Monticello, FL Homes

/8
$450,000
- Land
- 85.26 Acres
- $5,278 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
/41
$336,000 Sold Jun 23, 2025

1600 Sweetbay Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,555 Sq Ft
- Built 2021
Last Sold Summary
- $216/SF
- 33 Days On Market
Last Listing Agent Amber Renaud The Nova Group Realty

1600 Sweetbay Ct, Monticello, FL 32344

/40
Est $520,608 Not Listed For Sale

9255 Gamble Rd, Monticello, FL 32344
- 2 Beds
- 3 Baths
- 1,833 Sq Ft
- Built 1970
9255 Gamble Rd, Monticello, FL 32344

Last Sold Summary
- 8% Above List Price
- $262/SF
- 5 Days On Market
Last Sold Price $480,000

Last Listing Agent Alicia Radtke All Realty Services

/11
$45,000
- Land
- 2.5 Acres
- $18,000 per Acre
1 W Meadow Rd, Monticello, FL 32344

2.5 Acres of land, partially cleared for home-site. Private quiet road. All high and dry ready to build your homestead. mobile homes okay. Close to aucilla river. Convenient to Monticello, FL and Thomasville Ga. Valdosta and Tallahassee 45 minutes away. Horse Friendly area. Owner financing options available.

Starbuck Rissman Steve C. Walker Realty, LLC

1 W Meadow Rd, Monticello, FL 32344
/33
$140,000 Sold Jan 09, 2026

720A Indian Hills Rd, Monticello, FL 32344
- Land
- 10.62 Acres
- $13,183 per Acre
Last Sold Summary
- 26% Below List Price
- 131 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

720A Indian Hills Rd, Monticello, FL 32344

/4
Not Listed For Sale

XXX Shiver, Monticello, FL 32344
XXX Shiver, Monticello, FL 32344

Last Sold Summary
- 204 Days On Market
Last Sold Price $29,500

Last Listing Agent Hines Boyd FL-GA Realty & Auction

/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
/63
$500,000 Sold Oct 24, 2025

282 Long Leaf Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,170 Sq Ft
- Built 1998
Last Sold Summary
- 4% Below List Price
- $230/SF
- 95 Days On Market
Current Estimated Value $507,202

Last Listing Agent Catherine Hope All Realty Services

282 Long Leaf Dr, Monticello, FL 32344

/24
Not Listed For Sale

00 Valley View Rd, Monticello, FL 32344
00 Valley View Rd, Monticello, FL 32344

Last Sold Summary
- 42 Days On Market
Last Sold Price $271,000

Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

/16
$65,000
- 2 Beds
- 1 Bath
- 888 Sq Ft
980 Mays St, Monticello, FL 32344

"Buy Now and Wait" a little while the attorney finishes up the Probate proceedings underway. Cannot close until court approval however you can go ahead and grab it now. Concrete Block 2/1 Home less than a mile from downtown Monticello! This quaint 888 sq ft home sits under a metal roof and only requires your vision and a little effort to become a superb starter home or investment opportunity.

Ben Marinelli All Realty Services

980 Mays St, Monticello, FL 32344
/37
$125,000 Sold Nov 12, 2025

1150 Old Lloyd Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $91/SF
- 14 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

1150 Old Lloyd Rd, Monticello, FL 32344

/5
Not Listed For Sale

0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331
0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331

Last Sold Summary
- 57 Days On Market
Last Sold Price $45,000

Last Listing Agent Christopher Taylor Xcellence Realty

/54
$149,000
- 2 Beds
- 2 Baths
- 1,792 Sq Ft
12447 Gamble Rd, Monticello, FL 32344

Seller Ready to Not be the Owner Anymore! Corner Lot! This 2 bedroom (could be a 3rd Bdrm however the 3rd bedroom does not have a closet but most 1930's homes did not have closets), 2 bathroom home offers 1,792 sq ft of living on 1 acre in Wacissa, Florida, just 1 minute from the Wacissa River headwaters (first magnitude Spring) and boat launch in Monticello, Jefferson County, Florida. It’s an

Catherine Hope All Realty Services

12447 Gamble Rd, Monticello, FL 32344
/29
$541,000 Sold May 23, 2025

Vacant Hartsfield Rd, Monticello, FL 32344
- Land
- 59.17 Acres
- $9,143 per Acre
Last Sold Summary
- 2% Below List Price
- 55 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

Vacant Hartsfield Rd, Monticello, FL 32344

/14
Est $431,963 Not Listed For Sale

4131 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- Built 1940
4131 Ashville Hwy, Monticello, FL 32344

Last Sold Summary
- 15% Above List Price
- $363/SF
- 16 Days On Market
Last Sold Price $375,000

Last Listing Agent Sarah Scott Coldwell Banker Hartung

/48
$1,000,000 Under Contract
- 8 Beds
- 6.5 Baths
- 5,560 Sq Ft
237 Valley View Ct, Monticello, FL 32344

Opportunities like this are rare! You've been seeking close in country life. Enjoy the perfect balance of privacy and convenience on 15 acres with a true Estate. A main home, guest home, efficiency apartment, barn, climate controlled storage, life sized doll house with electric, screened pool, and whole home generator offer the perfect multi-generational set up and breathtaking sunset views just

Kelly Vinson Keller Williams Town & Country

237 Valley View Ct, Monticello, FL 32344
/40
$546,000 Sold Oct 14, 2025

44 S Ojibwa Rd, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 2,771 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $197/SF
- 98 Days On Market
Current Estimated Value $544,064

Last Listing Agent Brett Miller Legacy Pro Real Estate Group

44 S Ojibwa Rd, Monticello, FL 32344

/2
Not Listed For Sale

B Salt Rd, Monticello, FL 32344
B Salt Rd, Monticello, FL 32344

Last Sold Summary
- 86 Days On Market
Last Sold Price $835,000

Last Listing Agent Sherry Shaheen ENGEL & VOLKERS GAINESVILLE

/24
$174,900
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
963 Quail Ln, Monticello, FL 32344

Great location for this property in Lloyd Acres. The property has 2.26 acres of partially wooded area. The property consists of the single family home, detached garage/carport/workshop and a singlewide mobile home. The vinyl sided home will need some repair and updating but has tremendous potential. The detached garage is large with 2 stalls. The mobile home is in need of a total renovation (or

Van Drake Drake Realty, Inc.

963 Quail Ln, Monticello, FL 32344
/6
$170,000 Sold Dec 03, 2025

000 Barnes Rd, Monticello, FL 32344
- Land
- 14.62 Acres
- $11,628 per Acre
Last Sold Summary
- 3% Below List Price
- 37 Days On Market
Last Listing Agent H. Trey Hough Armor Realty, Inc

000 Barnes Rd, Monticello, FL 32344

/2
Not Listed For Sale

A Salt Rd, Monticello, FL 32344
A Salt Rd, Monticello, FL 32344

Last Sold Summary
- 86 Days On Market
Last Sold Price $390,000

Last Listing Agent Sherry Shaheen ENGEL & VOLKERS GAINESVILLE

/42
$325,000
- 4 Beds
- 3 Baths
- 2,223 Sq Ft
155 E Seminole Ave, Monticello, FL 32344

Set along one of Monticello’s main routes, this 1950s home offers a rare chance to create something truly your own—whether that’s a residence, a business, or a thoughtful mix of both, with flexible Business/Residential zoning already in place. Sitting on 0.60 acres with over 2,200 square feet, the layout is surprisingly adaptable, with 4 bedrooms and 3 full bathrooms, including multiple ensuite

Catherine Hope All Realty Services

155 E Seminole Ave, Monticello, FL 32344
/27
$349,900 Sold Jul 18, 2025

149 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
Last Sold Summary
- $219/SF
- 106 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

149 Coopers Pond Rd, Monticello, FL 32344

/36
Not Listed For Sale

87 Old Tung Grove Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 2,344 Sq Ft
- Built 2024
87 Old Tung Grove Rd, Monticello, FL 32344

Last Sold Summary
- $288/SF
- 362 Days On Market
Last Sold Price $675,000

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/57
$200,000 Under Contract
- 2 Beds
- 1 Bath
- 1,741 Sq Ft
265 W Seminole Ave, Monticello, FL 32344

You must see this -Charming all-brick corner-lot home ideally located directly across from the Legion Hall and the entrance to Monticello Ecological Park—plus just a short walk to midtown shops and restaurants. The screened In front porch welcomes you inside. Inside, you’ll find wood floors (including beneath the carpet in the bonus room) and a layout that offers flexibility for today’s living.

Karen Gillispie Keller Williams Town & Country

265 W Seminole Ave, Monticello, FL 32344
/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
Current Estimated Value $502,104

Last Listing Agent Jason Boone Keller Williams Town & Country

885 S Waukeenah St, Monticello, FL 32344

/37
Not Listed For Sale

185 White Oak Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
- Built 2024
185 White Oak Dr, Monticello, FL 32344

Last Sold Summary
- $281/SF
- 69 Days On Market
Last Sold Price $555,000

Last Listing Agent Marshall Gibbs Capital City Real Estate Group

/31
$275,000
- 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
/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 $578,968

Last Listing Agent Amber Renaud The Nova Group Realty

273 Legacy Way, Monticello, FL 32344

/22
Not Listed For Sale

390 Elliot Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,351 Sq Ft
- Built 2024
390 Elliot Dr, Monticello, FL 32344

Last Sold Summary
- $218/SF
- 28 Days On Market
Last Sold Price $295,000

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

/70
$1,325,000
- 5 Beds
- 4.5 Baths
- 5,476 Sq Ft
221 Kiley Dr, Monticello, FL 32344

Welcome to a rare North Florida estate just minutes from Tallahassee—where luxury, land, and lifestyle come together. 221 Kiley Road is situated on expansive acreage in Monticello, and this private retreat offers the perfect blend of seclusion and convenience, located just a short drive from the heart of Tallahassee. For buyers seeking space, privacy, and versatility without sacrificing proximity

Wilda Sigler Keller Williams Town & Country

221 Kiley Dr, Monticello, FL 32344
/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 $216,855

Last Listing Agent Lynette Sirmon All Realty Services

955 E Pearl St, Monticello, FL 32344

/42
Est $737,314 Not Listed For Sale

12840 Gamble Rd, Monticello, FL 32344
- 6 Beds
- 4 Baths
- 3,998 Sq Ft
- Built 1991
12840 Gamble Rd, Monticello, FL 32344

Last Sold Summary
- 8% Above List Price
- $170/SF
- 54 Days On Market
Last Sold Price $680,000

Last Listing Agent Chris Cicatello Coldwell Banker Hartung

/3
$415,500
- Land
- 22.13 Acres
- $18,775 per Acre
00 Boston Hwy, Monticello, FL 32344

2 MILES FROM Monticello Courthouse! Bordering Jefferson County Country Club. 2 Parcels for total of 22.13 Acres adjacent to Jefferson County Golf Club and bordering Boston Hwy- 1028 ft. frontage - and Mamie Scott Drive. 2 Acres on Mamie Scott with 360' FRONTAGE AND has City Water/Electric Access and is actually within City Limits with zoning of RESIDENTIAL-MULTIFAMILY. Remaining property zoning

Jennifer Ward Century 21 First Story

00 Boston Hwy, Monticello, FL 32344
/14
$230,000 Sold Apr 24, 2025

523 Silver Lake Rd, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 1,316 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $175/SF
- 26 Days On Market
Current Estimated Value $261,850

Last Listing Agent Brian Bachman Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/38
Est $246,485 Not Listed For Sale

5118 E Washington Hwy, Monticello, FL 32344
- 2 Beds
- 1.5 Baths
- 1,276 Sq Ft
- Built 1935
5118 E Washington Hwy, Monticello, FL 32344

Last Sold Summary
- 14% Above List Price
- $170/SF
- 21 Days On Market
Last Sold Price $217,000

Last Listing Agent Amber Renaud The Nova Group Realty

/13
$65,000
- 3 Beds
- 2 Baths
- 1,248 Sq Ft
40 Westview Ln, Monticello, FL 32344

Don't judge this home by its exterior!! The outside siding shows significant deterioration, which is fully reflected in the price. However, once inside, you'll find a livable interior that's far more functional than first impressions suggest. This double-wide is currently occupied and offers ;an opportunity for a buyer willing to look past the exterior and focus on the potential within. Not

Alicia Radtke All Realty Services

40 Westview Ln, Monticello, FL 32344
/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
Not Listed For Sale

271 Tecumseh Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
- Built 1989
271 Tecumseh Rd, Monticello, FL 32344

Last Sold Summary
- $96/SF
- 20 Days On Market
Last Sold Price $205,000

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/19
$395,000
- Land
- 3.2 Acres
- $123,438 per Acre
XX Shiver Rd, Monticello, FL 32345

Beautiful High lot at corner of Hwy 19, Shiver and Lake Rd. This listing is compilation of 3 contiguous parcels : (19-2N-5E-0140-0000-0300 and 19-2N-5E-0000-0210-0000 and 19-2N-5E-0140-0000-0170). for a total of 3.25 acres . PRIME location for multi-family, office, mixed use commercial business that needs visibility and ease of access. Utilities available- Water access to main line is Under Hwy

Jennifer Ward Century 21 First Story

XX Shiver Rd, Monticello, FL 32345

Showing Results 161 - 200, Page 5 of 18

Florida Jefferson County Monticello

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Monticello, FL Homes

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