4081 Gamble Rd, Monticello, FL 32344
Property image
Property image
UNDER CONTRACT
5 ACRES

$337,000

  • 4 Beds
  • 2 Baths
  • 2,162 sqft (on 5 acres)

4081 Gamble Rd, Monticello, FL 32344

Est. Mortgage $2,266/mo*
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We estimate this home will sell faster than 100% nearby.

Home Highlights

Single-Family Home
Built in 2005
5 acre lot
$156/sqft
2 Carport Spaces

Local Information

  • Map ViewExplore the area around 4081 Gamble Rd.
  • Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

About this House

What's unique:Brand-new roofStorage shedVersatile bonus spaceNestled among mature treesTwo-car carportLong secluded driveway
Escape to your own private 5-acre retreat! A long, secluded driveway leads to this charming cottage-style 4-bedroom, 2-bath home surrounded by the natural beauty of North Florida. Enjoy the peace and privacy you've been dreaming of with no HOA and no flood insurance required. The thoughtfully designed floor plan features a spacious primary suite and two additional bedrooms on the main level, while upstairs offers a fourth bedroom and an oversized flex room—perfect as a 5th bedroom, home office, playroom, or home gym. The primary suite includes a walk-in closet, double vanity, garden tub, and separate shower. A brand-new roof, two-car carport, and storage shed add to the home's appeal, while the peaceful setting feels worlds away from it all. Yet you're less than 2 miles from I-10 and only 15 minutes from the shops, restaurants, and historic charm of downtown Monticello. If you've been searching for privacy, space, and the freedom to enjoy country living without sacrificing convenience, this is the one.
Last check for updates: about 2 hours ago
Listing courtesy of Alisa McMahon, (850) 510-3961
Bluewater Realty Group
Source: TBR, MLS#402551
Also Listed on TBR.
We estimate this home will sell faster than 100% nearby.

Home Details for 4081 Gamble Rd

Interior Features

Interior Details
Number of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Dining Room, Family Room, Kitchen, Living Room, Other
Beds & Baths
Number of Bedrooms: 4Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2162 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Oven, Range, RefrigeratorDishwasherRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central Air,Ceiling Fan(s),ElectricHas HeatingHeating Fuel: Central
Fireplace & Spa
No Fireplace
Windows, Doors, Floors & Walls
Flooring: Carpet, Engineered Hardwood, Laminate, Tile
Levels, Entrance, & Accessibility
Floors: Carpet, Engineered Hardwood, Laminate, Tile
View
No ViewView: None

Exterior Features

Exterior Home Features
Patio / Porch: DeckFoundation: CrawlspaceNo Private Pool
Parking & Garage
Number of Carport Spaces: 2Number of Covered Spaces: 2Has a CarportNo Attached GarageParking Spaces: 2Parking: Carport,Two Spaces,Gated
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 11Days on Market: 68

Property Information

Year Built
Year Built: 2005
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Two Story,Traditional
Building
Construction Materials: Block, Modular/Prefab, Concrete, Vinyl SidingNot Attached PropertyDoes Not Include Home Warranty

Price & Status

Price
List Price: $337,000Price Per Sqft: $156
Status Change & Dates
Off Market Date: Sun Jul 26 2026

Active Status

MLS Status: Active Under Contract

Location

Direction & Address
City: MonticelloCommunity: None
School Information
Elementary School: Jefferson County K-12 SchoolJr High / Middle School: Jefferson County K-12 SchoolHigh School: Jefferson County K-12 School

Agent Information

Listing Agent
Listing ID: 402551

Building

Building Area
Building Area: 2162 Square Feet

HOA

HOA Fee Includes: NoneHOA Fee Frequency (second): AnnuallyHOA Fee: No HOA Fee

Lot Information

Lot Area: 5 Acres

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Miscellaneous

Mls Number: 402551Living Area Range Units: Square FeetProjected Close Date: Fri Sep 25 2026Zillow Contingency Status: Under ContractAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square Feet

Additional Information

Days On Market Replication: 11

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

Market trends in Monticello

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
42
9MoM

Home Value

Trulia Estimate
$335K
Since last month
Decreased$1K (-0.3%)
Since last year
Increased$8K (+2.4%)
Since last sale
Increased$20K (+6.2%)
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 +146% in the last 10 years
MonthEstimated value
2026
September 2026$335K
August 2026$336K
July 2026$336K
June 2026$317K
May 2026$314K
April 2026$313K
March 2026$312K
February 2026$312K
January 2026$312K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

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
333 Post Oak Cir, Monticello, FL
0.75
Single-Family Home
$525,000
08/11/26
4
2
1,718
185 Omega Dr, Monticello, FL
0.87
Single-Family Home
$590,000
04/17/26
3
3
3,062
40 W Cavallo Trl, Monticello, FL
1.33
Single-Family Home
$425,000
04/14/26
5
2
2,324
64 Sanctuary Dr, Monticello, FL
1.05
Single-Family Home
$555,000
07/15/26
4
2
1,945
57 Sanctuary Dr, Monticello, FL
0.98
Single-Family Home
$569,000
11/21/25
3
2
1,976
965 Robert Thompson Rd, Monticello, FL
1.66
Single-Family Home
$515,000
05/29/26
4
2
1,838

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
245 Whippoorwill Rd #0, Monticello, FL 32344
0.20
-
-
-
-
Off Market
Springfield Rd, Monticello, FL 32344
0.27
-
-
-
-
Off Market
251 N Post Oak Cir, Lloyd, FL 32344
0.69
$451,300
3
2
1,957
Off Market
299 N Post Oak Dr, Monticello, FL 32344
0.71
$392,000
3
2
1,564
Off Market
217 Whitehouse Rd, Monticello, FL 32344
0.73
$273,000
3
2
1,512
Recently Sold
198 N Post Oak Cir, Lloyd, FL 32344
0.75
$500,800
4
3
2,072
Off Market
333 Post Oak Cir, Monticello, FL 32344
0.75
$525,000
4
2
1,718
Recently Sold
333 N Post Oak Cir, Lloyd, FL 32344
0.76
$410,100
4
2
1,790
Off Market
231 N White Oak Dr, Monticello, FL 32344
0.79
$438,100
3
2
1,616
Off Market
286 N White Oak Dr, Lloyd, FL 32344
0.80
$408,800
4
2
1,802
Off Market
203 N White Oak Dr, Lloyd, FL 32344
0.82
$399,800
3
2
1,564
Off Market
314 N White Oak Dr, Lloyd, FL 32344
0.84
$382,400
3
2
1,564
Off Market

Price and Tax history

DateEventPrice
Jul 27, 2026
Source: TBR #402551
Contingent
$337,000
Jul 25, 2026
Source: TBR #402551
PriceChange
$337,000
Price decreased by 3%
Jul 16, 2026
Source: TBR #402551
Listed For Sale
$347,500
Oct 27, 2025
Source: TBR #390451
Sold
$315,000
Sep 24, 2025
Source: TBR #390451
Contingent
$329,500

LGBTQ Local Legal Protections

Alisa McMahon, Bluewater Realty Group
Agent Phone: (850) 510-3961
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed.

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Frequently asked questions about 4081 Gamble Rd

  • What is the estimated monthly payment for 4081 Gamble Rd?
    Based on a $337,000 list price with 20% down at today's rates, the estimated monthly payment for 4081 Gamble Rd in Monticello, FL is approximately $2,296 (about $1,822 principal & interest, $399 property taxes, and $75 homeowner's insurance). This is an estimate. Actual payment depends on your loan terms.
  • 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 homes for sale in Monticello, FL.
  • What are the closest schools to 4081 Gamble Rd?
    The closest schools to 4081 Gamble 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).
  • What is 4081 Gamble Rd estimated to be worth?
    Trulia's estimated value for 4081 Gamble Rd in Monticello, FL is $334,600.
  • Does 4081 Gamble Rd have air conditioning?
    Yes, 4081 Gamble Rd in Monticello, FL has air conditioning.
  • How big is the lot at 4081 Gamble Rd?
    The lot at 4081 Gamble Rd in Monticello, FL is about 5 acres.
4081 Gamble Rd, Monticello, FL 32344 is a 4 bedroom, 2 bathroom, 2,162 sqft single-family home built in 2005. This property is currently available for sale and was listed by TBR on Jul 16, 2026. The MLS # for this home is MLS# 402551.