Jefferson County, FL Homes

/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

/3
$127,500 Under Contract
- Land
- 51 Acres
- $2,500 per Acre
000 Kinsey Rd, Monticello, FL 32344

51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

Buddy Witmer

Steve C. Walker Realty, LLC

(850) 726-3832

000 Kinsey Rd, Monticello, FL 32344
/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

/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

/32
$525,000
- 3 Beds
- 3 Baths
- 3,026 Sq Ft
3827 N Jefferson St, Monticello, FL 32344

Spacious Contemporary Home on 5 Acres with Pond, Minutes from Thomasville, Ga! Enjoy peaceful country living with modern comforts in this stunning 3 bedroom, 3 bathroom brick home on 5 beautiful acres with a private pond. With over 3,000 square feet of living space, this property offers room to spread out and features thoughtful touches throughout. Inside, you'll find a large den with cozy

Pam Kelly

Kelly & Kelly Properties, Inc

(850) 367-9518

3827 N Jefferson St, 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

/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

/45
$599,900
- 3 Beds
- 2.5 Baths
- 2,546 Sq Ft
181 Heritage Blvd, Monticello, FL 32344

Certified Florida Green Home on 3 acres in the highly sough after Heritage Hills s/d. Enjoy the perfect blend of privacy and convenience with this Craftsman-style home, offering an easy commute to both Tallahassee and Monticello. The like-new residence boasts high-end finishes throughout, including crown molding, coffered ceilings, wainscoting, and a cozy gas fireplace. Relax or entertain

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 678-3070

181 Heritage Blvd, Monticello, FL 32344
/31
$240,000 Sold Jan 24, 2025

112 Rudolph Ln, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 2,112 Sq Ft
- Built 2022
Last Sold Summary
- 8% Below List Price
- $114/SF
- 68 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

112 Rudolph Ln, 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

/2
$50,000
- Land
- 2.5 Acres
- $20,000 per Acre
TBD E Meadow Rd, Monticello, FL 32344

Wooded lot, pines and hardwoods. Mobile homes are allowed. High elevation.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 333-2923

TBD E Meadow Rd, 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

/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

/11
$135,000
- 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
/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

/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

/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

(850) 779-4681

3621 E Capps Hwy, Monticello, FL 32336
/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

/42
Est $262,462 Not Listed For Sale
52 Serenity Ln, Monticello, FL 32344

52 Serenity Ln, Monticello, FL 32344

/42
$415,000
- 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
/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

/7
Not Listed For Sale
0 Taylor Rd Unit 375808, Monticello, FL 32344

0 Taylor Rd Unit 375808, 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
/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

/3
Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,623 Sq Ft
132 Hilltop Dr, Monticello, FL 32344

132 Hilltop Dr, 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
/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

/17
Not Listed For Sale
360 Poppell Cemetery Rd, Lamont, FL 32336

360 Poppell Cemetery Rd, Lamont, FL 32336

/50
$449,900 New Construction
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
107 Tarn Way, Monticello, FL 32344

2024 Custom Built Home with Premium Upgrades in Hemings Pond Subdivision! Better than new - This 3 bedroom/2 Bathroom 2024-build by Nailed It Construction offers luxury vinyl plank floors throughout, upgraded light fixtures, premium countertops, and elegant bath finishes. Both bathrooms feature tastefully muted designer tile-work. Thoughtful owner upgrades include: custom wood plantation shutters

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 428-7831

107 Tarn Way, 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

/31
Est $414,790 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,883 Sq Ft
1613 Yaupon Ct, Monticello, FL 32344

1613 Yaupon Ct, Monticello, FL 32344

/56
$275,000
- 2 Beds
- 2 Baths
- 1,672 Sq Ft
660 N Jefferson St, Monticello, FL 32344

This updated craftsman bungalow sits just minutes from historic downtown Monticello and all its shops, restaurants and small-town living activities. The big welcoming front porch maintains a great view of Jefferson street and opens inside to a light-filled living space – great for entertaining, with an easy flow to a fenced lawn perfect for pets and weekend gatherings. The split-bedroom plan

David Wesolowski American Real Estate Agency, I

660 N Jefferson St, 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 $250,215

Last Listing Agent Lee Hall Capital City Real Estate Group

185 Main St, Monticello, FL 32344

/3
Est $46,748 Not Listed For Sale
420 N Forest Ct, Monticello, FL 32344

420 N Forest Ct, 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
/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 $607,909

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

2199 Old Lloyd Rd, Monticello, FL 32344

/4
Not Listed For Sale
TBD Blackberry Tr, Monticello, FL 32344

TBD Blackberry Tr, Monticello, FL 32344

/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
/35
$375,000 Sold Jun 13, 2025

925 E Pearl St, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 2,768 Sq Ft
- Built 1901
Last Sold Summary
- $135/SF
- 24 Days On Market
Current Estimated Value $382,242

Last Listing Agent Tom Grasberger Gaff's Realty Company

925 E Pearl St, Monticello, FL 32344

/4
Not Listed For Sale
XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

XXXX St Augustine Rd Parcel #2, Monticello, FL 32344

Showing Results 81 - 120, Page 3 of 18

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