Jefferson County, FL Homes

/42
Est $434,819

Not Listed For Sale

1640 Willow Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,883 Sq Ft
- Built 2023
1640 Willow Rd, Monticello, FL 32344

Last Sold Summary
- 97 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/13
$97,000

Sold Aug 29, 2025

Lot 4 Hiawatha Farms S, Monticello, FL 32344
- Land
- 4.25 Acres
- $22,824 per Acre
Last Sold Summary
- 3% Below List Price
- 26 Days On Market
Last Listing Agent Stacie Boone Engel & Völkers Tallahassee

Lot 4 Hiawatha Farms S, Monticello, FL 32344

/41
Est $616,383

Not Listed For Sale

808 Paul Thompson Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
- Built 2021
808 Paul Thompson Rd, Monticello, FL 32344

Last Sold Summary
- 20 Days On Market
Last Listing Agent Brenna Kelly-Ward Kelly & Kelly Properties, Inc

/30
$313,500

Sold Mar 27, 2026

354 Pine Cone Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
- Built 2024
Last Sold Summary
- 6% Below List Price
- $195/SF
- 133 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

354 Pine Cone Dr, Monticello, FL 32344

/28
Est $293,686

Not Listed For Sale

1102 Smokehouse Farms Dr, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
- Built 2022
1102 Smokehouse Farms Dr, Greenville, FL 32331

Last Sold Summary
- 45 Days On Market
Last Listing Agent Kayla Helton eXp Realty LLC

/34
$254,000

Sold Feb 20, 2026

130 Simpson Ave, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,654 Sq Ft
- Built 1935
Last Sold Summary
- 6% Below List Price
- $154/SF
- 174 Days On Market
Current Estimated Value $262,578

Last Listing Agent Suzanna Malone Lauer Real Estate Group LLC

130 Simpson Ave, Monticello, FL 32344

/42
Est $734,825

Not Listed For Sale

158 Tradition Way, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,539 Sq Ft
- Built 2018
158 Tradition Way, Monticello, FL 32344

Last Sold Summary
- 38 Days On Market
Last Listing Agent Tricia McClenahan Gary Bartlett Real Estate

/2
$268,000

Sold May 27, 2026

1135 E Dogwood St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- Built 2026
Last Sold Summary
- $208/SF
- 0 Days On Market
Last Listing Agent Jared Parramore Coastwise Realty

1135 E Dogwood St, Monticello, FL 32344

/26
Not Listed For Sale

665 N Cherry St, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
- Built 2023
665 N Cherry St, Monticello, FL 32344

Last Sold Summary
- 459 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

/21
$269,000

Sold Apr 21, 2026

1125 E Dogwood St, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,290 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $209/SF
- 71 Days On Market
Last Listing Agent Jared Parramore Coastwise Realty

1125 E Dogwood St, Monticello, FL 32344

/40
Est $458,060

Not Listed For Sale

1911 Ashville Highlands Dr, Greenville, FL 32331
- 3 Beds
- 1 Bath
- 765 Sq Ft
- Built 1950
1911 Ashville Highlands Dr, Greenville, FL 32331

Last Sold Summary
- 165 Days On Market
Last Listing Agent Renee Smawley Steve C. Walker Realty, LLC

/2
$188,600

Sold Feb 13, 2026

860 N Cherry St, Monticello, FL 32344
- 3 Beds
- 1 Bath
- 1,104 Sq Ft
- Built 1955
Last Sold Summary
- $171/SF
- 0 Days On Market
Current Estimated Value $187,010

Last Listing Agent Liz Kuntz Keller Williams Town & Country

860 N Cherry St, Monticello, FL 32344

/33
Est $347,046

Not Listed For Sale

565 Monticello Ave, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,960 Sq Ft
- Built 1997
565 Monticello Ave, Monticello, FL 32344

Last Sold Summary
- 60 Days On Market
Last Listing Agent Virginia Blow FL-GA Realty & Auction

/70
$925,000

Sold Dec 15, 2025

2024 Old Lloyd Rd, Monticello, FL 32344
- 4 Beds
- 3 Baths
- 4,600 Sq Ft
- Built 1945
Last Sold Summary
- 6% Below List Price
- $201/SF
- 113 Days On Market
Current Estimated Value $907,021

Last Listing Agent Katherine Hansli Searcy The Naumann Group Real Estate

2024 Old Lloyd Rd, Monticello, FL 32344

/42
Not Listed For Sale

531 Ridge Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,205 Sq Ft
- Built 2023
531 Ridge Rd, Monticello, FL 32344

Last Sold Summary
- 38 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/43
$237,000

Sold Dec 15, 2025

2029 Boston Hwy, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,922 Sq Ft
- Built 2015
Last Sold Summary
- 9% Below List Price
- $123/SF
- 55 Days On Market
Last Listing Agent Alex Nunez Twelve Points Real Estate, LLC

2029 Boston Hwy, Monticello, FL 32344

/9
Not Listed For Sale

208 Wood Duck, Monticello, FL 32344
208 Wood Duck, Monticello, FL 32344

Last Sold Summary
- 30 Days On Market
Last Listing Agent Grayson Boyd FL-GA Realty & Auction

/6
$190,000

Sold Aug 29, 2025

xxx Barnes Rd, Monticello, FL 32344
- Land
- 21.1 Acres
- $9,005 per Acre
Last Sold Summary
- 14% Below List Price
- 203 Days On Market
Last Listing Agent H. Trey Hough Armor Realty, Inc

xxx Barnes Rd, Monticello, FL 32344

/27
Not Listed For Sale

149 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
149 Coopers Pond Rd, Monticello, FL 32344

Last Sold Summary
- 106 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/67
$920,000

Sold Apr 09, 2026

825 Rainey Run, Monticello, FL 32344
- 4 Beds
- 4.5 Baths
- 3,696 Sq Ft
- Built 2007
Last Sold Summary
- 12% Below List Price
- $249/SF
- 197 Days On Market
Current Estimated Value $827,136

Last Listing Agent Renee Dawkins Dawkins Realty LLC

825 Rainey Run, Monticello, FL 32344

/38
Not Listed For Sale

145 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
- Built 2023
145 Coopers Pond Rd, Monticello, FL 32344

Last Sold Summary
- 237 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/41
$555,000

Sold Apr 30, 2026

234 Legacy Way, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 2,431 Sq Ft
- Built 2014
Last Sold Summary
- 3% Below List Price
- $228/SF
- 37 Days On Market
Current Estimated Value $551,571

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

234 Legacy Way, Monticello, FL 32344

/4
Not Listed For Sale

0 Meadow Dr Unit 359309, Monticello, FL 32344
0 Meadow Dr Unit 359309, Monticello, FL 32344

Last Sold Summary
- 323 Days On Market
Last Listing Agent Justin Peel Maclay Realty & Management LLC

/3
$123,408

Sold Jan 05, 2026

000 Kinsey Rd, Monticello, FL 32344
- Land
- 51 Acres
- $2,420 per Acre
Last Sold Summary
- 29% Below List Price
- 426 Days On Market
Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

000 Kinsey Rd, Monticello, FL 32344

/23
Est $312,670

Not Listed For Sale

649 Turney Anderson Rd, Monticello, FL 32344
- 3 Beds
- Built 1940
649 Turney Anderson Rd, Monticello, FL 32344

Last Sold Summary
- 120 Days On Market
Last Listing Agent Lynette Sirmon All Realty Services

/32
$415,000

Sold Jun 15, 2026

3827 N Jefferson St, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 3,026 Sq Ft
- Built 2007
Last Sold Summary
- 36% Below List Price
- $137/SF
- 554 Days On Market
Current Estimated Value $438,040

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

3827 N Jefferson St, Monticello, FL 32344

/21
Not Listed For Sale

TBD 7 Bridges Rd, Monticello, FL 32344
TBD 7 Bridges Rd, Monticello, FL 32344

Last Sold Summary
- 342 Days On Market
Last Listing Agent Justin Peel Maclay Realty & Management LLC

/35
$575,000

Sold May 27, 2026

498 Heritage Blvd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,239 Sq Ft
- Built 2018
Last Sold Summary
- 12% Below List Price
- $257/SF
- 52 Days On Market
Current Estimated Value $583,516

Last Listing Agent Brian Moser Bulldog Properties, LLC

498 Heritage Blvd, Monticello, FL 32344

/14
Not Listed For Sale

XXX Devane Rd, Monticello, FL 32344
XXX Devane Rd, Monticello, FL 32344

Last Sold Summary
- 147 Days On Market
Last Listing Agent Renee Dawkins Dawkins Realty LLC

/38
$613,000

Sold Jul 17, 2026

261 Hiawatha Farms S, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,134 Sq Ft
- Built 2026
Last Sold Summary
- 2% Above List Price
- $287/SF
- 125 Days On Market
Current Estimated Value $562,269

Last Listing Agent Ross Kozloski Kozloski Realty, LLC

261 Hiawatha Farms S, Monticello, FL 32344

/11
Not Listed For Sale

VACANT Pine Cone Dr, Monticello, FL 32344
VACANT Pine Cone Dr, Monticello, FL 32344

Last Sold Summary
- 150 Days On Market
Last Listing Agent Rachel Sparling All Realty Services

/45
$555,000

Sold May 06, 2026

181 Heritage Blvd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,062 Sq Ft
- Built 2011
Last Sold Summary
- 13% Below List Price
- $269/SF
- 236 Days On Market
Current Estimated Value $566,688

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

181 Heritage Blvd, Monticello, FL 32344

/37
Est $246,207

Not Listed For Sale

107 Notre Dame, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,000 Sq Ft
- Built 2024
107 Notre Dame, Monticello, FL 32344

Last Sold Summary
- 44 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

/40
$419,900

Sold Sep 09, 2025

115 Crooked Creek Ln, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,809 Sq Ft
- Built 2025
Last Sold Summary
- $232/SF
- 208 Days On Market
Last Listing Agent Amber Renaud The Nova Group Realty

115 Crooked Creek Ln, Monticello, FL 32344

/15
Not Listed For Sale

- Walker Springs Rd, Monticello, FL 32344
- Walker Springs Rd, Monticello, FL 32344

Last Sold Summary
- 117 Days On Market
Last Listing Agent Gary Silvernell Southeastern Land Group, LLC

/31
$50,000

Sold Nov 10, 2025

983 Mays Rd, Lamont, FL 32344
- Land
- 7.69 Acres
- $6,502 per Acre
Last Sold Summary
- 23% Below List Price
- 138 Days On Market
Last Listing Agent Lynette Sirmon All Realty Services

983 Mays Rd, Lamont, FL 32344

/31
Not Listed For Sale

xx Rabon Rd, Monticello, FL 32344
xx Rabon Rd, Monticello, FL 32344

Last Sold Summary
- 366 Days On Market
Last Listing Agent Shadrach Hines Bluewater Realty Group

/18
$70,000

Sold Sep 17, 2025

Lot 16 Bear Hollow Rd, Greenville, FL 32331
- Land
- 5.4 Acres
- $12,963 per Acre
Last Sold Summary
- 7% Below List Price
- 159 Days On Market
Last Listing Agent Andrea White Sawgrass Realty, LLC

Lot 16 Bear Hollow Rd, Greenville, FL 32331

/14
Not Listed For Sale

XXX Westview Ln, Monticello, FL 32344
XXX Westview Ln, Monticello, FL 32344

Last Sold Summary
- 158 Days On Market
Last Listing Agent Yolanda Donley Xcellence

/32
$273,000

Sold Jun 30, 2026

217 White House Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,512 Sq Ft
- Built 1974
Last Sold Summary
- 6% Below List Price
- $181/SF
- 18 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

217 White House Rd, Monticello, FL 32344

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Jefferson County, FL Homes

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