282 Long Leaf Dr, Monticello, FL 32344
Property image
Property image
OFF MARKET

$501,500

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 2,170 sqft (on 5 acres)

282 Long Leaf Dr, Monticello, FL 32344

Est. Refi. Payment $3,268/mo*
Refinance Your Home
Currently Off Market - Sold Oct 24, 2025 for $500,000

Home Value

Trulia Estimate
$502K
Since last month
Increased$300 (+0.1%)
Since last year
Increased$4K (+0.8%)
Since last sale
Increased$900 (+0.2%)
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 +182% in the last 10 years
MonthEstimated value
2026
August 2026$501K
August 2026$500K
July 2026$501K
June 2026$503K
May 2026$499K
April 2026$496K
March 2026$495K
February 2026$496K
January 2026$496K
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
2497 Boston Hwy, Monticello, FL
0.62
Single-Family Home
$400,000
05/08/26
3
2
1,921
259 Barnes Rd, Monticello, FL
0.64
Single-Family Home
$350,000
09/15/25
3
2
2,020
3827 N Jefferson St, Monticello, FL
0.66
Single-Family Home
$415,000
06/15/26
3
3
3,026
4235 N Jefferson St, Monticello, FL
0.92
Single-Family Home
$460,000
05/22/26
4
2
1,864
3905 N Jefferson Hwy, Monticello, FL
0.68
Single-Family Home
$249,000
07/17/26
3
2.5
1,758
532 Dills Rd, Monticello, FL
1.39
Single-Family Home
$575,000
11/24/25
3
3
2,376
51 Tarn Way, Monticello, FL
1.32
Single-Family Home
$505,000
08/17/26
3
2
1,890

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
112 Long Leaf Dr, Monticello, FL 32344
0.28
$250,000
3
2
1,980
For Sale
265 E Still Rd, Monticello, FL 32344
0.34
$280,800
2
1.5
1,140
Off Market
265 Still Rd, Monticello, FL 32344
0.39
$356,200
2
1.5
1,140
Off Market
Barnes Rd, Monticello, FL 32344
0.50
$170,000
-
-
-
Recently Sold
955 Still Rd, Monticello, FL 32344
0.49
$354,900
3
2.5
3,302
Off Market
Xxx Barnes Rd, Monticello, FL 32344
0.53
-
-
-
-
Off Market
Barnes Rd, Monticello, FL 32344
0.55
$182,500
-
-
-
Recently Sold
3550 N Jefferson Hwy, Monticello, FL 32344
0.55
$525,800
4
3
3,009
Off Market
259 Barnes Rd, Monticello, FL 32344
0.64
$349,800
3
2
2,020
Off Market
2497 Boston Hwy, Monticello, FL 32344
0.62
$400,000
3
2
1,921
Recently Sold
3827 N Jefferson St, Monticello, FL 32344
0.66
$415,000
3
3
3,026
Recently Sold

Local Information

  • Map ViewExplore the area around 282 Long Leaf Dr.
  • Schools1 Preschool School2 Elementary Schools3 Middle Schools3 High Schools
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1998
5 acre lot
2,170 sqft
$231/sqft
Open Parking

About this House

Enjoy space, privacy, and outdoor living on this well-maintained 5-acre property in Monticello. Tucked away on a private dirt road, this 3-bedroom, 2-bathroom home offers a functional 2,170 square foot layout with plenty of natural light. Outside is where this property really shines—featuring a screened-in patio, a sparkling pool with a Baja shelf, and multiple outdoor entertaining areas including a covered lounge under a large pole barn. That structure also includes storage space and a finished, heated and cooled office—perfect for working from home or creative projects. There's also a second metal pole barn ideal for parking boats, RVs, or large equipment, plus a greenhouse for year-round gardening. The land is a beautiful mix of open grassy areas and shady pines, offering room to roam, play, or just enjoy the peace and quiet. Truly a one-of-a-kind setup, properties like this don’t come along often!
282 Long Leaf Dr, Monticello, FL 32344 is a 3 bedroom, 2 bathroom, 2,170 sqft single-family home built in 1998. It last sold for $500,000 on Oct 24, 2025 (4% below the $519,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $501,500, with a rent estimate of $2,812/month.
Last check for updates: about 3 hours ago
Listed by Catherine L Hope Sorensen, (850) 242-2650
All Realty Services
Rachel E Sparling, (850) 264-9241
All Realty Services
Bought with: Shanna D'Attile, (850) 264-0611, Keller Williams Town & Country
Source: TBR, MLS#388619

Home Details for 282 Long Leaf Dr

Interior Features

Interior Details
Number of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 2170 Square Feet
Appliances & Utilities
Appliances: Dishwasher, Oven, RangeDishwasher
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, Plank, Tile, Vinyl
Levels, Entrance, & Accessibility
Stories: 1Floors: Carpet, Plank, Tile, Vinyl
View
No ViewView: None

Exterior Features

Exterior Home Features
Patio / Porch: Covered, Patio, Porch, ScreenedFencing: FencedExterior: Fully FencedHas a Private Pool
Parking & Garage
Number of Carport Spaces: 3Number of Covered Spaces: 3Has a CarportNo Attached GarageHas Open ParkingParking Spaces: 3Parking: Carport,Driveway,Three or more Spaces
Pool
Pool: In GroundPool
Frontage
Responsible for Road Maintenance: Private Maintained RoadRoad Surface Type: UnimprovedNot on Waterfront
Water & Sewer
Sewer: Septic Tank

Days on Market

Cumulative Days on Market: 95

Property Information

Year Built
Year Built: 1998
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: One Story,Traditional
Building
Construction Materials: Block, Concrete, StuccoNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 12065062N5E0000003W0000

Price & Status

Price
List Price: $519,000
Status Change & Dates
Off Market Date: Fri Oct 17 2025

Active Status

MLS Status: Closed

Location

Direction & Address
City: MonticelloCommunity: -
School Information
Elementary School: Jefferson County SchoolsJr High / Middle School: Jefferson County Middle SchoolHigh School: Jefferson County High School

Building

Building Area
Building Area: 2170 Square Feet

HOA

HOA Fee Frequency (second): Annually

Lot Information

Lot Area: 5 Acres

Listing Info

Special Conditions: Standard

Offer

Listing Terms: Conventional, FHA, USDA Loan, VA Loan

Miscellaneous

Mls Number: 388619Living Area Range Units: Square FeetAbove Grade Unfinished Area Units: Square FeetBelow Grade Unfinished Area Units: Square FeetUniversal Property Id: US-12065-N-12065062N5E0000003W0000-R-N

Price and Tax history

DateEventPrice
Oct 24, 2025
Source: TBR #388619
Sold
$500,000
Sep 8, 2025
Source: TBR #388619
Contingent
$519,000
Jul 14, 2025
Source: TBR #388619
Listed For Sale
$519,000
Sep 8, 2021
Source: N/A
Sold
$275,000
Jul 1, 2020
Source: N/A
Sold
$275,000

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

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.

Frequently asked questions about 282 Long Leaf Dr

  • What is 282 Long Leaf Dr estimated to be worth?
    Trulia's estimated value for 282 Long Leaf Dr in Monticello, FL is $501,500.
  • What is the price history for 282 Long Leaf Dr?
    282 Long Leaf Dr in Monticello, FL last sold for $500,000 in October 2025.
  • 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.
  • Does 282 Long Leaf Dr have air conditioning?
    Yes, 282 Long Leaf Dr in Monticello, FL has air conditioning.
  • Does 282 Long Leaf Dr have a pool?
    Yes, 282 Long Leaf Dr in Monticello, FL has a pool.

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