Jefferson County, FL Homes for Sale

/21
$349,000
- Land
- 15 Acres
- $23,267 per Acre
0000 Waukeenah Hwy, Monticello, FL 32344

This stunning 15 acre property offers a mix of open land and wooded areas, providing a serene and private setting. Approximately 2 acres are equipped with an irrigation system, ideal for gardening, landscaping or small farming. This property includes a well-maintained barn with four spacious horse stables, perfect for equestrian enthusiasts. Power, well, and septic are already in place, making

Shanna D'Attile

Keller Williams Town & Country

(850) 809-9683

0000 Waukeenah Hwy, Monticello, FL 32344
/6
$296,480
- Land
- 17 Acres
- $17,000 per Acre
000 Reddick Ln, Tallahassee, FL 32311

This is a rare oppertunity to own over 17 acres just minutes from downtown. Choose your homesite on this secluded and beautifully wooded getaway. Mature oaks, pines and magnolias make this a retreat just waiting for your personal touch.

Buddy Witmer

Steve C. Walker Realty, LLC

(850) 845-9097

000 Reddick Ln, Tallahassee, FL 32311
/16
$58,500
- Land
- 2.44 Acres
- $23,928 per Acre
TBD Ocean Pond Rd, Perry, FL 32348

2.39 Acre Wooded Lot in Prestigious Perry Community: Discover your tranquil oasis! This 2.39-acre wooded lot offers endless possibilities for your dream home. Nestled within a desirable deed-restricted community, this property ensures a serene and upscale living environment. Embrace nature's beauty with mature trees and abundant wildlife. Create your personal retreat while maintaining the

Preston Miller

Mossy Oak Properties

(850) 616-8906

TBD Ocean Pond Rd, Perry, FL 32348
/3
$127,500
- Land
- 51 Acres
- $2,500 per Acre
000 Kinsey Rd, Monticello, FL 32344

51 Acres of prime hunting/recreational land. Paved road access with owned easement. Wolf creek runs thrugh part of the property. $2500/Acre

Buddy Witmer

Steve C. Walker Realty, LLC

(850) 726-3832

000 Kinsey Rd, Monticello, FL 32344
/5
$25,000
- Land
- 1.01 Acres
- $24,752 per Acre
398 SW Obadiah St, Greenville, FL 32331

Secure your slice of small town Florida today! Owner financing available! This one-acre property in quiet Greenville is zoned Residential. There's more than enough space for your new home along with plenty of room to spare for peace and privacy. There is an abandoned structure towards the southwest corner of the property. Buyer should verify all details related to the property.

Raymond Seaman

Dalton Wade, Inc

(850) 498-4539

398 SW Obadiah St, Greenville, FL 32331
/18
$120,000
- Land
- 15 Acres
- $7,973 per Acre
TBD Florida Power Esmnt, Perry, FL 32348

Off the Beaten Path—And Then Some. If you’ve been looking for land that’s truly off-grid, off-radar, and off-limits to the average buyer—this is it. Tucked deep in the wilds of Taylor County near Perry, Florida, this 15-acre stretch of raw, wooded land is broken into three separate 5-acre parcels. There’s no HOA, no deed restrictions, and no nosy neighbors—just you, your vision, and the freedom

Preston Miller

Southern Land & Homes

(448) 428-0660

TBD Florida Power Esmnt, Perry, FL 32348
/47
$139,000
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
5809 Courtney Grade, Perry, FL 32348

Calling All Homesteaders, Rescuers, and Free Spirits — This Is Your Dream Come True. Tucked away at the end of a quiet street in Perry, Florida, this 3-bedroom, 2-bath mobile home sits on a full acre of fully fenced, no-HOA, no-deed-restriction land—and it’s not just a home, it’s a lifestyle waiting to be embraced. This is your chance to step into a turn-key mini farm, complete with an existing

Preston Miller

Southern Land & Homes

(448) 450-5747

5809 Courtney Grade, Perry, FL 32348
/32
$107,000
- Land
- 15 Acres
- $7,100 per Acre
TBD Albert Hendry Rd, Greenville, FL 32331

15.07 acres located between Shady Grove, FL and Perry, FL in Taylor County, Florida. The land is level and contains a gorgeous half acre parcel located in Flood Zone X which is fully buildable. White PVC pipes mark the developable area (no appointment needed/go explore on your own). Calling all nature lovers, land stewards, eco-conscious buyers, people in environmental sciences or outdoor fields

Lynette Sirmon

All Realty Services

(448) 218-0984

TBD Albert Hendry Rd, Greenville, FL 32331
/8
$22,000
- Land
- 1.18 Acres
- $18,644 per Acre
874 Flatwoods, Monticello, FL 32344

A square 1.18 acres with paved road frontage. It has a powerline easement that runs through the center of the property. It has several, abandoned, old mobile homes on the property (no titles will be given, only bill of sale) and other structures. It has about 50% wet lands and a portion of the property lies within the flood zone. It is wooded, with some, young, easy to mulch, growth and some

Lynette Sirmon

All Realty Services

(448) 218-0926

874 Flatwoods, Monticello, FL 32344
/10
$25,000
- Land
- 3.19 Acres
- $7,837 per Acre
TBD SW Open Sands Loop, Greenville, FL 32331

3.19 ACRES FULLY WOODED- YOUR NATURE ESCAPE AWAITS! Pack up your tree hammocks, lawn chairs, and a picnic basket—because this 3-acre wooded retreat is calling your name. Imagine a peaceful hideaway where you can breathe deeply, unplug from the world, and simply be. Nestled among towering oaks and teeming with wildlife—deer, wild turkeys, and more—this beautiful parcel backs up to larger

Lynette Sirmon

All Realty Services

(850) 753-2915

TBD SW Open Sands Loop, Greenville, FL 32331
/42
$339,000
- 4 Beds
- 4 Baths
- 3,456 Sq Ft
852 E Buckhorn Trail, Greenville, FL 32331

Welcome to Your Hidden Hilltop Retreat! Perched atop a gentle rise (180 ft. above sea level) in Northeast Jefferson County, this three-story, 4-bedroom, 4-bathroom sanctuary offers a life lived deeply in tune with nature. Nestled on 5.11 acres of whimsical, lovingly tended land—where white-tailed deer browse the edges of a fenced garden and wild turkeys meander past the first floor, screened

Lynette Sirmon

All Realty Services

(850) 930-1972

852 E Buckhorn Trail, Greenville, FL 32331
/22
$799,500
- Land
- 123 Acres
- $6,500 per Acre
3282 NW Us 221, Greenville, FL 32331

The Little Aucilla River Runs through it! This is truly a one of a kind property. With a mix of pasture, pines and hardwood hamocks and low lands, it is ideal for hunting as well as a small farming operation. The Little Aucilla River runs through the property offering unique recreational oportunities. There are two ponds as well as a number of established food plots. There are two mobile homes

Buddy Witmer

Steve C. Walker Realty, LLC

(850) 641-7416

3282 NW Us 221, Greenville, FL 32331
/42
$469,000
- 5 Beds
- 2 Baths
- 2,184 Sq Ft
10283 Ashville Hwy, Greenville, FL 32331

Amazing opportunity to own this private solar-powered farm with a large house! Beautiful and serene 16 acres with fruit trees, fields, lots of horse potential and 40 solar panels less than 5 years old. Nearly free electric! 5 Bedroom, 2 Bath with Large Eat-in Kitchen, Stainless Steel Appliances, Huge Great Room, Beautiful Hardwood Floors throughout main floor of the house, TWO Large Screened-in

Lee Hall Capital City Real Estate Group

10283 Ashville Hwy, Greenville, FL 32331
/53
$699,000
- 1 Bed
- 2 Baths
- 1,631 Sq Ft
16131 Us 19, Lamont, FL 32336

Second TAX ID # is 01-2S-05-0037-002-02A. Must-see property currently being utilized as a hunting retreat; abundant deer and turkey and a working dove field. A couple duck ponds; house has been completely renovated. Several nice out buildings. High speed internet is available. Two RV spots come with the property. One full 50 amp hook up and one with 50 amp and water. All equipment is available to

Steve Walker

16131 Us 19, Lamont, FL 32336
/38
$419,000
- 3 Beds
- 3 Baths
- 2,706 Sq Ft
339 Silver Lake Rd, Monticello, FL 32344

Gorgeous home on 5 acres mostly pasture. Open concept with vaulted ceilings; great entertainment/family home. Private setting; must see to believe.

Steve Walker Steve C. Walker Realty, LLC

339 Silver Lake Rd, Monticello, FL 32344
/6
$25,000
- Land
- 1.01 Acres
- $24,752 per Acre
398 S W Obadiah St, Greenville, FL 32331

Affordable Florida Living - Build Your Home on this Spacious 1-Acre Lot!Price: $25,000Location: 398 SW Obadiah St, Greenville, FL 32331 Florida Dream Within ReachThis exceptional 1.01-acre residential lot in charming Greenville offers an affordable opportunity to build your Florida dream home! At an incredible price point of just $25,000, this spacious property provides the

Cathy Nation

398 S W Obadiah St, Greenville, FL 32331
/42
$299,900
- 3 Beds
- 2 Baths
- 1,466 Sq Ft
2370 Mcdaniel Rd, Perry, FL 32347

30 Acres Perry, FL Just 5 miles from Perry & 50 miles to Tallahassee!Charming 1955 Brick Home3 Bedrooms | 2 BathroomsMetal Roof Built to LastClassic Character with Solid BonesEstablished Pastures Fenced & Ready for Livestock! Well-maintained with open grazing areasIdeal for cattle, horses, or small farm operationsFrontage on TWO Paved Roads Easy

Ben Jones

2370 Mcdaniel Rd, Perry, FL 32347
/131
$1,100,000
- 6 Beds
- 7.5 Baths
- 6,600 Sq Ft
11110 Andrews, Greenville, FL 32331

Discover a rare opportunity to own a one-of-a-kind 38+ acre lakefront estate in the heart of North Floridaan absolute haven for sportsmen, nature lovers, and those seeking a more self-sufficient, off-the-grid lifestyle. With over 6,600 sq. ft. of living space, this 6-bedroom, 6.5-bathroom custom-built home sits high and dry on the shores of Lake Andrew, offering unmatched views, total privacy,

Hope Webb

11110 Andrews, Greenville, FL 32331
/51
$349,900
- Land
- 44 Acres
- $7,890 per Acre
1069 N Salt Rd, Monticello, FL 32344

44+ Acres - 1069 N Salt Road, Jefferson County, FL Located within 10 miles from downtown Monticello Quick and easy access to I-10 Secluded setting with peace and privacy Cleared homesite featuring a 40x60 pole barn Interior trail system for easy navigation and recreation Excellent deer, turkey, and duck hunting opportunities Multiple game habitats for

Ben Jones

1069 N Salt Rd, Monticello, FL 32344
/54
$1,300,000
- Land
- 96 Acres
- $13,542 per Acre
4087 NW Honey Lake Rd, Greenville, FL 32331

Expansive 96 -Acre Farmstead- Embrace the serenity of nature with a perfect blend of lush pasture and majestic hardwoods. Charming 1,450 Sq Ft Home - Cozy and inviting, providing comfortable living spaces for the whole family. Detached 1 BR 1BA - Ideal for extended family, guests, or as a rental opportunity, offering privacy and flexibility. Prime Deer and Turkey

Ben Jones

4087 NW Honey Lake Rd, Greenville, FL 32331
/41
$249,990
- Land
- 50 Acres
- $5,000 per Acre
00 Leroy Lyons Rd Unit LotWP001, Perry, FL 32348

Discover Old Florida on this versatile tract with Sandhill, Live Oaks, Cabbage Palms, and Palmetto Flats. While high and dry on the west side, this property features 1,750 ft of internal trail system through high and dry oak hammocks to hardwood wetland edge and a hidden Flatwoods Pond in the southeast corner. Ideal for hunting or a private homesite. Tons of wildlife in the area with Whitetail

Thomas Lado

00 Leroy Lyons Rd Unit LotWP001, Perry, FL 32348
/31
$35,000
- Land
- 10 Acres
- $3,333 per Acre
0 Vacant Sw Paradise Way, Greenville, FL 32331

For Sale: Stunning 10.5 Acres of LandLocation:- Between Madison, FL and Perry, FL- Private, secure, and sereneFeatures:- Located in a gated community - Excellent road system for easy navigationHomesite:- Cleared and ready for your dream homeNature & Wildlife:- Perfect for deer & turkey hunting - Surrounded by natural

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

0 Vacant Sw Paradise Way, Greenville, FL 32331
/42
$489,900
- 3 Beds
- 2 Baths
- 2,061 Sq Ft
350 Oconee, Monticello, FL 32344

Welcome to Covey Run, a private estate community in the heart of Monticello. Your new 3 bedroom 2 bath 2 car garage sits on 2.24 acres. Home features open floor plan with primary on-suite and large walk-in closet. Kitchen is ready for the chef in mind with gas range and plenty of room for prep. Living room features 10 foot ceilings, fireplace and opens to a sunroom. House has Generac Home

Steve Walker Steve C. Walker Realty, LLC

350 Oconee, Monticello, FL 32344
/16
$487,878
- Land
- 122 Acres
- $3,999 per Acre
0 James Noble Rd, Greenville, FL 32331

Millwood Timberland East is a balanced property located in a great recreational market. The Ashville area is home to numerous trophy grade recreational properties and is known for exceptional whitetail, turkey and waterfowl hunting. This property features an efficient footprint with good access and internal road infrastructure. The uplands are planted with slash pine that are approximately 8

Bryant Peace Saunders Real Estate

0 James Noble Rd, Greenville, FL 32331
/18
$1,100,000
- Land
- 200 Acres
- $5,500 per Acre
0 Gum Swamp, Greenville, FL 32331

Millwood Timberland West is a balanced recreational asset located in the Ashville, FL region. The internal road system meanders through the ecologically diverse landscape of pine plantations, live oaks and forested wetlands. The uplands are planted in slash pine that are approximately 15 years old with pockets of oak hammock and natural ponds. The ecosystem provides exceptional habitat for

Bryant Peace Saunders Real Estate

0 Gum Swamp, Greenville, FL 32331
/35
$5,500,000
- 6 Beds
- 5.5 Baths
- 6,075 Sq Ft
0 SW Dupont St, Greenville, FL 32331

Sundown Creek Ranch is a 1,855 acre recreational ranch located in the highly acclaimed Sundown Creek Road area of Madison County, Florida. This scenic area is a Whos Who of cattle ranches and high-quality recreational properties.For 22 years, the current owner has groomed the property into a mix of recreational land, cattle operation, and horses. Its waterways are improved with over 5

Jon Kohler Jon Kohler & Associates

0 SW Dupont St, Greenville, FL 32331
/32
$8,900,000
- Land
- 2,294 Acres
- $3,880 per Acre
0 NW White Wing Dove Dr Unit 22757645, Greenville, FL 32331

Located in the Red Hills Plantation belt,Triple Quail is a 2,294 +/- acre high quality recreational and timber property in Madison County, Florida. It was formerly a portion of the historic Honey Lake Plantation and has recently been highly recapitalized.Locatedjust 40 minutes to both Tallahassee, Florida and Thomasville, Georgia,theproperty is currently being managed for the best of

Jon Kohler Jon Kohler & Associates

0 NW White Wing Dove Dr Unit 22757645, Greenville, FL 32331
/42
$1,125,000
- 3 Beds
- 1 Bath
- 1,146 Sq Ft
740 Kinsey Rd, Monticello, FL 32344

Location: Jefferson County, FL Size: 155 acres Features: Rolling pastures Planted pines Natural hardwoods Pond Home: 1941 built 1,146 square feet Updated Outbuildings: With power Opportunities for workshops, storage, and more Additional Homesites: Breathtaking views Peaceful living Proximity: 10 miles from downtown Monticello, FL 5 miles to I-10 Wildlife: Deer Turkey Waterfowl

Ben Jones Southern Land & Homes

740 Kinsey Rd, Monticello, FL 32344
/20
$570,000
- Land
- 71 Acres
- $8,028 per Acre
0 Aucilla Rd Unit 22696476, Monticello, FL 32344

Located on Aucilla Rd in Monticello, FL, this versatile AG-5 property offers endless potential for residential, agricultural, and recreational use. The upland portion has been cleared, making it ideal for a homesite or multiple residences, with zoning allowing one unit per five acres and options for family transfers under county guidelines.For those looking to enjoy North Floridas natural

Jeremiah Thompson Saunders Land

0 Aucilla Rd Unit 22696476, Monticello, FL 32344
/74
$1,325,000
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
2681 U S 221 Hwy N, Greenville, FL 32331

193 +/- acres of absolutely TURN-KEY ranchland. Move-in ready - bring your family and livestock and start your cattle operation! Located in North Florida's prime cattle country, this ranch is only 25 minutes from downtown Madison, FL, and just 45 minutes from Tallahassee. Everything has been meticulously maintained, with brand new fencing, new 4/2 mobile home, ponds, 2 wells and productive soils

Gary Silvernell

2681 U S 221 Hwy N, Greenville, FL 32331
/42
$449,000
- 3 Beds
- 2 Baths
- 1,954 Sq Ft
11942 SW Overstreet Ave, Lamont, FL 32336

Just 30 miles south of Tallahassee, this 29+/- acre property is a dream for those who love country living and the outdoors. The unique 3-bedroom, 2-bathroom A-frame home is packed with charmhardwood floors, a brick-surround gas fireplace, and a kitchen full of farmhouse character with a wood-burning stove and great storage. Upstairs, cozy bedrooms await, while downstairs, a spacious screened-in

Ben Jones Southern Land & Homes

11942 SW Overstreet Ave, Lamont, FL 32336
/38
$125,000
- Land
- 20 Acres
- $6,250 per Acre
0 Farr Rd Unit 22529584, Perry, FL 32347

20 acres of hunting land in the middle of over 600,000 acres. Approximately 7 acres have been cleared around the camp, cutting roads and making food plots. Stands and feeders will stay with the camp for the new lucky owner. Currently has a container home with an upper and lower deck. Small man-made pond, and a tool shed. This area has an abundance of game!!

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 Farr Rd Unit 22529584, Perry, FL 32347
/58
$150,000
- Land
- 20 Acres
- $7,500 per Acre
0 SW Moseley Hall Rd Unit 22412391, Greenville, FL 32331

Check out this awesome 20+/- acre tract located in the southwest part of Madison County, FL! Just minutes South of Interstate 10. This beautiful property is naturally wooded with some fantastic Florida hardwoods, and scattered pines! This would make an absolutely excellent hunting, or recreational property! Wildlife sign is abundant on the property. Particularly whitetail deer tracks, fresh

Jerrod Trainer Jerrod A Trainer & Associates

0 SW Moseley Hall Rd Unit 22412391, Greenville, FL 32331
/32
$40,000
- Land
- 22 Acres
- $1,778 per Acre
0 Spring Warrior Unit 21819850, Perry, FL 32348

Landlocked property located in Taylor County. Property is 22.5 acre with no legal access.

Poole Inc Poole Realty, Inc

0 Spring Warrior Unit 21819850, Perry, FL 32348
/59
$298,000
- Land
- 20 Acres
- $14,900 per Acre
0 Farr Rd Unit 21799719, Perry, FL 32347

3 steel structures, 5 aluminum portable structures, huge screened in porch on concrete slab. Runs off solar power with AGM batteries and dual fuel generator. There are two 500-gallon LP tanks. Includes LP refrigerator, stove, and chest freezer. The property has a Starlink satellite system with boosters to cover the entire camp with High-speed Wi-Fi. The hardware is included, and the service would

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 Farr Rd Unit 21799719, Perry, FL 32347
/54
$299,900
- Land
- 40 Acres
- $7,405 per Acre
994 SW Oregon Trail, Greenville, FL 32331

This 40+/- acre tract in Madison County, FL, offers privacy, functionality, and outdoor adventure. It features a spacious 2,000+ sq ft metal building with a lean-to for a 2018 Cherokee 304BS travel trailer, a full kitchen, and a screened-in porch. There's also a 30x30 shop with a washer and dryer, a full bath house, and a second RV hookup for guests. The interior trail system enhances hunting and

Ryan Walker Southern Land & Homes

994 SW Oregon Trail, Greenville, FL 32331
/2
$25,000
- Land
- 0.39 Acre
- $64,103 per Acre
0 Tram Rd Unit 21473387, Monticello, FL 32344

Wooded lot located in the Wacissa area of Jefferson County; 15 to Tallahassee. Community water available to hook up to.Copyright © 2025 Tallahassee Board of Realtors. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Steve Walker Steve C. Walker Realty, LLC

0 Tram Rd Unit 21473387, Monticello, FL 32344
/3
$471,000
- Land
- 58 Acres
- $8,057 per Acre
1310 Piney Woods Rd, Monticello, FL 32344

This property contains three tax ID number. The other 2 numbers are: 03-1N-4E-0000-001F-0000 and 03-1N-4E-0000-001E-0000. A total of 58.46 acres; currently there is no for sale sign on the property. Very nice wooded tract with great location; easy access to Tallahassee. It has timber potential and would be a good home tract also. Community water is available for the property along with high

Steve Walker Steve C. Walker Realty, LLC

1310 Piney Woods Rd, Monticello, FL 32344
/38
$7,800,000
- Land
- 3,089 Acres
- $2,525 per Acre
0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344

Turkey Scratch Road Timberland is 3,089 Acres in Jefferson County just outside Monticello. The property features 616 Upland Acres (20%) / 2473 Wetland Acres (80%) and has 4 miles of combined road frontage on I-10, 4,450 feet of road frontage on Turkey Scratch Road, and 1,725 feet on Aucilla Road. It also has several miles of well-maintained internal roads for easy navigation and timber

Richard Dempsey Saunders Land

0 Turkey Scratch Rd Unit 18561092, Monticello, FL 32344
/42
$459,000
- 4 Beds
- 3 Baths
- 3,473 Sq Ft
1775 U S 19, Perry, FL 32347

Welcome to Your Private Oasis in Perry, Florida! Nestled on 3.80 beautifully wooded acres, this spacious and thoughtfully designed 4-bedroom, 3-bathroom home blends luxury, comfort, and functionality in every detail. From the moment you enter, a serene indoor waterfall and fountain feature sets the tone for the tranquility found throughout the property. The open-concept living area is perfect

Shelby Slaughter The American Dream

1775 U S 19, Perry, FL 32347

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