
  • 1 Bath
  • 1,170 sqft (on 3.50 acres)

55 Simpson Rd, Monticello, FL 32344

Est. Refi. Payment $1,115/mo*
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Home Value

Trulia Estimate
$163K
Since last month
Decreased$1K (-0.6%)
Since last year
Increased$14K (+9.6%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +74% in the last 10 years
MonthEstimated value
2026
August 2026$164K
August 2026$163K
July 2026$165K
June 2026$173K
May 2026$175K
April 2026$159K
March 2026$164K
February 2026$160K
January 2026$153K
2025
2024
2023
2022
2021
2020
2019
2018
2017

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
4235 N Jefferson St, Monticello, FL
1.99
Single-Family Home
$460,000
05/22/26
4
2
1,864
259 Barnes Rd, Monticello, FL
2.40
Single-Family Home
$350,000
09/15/25
3
2
2,020
3827 N Jefferson Hwy, Monticello, FL
2.13
Single-Family Home
$415,000
06/17/26
4
3
2,690
3827 N Jefferson St, Monticello, FL
2.21
Single-Family Home
$415,000
06/15/26
3
3
3,026
3905 N Jefferson St, Monticello, FL
2.18
Single-Family Home
$249,000
07/21/26
3
3
1,758
3905 N Jefferson Hwy, Monticello, FL
2.18
Single-Family Home
$249,000
07/17/26
3
2.5
1,758
632 Tecumseh Rd, Monticello, FL
2.69
Single-Family Home
$25,000
06/03/26
3
2
1,632
282 Long Leaf Dr, Monticello, FL
2.86
Single-Family Home
$500,000
10/24/25
3
2
2,170
376 Tecumseh Rd, Monticello, FL
2.79
Single-Family Home
$450,000
10/15/25
4
3
2,076
2436 N Jefferson St, Monticello, FL
3.11
Single-Family Home
$165,000
02/27/26
3
2
2,390

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
5370 Lake Rd, Monticello, FL 32344
0.90
$669,400
3
2
3,440
Off Market
5698 Lake Rd, Monticello, FL 32344
1.10
$556,000
4
4
2,950
Off Market
1051 Old Lloyd Rd, Monticello, FL 32344
5.92
$599,400
3
2
1,824
Off Market
1113 Old Lloyd Rd, Monticello, FL 32344
6.03
$593,000
4
3
2,834
Off Market
63 Sutton Rd, Monticello, FL 32344
5.89
$267,400
3
2
240
Off Market
4776 Lake Rd, Monticello, FL 32344
0.19
-
3
-
2,589
Off Market
255 Simpson Rd, Monticello, FL 32344
0.25
$329,200
2
2
-
Off Market
128 Turtle Run Rd, Monticello, FL 32344
5.38
$420,500
3
3
2,257
Off Market
2358 Lloyd Creek Rd, Monticello, FL 32344
12.42
$350,100
3
2
1,798
Off Market
77 Dianas Ln, Monticello, FL 32344
12.74
$244,700
3
2
2,544
Off Market

Local Information

  • Map ViewExplore the area around 55 Simpson Rd.
  • Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1965
3.5 acre lot
1,170 sqft
$140/sqft

About this House

This single-family home is located at 55 Simpson Rd, Monticello, FL. 55 Simpson Rd is in Monticello, FL and in ZIP code 32344. This property has 2 bedrooms, 1 bathroom and approximately 1,170 sqft of floor space. This property has a lot size of 3.50 acres and was built in 1965.
55 Simpson Rd, Monticello, FL 32344 is a 2 bedroom, 1 bathroom, 1,170 sqft single-family home built in 1965. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $163,400, with a rent estimate of $1,395/month.

Home Details for 55 Simpson Rd

Interior Features

Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood
Heating & Cooling
Air ConditioningCooling System: Wall

Exterior Features

Exterior Home Features
Roof: MetalExterior: Other

Property Information

Year Built
Year Built: 1965
Property Type / Style
Property Type: Single Family Home

Community

Units in Building: 1

Lot Information

Lot Area: 3.50 acres

Price and Tax history

YearProperty taxTax assessment
2025
$739
$109,578
Home facts updated by county records

Market trends in Monticello

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
51
3MoM

Around this home

What Locals Say about Monticello

At least 17 Trulia users voted on each feature.

  • 100 % Say yards are well-kept

  • 91 % Say parking is easy

  • 85 % Say car is needed

  • 73 % Say kids play outside

  • 73 % Say it's quiet

  • 71 % Say people would walk alone at night

  • 67 % Say there's holiday spirit

  • 65 % Say there's wildlife

  • 60 % Say it's dog friendly

  • 59 % Say they plan to stay for at least 5 years

  • 57 % Say streets are well-lit

  • 56 % Say it's walkable to grocery stores

  • 51 % Say neighbors are friendly

  • 50 % Say it's walkable to restaurants

  • 39 % Say there are sidewalks

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Trulia User
    "All animals are welcome.everyone has dogs, cats, horses,cows and sheep’s. Very lovely neighborhood and neighbors."
    0
    Flag
  • Chris S.
    "Very good community. That cares about their county. It’s a good commuters town for several counties. "
    0
    Flag
  • Hatorgus48
    "No traffic lights in the county. City of Monticello is very walkable. A number of very good and eclectic restaurants in town. "
    0
    Flag
  • Bridget A.
    "I’ve worked in this town since the end of 2003. We finally were able to relocate here about 9 months ago. It’s a lovely little town with lots going for it. Lovely little shops, restaurant, farmers market, art gallery and an opera house."
    1
    Flag
  • Manypalms
    "My area is beautiful , away from hustle and bustle! Lots are large with room for outdoor activities! Neighbors are nice too! "
    0
    Flag
  • estates2us
    "This area does not have much in the way of nigiht life. It is a good area to retire in. You have to drive into Thomasville to find stores and restaurants in abundance. It is average in looks for an older neighborhood. There is not much to do here."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 55 Simpson Rd

  • What is 55 Simpson Rd estimated to be worth?
    Trulia's estimated value for 55 Simpson Rd in Monticello, FL is $163,400.
  • Is Monticello a buyer's or seller's market?
    Monticello is currently a balanced market, based on recent for-sale activity.
  • What do residents say about Monticello?
    Residents describe Monticello, FL as well-kept, easy to park in, and quiet. Most residents say you need a car. See recently sold homes in Monticello, FL.
  • What are the closest schools to 55 Simpson Rd?
    The closest schools to 55 Simpson Rd in Monticello, FL are Babies/Tap (Middle/High), Jefferson K-12 School (K-12, rated 3/10), Jefferson Virtual Instruction Program (Elementary/Middle/High).
  • Does 55 Simpson Rd have air conditioning?
    Yes, 55 Simpson Rd in Monticello, FL has air conditioning.
  • How big is the lot at 55 Simpson Rd?
    The lot at 55 Simpson Rd in Monticello, FL is about 3.5 acres.

Apartments for Rent

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