Jefferson County, FL Homes

/42
$447,500
- 2 Beds
- 2 Baths
- 2,499 Sq Ft
75 E 5th Ct, Greenville, FL 32331

"Fly-in" living at its finest! Located on 5 acres featuring a main residence, a guest house, an impressive 60x48 aircraft hangar + 40x48 apron with direct access to a 6,000 foot grass airstrip. Land then taxi directly to your 2 homes, hangar and fly out with ease. The two homes total sq. ft. equals 2,499 sq. ft. (one is 1152 sq. ft. and the other one is 1347 sq. ft). Located on a total of FIVE

Lynette Sirmon

All Realty Services

(448) 256-3329

75 E 5th Ct, Greenville, FL 32331
/17

$1,299 - $1,306 per month

Jefferson Pines

3 Beds

24 Parkway Pines, Monticello, FL 32344

Welcome to Jefferson Pines! An all-age, pet-friendly manufactured home community located in Monticello, FL. Here, you'll find the ideal mix of small-town charm and everyday convenience, with a community feel that's perfect for individuals and families alike.Nestled in a quiet area just minutes from local shopping and dining, Jefferson Pines offers the comfort of community living with easy

24 Parkway Pines, Monticello, FL 32344
/5
$67,500 Sold Mar 13, 2026

200 Samanthas Ln, Monticello, FL 32344
- Land
- 5 Acres
- $13,500 per Acre
Last Sold Summary
- 10% Below List Price
- 23 Days On Market
Current Estimated Value $246,000

Last Listing Agent Allison Smith OaksFeather Realty

200 Samanthas Ln, Monticello, FL 32344

/3
Not Listed For Sale

4019 Ashville Hwy Unit o, Monticello, FL 32344
4019 Ashville Hwy Unit o, Monticello, FL 32344

Last Sold Summary
- 62 Days On Market
Last Sold Price $72,000

Last Listing Agent Sarah Scott Coldwell Banker Hartung

/44
$519,000
- 3 Beds
- 2.5 Baths
- 3,054 Sq Ft
79 Lakeside Rd, Monticello, FL 32344

Go Back in time in this traditional farmhouse nestled on 3.05 acres totally fence and cross fenced. Over 1110 sq ft of screened porch for entertaing, relaxing, or looking at the 20x30 Koi pond. Sparkling wood foors throughout create warmth to the spacious rooms. 9x32 central hallway, large living room, family room, and all bedrooms are oversized. 600 sq ft garage with loft and attached 1 car

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 230-7686

79 Lakeside Rd, Monticello, FL 32344
/43
$150,000 Sold Nov 21, 2025

77 E 6th Ct, Greenville, FL 32331
- 4 Beds
- 2 Baths
- 2,128 Sq Ft
- Built 2004
Last Sold Summary
- 19% Below List Price
- $70/SF
- 49 Days On Market
Last Listing Agent Catherine Hope All Realty Services

77 E 6th Ct, Greenville, FL 32331

/35
Not Listed For Sale

129 White Oak Dr, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,945 Sq Ft
- Built 2024
129 White Oak Dr, Monticello, FL 32344

Last Sold Summary
- $278/SF
- 67 Days On Market
Last Sold Price $541,500

Last Listing Agent Marshall Gibbs Capital City Real Estate Group

/45
$584,900
- 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) 231-4926

181 Heritage Blvd, Monticello, FL 32344
/50
$300,000 Sold Aug 13, 2025

1069 N Salt Rd, Monticello, FL 32344
- Land
- 44.35 Acres
- $6,764 per Acre
Last Sold Summary
- 14% Below List Price
- 28 Days On Market
Current Estimated Value $311,820

Last Listing Agent Ben Jones Southern Land & Homes

1069 N Salt 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
- $285/SF
- 38 Days On Market
Last Sold Price $629,000

Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

/61
$989,000
- 3 Beds
- 2.5 Baths
- 2,280 Sq Ft
9901 Gamble Rd, Monticello, FL 32344

A LAND REMEMBERED-Discover a rare opportunity to own over 40 acres of land where conservation and nature meet comfort and privacy. Scenic walking trails wind throughout the property, creating a peaceful retreat for nature lovers. The home features major upgrades, including a new roof, Pella double-paned energy-efficient windows, and a new water heater. Inside, enjoy 9 foot ceilings throughout the

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 200-3108

9901 Gamble Rd, Monticello, FL 32344
/3
$44,000 Sold Aug 12, 2025

TBD Deerwood, Greenville, FL 32331
- Land
- 5.09 Acres
- $8,644 per Acre
Last Sold Summary
- 12% Below List Price
- 63 Days On Market
Last Listing Agent Justin Peel Maclay Realty & Management LLC

TBD Deerwood, Greenville, FL 32331

/17
Est $230,356 Not Listed For Sale

485 Morris Rd, Monticello, FL 32344
- 3 Beds
- 2.5 Baths
- 2,525 Sq Ft
- Built 1960
485 Morris Rd, Monticello, FL 32344

Last Sold Summary
- 22% Above List Price
- $75/SF
- 233 Days On Market
Last Sold Price $189,000

Last Listing Agent Susan Gillespie Lord & Stanley Realty, Inc.

/37
$345,000
- 3 Beds
- 2 Baths
- 2,766 Sq Ft
205 N Rhodes St, Monticello, FL 32344

Classic historical home built in the 1920's. Walking distance to charming downtown Monticello. Large covered front porch for kicking back and relaxing. Wood floors throughout, high ceiling and large open kitchen. This beauty boast over 2700 sf of heated and cooled living space. Beautiful entry into foyer with stairway leading to upstairs landing and two bedrooms. Formal living, formal dining and

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 218-4974

205 N Rhodes St, Monticello, FL 32344
/10
$80,000 Sold May 05, 2025

895 Independent St, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 782 Sq Ft
- Built 1955
Last Sold Summary
- 18% Below List Price
- $102/SF
- 27 Days On Market
Current Estimated Value $87,146

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

895 Independent St, Monticello, FL 32344

/13
Est $42,430 Not Listed For Sale

265 Bowman St, Monticello, FL 32344
- 1 Bed
- 1 Bath
- 660 Sq Ft
- Built 1911
265 Bowman St, Monticello, FL 32344

Last Sold Summary
- 25% Above List Price
- $52/SF
- 27 Days On Market
Last Sold Price $34,000

Last Listing Agent Amber Renaud The Nova Group Realty

/8
$69,000
- Land
- 10.2 Acres
- $6,765 per Acre
tbd E 2nd Way, Greenville, FL 32331

10.2 acre wooded wonderland, corner acreage fronting on 3 roads. Will sell as 2 - 5 acre parcels for $39,500 for each parcel.

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 200-5487

tbd E 2nd Way, Greenville, FL 32331
/4
$135,000 Sold Mar 03, 2026

276 E Blue Bird Rd, Monticello, FL 32344
- Land
- 5 Acres
- $27,000 per Acre
Last Sold Summary
- 29 Days On Market
Current Estimated Value $484,333

Last Listing Agent S.W. Ellis Blue Bird Homes & Lands

276 E Blue Bird Rd, Monticello, FL 32344

/39
Est $1,391,371 Not Listed For Sale

25 Tallamont Rd, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 4,040 Sq Ft
- Built 2003
25 Tallamont Rd, Monticello, FL 32344

Last Sold Summary
- 4% Below List Price
- $359/SF
- 111 Days On Market
Last Sold Price $1,450,000

Last Listing Agent Caleb Stephens Silo Hill Properties

/12
$82,000 Under Contract
- Land
- 5 Acres
- $16,400 per Acre
489 Ashville Highlands Dr, Greenville, FL 32331

Come and camp while you are waiting to build. Many improvements on this 5 acre parcel. Partly cleared (approx 2.5 ac), large septic with comnection for RV with macerator pump, 200 amp power service with meter and pole and 30 amp RV connection. High speed internet running through the property. No HOA, freedom to build what you want. Enjoy an abundance of wildlife. Some area is in flood zone see

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 678-3158

489 Ashville Highlands Dr, Greenville, FL 32331
/41
$310,000 Sold Sep 04, 2025

4131 N Jefferson Hwy, Monticello, FL 32344
- 5 Beds
- 4 Baths
- 3,330 Sq Ft
- Built 1979
Last Sold Summary
- 27% Below List Price
- $93/SF
- 164 Days On Market
Current Estimated Value $332,144

Last Listing Agent Catherine Hope All Realty Services

4131 N Jefferson Hwy, Monticello, FL 32344

/42
Est $174,000 Not Listed For Sale

3908 N Salt Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1997
3908 N Salt Rd, Monticello, FL 32344

Last Sold Summary
- 11% Below List Price
- $116/SF
- 44 Days On Market
Last Sold Price $195,000

Last Listing Agent Catherine Hope All Realty Services

/28
$120,000
- 2 Beds
- 1 Bath
- 600 Sq Ft
159 W Notre Dame St, Monticello, FL 32344

A perfect redevelopment opportunity or your next home or investment property awaits! Lot could be subdivided into two lots. Enjoy peaceful country living just minutes from I-10 with this well-maintained 2-bedroom, 1-bath mobile home on a half acre in beautiful Lloyd, Florida. The home features about 600 square feet of cozy, efficient living space that’s been lovingly cared for and is move-in

Raymond Seaman

Dalton Wade, Inc

(448) 200-2241

159 W Notre Dame St, Monticello, FL 32344
/25
$307,000 Sold Jun 06, 2025

203 Pine Cone Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,584 Sq Ft
- Built 2021
Last Sold Summary
- 3% Below List Price
- $194/SF
- 51 Days On Market
Current Estimated Value $363,916

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

203 Pine Cone Dr, Monticello, FL 32344

/36
Est $519,185 Not Listed For Sale

874 Lake Rd, Monticello, FL 32344
- 5 Beds
- 3 Baths
- 2,552 Sq Ft
- Built 1989
874 Lake Rd, Monticello, FL 32344

Last Sold Summary
- 13% Above List Price
- $180/SF
- 146 Days On Market
Last Sold Price $460,000

Last Listing Agent Tonya Sanders Keller Williams Town & Country

/27
$349,000
- 3 Beds
- 2 Baths
- 1,774 Sq Ft
8156 Waukeenah Hwy, Monticello, FL 32344

Rare Find! Country Living on 1 Acre-No HOA! Enjoy peaceful country living on a full 1-acre property with no HOA restrictions. This spacious 1774 square foot home features 3 bedrooms and 2 bathrooms with a bright open concept layout. The home features LVP flooring throughout, fresh interior paint in main living area, and a new roof in 2023 for added piece of mind. The primary suite includes a

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 288-3209

8156 Waukeenah Hwy, Monticello, FL 32344
/39
$343,000 Sold Aug 26, 2025

4715 N Jefferson St, Monticello, FL 32344
- 3 Beds
- 3 Baths
- 2,063 Sq Ft
- Built 1979
Last Sold Summary
- 10% Below List Price
- $166/SF
- 18 Days On Market
Current Estimated Value $363,301

Last Listing Agent Allison Smith OaksFeather Realty

4715 N Jefferson St, Monticello, FL 32344

/15
Not Listed For Sale

115 Timber Trace, Monticello, FL 32344
115 Timber Trace, Monticello, FL 32344

Last Sold Summary
- $100/SF
- 204 Days On Market
Last Sold Price $199,500

Last Listing Agent Robert Kracker Twin Rivers Realty

/38
$274,900
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
490 N Cherry Ct, Monticello, FL 32344

Step into city living just steps from Downtown Monticello, Fl. This one-story condo with private backyard blends modern convenience in this coveted over 55 neighborhood of only 8 units. 2 bedrooms & 2 baths, laundry room with stack unit, W/D included, but the favorite room in the house is the sunroom. Inside, enjoy the bright open-concept living with high ceilings, crown molding, LVP & engineered

Pam Hoveland

Landcorp, Inc.

(448) 231-4689

490 N Cherry Ct, Monticello, FL 32344
/28
$55,000 Sold Jan 30, 2026

TBD S Salt Rd, Monticello, FL 32344
- Land
- 6.37 Acres
- $8,634 per Acre
Last Sold Summary
- 4% Below List Price
- 61 Days On Market
Last Listing Agent Lynette Sirmon All Realty Services

TBD S Salt Rd, Monticello, FL 32344

/32
Est $432,032 Not Listed For Sale

39 Indian Hills Rd, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 1,803 Sq Ft
- Built 1987
39 Indian Hills Rd, Monticello, FL 32344

Last Sold Summary
- 11% Above List Price
- $216/SF
- 90 Days On Market
Last Sold Price $390,000

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

/21
$172,500
- Land
- 10 Acres
- $17,250 per Acre
TBD Rainey Run, Monticello, FL 32344

Gated rural community, lakefront 10 acres with large hardwoods. Tranquility awaits, gently sloping land with some clearing.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 233-5231

TBD Rainey Run, Monticello, FL 32344
/2
$550,000 Sold Jun 28, 2025

28 Sanctuary Dr, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,850 Sq Ft
- Built 2024
Last Sold Summary
- $297/SF
- 17 Days On Market
Last Listing Agent Chance Shutes Keller Williams Town & Country

28 Sanctuary Dr, Monticello, FL 32344

/25
Est $232,683 Not Listed For Sale

293 Freeman Rd, Lamont, FL 32336
- 1 Bed
- 1.5 Baths
- 802 Sq Ft
- Built 2017
293 Freeman Rd, Lamont, FL 32336

Last Sold Summary
- $289/SF
- 104 Days On Market
Last Sold Price $232,000

Last Listing Agent Renee Smawley Steve C. Walker Realty, LLC

/3
$79,900
- Land
- 1.39 Acres
- $57,482 per Acre
TBD Pineview Rd, Monticello, FL 32344

Very nice high and dry 1.39 acres, ideal for new home or mobile home. New Well.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 333-1312

TBD Pineview Rd, Monticello, FL 32344
/42
$510,000 Sold Jun 30, 2025

1094 Paul Thompson Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,898 Sq Ft
- Built 2008
Last Sold Summary
- 2% Below List Price
- $269/SF
- 18 Days On Market
Current Estimated Value $583,283

Last Listing Agent Amber Renaud The Nova Group Realty

1094 Paul Thompson Rd, Monticello, FL 32344

/3
Not Listed For Sale

00 Fountain Dr, Monticello, FL 32344
00 Fountain Dr, Monticello, FL 32344

Last Sold Summary
- 2,316 Days On Market
Last Sold Price $29,000

Last Listing Agent Hines Boyd FL-GA Realty & Auction

/57
$549,000
- 3 Beds
- 3 Baths
- 2,187 Sq Ft
515 E Palmer Mill Rd, Monticello, FL 32344

Remarkable, peaceful in-town oasis on 3.54 acres! An incredible find in the heart of downtown Monticello, FL. Not only is this home located on a private 3.54 acre spread, surrounded by a perimeter of natural foliage, but the home itself has been beautifully updated, blending the charm of old and the convenience of new. The 3 bedroom/3 bathroom, 2,000+ sq ft home has a kitchen flooded with natural

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 334-5445

515 E Palmer Mill Rd, Monticello, FL 32344
/19
$135,000 Sold Feb 16, 2026

XX Foggy Ln, Monticello, FL 32344
- Land
- 5.25 Acres
- $25,714 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Cole Davis The Naumann Group Real Estate

XX Foggy Ln, Monticello, FL 32344

/40
Not Listed For Sale

79 Mire Ct, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,806 Sq Ft
- Built 2025
79 Mire Ct, Monticello, FL 32344

Last Sold Summary
- $241/SF
- 37 Days On Market
Last Sold Price $435,000

Last Listing Agent Amber McKinney Hamilton Realty Advisors LLC

Showing Results 1 - 40, Page 1 of 18

Florida Jefferson County

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Jefferson County, FL Homes

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