Jefferson County, FL Homes

/42
Est $221,000 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
3908 N Salt Rd, Monticello, FL 32344

3908 N Salt Rd, Monticello, FL 32344

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/49
$375,000
- 3 Beds
- 2 Baths
- 2,268 Sq Ft
84 Lakeside Rd, Monticello, FL 32344

This beautifully maintained modular home sits on 2.77 acres, offering peaceful waterfront living and modern updates throughout. Built in 2005 and thoughtfully upgraded, this 3-bedroom, 2-bathroom home combines comfort, style, and space for an idyllic Jefferson County setting. The expansive open-concept-style main living/dining area is perfect for entertaining or relaxing with family. An adjoining

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 413-6516

84 Lakeside Rd, Monticello, FL 32344
/5
$146,000 Sold Aug 01, 2025

TBD Taylor Rd, Monticello, FL 32344
- Land
- 6.07 Acres
- $24,053 per Acre
Last Sold Summary
- 268 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

TBD Taylor Rd, Monticello, FL 32344

/36
Est $506,709 Not Listed For Sale
- 5 Beds
- 3 Baths
- 2,552 Sq Ft
874 Lake Rd, Monticello, FL 32344

874 Lake Rd, Monticello, FL 32344

/37
$300,000
- 3 Beds
- 1.5 Baths
- 1,855 Sq Ft
950 E Pearl St, Monticello, FL 32344

Charming 1955 Cottage in the Heart of Monticello,Fl. Welcome home to this cozy yet surprisingly spacious 3-bedroom 1.5 -bath cottage on beautiful Oak Lined Pearl Street. Just a short walk or golf cart ride to historic downtown Monticello. Features include original hardwood floors, new windows, updated electrical and a sunroom with brick paver flooring- perfect for relaxing with morning coffee.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 333-2115

950 E Pearl St, Monticello, FL 32344
/13
$34,000 Sold Mar 31, 2025

265 Bowman St, Monticello, FL 32344
- 1 Bed
- 1 Bath
- 660 Sq Ft
- Built 1911
Last Sold Summary
- 15% Below List Price
- $52/SF
- 27 Days On Market
Current Estimated Value $43,281

Last Listing Agent Amber Renaud The Nova Group Realty

265 Bowman St, Monticello, FL 32344

/15
Not Listed For Sale
115 Timber Trace, Monticello, FL 32344

115 Timber Trace, Monticello, FL 32344

/4
$130,000
- Land
- 9.96 Acres
- $13,052 per Acre
00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344

The listing contains (2) adjacent raw land parcels in the Lloyd Acres Subdivision = 9.96 acres total. See parcel IDs: 18-1N-4E-0113-000C-0010 (6.41 acres; Mallard Lane) + 18-1N-4E-0112-000C-0050 (3.55 acres; Bluejay Rd). Look for real estate signs (2) to help identify the acreage for sale. The property is zoned Residential-01 (1 home/1 acre), making it a great opportunity for someone wanting to

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 230-8821

00 Mallard Blue Jay Ln Unit 2/3, Monticello, FL 32344
/37
$160,000 Sold Mar 19, 2025

183 Chittling Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 2001
Last Sold Summary
- 9% Below List Price
- $106/SF
- 41 Days On Market
Last Listing Agent Catherine Hope All Realty Services

183 Chittling Rd, Monticello, FL 32344

/25
Est $207,287 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 802 Sq Ft
293 Freeman Rd, Lamont, FL 32336

293 Freeman Rd, Lamont, FL 32336

/30
$325,000
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
354 Pine Cone Dr, Monticello, FL 32344

2024 construction, shows like brand new home on large .68 acre lot, wooded buffer adds privacy. Open floor plan, kitchen with granite tops, counter seating and dining overlooks living room. Split bedroom plan , large master suite, walk in shower. 2 car garage, back screen porch overlooking privacy fenced backyard.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 334-5234

354 Pine Cone Dr, Monticello, FL 32344
/50
$860,000 Sold Dec 30, 2025

240 Valley View Ct, Monticello, FL 32344
- 5 Beds
- 3 Baths
- 3,656 Sq Ft
- Built 2004
Last Sold Summary
- 18% Below List Price
- $235/SF
- 62 Days On Market
Last Listing Agent Hettie Spooner Hill Spooner & Elliott Inc

240 Valley View Ct, Monticello, FL 32344

/3
Not Listed For Sale
00 Fountain Dr, Monticello, FL 32344

00 Fountain Dr, Monticello, FL 32344

/32
$499,500
- 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
/20
$62,500 Sold Oct 07, 2025

195 E Meadow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,836 Sq Ft
- Built 1999
Last Sold Summary
- 55% Below List Price
- $34/SF
- 99 Days On Market
Current Estimated Value $123,667

Last Listing Agent Chelsey Hough Keller Williams Town & Country

195 E Meadow Rd, Monticello, FL 32344

/9
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
2191 Rabon Rd, Monticello, FL 32344

2191 Rabon Rd, Monticello, FL 32344

/16
$549,000
- 2 Beds
- 1 Bath
- 1,200 Sq Ft
640 Nautilus Dr, Monticello, FL 32344

Secluded 56.37 Acres with Metal Building & Living Quarters -Western Jefferson County. This property offers privacy, versatility and room to build or expand. The land features a 2880 sq ft heavy-gauged metal building designed for both residential and workshop use. Second floor includes 1200 sf of living space currently unfinished featuring two bedrooms, kitchen and living area and one bath. A

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 231-5287

640 Nautilus Dr, Monticello, FL 32344
/31
$85,000 Sold Jan 16, 2026

572 Deerwood Blvd, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 2000
Last Sold Summary
- 19% Below List Price
- $63/SF
- 126 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

572 Deerwood Blvd, Greenville, FL 32331

/6
Not Listed For Sale
xxx S Main Ave, Monticello, FL 32344

xxx S Main Ave, 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
/27
$399,900 Sold Apr 21, 2025

81 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2024
Last Sold Summary
- $250/SF
- 129 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

81 Coopers Pond Rd, Monticello, FL 32344

/5
Not Listed For Sale
394 E Osprey Ln, Monticello, FL 32344

394 E Osprey Ln, Monticello, FL 32344

/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
/5
$85,000 Sold Aug 26, 2025

210 Oetinger Rd, Monticello, FL 32344
- Land
- 5.01 Acres
- $16,966 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Kayla Palmer Timber & Tides Real Estate

210 Oetinger Rd, Monticello, FL 32344

/7
Not Listed For Sale
0 Taylor Rd Unit 376815, Monticello, FL 32344

0 Taylor Rd Unit 376815, 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
/42
$260,000 Sold Aug 29, 2025

2422 N Jefferson St, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,280 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $114/SF
- 135 Days On Market
Current Estimated Value $250,000

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

2422 N Jefferson St, Monticello, FL 32344

/23
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,800 Sq Ft
5585 Turkey Scratch Rd, Monticello, FL 32344

5585 Turkey Scratch Rd, 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
/14
$30,000 Sold Nov 21, 2025

000 Ashville Highlands Dr, Greenville, FL 32331
- Land
- 5 Acres
- $6,000 per Acre
Last Sold Summary
- 54% Below List Price
- 58 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

000 Ashville Highlands Dr, Greenville, FL 32331

/12
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
509 Waukeenah Hwy, Monticello, FL 32344

509 Waukeenah Hwy, Monticello, FL 32344

/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
/11
$90,000 Sold Jan 13, 2026

4685 Waukeenah Hwy, Monticello, FL 32344
- 1 Bed
- 1 Bath
- 1,064 Sq Ft
- Built 2005
Last Sold Summary
- 25% Below List Price
- $85/SF
- 4 Days On Market
Last Listing Agent E. Bradley Vollertsen Advanced Real Estate Sales

4685 Waukeenah Hwy, Monticello, FL 32344

/24
Est $290,701 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
825 E Dogwood St, Monticello, FL 32344

825 E Dogwood St, 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
/11
$95,000 Sold May 15, 2025

0 E Glenn Rd, Monticello, FL 32344
- Land
- 10.46 Acres
- $9,082 per Acre
Last Sold Summary
- 12% Above List Price
- 170 Days On Market
Last Listing Agent Danielle Andrews Realty One Group Next Gen

0 E Glenn Rd, Monticello, FL 32344

/3
Est $482,272 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 3,250 Sq Ft
1612 Rabon Rd, Monticello, FL 32344

1612 Rabon Rd, Monticello, FL 32344

/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
/26
$231,000 Sold Aug 20, 2025

495 N Cherry Ct, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,338 Sq Ft
- Built 2005
Last Sold Summary
- 14% Below List Price
- $173/SF
- 161 Days On Market
Current Estimated Value $231,334

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

495 N Cherry Ct, Monticello, FL 32344

/24
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
6279 Aucilla Rd, Monticello, FL 32344

6279 Aucilla Rd, Monticello, FL 32344

Showing Results 41 - 80, Page 2 of 18

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