Jefferson County, FL Homes

/40
Not Listed For Sale

535 E Duck Pond Dr, Greenville, FL 32331
- 2 Beds
- 1 Bath
- 1,053 Sq Ft
- Built 1985
535 E Duck Pond Dr, Greenville, FL 32331

Last Sold Summary
- $230/SF
- 88 Days On Market
Last Sold Price $242,000

Last Listing Agent Brian Bachman Kelly & Kelly Properties, Inc

/42
$635,000 Under Contract
- 5 Beds
- 4.5 Baths
- 2,658 Sq Ft
8818 Gamble Rd, Monticello, FL 32344

Stunning turnkey home on 5.5 acres on the highly sought after Gamble Road in Jefferson County, FL. Built in 2020, this bright and spacious 5 bedroom, 4.5 bathroom home is full of custom features! Downstairs features an open concept living space with beautiful kitchen, quartz countertops and island with seating. Kitchen and dining space flow into the living room, with French doors to the patio.

Catherine Hope All Realty Services

8818 Gamble Rd, Monticello, FL 32344
/26
$130,000 Sold Jul 25, 2025

00 Cardinal Ln, Monticello, FL 32344
- Land
- 14.1 Acres
- $9,220 per Acre
Last Sold Summary
- 8% Below List Price
- 175 Days On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

00 Cardinal Ln, Monticello, FL 32344

/18
Est $281,314 Not Listed For Sale

622 Limestone Rd, Monticello, FL 32344
- 5 Beds
- 2 Baths
- 1,728 Sq Ft
- Built 1965
622 Limestone Rd, Monticello, FL 32344

Last Sold Summary
- 20% Above List Price
- $136/SF
- 52 Days On Market
Last Sold Price $235,000

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/19
$299,000
- Land
- 70.45 Acres
- $4,244 per Acre
265 Neely Rd, Monticello, FL 32344

Secluded, but not remote, this 70.45 acre tract in eastern Jefferson County, Florida would make an ideal hunting getaway property or a rural homesite. Virtually no ambient noise or light that will disturb the quiet woods. About half the tract is in 7-year-old planted loblolly pines and the rest is in natural woods and cypress ponds. You will be smack in the middle of some of the best deer and

Dave Lewis Southern Forestry Realty

265 Neely Rd, Monticello, FL 32344
/24
$83,000 Sold Jan 12, 2026

0 Johnny Unit 392570, Lamont, FL 32336
- Land
- 5.03 Acres
- $16,501 per Acre
Last Sold Summary
- 16% Below List Price
- 46 Days On Market
Last Listing Agent Michael Reavis The Naumann Group Real Estate

0 Johnny Unit 392570, Lamont, FL 32336

/33
Not Listed For Sale

1692 Freeman Rd, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 2006
1692 Freeman Rd, Lamont, FL 32336

Last Sold Summary
- $340/SF
- 103 Days On Market
Last Sold Price $500,000

Last Listing Agent Corinne Johnston Keller Williams Town & Country

/14
$294,900 Under Contract
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
1090 Partridge Ln, Monticello, FL 32344

Currently under construction. Interior pictures are from a previous model home. Approximately 60 days until completion. Home qualifies for USDA financing.

Steve Walker Steve C. Walker Realty, LLC

1090 Partridge Ln, Monticello, FL 32344
/40
$255,000 Sold Jun 30, 2025

185 Main St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,206 Sq Ft
- Built 1914
Last Sold Summary
- 15% Below List Price
- $116/SF
- 93 Days On Market
Current Estimated Value $308,796

Last Listing Agent Lee Hall Capital City Real Estate Group

185 Main St, Monticello, FL 32344

/31
Est $140,728 Not Listed For Sale

821 Old Lloyd Rd Unit 2, Monticello, FL 32344
- 3 Beds
- Built 1988
821 Old Lloyd Rd Unit 2, Monticello, FL 32344

Last Sold Summary
- 13% Above List Price
- $104/SF
- 223 Days On Market
Last Sold Price $125,000

Last Listing Agent S.W. Ellis Blue Bird Homes & Lands

/16
$487,878
- Land
- 122 Acres
- $3,999 per Acre
0 James Noble Rd, Greenville, FL 32331

Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

Bryant Peace Saunders Real Estate

0 James Noble Rd, Greenville, FL 32331
/18
$2,378,000 Sold Nov 06, 2025

1268 NW White Wing Dove Dr, Greenville, FL 32331
- Land
- 765 Acres
- $3,108 per Acre
Last Sold Summary
- 9% Below List Price
- 15 Days On Market
Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

1268 NW White Wing Dove Dr, Greenville, FL 32331

/5
Est $149,727 Not Listed For Sale

220 Horseshoe Rd, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,314 Sq Ft
- Built 1977
220 Horseshoe Rd, Monticello, FL 32344

Last Sold Summary
- 25% Above List Price
- $91/SF
- 36 Days On Market
Last Sold Price $120,000

Last Listing Agent Sandra Dallett Coldwell Banker Hartung

/8
$450,000
- Land
- 85.26 Acres
- $5,278 per Acre
1899 Big Joe Rd, 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.

Tom Woodyard Woodyard & Associates, LLC

1899 Big Joe Rd, Monticello, FL 32344
/2
$314,900 Sold May 08, 2025

2199 Old Lloyd Rd, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,166 Sq Ft
- Built 1986
Last Sold Summary
- $270/SF
- 40 Days On Market
Current Estimated Value $589,216

Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

2199 Old Lloyd Rd, Monticello, FL 32344

/34
Not Listed For Sale

336 Lake Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 1999
336 Lake Rd, Monticello, FL 32344

Last Sold Summary
- $137/SF
- 99 Days On Market
Last Sold Price $200,000

Last Listing Agent Tina Coombs Big Fish Real Estate Services

/2
$244,900 Under Contract
- 3 Beds
- 2 Baths
- 1,235 Sq Ft
350 Bowman St, Monticello, FL 32344

New construction; very convenient to downtown; house is close to completion - should be ready in about 45 days.

Steve Walker Steve C. Walker Realty, LLC

350 Bowman St, Monticello, FL 32344
/43
$263,000 Sold Jan 23, 2026

300 Cedar St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,044 Sq Ft
- Built 1958
Last Sold Summary
- 5% Above List Price
- $129/SF
- 6 Days On Market
Current Estimated Value $257,913

Last Listing Agent Jonathan Rigsby Spotlight Real Estate

300 Cedar St, Monticello, FL 32344

/28
Est $486,255 Not Listed For Sale

129 Indian Hills Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 3,328 Sq Ft
- Built 1996
129 Indian Hills Rd, Monticello, FL 32344

Last Sold Summary
- 47% Above List Price
- $99/SF
- 180 Days On Market
Last Sold Price $330,000

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

/49
$615,000
- 4 Beds
- 5 Baths
- 3,862 Sq Ft
3873 N Jefferson Hwy, Monticello, FL 32344

Stunning 4 Bedroom, 5 Bath Home on 9.73 Acres with Large Detached Garage plus Oversized Attached 2 Car GarageLocated just north of Monticello, this spacious 3,862 square foot home sits on 9.73 acres with a tranquil creek running through the rear of the property. The home is built on high and dry ground, and is not located in a flood zone or HOA. Built in 2007, the home features

Stephanie Fox Mossy Oak Properties Southern Land and Homes, LLC

3873 N Jefferson Hwy, Monticello, FL 32344
/49
$615,000 Sold Dec 30, 2025

150 N Ojibwa Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 3,214 Sq Ft
- Built 2000
Last Sold Summary
- 10% Below List Price
- $191/SF
- 216 Days On Market
Current Estimated Value $625,806

Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

150 N Ojibwa Rd, Monticello, FL 32344

/38
Est $179,572 Not Listed For Sale

310 N Olive St, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 912 Sq Ft
- Built 1948
310 N Olive St, Monticello, FL 32344

Last Sold Summary
- 3% Below List Price
- $203/SF
- 36 Days On Market
Last Sold Price $185,000

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

/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
/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 $298,219

Last Listing Agent Christopher Taylor Xcellence Realty

194 Deer Run Rd, Monticello, FL 32344

/36
Est $724,761 Not Listed For Sale

250 Hiawatha Farms Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 5,556 Sq Ft
- Built 1998
250 Hiawatha Farms Rd, Monticello, FL 32344

Last Sold Summary
- 23% Above List Price
- $106/SF
- 332 Days On Market
Last Sold Price $590,000

Last Listing Agent Don McLaughlin McLaughlin Real Estate Group

/57
$599,900
- 7 Beds
- 7 Baths
- 5,139 Sq Ft
625 E Washington St, Monticello, FL 32344

Introducing a stunning 1.2 acre estate in the heart of Historic Downtown Monticello. The Simon-Ridgeway home was built in 1888 and boasts a generous 4,500 sq ft of living space and features 7 spacious bedrooms, 5 of which come with its own en-suite bathroom for ultimate privacy and convenience. You'll fall in love with the intricately designed hardwood floors that flow throughout the home,

Lee Hall Capital City Real Estate Group

625 E Washington St, 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 $450,499

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

327 Kims Ln, Lamont, FL 32336

/42
Est $278,050 Not Listed For Sale

52 Serenity Ln, Monticello, FL 32344
- Built 2019
52 Serenity Ln, Monticello, FL 32344

Last Sold Summary
- 16% Above List Price
- $1,667/SF
- 25 Days On Market
Last Sold Price $240,000

Last Listing Agent Sheena Lloyd Keller Williams Town & Country

/50
$550,000
- 3 Beds
- 2 Baths
- 2,083 Sq Ft
5301 Gentle Breeze Dr, Tallahassee, FL 32309

BRING ANY AND ALL OFFERS!!!! A true diamond in the rough, perfectly positioned on Lake Miccosukee. A bass fisherman’s dream come true. You truly won’t find another gem like this. This stunning 10-acre waterfront estate sits right at the water’s edge, offering wide-open space ideal for horses, outdoor adventures, and total privacy. Surrounded by abundant wildlife, this property is perfect for

Lindsay Pearson Pearson Realty Inc.

5301 Gentle Breeze Dr, Tallahassee, FL 32309
/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
Current Estimated Value $659,074

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

17 Old Tung Grove Rd, Monticello, FL 32344

/7
Not Listed For Sale

0 Taylor Rd Unit 375808, Monticello, FL 32344
0 Taylor Rd Unit 375808, Monticello, FL 32344

Last Sold Summary
- 20 Days On Market
Last Sold Price $113,900

Last Listing Agent Kevin Davis The Naumann Group

/45
$449,995 Under Contract
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
47 Mire Ct, Monticello, FL 32344

Amazing new construction Available Now 3 bedroom 2 bathroom by Nailed It Tallahassee LLC Luxurious master suite, Kitchen made of dreams, this is a must see! Preferred Lender offering 1% in closing costs! Photos of current home!

Amber McKinney Hamilton Realty Advisors LLC

47 Mire Ct, 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 $144,740

Last Listing Agent Gabriela Sacco All Realty Services

1150 Sage St, Monticello, FL 32344

/3
Not Listed For Sale

132 Hilltop Dr, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,623 Sq Ft
- Built 2021
132 Hilltop Dr, Monticello, FL 32344

Last Sold Summary
- $308/SF
Last Sold Price $807,500

Last Listing Agent Kelly Vinson Keller Williams Town & Country

/38
$449,900 Under Contract
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
107 S Tarn Way, Monticello, FL 32344

Welcome to this beautifully custom-built 3 bedroom, 2 bath home completed in 2024 and located in the desirable Hemings Pond Subdivision. Offering the perfect blend of modern construction and thoughtful upgrades, this move-in ready showcases luxury vinyl plank flooring, upgraded light fixtures, premium countertops, and elegant bath fixtures. Owner selected custom enhancements elevate the space

Joana Villeneuve Hill Spooner & Elliott Inc

107 S Tarn Way, 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
Current Estimated Value $192,963

Last Listing Agent Katherine Gonzalez Pearson Realty Inc.

1065 S Mulberry St, Monticello, FL 32344

/17
Not Listed For Sale

360 Poppell Cemetery Rd, Lamont, FL 32336
360 Poppell Cemetery Rd, Lamont, FL 32336

Last Sold Summary
- 6 Days On Market
Last Sold Price $135,000

Last Listing Agent Steve Walker Steve C. Walker Realty, LLC

/31
$434,000
- 3 Beds
- 2 Baths
- 2,000 Sq Ft
285 Mallard Ln, Monticello, FL 32344

*Jefferson County peaceful country living with a waterfront backdrop! Built in 2008, this well maintained 3 bedroom, 2 bath home sits on 4.89 beautifully (mostly cleared) acres offering privacy and natural beauty backing directly up to Lloyd Lake- perfect for relaxing evenings with scenic views. Pretty rocking chair front porch as well as a screened in back porch with a propane hookup for

Shelley Duke Red Bird Realty

285 Mallard Ln, 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
Current Estimated Value $218,746

Last Listing Agent Gabriela Sacco All Realty Services

85 Pine Cone Dr, Monticello, FL 32344

/17
Not Listed For Sale

000 Clark Rd, Monticello, FL 32344
000 Clark Rd, Monticello, FL 32344

Last Sold Summary
- 135 Days On Market
Last Sold Price $175,000

Last Listing Agent Channah Galbraith The American Dream

Showing Results 121 - 160, Page 4 of 18

Florida Jefferson County

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Jefferson County, FL Homes

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