$329,200
as of Sep 8, 2026
2 Beds
2 Baths
255 Simpson Rd, Monticello, FL 32344
Home Highlights
Single-Family Home
Local Information
- Map ViewExplore the area around 255 Simpson Rd.
- Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
- Shop & Eat
-- mins to
About this House
Wildlife Galore! 2 bedroom, 2 bathroom unique home available on 10 partially cleared acres! This home boasts a large atrium style living area, with an additional flex space, master has an en suite with a large in floor soaking tub. New floors are installed by the owner! There is a workshop on the other side of the carport, and a pole barn back in the woods for additional storage. Lovely screened in porch to enjoy the beautiful property! A short drive from downtown Monticello, and Thomasville.! A security deposit, one month's rent, and an one time $350 admin fee will move you in!!
255 Simpson Rd, Monticello, FL 32344 is a 2 bedroom, 2 bathroom single-family home. More recently, it was listed as a rental in July 2025 with an asking price of $1,245 per month. That rental listing was removed on August 15, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $329,200, with a rent estimate of $2,268/month.
Home Details for 255 Simpson Rd
|
|---|
Property Type / Style Property Type: Single Family Home |
|
|---|
Lease Term: 1 YearAvailable: now |
Comparable Sales for 255 Simpson Rd
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
2.08 | Single-Family Home | $460,000 | 05/22/26 | 4 | 2 | 1,864 sqft | |
2.30 | Single-Family Home | $249,000 | 07/21/26 | 3 | 3 | 1,758 sqft | |
2.30 | Single-Family Home | $249,000 | 07/17/26 | 3 | 2.5 | 1,758 sqft | |
2.26 | Single-Family Home | $415,000 | 06/17/26 | 4 | 3 | 2,690 sqft | |
2.34 | Single-Family Home | $415,000 | 06/15/26 | 3 | 3 | 3,026 sqft | |
2.47 | Single-Family Home | $350,000 | 09/15/25 | 3 | 2 | 2,020 sqft | |
2.91 | Single-Family Home | $25,000 | 06/03/26 | 3 | 2 | 1,632 sqft | |
2.98 | Single-Family Home | $500,000 | 10/24/25 | 3 | 2 | 2,170 sqft | |
3.07 | Single-Family Home | $465,000 | 04/30/26 | 3 | 2 | 1,806 sqft | |
3.12 | Single-Family Home | $505,000 | 08/17/26 | 3 | 2 | 1,890 sqft |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
OFF MARKET
OFF MARKET- OFF MARKET
- OFF MARKET
- OFF MARKET
- OFF MARKET
- OFF MARKET
- OFF MARKET
OFF MARKET
Rental Market Trends in Monticello
Last updated Sep 2026
Trulia Rent Estimate$2,268/mo
Average rent
$1.45K
$136MoM
Available listings
10
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.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
Price and Tax history
| Date | Event | Price |
|---|---|---|
Aug 15, 2025 Source: Zillow Rentals | ListingRemoved | $1,245 |
Jul 25, 2025 Source: Zillow Rentals | Listed For Rent | $1,245 |
| Year | Property tax | Tax assessment |
|---|---|---|
| 2025 | $2,601 | $214,821 |
Home facts updated by county records
Frequently asked questions about 255 Simpson Rd
- What is 255 Simpson Rd estimated to be worth?Trulia's estimated value for 255 Simpson Rd in Monticello, FL is $329,200.
- 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 255 Simpson Rd?The closest schools to 255 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).
Homes for rent near 255 Simpson Rd
- Results are loading
Affordability
TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
- Results are loading