Jefferson County, FL Homes

/66
$1,125,000 Under Contract
- 3 Beds
- 1 Bath
- 1,146 Sq Ft
740 Kinsey Rd, Monticello, FL 32344

155 Acres in Jefferson County, Florida – Rolling Pastures & Country Charm Discover the perfect blend of natural beauty and peaceful living on this 155-acre property in scenic Jefferson County, Florida. Just 10 miles from downtown Monticello and 5 miles from I-10, this property offers both convenience and tranquility. Home- Built in 1941, featuring 1,146 square feet Thoughtfully updated while

Ben Jones Southern Land & Homes

740 Kinsey Rd, Monticello, FL 32344
/34
$250,000 Sold Apr 17, 2025

194 Deer Run Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,731 Sq Ft
- Built 1994
Last Sold Summary
- 17% Below List Price
- $144/SF
- 83 Days On Market
Current Estimated Value $274,354

Last Listing Agent Christopher Taylor Xcellence Realty

194 Deer Run Rd, Monticello, FL 32344

/20
Not Listed For Sale
VACANT W 3rd Way, Greenville, FL 32331

VACANT W 3rd Way, Greenville, FL 32331

/38
$7,800,000
- Land
- 3,089 Acres
- $2,525 per Acre
0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

Richard Dempsey Saunders Land

0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
/34
$437,000 Sold Jul 07, 2025

327 Kims Ln, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 2,472 Sq Ft
- Built 2014
Last Sold Summary
- $177/SF
- 19 Days On Market
Current Estimated Value $418,682

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

327 Kims Ln, Lamont, FL 32336

/41
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,160 Sq Ft
660 Whispering Hill, Monticello, FL 32344

660 Whispering Hill, Monticello, FL 32344

/38
$419,000
- 3 Beds
- 3 Baths
- 2,706 Sq Ft
339 Silver Lake Rd, Monticello, FL 32344

Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

Steve Walker Steve C. Walker Realty, LLC

339 Silver Lake Rd, Monticello, FL 32344
/31
$675,000 Sold Oct 28, 2025

17 Old Tung Grove Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,344 Sq Ft
- Built 2024
Last Sold Summary
- 3% Below List Price
- $288/SF
- 635 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

17 Old Tung Grove Rd, Monticello, FL 32344

/11
Not Listed For Sale
XXX Parcel #3 St Augustine Rd, Monticello, FL 32344

XXX Parcel #3 St Augustine Rd, Monticello, FL 32344

/2
$748,000
290 Oetinger Rd, Monticello, FL 32344

Land Description for 290 Oetinger Rd, Campbell Farm Welcome to the enchanting Campbell Farm, a sprawling 68-acre property nestled in the serene landscapes of Northern Jefferson County, Florida. This unique piece of real estate offers a harmonious blend of natural beauty and practical amenities, making it an ideal sanctuary for nature lovers and those seeking a peaceful retreat. Property

Charles Ward Hayden Outdoors Real Estate

290 Oetinger Rd, Monticello, FL 32344
/29
$60,000 Sold Apr 29, 2025

1150 Sage St, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 2,612 Sq Ft
- Built 1914
Last Sold Summary
- 31% Below List Price
- $23/SF
- 52 Days On Market
Current Estimated Value $133,658

Last Listing Agent Gabriela Sacco All Realty Services

1150 Sage St, Monticello, FL 32344

/11
Not Listed For Sale
xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

xxx St Augustine Parcel #4 Rd, Monticello, FL 32344

/20
$570,000
- Land
- 71 Acres
- $8,028 per Acre
0 Aucilla Rd Unit 22696476, Monticello, FL 32344

Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

Jeremiah Thompson Saunders Land

0 Aucilla Rd Unit 22696476, Monticello, FL 32344
/33
$186,000 Sold Nov 21, 2025

1065 S Mulberry St, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,356 Sq Ft
- Built 1927
Last Sold Summary
- 2% Below List Price
- $137/SF
- 65 Days On Market
Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

1065 S Mulberry St, Monticello, FL 32344

/40
Est $525,006 Not Listed For Sale
- 2 Beds
- 3 Baths
- 1,833 Sq Ft
9255 Gamble Rd, Monticello, FL 32344

9255 Gamble Rd, Monticello, FL 32344

/18
$1,100,000
- Land
- 200 Acres
- $5,500 per Acre
0 Gum Swamp, Greenville, FL 32331

Millwood Timberland West is a balanced recreational asset located in the Ashville, FL region. The internal road system meanders through the ecologically diverse landscape of pine plantations, live oaks and forested wetlands. The uplands are planted in slash pine that are approximately 15 years old with pockets of oak hammock and natural ponds. The ecosystem provides exceptional habitat for

Bryant Peace Saunders Real Estate

0 Gum Swamp, Greenville, FL 32331
/4
$29,500 Sold Jan 06, 2025

XXX Shiver, Monticello, FL 32344
- Land
- 0.34 Acre
- $86,765 per Acre
Last Sold Summary
- 24% Below List Price
- 204 Days On Market
Last Listing Agent Hines Boyd FL-GA Realty & Auction

XXX Shiver, Monticello, FL 32344

/24
Not Listed For Sale
00 Valley View Rd, Monticello, FL 32344

00 Valley View Rd, Monticello, FL 32344

/8
$4,500,020
- Land
- 85.26 Acres
- $52,780 per Acre
0 Big Joe Rd Unit 2025007616, Monticello, FL 32344

Known for its white tail deer, hog and turkey populations, this 85.26 acres in Jefferson County, FL would make a perfect hunting camp. Pristine pine tree property just minutes from Interstate 10 / Exit 225. Ideal Country Estate or weekend get-away. Seller financing available to qualified buyer.

Florie Gage Cornerstone Coastal Properties

0 Big Joe Rd Unit 2025007616, Monticello, FL 32344
/28
$202,000 Sold Oct 20, 2025

85 Pine Cone Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,678 Sq Ft
- Built 2002
Last Sold Summary
- 4% Below List Price
- $120/SF
- 17 Days On Market
Last Listing Agent Gabriela Sacco All Realty Services

85 Pine Cone Dr, Monticello, FL 32344

/17
Est $290,162 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,624 Sq Ft
188 Fallow Rd, Lamont, FL 32336

188 Fallow Rd, Lamont, FL 32336

/23
$325,000
- 5 Beds
- 2 Baths
- 2,659 Sq Ft
2664 W Washington Hwy, Monticello, FL 32344

FULLY RENOVATED SPACIOUS HOUSE, 1.3 acres, on picturesque US 90 near Monticello. This move-in-ready home in good condition is a 1950’s era brick ranch-style home with new plumbing, new electric, fresh paint, new roof, and a whole home generator. The main living area is 2,659 sf with a unique two levels. 5 bedrooms and 2 baths with plenty of character, including the "Captain's Room" with built-in

Heather Boyd FL-GA Realty & Auction

2664 W Washington Hwy, Monticello, FL 32344
/35
$325,000 Sold Nov 25, 2025

1530 Sweetbay Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
- Built 2021
Last Sold Summary
- $237/SF
- 58 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

1530 Sweetbay Ct, Monticello, FL 32344

/14
Est $427,122 Not Listed For Sale
- 2 Beds
4131 Ashville Hwy, Monticello, FL 32344

4131 Ashville Hwy, Monticello, FL 32344

/4
$135,000
- Land
- 5 Acres
- $27,000 per Acre
276 E Blue Bird Rd, Monticello, FL 32344

Beautiful home sight in a quiet neighborhood. Fence and have animals

S.W. Ellis Blue Bird Homes & Lands

276 E Blue Bird Rd, Monticello, FL 32344
/35
$541,500 Sold Mar 27, 2025

129 White Oak Dr, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,945 Sq Ft
- Built 2024
Last Sold Summary
- $278/SF
- 67 Days On Market
Last Listing Agent Marshall Gibbs Capital City Real Estate Group

129 White Oak Dr, Monticello, FL 32344

/2
Not Listed For Sale
B Salt Rd, Monticello, FL 32344

B Salt Rd, Monticello, FL 32344

/37
$240,000
- 3 Beds
- 3 Baths
- 1,617 Sq Ft
43 Depot St, Lamont, FL 32336

Welcome to 43 Depot Street — where charm meets modern comfort in the heart of Lamont, FL. Step onto the inviting front porch, where you can sip your morning coffee and watch the sunrise over a neatly landscaped yard. Inside, you'll be greeted by a bright, open layout with new flooring, abundant windows, and fresh finishes that bring warmth to every room. The fully remodeled kitchen is a

Crystal Daviner Marzucco Real Estate LLC

43 Depot St, Lamont, FL 32336
/42
$193,000 Sold Jul 02, 2025

285 E 10th Way, Greenville, FL 32331
- 4 Beds
- 2 Baths
- 2,088 Sq Ft
- Built 2015
Last Sold Summary
- 4% Above List Price
- $92/SF
- 30 Days On Market
Current Estimated Value $187,403

Last Listing Agent Michael Phillips Engel & Völkers Tallahassee

285 E 10th Way, Greenville, FL 32331

/2
Not Listed For Sale
A Salt Rd, Monticello, FL 32344

A Salt Rd, Monticello, FL 32344

/28
$399,000 Under Contract
- 3 Beds
- 2.5 Baths
- 2,373 Sq Ft
1205 E Pearl St, Monticello, FL 32344

Charming 1956 Mid-Century Home. Fully Renovated with Modern Touches. Welcome to this beautifully reimagined 1956 classic, where character meets contemporary luxury. Every inch of this home has been thoughtfully renovated, blending original charm with stylish, modern upgrades. Step inside to discover a bright, open-concept living space featuring new floors, recessed lighting, and large windows

Brian Bachman Kelly & Kelly Properties, Inc

1205 E Pearl St, Monticello, FL 32344
/2
$160,000 Sold Apr 17, 2025

288 Forest Dr, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 990 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $162/SF
- 165 Days On Market
Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

288 Forest Dr, Monticello, FL 32344

/37
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
185 White Oak Dr, Monticello, FL 32344

185 White Oak Dr, Monticello, FL 32344

/4
$19,500
- Land
- 0.86 Acre
- $22,674 per Acre
0 Cox Rd Unit 392538, Monticello, FL 32344

Beautiful wooded 0.86 of an acre for sale on a very quiet street just north of downtown Monticello. It is in Flood Zone A which means you can build on it. The lot allows for a site built or mobile home. Check with the local county building and coding department to confirm. There is a land survey and elevation letter from 2023 that you may request to see if interested.

Stephen Hachey Flat Fee MLS Realty

0 Cox Rd Unit 392538, Monticello, FL 32344
/42
$390,000 Sold Jun 26, 2025

1288 Indian Hills Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,917 Sq Ft
- Built 1987
Last Sold Summary
- 8% Below List Price
- $203/SF
- 140 Days On Market
Current Estimated Value $402,351

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

1288 Indian Hills Rd, Monticello, FL 32344

/42
Est $636,274 Not Listed For Sale
- 6 Beds
- 4 Baths
- 3,998 Sq Ft
12840 Gamble Rd, Monticello, FL 32344

12840 Gamble Rd, Monticello, FL 32344

/50
$995,000 Under Contract
- 5 Beds
- 3 Baths
- 3,656 Sq Ft
240 Valley View Ct, Monticello, FL 32344

Spanning four full lots and over 20 acres, this private country estate offers two homes and endless possibilities—whether for horses, hobby farming, entertaining, or simply enjoying the peace of rural living. While located just outside Leon County, the property sits right along the county line—closer to Tallahassee than many Leon County homes. The 2,621 sq. ft. main home features 3BR/2BA with a

Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344
/27
$210,000 Sold Oct 20, 2025

140 E Buckhorn Trail, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,560 Sq Ft
- Built 2004
Last Sold Summary
- 16% Below List Price
- $135/SF
- 101 Days On Market
Last Listing Agent Christopher Worth Keller Williams Town & Country

140 E Buckhorn Trail, Greenville, FL 32331

/38
Est $222,735 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 1,276 Sq Ft
5118 E Washington Hwy, Monticello, FL 32344

5118 E Washington Hwy, Monticello, FL 32344

/31
$97,000
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
572 Deerwood Blvd, Greenville, FL 32331

Handyman Opportunity! Bring your tools and check out this 3 bedroom, 2 bath, mobile home on 5 acres. Large open floorplan offers plenty of space to entertain. Screened front porch, along with a metal workshop. Home is being offered As-Is and will need some repairs as there is mildew present.

Crystal Bochnia Madison Realty Group, LLC

572 Deerwood Blvd, Greenville, FL 32331

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