Madison County, FL Homes

/30
$2,245,000
- Land
- 440 Acres
- $5,102 per Acre
3270 SW Delray Ave, Greenville, FL 32331

Welcome to Delray Oaks Ranch, a sprawling 440-acre property nestled in peaceful North Florida. Ideally located just 20 miles outside of Tallahassee, this unique property offers the perfect blend of privacy, outdoor recreation, and convenient access to city amenities. Key Features: Established Oak Hammocks & Hardwood Forests - Mature oak hammocks provide natural cover and a rich habitat for

Toby Anastasio WINDING CREEK PROPERTIES LLC

3270 SW Delray Ave, Greenville, FL 32331
/14
$130,000 Sold Apr 04, 2025

1111 NE Ridge Loop, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,344 Sq Ft
- Built 1980
Last Sold Summary
- 18% Below List Price
- $97/SF
- 36 Days On Market
Last Listing Agent Adrian Carranza Passage Real Estate

1111 NE Ridge Loop, Madison, FL 32340

/36
Est $493,488 Not Listed For Sale
- 3 Beds
- 4 Baths
- 2,944 Sq Ft
1269 SE Robinwood Dr, Madison, FL 32340

1269 SE Robinwood Dr, Madison, FL 32340

/40
$73,600
- Land
- 32 Acres
- $2,300 per Acre
0 SW Brown Rd, Lee, FL 32059

This 32 acres of land has abundant wildlife: Deer, Turkey and Hogs. It is connected to over 600,000 acres of timberlands and private landowners. No deed restrictions or HOA. You may have a camper or a metal building. The land is a combination of pines and hardwoods. It is 6 to 7 miles into the woods on legally deeded roads. Electric is several miles away so bring your generator, come get your

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 SW Brown Rd, Lee, FL 32059
/20
$40,000 Sold Nov 14, 2025

137 SW Miller St, Madison, FL 32340
- 2 Beds
- 1 Bath
- 840 Sq Ft
- Built 1947
Last Sold Summary
- 27% Below List Price
- $48/SF
- 30 Days On Market
Last Listing Agent Joyce Mays Realty One Group Next Gen

137 SW Miller St, Madison, FL 32340

/36
Est $150,153 Not Listed For Sale
- 2 Beds
- 1 Bath
- 960 Sq Ft
674 SW Georgetown Rd, Madison, FL 32340

674 SW Georgetown Rd, Madison, FL 32340

/41
$598,900
- 3 Beds
- 2 Baths
- 1,508 Sq Ft
4862 NE Bellville Rd, Pinetta, FL 32350

Discover 40 acres of high and dry land in beautiful Pinetta, Florida—fully fenced and cross-fenced, ready for livestock, farming, or private country living. This unique property features three livable homes: a spacious 2000 double-wide (new roof 2024), a charming 1890 farmhouse completely refurbished in 1999 with a new roof in 2018, and a 15x60 single-wide perfect for guests, rental income, or

William Gamalero Southern Land & Homes

4862 NE Bellville Rd, Pinetta, FL 32350
/44
$185,000 Sold Dec 09, 2025

138 SW Gaskin Way, Madison, FL 32340
- 1 Bed
- 1 Bath
- 875 Sq Ft
- Built 2025
Last Sold Summary
- $211/SF
- 19 Days On Market
Last Listing Agent Ryan Walker Southern Land & Homes

138 SW Gaskin Way, Madison, FL 32340

/39
Est $166,952 Not Listed For Sale
- 2 Beds
3101 SW Hike Lake Rd, Madison, FL 32340

3101 SW Hike Lake Rd, Madison, FL 32340

/39
$219,990
- Land
- 28.43 Acres
- $7,738 per Acre
00 Cr 53 Unit LotWP001, Lee, FL 32059

This North Florida tract offers a rare combination of accessibility, potential, and natural beauty. Located just 8.2 miles from I-10 (Exit 258), the property features road frontage on two sides for easy access. Recently cleared with pine trees harvested, this property is a blank canvas ready for a homesite, family compound, or development. A large Live Oak Hammock graces the southwest corner,

Thomas Lado Whitetail Properties Real Estate

00 Cr 53 Unit LotWP001, Lee, FL 32059
/2
$335,000 Sold Dec 15, 2025

9122 SW Tower Rd, Madison, FL 32340
- Land
- 111.25 Acres
- $3,011 per Acre
Last Sold Summary
- 46% Above List Price
- 28 Days On Market
Last Listing Agent Kevin Bartlett KNOWLEDGE BASE REAL ESTATE

9122 SW Tower Rd, Madison, FL 32340

/9
Est $49,260 Not Listed For Sale
- 3 Beds
276 NE Coffee Way, Madison, FL 32340

276 NE Coffee Way, Madison, FL 32340

/16
$90,000
- Land
- 40 Acres
- $2,250 per Acre
0 County Line Rd Unit 20907517, Lee, FL 32059

This 40 acres has abundant wildlife; Deer, Turkey and Hogs. It is connected to over 600,000 acres of timberlands and private landowners. No deed restrictions or HOA. You may have a camper or a metal building. The land is a combination of pines and hardwoods. It is 6 to 7 miles into the woods on legally deeded roads. Electric is several miles away so bring your generator!

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 20907517, Lee, FL 32059
/38
$230,000 Sold Aug 08, 2025

537 SW Wyoming Ave, Lamont, FL 32336
- 3 Beds
- 2 Baths
- 1,860 Sq Ft
- Built 2016
Last Sold Summary
- 10% Below List Price
- $124/SF
- 34 Days On Market
Last Listing Agent Jessica Howard The American Dream

537 SW Wyoming Ave, Lamont, FL 32336

/79
Est $325,609 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
9045 NE Hickory Grove Rd, Pinetta, FL 32350

9045 NE Hickory Grove Rd, Pinetta, FL 32350

/42
$1,350,000
- 5 Beds
- 3.5 Baths
- 3,500 Sq Ft
438 NE English Ivy Trail, Pinetta, FL 32350

Welcome to Serenity Farm—a breathtaking 60-acre retreat designed for equestrian excellence, sustainable agriculture, and tranquil country living. This meticulously maintained property features fenced and cross-fenced pastures with automatic waterers, run-in shelters, and frost-proof hydrants, ensuring year-round functionality for your animals and operations. This Property Perfectly Captures the

Lori Weldon Kohler & Associates

438 NE English Ivy Trail, Pinetta, FL 32350
/38
$185,000 Sold Mar 03, 2025

233 SE Seaboard St, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
- Built 2024
Last Sold Summary
- 6% Below List Price
- $150/SF
- 10 Days On Market
Last Listing Agent Sarah Pike The American Dream

233 SE Seaboard St, Lee, FL 32059

/33
Est $165,186 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,152 Sq Ft
843 NW Lovett Rd, Greenville, FL 32331

843 NW Lovett Rd, Greenville, FL 32331

/21
$378,000
- Land
- 36 Acres
- $10,500 per Acre
650 NW Flowers Rd, Madison, FL 32340

Hunter’s Paradise 36 Acres of Prime North Florida Land in Madison, FLEscape to the quiet woods of Madison County, where 36 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity the perfect mix for hunters, campers, and nature lovers alike.Deer, turkey,

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

650 NW Flowers Rd, Madison, FL 32340
/2
$327,500 Sold Aug 18, 2025

3675 SE County Road 255, Lee, FL 32059
- 3 Beds
- 2.5 Baths
- 2,318 Sq Ft
- Built 1983
Last Sold Summary
- 16% Below List Price
- $141/SF
- 83 Days On Market
Current Estimated Value $334,018

Last Listing Agent Betsy Pepine PEPINE REALTY

3675 SE County Road 255, Lee, FL 32059

/31
Not Listed For Sale
XXX NE Jacaranda Terrace, Lee, FL 32059

XXX NE Jacaranda Terrace, Lee, FL 32059

/12
$336,000
- Land
- 160 Acres
- $2,100 per Acre
0 SW Wire Rd, Lee, FL 32059

160 acres in the middle of over 600,000 acres of timberlands and private land owners. There is a multitude of game in the area; deer, turkey and hogs! No deed restrictions or HOA. Bring your campers and generators, electric is over 5 miles away. Peace and quiet is what you will have in the woods of Madison County. Madison county is on the Fish and Wildlife buck registry. Come get a big buck on

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 SW Wire Rd, Lee, FL 32059
/11
$31,000 Sold Nov 21, 2025

000 SE Apache Ave, Lee, FL 32059
- Land
- 2 Acres
- $15,500 per Acre
Last Sold Summary
- 11% Below List Price
- 173 Days On Market
Last Listing Agent Constance DAY Southern Land & Homes

000 SE Apache Ave, Lee, FL 32059

/25
Not Listed For Sale
921 NE River Ridge Way, Lee, FL 32059

921 NE River Ridge Way, Lee, FL 32059

/87
$985,000
- 4 Beds
- 3 Baths
- 2,771 Sq Ft
1317 NE Rocky Springs Church Rd, Madison, FL 32340

Turnkey 30-Acre Equestrian Estate with Arena & PasturesWelcome to this extraordinary 30-acre estate, where timeless craftsmanship meets modern convenience. Impeccably maintained and thoughtfully updated, this property offers not only a beautifully appointed main residence, but also a fully renovated guest house, a multi-purpose barn, and extensive equestrian amenitiesall set against

Jessica Groover Southern Land & Homes

1317 NE Rocky Springs Church Rd, Madison, FL 32340
/13
$35,000 Sold Sep 25, 2025

203 SW Oakland Trail, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,108 Sq Ft
- Built 1960
Last Sold Summary
- $32/SF
- 0 Days On Market
Last Listing Agent David Brown FIVE STAR REALTY GROUP, LLC.

203 SW Oakland Trail, Greenville, FL 32331

/16
Not Listed For Sale
000 NE Timber River Loop, Lee, FL 32059

000 NE Timber River Loop, Lee, FL 32059

/2
$250,000
- Land
- 41.14 Acres
- $6,077 per Acre
0 SE Pilgrim Way Unit 25499389, Lee, FL 32059

Not many of these Large Tracts of Land with Many Options of Use and Privacy. Out in the Country, Fresh Air and Next to Lots of Agriculture with Lots of Wildlife. High Dry Land.

Leonard Dicks Florida Land Network Leonard Dicks LLC

0 SE Pilgrim Way Unit 25499389, Lee, FL 32059
/42
$410,000 Sold Apr 01, 2025

160 Olive St, Pinetta, FL 32350
- 4 Beds
- 2 Baths
- 2,234 Sq Ft
- Built 2018
Last Sold Summary
- 4% Below List Price
- $184/SF
- 2 Days On Market
Current Estimated Value $419,860

Last Listing Agent Sarah Pike The American Dream

160 Olive St, Pinetta, FL 32350

/16
Not Listed For Sale
- 1 Bed
- 1 Bath
- 600 Sq Ft
10 SE Bisbee Loop, Lee, FL 32059

10 SE Bisbee Loop, Lee, FL 32059

/50
$132,000
- Land
- 60 Acres
- $2,200 per Acre
0 County Line Rd Unit 18864854, Lee, FL 32059

60 acres of prime hunting land in the middle of over 600,000 acres. Loaded with deer, turkey and hogs you will never run out of animals to hunt. No deed restrictions or HOA. The roads are legally deeded roads but not county maintained. Electric is approximately 6 miles away. Magnificent hunting land in Madison county. Madison county is on the top 10 counties for typical and atypical buck registry.

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 18864854, Lee, FL 32059
/42
$157,000 Sold Apr 23, 2025

430 NE Jasmine Terrace, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,280 Sq Ft
- Built 1998
Last Sold Summary
- $123/SF
- 52 Days On Market
Last Listing Agent Briana Jones Jones Real Estate, Inc.

430 NE Jasmine Terrace, Lee, FL 32059

/22
Not Listed For Sale
Vacant NE Rootman Rd, Madison, FL 32340

Vacant NE Rootman Rd, Madison, FL 32340

/11
$140,800 Pending
- Land
- 64 Acres
- $2,200 per Acre
0 SW Prine Rd Unit 20907097, Lee, FL 32059

Great hunting tract consisting of 64 acres, and an abundance of deer, turkey and hogs roam this property daily. Madison county is known for its big bucks, it is on the list of top 10 counties for typical and non-typical buck scores. Set up your own hunting camp and enjoy the outdoors! 6 miles from electric so bring your generators and campers!

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 SW Prine Rd Unit 20907097, Lee, FL 32059
/42
$153,000 Sold Jul 22, 2025

13262 NW Little Cat Rd, Greenville, FL 32331
- 3 Beds
- 1 Bath
- 960 Sq Ft
- Built 1963
Last Sold Summary
- 4% Below List Price
- $159/SF
- 72 Days On Market
Current Estimated Value $151,761

Last Listing Agent Lynette Sirmon All Realty Services

13262 NW Little Cat Rd, Greenville, FL 32331

/36
Est $78,389 Not Listed For Sale
1087 NW County Road 101, Mayo, FL 32066

1087 NW County Road 101, Mayo, FL 32066

/49
$550,000 Pending
- Land
- 155 Acres
- $3,548 per Acre
0 Vacant Us Hwy 90, Madison, FL 32340

Located just minutes from downtown Madison, FL, this 155-acre property with highway 90 frontage offers a unique opportunity for those seeking a premium outdoor recreational experience or investment property.With abundant whitetail, turkey, and duck populations, the property is an ideal location for hunting enthusiasts. The area's diverse wildlife and terrain provide ample opportunities

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

0 Vacant Us Hwy 90, Madison, FL 32340
/27
$155,000 Sold Mar 03, 2025

872 NE Yellow Pine Ave, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,230 Sq Ft
- Built 1967
Last Sold Summary
- $126/SF
- 28 Days On Market
Current Estimated Value $158,066

Last Listing Agent Jessica Webb A Main Street Realty Co, LLC

872 NE Yellow Pine Ave, Madison, FL 32340

/36
Not Listed For Sale
00 SW Callahan Loop, Greenville, FL 32331

00 SW Callahan Loop, Greenville, FL 32331

/24
$598,500
- Land
- 57 Acres
- $10,500 per Acre
5000 NW Little Cat Rd, Madison, FL 32340

Hunter’s Paradise — 57 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 57 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

William Gibson Southern Land & Homes

5000 NW Little Cat Rd, Madison, FL 32340

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