Jefferson County, FL Homes

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,952 Sq Ft
761 Tyson Rd, Monticello, FL 32344

761 Tyson Rd, Monticello, FL 32344

/49
$629,900 Under Contract
- 3 Beds
- 2.5 Baths
- 3,214 Sq Ft
150 N Ojibwa Rd, Monticello, FL 32344

One or more photo(s) has been virtually staged. Tranquil 5.1 acre retreat nestled deep in a pecan grove just outside Monticello, Florida has it all. This recently remodeled 3BR/2BA home offers space, privacy and flexibility in a rural setting only 40 minutes from the heart of Tallahassee. Take advantage of everything Tallahassee offers while paying lower Jefferson County taxes. The pecan trees

Hettie Spooner Hill Spooner & Elliott Inc

150 N Ojibwa Rd, Monticello, FL 32344
/31
$250,000 Sold Mar 10, 2025

1353 E Washington St, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,304 Sq Ft
- Built 1948
Last Sold Summary
- 2% Below List Price
- $192/SF
- 83 Days On Market
Current Estimated Value $257,508

Last Listing Agent Jennifer Atwell Ketcham Realty Group, Inc.

1353 E Washington St, Monticello, FL 32344

/42
Est $690,756 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
649 Waukeenah Plantation Rd, Monticello, FL 32344

649 Waukeenah Plantation Rd, Monticello, FL 32344

/11
$50,000
- Land
- 5.01 Acres
- $9,980 per Acre
TBD Aucilla Plantation Ct, Greenville, FL 32331

5.01 wooded acres, well known for the large amount of Indian Artifacts due to the nearby Aucilla River, beautiful native trees, close to Smokehouse boat landing, Aucilla Shores Subdivision contains a private airstrip, animal Friendly & only a couple miles off Ashville Highway on well maintained roads.

Justin Peel Maclay Realty & Management LLC

TBD Aucilla Plantation Ct, Greenville, FL 32331
/48
$480,000 Sold Sep 26, 2025

885 S Waukeenah St, Monticello, FL 32344
- 5 Beds
- 3.5 Baths
- 4,600 Sq Ft
- Built 1882
Last Sold Summary
- 9% Below List Price
- $104/SF
- 63 Days On Market
Last Listing Agent Jason Boone Keller Williams Town & Country

885 S Waukeenah St, Monticello, FL 32344

/18
Not Listed For Sale
0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

/11
$22,000
- Land
- 0.52 Acre
- $42,308 per Acre
0 E Capps Hwy, Lamont, FL 32336

For Sale: Buildable Vacant Lot – 0.52 Acres on E Capps Hwy, Lamont, FL 32336.Discover the potential of this 0.52-acre buildable lot with 624.57 feet of road frontage on E Capps Hwy in peaceful Lamont, Florida. With power available at the road, this parcel is ready for your vision—whether you're planning a new home, a weekend retreat, or a smart investment. Zoning: Buildable residential

Andrey Rossin CASH FLOW IN MIAMI REALTY

0 E Capps Hwy, Lamont, FL 32336
/42
$529,900 Sold Apr 30, 2025

273 Legacy Way, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
- Built 2017
Last Sold Summary
- $284/SF
- 16 Days On Market
Current Estimated Value $543,437

Last Listing Agent Amber Renaud The Nova Group Realty

273 Legacy Way, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
21 Mire Ct, Monticello, FL 32344

21 Mire Ct, Monticello, FL 32344

/5
$65,000
- 4 Beds
- 1 Bath
- 1,232 Sq Ft
4618 E Capps Hwy, Lamont, FL 32336

Fixer upper on 1 acre of land. Needs lots of work. Well and septic tank on property. Would need to check to make sure they are good working order.

Nelda Parker-Pace Sawgrass Realty, LLC

4618 E Capps Hwy, Lamont, FL 32336
/36
$110,000 Sold Jun 16, 2025

955 E Pearl St, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 2,152 Sq Ft
- Built 1920
Last Sold Summary
- 16% Above List Price
- $51/SF
- 57 Days On Market
Current Estimated Value $170,430

Last Listing Agent Lynette Sirmon All Realty Services

955 E Pearl St, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
24 Mire Ct, Monticello, FL 32344

24 Mire Ct, Monticello, FL 32344

/12
$399,000
- Land
- 60 Acres
- $6,650 per Acre
0 Fallow Rd Unit 373902, Lamont, FL 32336

Private recreational tract located in western Jefferson County surrounded by very large managed private tracts. The quality of game rivals the best low fence hunting Florida has to offer. White tailed deer, wild turkey, ducks and bears. Owners have seen no sign of wild hogs. The 60 acres has good access off Fallow Road with building sites on both sides of the road. The majority of the acreage is

Monroe Rogers Landcorp, Inc.

0 Fallow Rd Unit 373902, Lamont, FL 32336
/2
$35,000 Sold Dec 03, 2025

lot 15 & 16 Partridge Ln, Monticello, FL 32344
- Land
- 1 Acre
- $35,000 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Ashley Knowles The Naumann Group Real Estate

lot 15 & 16 Partridge Ln, Monticello, FL 32344

/5
Est $311,145 Not Listed For Sale
2312 Hartsfield Rd, Monticello, FL 32344

2312 Hartsfield Rd, Monticello, FL 32344

/14
$35,000
- Land
- 0.09 Acre
- $388,889 per Acre
3C Hanger Ln, Greenville, FL 32331

Fly in to scenic, rural north Florida, and enjoy all the area has to offer! T-Hangar is located near Monticello, FL at the longest turf runway in Florida (FL74 – 6395ft.). Pour a concrete floor and add an electric line for instant equity. Leave a car or RV in the hangar while you're back home, and take it adventuring once you arrive! 1 hour to the Gulf coast or Tallahassee, 2 hours to

Esther Warrendorf Canopy Road Realty

3C Hanger Ln, Greenville, FL 32331
/5
$260,000 Sold Aug 29, 2025

0 Taylor Rd Unit 378633, Monticello, FL 32344
- Land
- 12.46 Acres
- $20,867 per Acre
Last Sold Summary
- 5% Below List Price
- 296 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

0 Taylor Rd Unit 378633, Monticello, FL 32344

/7
Not Listed For Sale
245 Whipporwill Rd, Monticello, FL 32344

245 Whipporwill Rd, Monticello, FL 32344

/33
$169,000 Under Contract
- Land
- 10.62 Acres
- $15,913 per Acre
720A Indian Hills Rd, Monticello, FL 32344

Escape to the countryside and live your dream on this stunning 10.62-acre property! With three mobile homes currently on site, this property offers a unique opportunity for multi-generational living, rental income, or a sprawling family compound. While the mobile homes are not considered valuable, they provide a canvas for renovation or replacement. See potential in these structures or consider

Alicia Radtke All Realty Services

720A Indian Hills Rd, Monticello, FL 32344
/55
$1,035,000 Sold Oct 15, 2025

1165 Dills Rd, Monticello, FL 32344
- 5 Beds
- 5.5 Baths
- 4,700 Sq Ft
- Built 2002
Last Sold Summary
- 6% Below List Price
- $220/SF
- 54 Days On Market
Last Listing Agent Callie Rhoads The Naumann Group Real Estate

1165 Dills Rd, Monticello, FL 32344

/42
Est $579,117 Not Listed For Sale
- 5 Beds
- 2.5 Baths
- 2,554 Sq Ft
257 Linton Place, Monticello, FL 32344

257 Linton Place, Monticello, FL 32344

/61
$34,500
- Land
- 3 Acres
- $11,500 per Acre
Vacant N Forest Ct, Monticello, FL 32344

OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

Jerrod Trainer Jerrod A Trainer & Associates

Vacant N Forest Ct, Monticello, FL 32344
/29
$273,695 Sold Nov 26, 2025

9497 Gamble Rd, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,404 Sq Ft
- Built 1995
Last Sold Summary
- 7% Below List Price
- $195/SF
- 128 Days On Market
Last Listing Agent Trevor Ann Clark Keller Williams Town & Country

9497 Gamble Rd, Monticello, FL 32344

/39
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
175 Main St, Monticello, FL 32344

175 Main St, Monticello, FL 32344

/64
$350,000
- 3 Beds
- 2 Baths
- 2,432 Sq Ft
756 Frank Lacy Rd, Monticello, FL 32344

Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is located on a secluded dirt road surrounded by cattle pastures and farm land. Big live oaks, tall pines, and acres of potential to make it how you want. There is an insulated barn/garage on the property that could be used for mechanics, farm equipment storage, or even a man cave! Heavy wooded areas on the

Katherine Gonzalez Pearson Realty Inc.

756 Frank Lacy Rd, Monticello, FL 32344
/2
$110,000 Sold Dec 19, 2025

000 Taylor Rd, Monticello, FL 32344
- Land
- 5.17 Acres
- $21,277 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent D. Scott Kilgore Superior Realty Group LLC

000 Taylor Rd, Monticello, FL 32344

/4
Not Listed For Sale
TBD Lonnie, Monticello, FL 32344

TBD Lonnie, Monticello, FL 32344

/31
$277,000
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
104 Pine Cone Dr, Monticello, FL 32344

This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

Trevor Ann Clark Keller Williams Town & Country

104 Pine Cone Dr, Monticello, FL 32344
/40
$425,000 Sold Apr 18, 2025

310 E Dogwood St, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 3,174 Sq Ft
- Built 1895
Last Sold Summary
- 6% Below List Price
- $134/SF
- 27 Days On Market
Current Estimated Value $432,816

Last Listing Agent Devin Lohman Lohman Realty LLC

310 E Dogwood St, Monticello, FL 32344

/25
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
50 Spruce Cir, Monticello, FL 32344

50 Spruce Cir, Monticello, FL 32344

/55
$185,000
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
1515 Tennessee Ave, Monticello, FL 32344

Brimming with rustic charm, this 2 bedroom, 2 bathroom home sits on .29 acres just outside Monticello, FL giving you the peace of county living with lower taxes and the convenience of a quick drive into town. Inside, the 1,096sqft layout features inviting wood paneling throughout, with updates to the guest bathroom, a full electrical rewire and new water line and cozy spaces filled with

Catherine Hope All Realty Services

1515 Tennessee Ave, Monticello, FL 32344
/23
$547,900 Sold Feb 07, 2025

36 Mossy Oak Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $280/SF
- 56 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

36 Mossy Oak Ln, Monticello, FL 32344

/39
Not Listed For Sale
XX Foggy Ln, Monticello, FL 32344

XX Foggy Ln, Monticello, FL 32344

/19
$395,000 Under Contract
- 3 Beds
- 2 Baths
- 1,865 Sq Ft
173 Deerfield Ln, Monticello, FL 32344

$32,500 PRICE DROP! NEW CONSTRUCTION COMPLETE! Walk into this stunningly crafted three-bedroom, two-bathroom home that is perfectly rooted on a corner lot just a few miles from town. Situated on a full acre of land, this charming property is a rare find, free from HOA restrictions—giving you the freedom to personalize your space as you wish. Inside, you'll discover an open and welcoming floor

Caleb Stephens Silo Hill Properties

173 Deerfield Ln, Monticello, FL 32344
/33
$250,000 Sold Oct 15, 2025

186 Deerhaven Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,006 Sq Ft
- Built 1976
Last Sold Summary
- $249/SF
- 27 Days On Market
Last Listing Agent Richard Snow Hartsfield Realty

186 Deerhaven Ln, Monticello, FL 32344

/10
Not Listed For Sale
VACANT Mahan Dr, Monticello, FL 32344

VACANT Mahan Dr, Monticello, FL 32344

/11
$90,000
- Land
- 3 Acres
- $30,000 per Acre
1309 Cook Rd, Lamont, FL 32336

Looking for a peaceful retreat or a smart investment opportunity? This 3 acre lot in Monticello, Florida, might be just what you need! The property comes with a mobile home (which can be renovated or replaced according to your vision), well, septic, electric already in place! Beautiful mature oak trees, pines, and more! There is already an established deer food plot with an abundance of fresh

Alicia Radtke All Realty Services

1309 Cook Rd, Lamont, FL 32336
/64
$425,000 Sold Dec 15, 2025

595 Crooked Creek Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,919 Sq Ft
- Built 2022
Last Sold Summary
- $221/SF
- 61 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

595 Crooked Creek Ln, Monticello, FL 32344

/41
Est $356,859 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 3,302 Sq Ft
955 Still Rd, Monticello, FL 32344

955 Still Rd, Monticello, FL 32344

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