Jefferson County, FL Homes

/5
Not Listed For Sale
957 NW White Wing Dove Dr, Greenville, FL 32331

957 NW White Wing Dove Dr, Greenville, FL 32331

/42
$429,900
- 3 Beds
- 2 Baths
- 1,841 Sq Ft
952 Turney Anderson Rd, Monticello, FL 32344

Time travel back to 2021 Interest rates with this assumable loan for +/- $250k at 2.95% interest for qualified buyers. If any property has it all, this one does. Spacious house with huge kitchen and tons of storage, fire pit in the back yard for marshmallow roasts. Generac generator to run the whole property during power outages. A 400 mph rated hurricane vault located in the 1500 sgft warehouse,

Katherine Hansli Searcy The Naumann Group Real Estate

952 Turney Anderson Rd, Monticello, FL 32344
/52
$569,000 Sold Nov 21, 2025

57 Sunset Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,976 Sq Ft
- Built 2025
Last Sold Summary
- 1% Above List Price
- $288/SF
- 73 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

57 Sunset Dr, Monticello, FL 32344

/28
Est $378,933 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
1102 Smokehouse Farms Dr, Greenville, FL 32331

1102 Smokehouse Farms Dr, Greenville, FL 32331

/5
$59,500
- 3 Beds
- 2 Baths
- 1,568 Sq Ft
599 E Buckhorn Trail, Greenville, FL 32331

Come and get a slice of nature in the great state of Florida. This home give you a middle of nowhere experience while still being a short distance from civilization and local shops. Yes, you read that right, over 5 acres of land to call home. Schedule a showing today!

Bronson Cheeks Vylla Home

599 E Buckhorn Trail, Greenville, FL 32331
/47
$449,000 Sold Sep 09, 2025

1293 Vista Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,334 Sq Ft
- Built 2010
Last Sold Summary
- 2% Below List Price
- $192/SF
- 47 Days On Market
Current Estimated Value $454,786

Last Listing Agent Leanne Groom The Naumann Group Real Estate

1293 Vista Rd, Monticello, FL 32344

/42
Est $783,293 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 2,539 Sq Ft
158 Tradition Way, Monticello, FL 32344

158 Tradition Way, Monticello, FL 32344

/24
$85,000
- Land
- 6.42 Acres
- $13,240 per Acre
Vacant E Washington Hwy, Monticello, FL 32344

?? 6.42 Acres For Sale – Fronting US 90! ??? ?? Located less than 10 miles from Downtown Monticello ?? Peaceful, quiet setting just minutes from amenities ?? Well, power, and septic already installed – ready to build! ?? Multiple homesites to choose from ?? No HOA – total freedom to create your dream retreat ?? Excellent hunting potential – deer, turkey & ducks ?? Pond onsite – perfect for

Ben Jones Southern Land & Homes

Vacant E Washington Hwy, Monticello, FL 32344
/17
$110,000 Sold Jul 31, 2025

55 W Cavallo Trail, Monticello, FL 32344
- Land
- 11.17 Acres
- $9,848 per Acre
Last Sold Summary
- 37% Below List Price
- 310 Days On Market
Current Estimated Value $111,777

Last Listing Agent Tully Sparkman Bluewater Realty Group

55 W Cavallo Trail, Monticello, FL 32344

/26
Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,092 Sq Ft
665 N Cherry St, Monticello, FL 32344

665 N Cherry St, Monticello, FL 32344

/38
$259,000 Pending
- 4 Beds
- 2 Baths
- 2,310 Sq Ft
1181 Smokehouse Farms Dr, Greenville, FL 32331

Huge home with 4 bedrooms and 2 bathrooms on 5.04 Acres. This home will go FHA, USDA or VA. It is Private and secluded. Perfect place to raise a family or enjoy peace and quiet in your retirement years. No traffic at this house. This 4 bedroom 2 full bath situated on just over 5 acres has plenty of room for the entire family and guest. There is a workshop on the property that has a loft for

Raymond Rosser C-21 Dianne Chewning & Associates

1181 Smokehouse Farms Dr, Greenville, FL 32331
/42
$900,000 Sold May 08, 2025

542 Tradition Way, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 2,750 Sq Ft
- Built 2018
Last Sold Summary
- 3% Below List Price
- $327/SF
- 38 Days On Market
Current Estimated Value $877,424

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

542 Tradition Way, Monticello, FL 32344

/40
Est $462,333 Not Listed For Sale
- 3 Beds
- 1 Bath
- 765 Sq Ft
1911 Ashville Highlands Dr, Greenville, FL 32331

1911 Ashville Highlands Dr, Greenville, FL 32331

/20
$360,000 Sold Jul 11, 2025

Lot 4 Watermill Rd, Monticello, FL 32344
- Land
- 31.22 Acres
- $11,531 per Acre
Last Sold Summary
- 26 Days On Market
Last Listing Agent Sarah McKinzie Hum Real Estate

Lot 4 Watermill Rd, Monticello, FL 32344

/42
Est $569,556 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,879 Sq Ft
919 Heritage Blvd, Monticello, FL 32344

919 Heritage Blvd, Monticello, FL 32344

/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

/33
Est $351,164 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,960 Sq Ft
565 Monticello Ave, Monticello, FL 32344

565 Monticello Ave, Monticello, FL 32344

/42
$525,000 Sold Jun 25, 2025

178 Nautilus Dr, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,907 Sq Ft
- Built 1996
Last Sold Summary
- 12% Below List Price
- $275/SF
- 16 Days On Market
Current Estimated Value $568,027

Last Listing Agent Ondrea Maldonado Hamilton Realty Advisors LLC

178 Nautilus Dr, Monticello, FL 32344

/9
Not Listed For Sale
208 Wood Duck, Monticello, FL 32344

208 Wood Duck, Monticello, FL 32344

/42
$250,000 Sold Jan 24, 2025

995 Taylor Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,432 Sq Ft
- Built 2020
Last Sold Summary
- 6% Below List Price
- $103/SF
- 67 Days On Market
Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

995 Taylor Rd, Monticello, FL 32344

/38
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,709 Sq Ft
145 Coopers Pond Rd, Monticello, FL 32344

145 Coopers Pond Rd, Monticello, FL 32344

/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
Last Listing Agent Katherine Hansli Searcy The Naumann Group Real Estate

2024 Old Lloyd Rd, Monticello, FL 32344

/16
Est $550,156 Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,904 Sq Ft
7390 Waukeenah Hwy, Monticello, FL 32344

7390 Waukeenah Hwy, Monticello, FL 32344

/30
$349,000 Sold Jun 16, 2025

460 W Osprey Ln, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1991
Last Sold Summary
- $208/SF
- 72 Days On Market
Current Estimated Value $356,687

Last Listing Agent Hines Boyd FL-GA Realty & Auction

460 W Osprey Ln, Monticello, FL 32344

/4
Not Listed For Sale
0 Meadow Dr Unit 359309, Monticello, FL 32344

0 Meadow Dr Unit 359309, Monticello, FL 32344

/34
$300,000 Sold Jun 20, 2025

4014 Ashville Hwy, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,416 Sq Ft
- Built 1993
Last Sold Summary
- 5% Below List Price
- $212/SF
- 55 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

4014 Ashville Hwy, Monticello, FL 32344

/23
Est $311,581 Not Listed For Sale
- 3 Beds
649 Turney Anderson Rd, Monticello, FL 32344

649 Turney Anderson Rd, Monticello, FL 32344

/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
Est $637,557 Not Listed For Sale
- 4 Beds
- 2.5 Baths
- 2,087 Sq Ft
300 Big Rye Rd, Monticello, FL 32344

300 Big Rye Rd, Monticello, FL 32344

/20
$396,494 Sold Jun 30, 2025

Lot 3 Watermill Rd, Monticello, FL 32344
- Land
- 31.22 Acres
- $12,700 per Acre
Last Sold Summary
- 10% Above List Price
- 44 Days On Market
Last Listing Agent Sarah McKinzie Hum Real Estate

Lot 3 Watermill Rd, Monticello, FL 32344

/35
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,128 Sq Ft
744 Hopson Rd, Monticello, FL 32344

744 Hopson Rd, Monticello, FL 32344

/39
$425,000 Sold Jun 04, 2025

120 Lacapra Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 2,822 Sq Ft
- Built 2005
Last Sold Summary
- $151/SF
- 28 Days On Market
Current Estimated Value $443,617

Last Listing Agent Pam Kelly Kelly & Kelly Properties, Inc

120 Lacapra Rd, Monticello, FL 32344

/21
Not Listed For Sale
TBD 7 Bridges Rd, Monticello, FL 32344

TBD 7 Bridges Rd, Monticello, FL 32344

/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

/18
Est $518,508 Not Listed For Sale
5044 NW Lovett Rd, Greenville, FL 32331

5044 NW Lovett Rd, Greenville, FL 32331

/4
$215,000 Sold Feb 12, 2025

0 Taylor Rd Unit 377923, Monticello, FL 32344
- Land
- 16.6 Acres
- $12,952 per Acre
Last Sold Summary
- 17% Below List Price
- 91 Days On Market
Last Listing Agent Kevin Davis The Naumann Group Real Estate

0 Taylor Rd Unit 377923, Monticello, FL 32344

/14
Not Listed For Sale
XXX Devane Rd, Monticello, FL 32344

XXX Devane Rd, Monticello, FL 32344

/41
$225,000 Sold Apr 30, 2025

111 W 8th Ct, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1998
Last Sold Summary
- 18% Below List Price
- $167/SF
- 101 Days On Market
Last Listing Agent Catherine Hope All Realty Services

111 W 8th Ct, Greenville, FL 32331

/16
Not Listed For Sale
- 2 Beds
- 1 Bath
- 552 Sq Ft
111 W 10th Way, Greenville, FL 32331

111 W 10th Way, Greenville, FL 32331

/5
$35,000 Sold Feb 14, 2025

354 W 12th Dr, Greenville, FL 32331
- Land
- 5.01 Acres
- $6,986 per Acre
Last Sold Summary
- 36% Below List Price
- 253 Days On Market
Last Listing Agent Kyle Geoghagan Keller Williams Town & Country

354 W 12th Dr, Greenville, FL 32331

Showing Results 321 - 360, Page 9 of 18

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