Jefferson County, FL Homes

/11
$125,000 Under Contract
- 4 Beds
- 1 Bath
- 1,325 Sq Ft
820 Shady Ln, Monticello, FL 32344

Investor opportunity! 4BR/1BA home in Monticello, FL with great potential. Spacious layout, ideal for renovation, rental, or flip. Convenient location near downtown. Sold as-is.

Shanna D'Attile

Keller Williams Town & Country

(448) 288-6490

820 Shady Ln, Monticello, FL 32344
/8
$35,000 Sold Jul 30, 2025

1024 Vista Rd, Monticello, FL 32344
- Land
- 5 Acres
- $7,000 per Acre
Last Sold Summary
- 18% Below List Price
- 341 Days On Market
Current Estimated Value $36,767

Last Listing Agent Heather Boyd FL-GA Realty & Auction

1024 Vista Rd, Monticello, FL 32344

/22
Est $795,172 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,620 Sq Ft
4679 W Washington Hwy, Monticello, FL 32344

4679 W Washington Hwy, Monticello, FL 32344

/8
$199,000
- Land
- 5.12 Acres
- $38,867 per Acre
3621 E Capps Hwy, Monticello, FL 32336

Vacant land with highway frontage on US-27 S., in Lamont, FL, just 4 miles east of the US-19 S/US-27 intersection in Capps. Zoned AG-5 (1 home/5 acres) - various commercial uses are allowed within AG-5 zoning. Refer to the county's Comprehensive Plan for specifics. The Northeast portion of the property is in wetlands, and majority of the parcel is located in Flood Zone A, except for small portion

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 678-4386

3621 E Capps Hwy, Monticello, FL 32336
/20
$82,500 Sold Jul 02, 2025

91 W 7th Way, Greenville, FL 32331
- Land
- 5 Acres
- $16,500 per Acre
Last Sold Summary
- 3% Below List Price
- 30 Days On Market
Current Estimated Value $80,491

Last Listing Agent Heather Rybak Rybak Realty, LLC

91 W 7th Way, Greenville, FL 32331

/19
Not Listed For Sale
- 2 Beds
- 2 Baths
- 960 Sq Ft
401 E Osprey Ln, Monticello, FL 32344

401 E Osprey Ln, Monticello, FL 32344

/42
$415,000 Under Contract
- 3 Beds
- 2 Baths
- 1,921 Sq Ft
2497 Boston Hwy, Monticello, FL 32344

Charming Hillside Country Retreat with Barn and Acreage. Welcome to your dream countryside escape! This beautifully maintained brick home sits peacefully on a hillside, surrounded by sprawling fields dotted with mature pecan trees. Inside, the home features a spacious open floor plan, perfect for entertaining or relaxing with family. The large kitchen offers ample workspace and storage, while the

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 334-5566

2497 Boston Hwy, Monticello, FL 32344
/61
$330,000 Sold Jan 29, 2026

864 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,472 Sq Ft
- Built 1930
Last Sold Summary
- 1% Below List Price
- $224/SF
- 1 Day On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

864 Ashville Hwy, Monticello, FL 32344

/40
Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,053 Sq Ft
535 E Duck Pond Dr, Greenville, FL 32331

535 E Duck Pond Dr, Greenville, FL 32331

/40
$465,000 Under Contract
- 3 Beds
- 2 Baths
- 1,858 Sq Ft
165 Crooked Creek Ln, Monticello, FL 32344

Welcome to 165 Crooked Creek Lane in Monticello, Florida—a beautifully maintained home situated on a spacious 0.8-acre fully sodded lot with thoughtful upgrades throughout and exceptional outdoor features. Inside, the home offers comfort and efficiency with 3-inch blinds on all windows (including the garage), ceiling fans in every bedroom, the living room, and the library, and a cozy gas

Chance Shutes

Keller Williams Town & Country

(448) 333-1873

165 Crooked Creek Ln, Monticello, FL 32344
/25
$74,090 Sold Dec 12, 2025

687 Smokehouse Farms Dr Unit na, Greenville, FL 32331
- Land
- 5.01 Acres
- $14,788 per Acre
Last Sold Summary
- 13% Below List Price
- 54 Days On Market
Last Listing Agent Starbuck Rissman Steve C. Walker Realty, LLC

687 Smokehouse Farms Dr Unit na, Greenville, FL 32331

/18
Est $296,158 Not Listed For Sale
- 5 Beds
- 2 Baths
- 1,728 Sq Ft
622 Limestone Rd, Monticello, FL 32344

622 Limestone Rd, Monticello, FL 32344

/28
$57,056 Under Contract
- Land
- 6.37 Acres
- $8,957 per Acre
TBD S Salt Rd, Monticello, FL 32344

You can't hear your neighbors here - unless you count the hoot owls hooting! Extraordinary 6.37 acre homesite or recreational tract. This newly surveyed property offers the perfect blend of privacy, natural beauty and convenience. Featuring a mature forest of hardwoods and tall "long leaf" pines in a picturesque triangle shaped layout. The longest side (1070 ft) fronts S. Salt Road, giving over a

Lynette Sirmon

All Realty Services

(448) 334-2517

TBD S Salt Rd, Monticello, FL 32344
/59
$530,000 Sold Jan 05, 2026

1923 Whitehouse Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,371 Sq Ft
- Built 2008
Last Sold Summary
- 1% Below List Price
- $224/SF
- 29 Days On Market
Last Listing Agent Bonnie Fowler Armor Realty, Inc

1923 Whitehouse Rd, Monticello, FL 32344

/33
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,472 Sq Ft
1692 Freeman Rd, Lamont, FL 32336

1692 Freeman Rd, Lamont, FL 32336

/25
$184,000
- Land
- 14.9 Acres
- $12,349 per Acre
Lot 8 Sneads Dr, Greenville, FL 32331

Discover 14.9 acres of pristine residential/recreational land along the Upper Aucilla River, near Sneads Lake in Jefferson County, Florida. This unique property offers a rare combination of upland and waterfront ownership with a portion of the property submerged by the flowing river. "Own out into & beyond the river channel (all the way to other bank) on the "Aucilla River". Outdoor enthusiasts

Lynette Sirmon

All Realty Services

(448) 231-6582

Lot 8 Sneads Dr, Greenville, FL 32331
/32
$390,000 Sold Mar 27, 2025

39 Indian Hills Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,803 Sq Ft
- Built 1987
Last Sold Summary
- 2% Below List Price
- $216/SF
- 90 Days On Market
Current Estimated Value $396,637

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

39 Indian Hills Rd, Monticello, FL 32344

/31
Est $153,073 Not Listed For Sale
- 3 Beds
821 Old Lloyd Rd Unit 2, Monticello, FL 32344

821 Old Lloyd Rd Unit 2, Monticello, FL 32344

/43
$295,000 Under Contract
- 5 Beds
- 2 Baths
- 3,320 Sq Ft
425 N Mulberry St, Monticello, FL 32344

Charming 1920's Two-Story Home in the Heart of Downtown Monticello, Fl. Step back in time with this beautiful home nestled on a spacious 1/2 acre lot in the heart of Monticello. Bursting with character and potential, this property is perfect for those looking to restore a classic Southern gem. Inside, you will find original, wood ceiling, floors , and walls that are just waiting to be brought

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 222-3718

425 N Mulberry St, Monticello, FL 32344
/42
$335,000 Sold Jun 10, 2025

1535 Willow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,370 Sq Ft
- Built 2021
Last Sold Summary
- $245/SF
- 6 Days On Market
Current Estimated Value $345,077

Last Listing Agent Chance Shutes Keller Williams Town & Country

1535 Willow Rd, Monticello, FL 32344

/5
Est $130,568 Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,314 Sq Ft
220 Horseshoe Rd, Monticello, FL 32344

220 Horseshoe Rd, Monticello, FL 32344

/37
$365,000
- 3 Beds
- 2 Baths
- 2,766 Sq Ft
205 N Rhodes St, Monticello, FL 32344

Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 236-0470

205 N Rhodes St, Monticello, FL 32344
/36
$285,000 Sold Aug 08, 2025

705 N Mulberry St, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 1,527 Sq Ft
- Built 2004
Last Sold Summary
- 1% Below List Price
- $187/SF
- 40 Days On Market
Current Estimated Value $276,738

Last Listing Agent Bill Lord Armor Realty, Inc

705 N Mulberry St, Monticello, FL 32344

/34
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
336 Lake Rd, Monticello, FL 32344

336 Lake Rd, Monticello, FL 32344

/6
$230,000 Under Contract
- Land
- 10 Acres
- $23,000 per Acre
TBD Orchard Ln, Monticello, FL 32344

The great escape- A very special 10 acres, all high and dry, convenient to Tallahassee, easy 12 to 15 minute drive. Site built homes only. It was pasture land that has volunteer pines and hardwoods growing Easy to turn back into pasture for horses of left like ot is for privacy.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 217-5194

TBD Orchard Ln, Monticello, FL 32344
/3
$2,989,892 Sold May 12, 2025

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344
- Land
- 420 Acres
- $7,119 per Acre
Last Sold Summary
- 5% Below List Price
- 87 Days On Market
Last Listing Agent Brian Proctor NAI TALCOR Commercial

0 Bassett Dairy Rd Unit 380760, Monticello, FL 32344

/30
Est $552,749 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,016 Sq Ft
3214 Tram Rd, Monticello, FL 32344

3214 Tram Rd, Monticello, FL 32344

/12
$93,500
- Land
- 5 Acres
- $18,700 per Acre
489 Ashville Highlands Dr, Greenville, FL 32331

Come and camp while you are waiting to build. Many improvements on this 5 acre parcel. Partly cleared (approx 2.5 ac), large septic with comnection for RV with macerator pump, 200 amp power service with meter and pole and 30 amp RV connection. High speed internet running through the property. No HOA, freedom to build what you want. Enjoy an abundance of wildlife. Some area is in flood zone see

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 678-3158

489 Ashville Highlands Dr, Greenville, FL 32331
/17
$189,000 Sold Apr 02, 2025

485 Morris Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,525 Sq Ft
- Built 1960
Last Sold Summary
- 35% Below List Price
- $75/SF
- 233 Days On Market
Current Estimated Value $237,343

Last Listing Agent Susan Gillespie Lord & Stanley Realty, Inc.

485 Morris Rd, Monticello, FL 32344

/28
Est $445,037 Not Listed For Sale
- 3 Beds
- 2 Baths
- 3,328 Sq Ft
129 Indian Hills Rd, Monticello, FL 32344

129 Indian Hills Rd, Monticello, FL 32344

/69
$555,000 New Construction
- 4 Beds
- 2 Baths
- 1,945 Sq Ft
64 Sanctuary Dr, Monticello, FL 32344

Just WOW this beautiful new construction home, with top-of-the-line custom finishes. This home gives you all the luxury you are looking for - a primary suite with stunning tongue and groove wood tray ceilings, master bath with stand-alone soaking tub, walk-in shower, double vanity with quartz countertops, an oversized walk-in custom master closet with built-ins. As you approach the living area,

Chance Shutes

Keller Williams Town & Country

(448) 305-5882

64 Sanctuary Dr, Monticello, FL 32344
/42
$425,000 Sold Feb 27, 2025

0 Fen Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
- Built 2025
Last Sold Summary
- $235/SF
- 6 Days On Market
Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

0 Fen Ct, Monticello, FL 32344

/38
Est $164,847 Not Listed For Sale
- 2 Beds
- 1 Bath
- 912 Sq Ft
310 N Olive St, Monticello, FL 32344

310 N Olive St, Monticello, FL 32344

/42
$725,000 New Construction
- 4 Beds
- 3.5 Baths
- 2,365 Sq Ft
81 Old Tung Grove Rd, Monticello, FL 32344

New Construction move in ready. Sacious over 2300 sq fr. with upstairs bonus room with bath and closet, could be 4th bedroom. 5.38 acre lot. Top of the lines finishes. Convenient to Tallahassee 15 minute drive.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 334-6582

81 Old Tung Grove Rd, Monticello, FL 32344
/41
$374,000 Sold Jan 21, 2026

226 Sutton, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
- Built 2024
Last Sold Summary
- 1% Below List Price
- $257/SF
- 3 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

226 Sutton, Monticello, FL 32344

/36
Est $765,812 Not Listed For Sale
- 4 Beds
- 3 Baths
- 5,556 Sq Ft
250 Hiawatha Farms Rd, Monticello, FL 32344

250 Hiawatha Farms Rd, Monticello, FL 32344

/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
/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

/28
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,323 Sq Ft
1993 Hartsfield Rd, Monticello, FL 32344

1993 Hartsfield Rd, Monticello, FL 32344

/14
$294,900 New Construction
- 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

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