Jefferson County, FL Homes

/42
$472,500
- 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
/11
$2,000 per month
- 3 Beds
- 1 Bath
- 1,263 Sq Ft
- House for Rent
1405 S Jefferson St, Monticello, FL 32344

Totally remodeled throughout, home or business. No pets, non smokers. Spacious full kitchen with updated finishes. 3 comfortable bedrooms. 1263 sq ft with flexible living or work space. Screen porch with utlility room for washed/dryer. Immediate occupancy.

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 230-7739

1405 S Jefferson St, Monticello, FL 32344
/18
$2,378,000 Sold Nov 06, 2025

1268 NW White Wing Dove Dr, Greenville, FL 32331
- Land
- 765 Acres
- $3,108 per Acre
Last Sold Summary
- 9% Below List Price
- 15 Days On Market
Last Listing Agent Buddy Witmer Steve C. Walker Realty, LLC

1268 NW White Wing Dove Dr, Greenville, FL 32331

/33
Est $281,974 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,478 Sq Ft
2911 Government Farm Rd, Monticello, FL 32344

2911 Government Farm Rd, 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
/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
/17
$175,000 Sold Jan 08, 2025

000 Clark Rd, Monticello, FL 32344
- Land
- 19 Acres
- $9,211 per Acre
Last Sold Summary
- 12% Below List Price
- 135 Days On Market
Last Listing Agent Channah Galbraith The American Dream

000 Clark Rd, Monticello, FL 32344

/39
Est $1,268,798 Not Listed For Sale
- 4 Beds
- 3.5 Baths
- 4,040 Sq Ft
25 Tallamont Rd, Monticello, FL 32344

25 Tallamont Rd, Monticello, FL 32344

/25
$198,000
- Land
- 14.9 Acres
- $13,289 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
/6
$800 per month
- 4 Beds
- 2 Baths
- 1,412 Sq Ft
- House for Rent
660 Poplar St, Monticello, FL 32344

Rent with confidence from a licensed Real Estate Brokerage. We have a quick and simple application process. Contact us through this website or call to set up a tour and apply today! WE PROUDLY WELCOME ALL PETS. Welcome to this charming 4-bed, 2-bath home! Our spacious layout is perfect for comfortable living. Enjoy the yard to unwind after a long day, enjoy the fresh air, and gather for

Erich Spivey ALABAMA LLC

660 Poplar St, 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

/42
Est $261,000 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

/49
$385,000
- 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) 230-5161

84 Lakeside Rd, Monticello, FL 32344
/17
$40,000 Sold Feb 28, 2025

487 Cox Rd, Monticello, FL 32344
- Land
- 2.5 Acres
- $16,000 per Acre
Last Sold Summary
- 18 Days On Market
Last Listing Agent Liz Kuntz Keller Williams Town & Country

487 Cox 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

/43
$295,000
- 5 Beds
- 2 Baths
- 3,320 Sq Ft
425 N Mulberry St, Monticello, FL 32344

Charming 1920's Two-Story Home in the Heart of Downtown Monticello, Fl. Step back in time with this beautiful home nestled on a spacious 1/2 acre lot in the heart of Monticello. Bursting with character and potential, this property is perfect for those looking to restore a classic Southern gem. Inside, you will find original, wood ceiling, floors , and walls that are just waiting to be brought

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 222-3718

425 N Mulberry St, 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 $300,900

Last Listing Agent Ben Jones Southern Land & Homes

1069 N Salt Rd, Monticello, FL 32344

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

115 Timber Trace, Monticello, FL 32344

/37
$365,000
- 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) 236-0470

205 N Rhodes St, 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

/36
Est $259,675 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,514 Sq Ft
415 S Cherry Ct Unit 4, Monticello, FL 32344

415 S Cherry Ct Unit 4, Monticello, FL 32344

/61
$335,000 Under Contract
- 2 Beds
- 2 Baths
- 1,472 Sq Ft
864 Ashville Hwy, Monticello, FL 32344

This 1930s cottage on 6.50 acres is a must see! From the original hardwood floors throughout the majority of the home, to the bead-board walls and ceilings and exposed, freestanding brick fireplace in the dining room - this home is dripping with character, and has been wonderfully maintained. Upon purchasing in (2019) the Owner had support structures added under the home to fortify the beams and

Brenna Kelly-Ward

Kelly & Kelly Properties, Inc

(448) 231-7863

864 Ashville Hwy, 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 $81,298

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

895 Independent St, Monticello, FL 32344

/25
Est $227,397 Not Listed For Sale
- 1 Bed
- 1.5 Baths
- 802 Sq Ft
293 Freeman Rd, Lamont, FL 32336

293 Freeman Rd, Lamont, FL 32336

/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) 217-3223

tbd E 2nd Way, 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 $322,368

Last Listing Agent Catherine Hope All Realty Services

4131 N Jefferson Hwy, Monticello, FL 32344

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

00 Fountain Dr, Monticello, FL 32344

/12
$93,500
- Land
- 5 Acres
- $18,700 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
/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 $319,603

Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

203 Pine Cone Dr, Monticello, FL 32344

/9
Est $201,831 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
2191 Rabon Rd, Monticello, FL 32344

2191 Rabon Rd, Monticello, FL 32344

/2
$75,000
- Land
- 1.7 Acres
- $44,118 per Acre
TBD Scott Dr, Monticello, FL 32344

1.7 acres, two lots hidden in Monticello. Will not divide. Private setting with Plantation to the west. There is a 15 ft recorded easement to the property but currently working on additional road access. No sign on property. .

Barry Kelly

Kelly & Kelly Properties, Inc

(850) 662-6482

TBD Scott Dr, Monticello, FL 32344
/42
$400,000 Sold Jan 24, 2025

1851 Whitehouse Rd, Monticello, FL 32344
- 4 Beds
- 2.5 Baths
- 2,057 Sq Ft
- Built 2005
Last Sold Summary
- $194/SF
- 2 Days On Market
Last Listing Agent Susan Byler Keller Williams Town & Country

1851 Whitehouse Rd, Monticello, FL 32344

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

xxx S Main Ave, Monticello, FL 32344

/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
/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 $345,388

Last Listing Agent Allison Smith OaksFeather Realty

4715 N Jefferson St, Monticello, FL 32344

/5
Est $96,106 Not Listed For Sale
394 E Osprey Ln, Monticello, FL 32344

394 E Osprey Ln, Monticello, FL 32344

/41
$379,000 Under Contract
- 3 Beds
- 2 Baths
- 1,456 Sq Ft
226 Sutton, Monticello, FL 32344

Better than new home on 4.6 private acres in Western Jefferson County. Easy access to Tallahassee and Monticello. Home and property have been meticulously maintained and offer both inside and outdoor comforts for peaceful country living. Inside you will find an open concept living area complete with tray ceilings that add a more formal feel with 9 foot ceilings. Extra large kitchen with pantry

Pam Kelly

Kelly & Kelly Properties, Inc

(448) 217-2972

226 Sutton, 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

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

0 Taylor Rd Unit 376815, Monticello, FL 32344

/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

Showing Results 1 - 40, Page 1 of 18

Florida Jefferson County

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Homes in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage