Jefferson County, FL Homes

/7
$135,000
- Land
- 10 Acres
- $13,500 per Acre
576 Cox Rd, Monticello, FL 32344

Discover a fantastic future homesite on a secluded 10-acre parcel in northern Jefferson County, Florida! Accessed via a 15-foot-wide easement off a private road, the property opens up to a beautiful, private clearing ideal for building your dream home. The land features a mix of large pines, hardwoods, and magnolias, creating a serene, natural setting. Key utilities are already in place or

Gabriela Sacco All Realty Services

576 Cox Rd, Monticello, FL 32344
/37
$125,000 Sold Nov 12, 2025

1150 Old Lloyd Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,376 Sq Ft
- Built 1982
Last Sold Summary
- 7% Below List Price
- $91/SF
- 14 Days On Market
Last Listing Agent Alicia Radtke All Realty Services

1150 Old Lloyd Rd, Monticello, FL 32344

/36
Est $339,986 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,421 Sq Ft
275 Rudolph Ln, Monticello, FL 32344

275 Rudolph Ln, Monticello, FL 32344

/46
$975,000
- 4 Beds
- 4.5 Baths
- 3,610 Sq Ft
525 Taylor Rd, Monticello, FL 32344

Picturesque Setting. Beautiful home on a hill surrounded by fenced and cross fenced pasture with wooded areas with beautiful Oaks! Sit on your rocking chair front porch and soak in the beauty. Enjoy entertaining your friends and family, in the open floor pan with 9 foot ceilings. Stainless Steel Range in the spacious kitchen. This amazing home comes complete with a 4 stall barn, ready for your

Michele Arceneaux Kelly & Kelly Properties, Inc

525 Taylor Rd, Monticello, FL 32344
/29
$541,000 Sold May 23, 2025

Vacant Hartsfield Rd, Monticello, FL 32344
- Land
- 59.17 Acres
- $9,143 per Acre
Last Sold Summary
- 2% Below List Price
- 55 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

Vacant Hartsfield Rd, Monticello, FL 32344

/11
Est $116,371 Not Listed For Sale
- 2 Beds
161 Meadow Dr, Monticello, FL 32344

161 Meadow Dr, Monticello, FL 32344

/40
$195,000
- 2 Beds
- 2 Baths
- 1,050 Sq Ft
418 Quail Ln, Monticello, FL 32344

Enjoy this quaint, well kept 2/2 mobile home on 1.5 acres of usable land. Brand new flooring and 2 brand new water heaters. This homestead is perfect for a small family, or retired couple who want to be in nature, without sacrificing community. Convenient to both I-10 and Monticello, this home has lots to offer. Spend hours on the screened porch watching the birds and wildlife. Work in the large

Heather Boyd FL-GA Realty & Auction

418 Quail Ln, Monticello, FL 32344
/40
$546,000 Sold Oct 14, 2025

44 S Ojibwa Rd, Monticello, FL 32344
- 4 Beds
- 3.5 Baths
- 2,771 Sq Ft
- Built 2005
Last Sold Summary
- 19% Below List Price
- $197/SF
- 98 Days On Market
Current Estimated Value $559,434

Last Listing Agent Brett Miller Legacy Pro Real Estate Group

44 S Ojibwa Rd, Monticello, FL 32344

/3
Est $118,388 Not Listed For Sale
- 30000 Beds
393 E Glenn Rd, Monticello, FL 32344

393 E Glenn Rd, Monticello, FL 32344

/70
$1,175,000
- 5 Beds
- 3.5 Baths
- 5,590 Sq Ft
237 Valley View Ct, Monticello, FL 32344

This is an actual sunset over a 15 minute period in mid-October. Experience gorgeous sunsets and serene living at this exceptional single-story, multi-home estate on 15 high-and-dry acres in beautiful Valley View Estates, straddling the Leon and Jefferson County line. **With a NEW Roof prior to closing, the custom-built main residence (~4,000 sq. ft.) offers 12-foot ceilings throughout, an

Kelly Vinson Keller Williams Town & Country

237 Valley View Ct, Monticello, FL 32344
/6
$170,000 Sold Dec 03, 2025

000 Barnes Rd, Monticello, FL 32344
- Land
- 14.62 Acres
- $11,628 per Acre
Last Sold Summary
- 3% Below List Price
- 37 Days On Market
Last Listing Agent H. Trey Hough Armor Realty, Inc

000 Barnes Rd, Monticello, FL 32344

/34
Est $271,964 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
1060 S Mulberry St, Monticello, FL 32344

1060 S Mulberry St, Monticello, FL 32344

/9
$38,000 Under Contract
- Land
- 1.58 Acres
- $24,051 per Acre
50 E Pinhook Rd, Monticello, FL 32344

Rural living 1/2 mile from the head of the Wacissa River. This lot is high and dry, waiting to be transformed into your country haven. The mobile home on the property is not usable, but it has provided a well and septic to use with your future RV, tiny house, or dream home. City water and sewage is also available to connect. Keep the wooded scenery, or clear it to use as you wish, this property

Heather Boyd FL-GA Realty & Auction

50 E Pinhook Rd, Monticello, FL 32344
/27
$349,900 Sold Jul 18, 2025

149 Coopers Pond Rd, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,601 Sq Ft
- Built 2025
Last Sold Summary
- $219/SF
- 106 Days On Market
Last Listing Agent Tiffany Kasdorf Kozloski Realty, LLC

149 Coopers Pond Rd, Monticello, FL 32344

/27
Est $231,938 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,648 Sq Ft
84 Hillside Rd, Monticello, FL 32344

84 Hillside Rd, Monticello, FL 32344

/11
$50,000
- Land
- 5.01 Acres
- $9,980 per Acre
TBD Aucilla Plantation Ct, Greenville, FL 32331

5.01 wooded acres, well known for the large amount of Indian Artifacts due to the nearby Aucilla River, beautiful native trees, close to Smokehouse boat landing, Aucilla Shores Subdivision contains a private airstrip, animal Friendly & only a couple miles off Ashville Highway on well maintained roads.

Justin Peel Maclay Realty & Management LLC

TBD Aucilla Plantation Ct, Greenville, FL 32331
/41
$220,000 Sold Apr 21, 2025

370 Brown Rd, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 1,247 Sq Ft
- Built 2004
Last Sold Summary
- 2% Above List Price
- $176/SF
- 73 Days On Market
Current Estimated Value $199,348

Last Listing Agent Catherine Hope All Realty Services

370 Brown Rd, Lamont, FL 32336

/13
Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,320 Sq Ft
56 Ward Rd, Monticello, FL 32344

56 Ward Rd, Monticello, FL 32344

/5
$65,000 Under Contract
- 4 Beds
- 1 Bath
- 1,232 Sq Ft
4618 E Capps Hwy, Lamont, FL 32336

Fixer upper on 1 acre of land. Needs lots of work. Well and septic tank on property. Would need to check to make sure they are good working order.

Nelda Parker-Pace Sawgrass Realty, LLC

4618 E Capps Hwy, Lamont, FL 32336
/31
$250,000 Sold Mar 10, 2025

1353 E Washington St, Monticello, FL 32344
- 2 Beds
- 2 Baths
- 1,304 Sq Ft
- Built 1948
Last Sold Summary
- 2% Below List Price
- $192/SF
- 83 Days On Market
Current Estimated Value $257,508

Last Listing Agent Jennifer Atwell Ketcham Realty Group, Inc.

1353 E Washington St, Monticello, FL 32344

/5
Not Listed For Sale
xx Landfill Rd, Monticello, FL 32344

xx Landfill Rd, Monticello, FL 32344

/12
$399,000
- Land
- 60 Acres
- $6,650 per Acre
0 Fallow Rd Unit 373902, Lamont, FL 32336

Private recreational tract located in western Jefferson County surrounded by very large managed private tracts. The quality of game rivals the best low fence hunting Florida has to offer. White tailed deer, wild turkey, ducks and bears. Owners have seen no sign of wild hogs. The 60 acres has good access off Fallow Road with building sites on both sides of the road. The majority of the acreage is

Monroe Rogers Landcorp, Inc.

0 Fallow Rd Unit 373902, Lamont, FL 32336
/48
$480,000 Sold Sep 26, 2025

885 S Waukeenah St, Monticello, FL 32344
- 5 Beds
- 3.5 Baths
- 4,600 Sq Ft
- Built 1882
Last Sold Summary
- 9% Below List Price
- $104/SF
- 63 Days On Market
Current Estimated Value $483,502

Last Listing Agent Jason Boone Keller Williams Town & Country

885 S Waukeenah St, Monticello, FL 32344

/4
Est $100,628 Not Listed For Sale
- 3 Beds
- 1 Bath
- 825 Sq Ft
395 W High St, Monticello, FL 32344

395 W High St, Monticello, FL 32344

/61
$34,500
- Land
- 3 Acres
- $11,500 per Acre
Vacant N Forest Ct, Monticello, FL 32344

OWNER FINANCING MAY BE A POSSIBILITY. Check out this amazing 3+/- acre lot in the Aucilla Forest & Meadows Subdivision in beautiful Jefferson County, FL! This spacious lot would be the perfect place to build your dream home, or place your new manufactured/mobile home! Site built, or manufactured homes must be a minimum of 720 heated square feet. The land is currently wooded with some beautiful

Jerrod Trainer Jerrod A Trainer & Associates

Vacant N Forest Ct, Monticello, FL 32344
/42
$529,900 Sold Apr 30, 2025

273 Legacy Way, Monticello, FL 32344
- 3 Beds
- 2 Baths
- 1,868 Sq Ft
- Built 2017
Last Sold Summary
- $284/SF
- 16 Days On Market
Current Estimated Value $543,437

Last Listing Agent Amber Renaud The Nova Group Realty

273 Legacy Way, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,952 Sq Ft
761 Tyson Rd, Monticello, FL 32344

761 Tyson Rd, Monticello, FL 32344

/64
$350,000
- 3 Beds
- 2 Baths
- 2,432 Sq Ft
756 Frank Lacy Rd, Monticello, FL 32344

Welcome to your new farmhouse in beautiful Jefferson County! This peaceful property is located on a secluded dirt road surrounded by cattle pastures and farm land. Big live oaks, tall pines, and acres of potential to make it how you want. There is an insulated barn/garage on the property that could be used for mechanics, farm equipment storage, or even a man cave! Heavy wooded areas on the

Katherine Gonzalez Pearson Realty Inc.

756 Frank Lacy Rd, Monticello, FL 32344
/36
$110,000 Sold Jun 16, 2025

955 E Pearl St, Monticello, FL 32344
- 4 Beds
- 2 Baths
- 2,152 Sq Ft
- Built 1920
Last Sold Summary
- 16% Above List Price
- $51/SF
- 57 Days On Market
Current Estimated Value $170,430

Last Listing Agent Lynette Sirmon All Realty Services

955 E Pearl St, Monticello, FL 32344

/42
Est $690,756 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,100 Sq Ft
649 Waukeenah Plantation Rd, Monticello, FL 32344

649 Waukeenah Plantation Rd, Monticello, FL 32344

/31
$277,000
- 3 Beds
- 2 Baths
- 1,740 Sq Ft
104 Pine Cone Dr, Monticello, FL 32344

This gorgeous, 3-bedroom, 2-bath modular home, recently renovated by Paul Davis, combines modern comfort and style. Inside, you’ll find an open floor plan, a brand-new kitchen with granite countertops, new appliances, and updated finishes that make everyday living and entertaining a joy. The primary bedroom offers a luxurious ensuite with double vanities, a walk-in shower, and garden tub, as well

Trevor Ann Clark Keller Williams Town & Country

104 Pine Cone Dr, Monticello, FL 32344
/14
$230,000 Sold Apr 24, 2025

523 Silver Lake Rd, Monticello, FL 32344
- 2 Beds
- 1 Bath
- 1,316 Sq Ft
- Built 1970
Last Sold Summary
- 8% Below List Price
- $175/SF
- 26 Days On Market
Last Listing Agent Brian Bachman Kelly & Kelly Properties, Inc

523 Silver Lake Rd, Monticello, FL 32344

/18
Not Listed For Sale
0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

0 Sweetfield Rd Unit MFRT3505054, Monticello, FL 32344

/70
$1,325,000
- 5 Beds
- 4.5 Baths
- 5,476 Sq Ft
221 Kiley Dr, Monticello, FL 32344

Welcome to 221 Kiley Road in Monticello, Florida — a rare estate where vineyard charm, equestrian living, and exceptional space come together to create an unforgettable lifestyle. This 5-bedroom, 3.5-bathroom estate is a true masterpiece, gracefully set on 5 private acres and complemented by a beautiful pool house with an additional bathroom. An additional adjoining 5-acre parcel is also

Wilda Sigler Keller Williams Town & Country

221 Kiley Dr, Monticello, FL 32344
/2
$35,000 Sold Dec 03, 2025

lot 15 & 16 Partridge Ln, Monticello, FL 32344
- Land
- 1 Acre
- $35,000 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Ashley Knowles The Naumann Group Real Estate

lot 15 & 16 Partridge Ln, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
21 Mire Ct, Monticello, FL 32344

21 Mire Ct, Monticello, FL 32344

/55
$165,000 Under Contract
- 2 Beds
- 2 Baths
- 1,096 Sq Ft
1515 Tennessee Ave, Monticello, FL 32344

Brimming with rustic charm, this 2 bedroom, 2 bathroom home sits on .29 acres just outside Monticello, FL giving you the peace of county living with lower taxes and the convenience of a quick drive into town. Inside, the 1,096sqft layout features inviting wood paneling throughout, with updates to the guest bathroom, a full electrical rewire and new water line and cozy spaces filled with

Catherine Hope All Realty Services

1515 Tennessee Ave, Monticello, FL 32344
/5
$260,000 Sold Aug 29, 2025

0 Taylor Rd Unit 378633, Monticello, FL 32344
- Land
- 12.46 Acres
- $20,867 per Acre
Last Sold Summary
- 5% Below List Price
- 296 Days On Market
Last Listing Agent Barry Kelly Kelly & Kelly Properties, Inc

0 Taylor Rd Unit 378633, Monticello, FL 32344

/42
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,807 Sq Ft
24 Mire Ct, Monticello, FL 32344

24 Mire Ct, Monticello, FL 32344

/11
$90,000
- Land
- 3 Acres
- $30,000 per Acre
1309 Cook Rd, Lamont, FL 32336

Looking for a peaceful retreat or a smart investment opportunity? This 3 acre lot in Monticello, Florida, might be just what you need! The property comes with a mobile home (which can be renovated or replaced according to your vision), well, septic, electric already in place! Beautiful mature oak trees, pines, and more! There is already an established deer food plot with an abundance of fresh

Alicia Radtke All Realty Services

1309 Cook Rd, Lamont, FL 32336

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