Madison County, FL Homes

/3
Not Listed For Sale

0 Cat Rd Unit 121408, Lee, FL 32059
0 Cat Rd Unit 121408, Lee, FL 32059

Last Sold Summary
- 0 Days On Market

/12
$61,500
- Land
- 5 Acres
- $12,300 per Acre
Vacant NW Buckskin Way, Madison, FL 32340

Discover your own private retreat just minutes from Madison, Florida in the sought-after Loper Pond Plantation Subdivision. This beautiful 5-acre homesite offers the perfect blend of privacy and charm, featuring elevated pastureland with peaceful, scenic views that create a relaxing, vacation-like atmosphere right in your own backyard. With paved road frontage, underground utilities available at

Sarah Pike The American Dream

Vacant NW Buckskin Way, Madison, FL 32340
/24
$130,000

Sold Apr 22, 2026

0 County Line & Prine Unit 129261, Lee, FL 32059
- Land
- 60 Acres
- $2,167 per Acre
Last Sold Summary
- 37 Days On Market
Last Listing Agent TINA DONALDSON AFG TRI STATE REALTY, INC

0 County Line & Prine Unit 129261, Lee, FL 32059

/27
Not Listed For Sale

8404 Florida 53, Madison, FL 32340
- 2 Beds
- 1 Bath
- 1,627 Sq Ft
- Built 1954
8404 Florida 53, Madison, FL 32340

Last Sold Summary
- 74 Days On Market

/42
$232,000
- 4 Beds
- 3 Baths
- 2,480 Sq Ft
493 NE Shelby Extension, Madison, FL 32340

Welcome to the charming town of Madison, where small-town character and rich history create a wonderful place to call home. This spacious 4-bedroom, 3-bathroom property offers plenty of room to grow along with exciting opportunities to add your own personal style. Inside, you’ll immediately notice the beautiful vaulted wood ceilings that stretch across the living, dining, and kitchen areas,

Sarah Pike The American Dream

493 NE Shelby Extension, Madison, FL 32340
/29
$219,900

Sold Sep 30, 2025

427 SW Casselberry Trail, Madison, FL 32340
- Land
- 39.77 Acres
- $5,529 per Acre
Last Sold Summary
- 106 Days On Market
Current Estimated Value $218,268

Last Listing Agent Ben Jones Southern Land & Homes

427 SW Casselberry Trail, Madison, FL 32340

/9
Est $27,698

Not Listed For Sale

1075 SE Benchmark Dr, Lee, FL 32059
1075 SE Benchmark Dr, Lee, FL 32059

Last Sold Summary
- 79 Days On Market

/9
$74,500
- Land
- 2.91 Acres
- $25,601 per Acre
00 SW Anastasia Way, Madison, FL 32340

Imagine owning a sprawling 2.91-acre parcel hugged by magnificent four-year-old Loblolly pines, providing the perfect backdrop for your dream home. This residential lot not only offers ideal topography but also presents a rare opportunity for OWNER FINANCING! Only 15% down, 7% APR, loan life negotiable! The rapid growth of Loblolly pines promises not just beauty but also practicality, with

Crystal Daviner Marzucco Real Estate LLC

00 SW Anastasia Way, Madison, FL 32340
/10
$120,000

Sold Apr 30, 2026

Vacant Rocky Springs Church Rd, Madison, FL 32340
- Land
- 10 Acres
- $12,000 per Acre
Last Sold Summary
- 20% Below List Price
- 65 Days On Market
Last Listing Agent Jessica Groover Southern Land & Homes

Vacant Rocky Springs Church Rd, Madison, FL 32340

/26
Est $69,073

Not Listed For Sale

261 SW Er Scott St, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,004 Sq Ft
- Built 1950
261 SW Er Scott St, Madison, FL 32340

Last Sold Summary
- 50 Days On Market

/21
$64,000

$3K PRICE DROP Under Contract
- Land
- 7.07 Acres
- $9,052 per Acre
Lot 4 SW Wakulla Way, Greenville, FL 32331

Discover the perfect blend of privacy, nature, and opportunity with this 7.07-acre tract on SW Wakulla Way in Shady Grove. Mostly high and dry, the property is planted with 4-year-old pines, offering both natural beauty and long-term timber potential. This versatile parcel would make an excellent homesite tucked away in a peaceful setting, a solid timber investment, or a recreational retreat

Benjamin Sadler OaksFeather Realty

Lot 4 SW Wakulla Way, Greenville, FL 32331
/2
$46,500

Sold Jul 18, 2025

Vacant S Cr 53, Lee, FL 32059
- Land
- 5.01 Acres
- $9,281 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent NON MEMBER Tallahassee Board of REALTORS®

Vacant S Cr 53, Lee, FL 32059

/9
Not Listed For Sale

Vacant Ford Ct, Madison, FL 32340
Vacant Ford Ct, Madison, FL 32340

Last Sold Summary
- 190 Days On Market

/51
$500,000
- 3 Beds
- 2 Baths
- 2,899 Sq Ft
3639 N Sr 53, Madison, FL 32340

Spacious, beautifully renovated 3 bedroom, 2 bathroom home situated on 8.63 acres on paved North State Road 53, just minutes from town. The 2,899 heated square foot home is high and dry and surrounded by mature live oaks, offering a peaceful North Florida setting with convenient access. Most renovations were completed in 2021, with a new metal roof installed in 2025. Updates include new flooring,

Stephanie Dobson Southern Land & Homes

3639 N Sr 53, Madison, FL 32340
/19
$132,500

Sold Nov 10, 2025

2169 SW Wonderwood St, Greenville, FL 32331
- 3 Beds
- 2 Baths
- 1,216 Sq Ft
- Built 2018
Last Sold Summary
- 10% Below List Price
- $109/SF
- 53 Days On Market
Last Listing Agent Allison Smith OaksFeather Realty

2169 SW Wonderwood St, Greenville, FL 32331

/40
Est $64,367

Not Listed For Sale

14566 W Us 90 Hwy, Greenville, FL 32331
14566 W Us 90 Hwy, Greenville, FL 32331

Last Sold Summary
- 316 Days On Market

/24
$760,000

Under Contract
- Land
- 86.41 Acres
- $8,795 per Acre
xxx NE Geranium St, Madison, FL 32340

Here's a wonderful opportunity to have your own private farm and oasis - 86+/- acres, mostly covered in 8 year old Longleaf Pines with grand Oaks scattered along the perimeter. This gently rolling property has been well maintained by the current owners, and will make a wonderful homestead or retreat for its next one. There is an old barn and small wrap around stable on the property, as well as a

Jim Butler ROGERS BARRY, REALTOR

xxx NE Geranium St, Madison, FL 32340
/20
$128,000

Sold Dec 26, 2025

0 SW Prine Rd Unit 121561, Lee, FL 32059
- Land
- 64 Acres
- $2,000 per Acre
Last Sold Summary
- 1 Day On Market
Last Listing Agent TINA DONALDSON AFG TRI STATE REALTY, INC

0 SW Prine Rd Unit 121561, Lee, FL 32059

/22
Not Listed For Sale

1824 NE County Road 255, Lee, FL 32059
1824 NE County Road 255, Lee, FL 32059

Last Sold Summary
- 96 Days On Market

/19
$149,900

$10K PRICE DROP
- 4 Beds
- 2 Baths
- 1,794 Sq Ft
383 NE Ridge Loop, Madison, FL 32340

According to several locals, this was the former home of FDR & Eleanor Roosevelt when they were living here as they were developing Cherry Lake Subdivision. Lots of history here! Great buy for a spacious 4 bedroom, 2 bath home on 0.77 acres fully fenced with driveway gate. The home has a large living room with fireplace, kitchen with dining area. Storm shelter in the backyard is a rare bonus!

David Brown FIVE STAR REALTY GROUP, LLC.

383 NE Ridge Loop, Madison, FL 32340
/16
$22,000

Sold Jan 29, 2026

LOT 9 NE Hillside Terrace, Lee, FL 32059
- Land
- 2 Acres
- $11,000 per Acre
Last Sold Summary
- 23% Below List Price
- 1 Day On Market
Last Listing Agent Nicole Stubenrauch POOLE REALTY INC.

LOT 9 NE Hillside Terrace, Lee, FL 32059

/42
Not Listed For Sale

Vacant NE Haven Dr, Lee, FL 32059
Vacant NE Haven Dr, Lee, FL 32059

Last Sold Summary
- 46 Days On Market

/24
$99,000
- Land
- 21,780 Sq Ft
- $198,000 per Acre
200 NE Willow Bend Terrace, Lee, FL 32059

Excellent river front property on the beautiful Withlacoochee River. The sale includes a 31.5' Passport Ultra Lite Camper. Well, 30 amp and 50 amp power, and aerobic septic already set up for use. This property is situated on the end of a cul de sac which is very private. There is a kayak launch off of the corner of this property on state land. The parcel also adjoins State of Florida land which

Jay Wetzel LIVE OAK REALTY INC

200 NE Willow Bend Terrace, Lee, FL 32059
/12
$16,000

Sold Apr 16, 2026

LOT46 NE Blue Springs Church Rd, Lee, FL 32059
- Land
- 22,215 Sq Ft
- $31,373 per Acre
Last Sold Summary
- 5% Below List Price
- 22 Days On Market
Last Listing Agent Crystal Daviner Marzucco Real Estate LLC

LOT46 NE Blue Springs Church Rd, Lee, FL 32059

/38
Est $57,632

Not Listed For Sale

130 NE Cassia Dr, Lee, FL 32059
130 NE Cassia Dr, Lee, FL 32059

Last Sold Summary
- 69 Days On Market

/7
$75,000
- Land
- 5.01 Acres
- $14,970 per Acre
TBD SE Kachina St, Lee, FL 32059

Heavily wooded 5-acre tract. Easement will need to be cleared to access property.

Alex Flowers DANIEL CRAPPS AGENCY, INC

TBD SE Kachina St, Lee, FL 32059
/11
$7,835

Sold Feb 06, 2026

0 NE River Park Rd Lot 17, Lee, FL 32059
- Land
- 29,969 Sq Ft
- $11,388 per Acre
Last Sold Summary
- 9 Days On Market
Last Listing Agent Chuck Davis DANIEL CRAPPS AGENCY, INC

0 NE River Park Rd Lot 17, Lee, FL 32059

/21
Not Listed For Sale

Vacant NE Bayberry St, Pinetta, FL 32350
Vacant NE Bayberry St, Pinetta, FL 32350

Last Sold Summary
- 266 Days On Market

/20
$99,000

$18K PRICE DROP
- Land
- 19.43 Acres
- $5,095 per Acre
Lot 3 SW Wonderwood St, Greenville, FL 32331

Escape to the quiet of Shady Grove with this 19.4-acre tract featuring a beautiful mix of planted pines and natural hardwood swamp. This versatile property offers multiple opportunities—whether you’re looking for a larger acreage homesite, a productive hunting property, or a long-term timber investment, this land checks all the boxes. Located on SW Wonderwood Street, the acreage provides a blend

Benjamin Sadler OaksFeather Realty

Lot 3 SW Wonderwood St, Greenville, FL 32331
/28
$167,500

Sold Nov 06, 2025

1723 SE Donaldson Rd 16 Ac, Lee, FL 32059
- Land
- 16.9 Acres
- $9,911 per Acre
Last Sold Summary
- 33 Days On Market
Last Listing Agent Candice Land United Country Smith & Associates

1723 SE Donaldson Rd 16 Ac, Lee, FL 32059

/25
Not Listed For Sale

Vacant NE Post Rd, Pinetta (Madison County), FL 32340
Vacant NE Post Rd, Pinetta (Madison County), FL 32340

Last Sold Summary
- 11 Days On Market

/23
$325,000
- Land
- 40.49 Acres
- $8,027 per Acre
2271 SW Oregon Trail, Madison, FL 32331

Conveniently located near I-10 on a private maintained road. Electric, well and septic already done. Man made pond just waiting for you to go fishing in. 2020 Retreat by Keystone Camper is included in the sale. Hunting allowed. HOA fees of $425 a year to cover the costs of maintaining the roads and management. Property has pine trees and is eligible for Ag exemption. Build a house when you want

Cliff Glansen FLATFEE.COM

2271 SW Oregon Trail, Madison, FL 32331
/11
$12,000

Sold May 11, 2026

0 NE Ivy Dr Unit 398652, Madison, FL 32059
- Land
- 19,602 Sq Ft
- $26,667 per Acre
Last Sold Summary
- 4% Above List Price
- 16 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

0 NE Ivy Dr Unit 398652, Madison, FL 32059

/28
Not Listed For Sale

7112 County Road 360, Madison, FL 32340
7112 County Road 360, Madison, FL 32340

Last Sold Summary
- 56 Days On Market

/2
$49,900
- Land
- 4.01 Acres
- $12,444 per Acre
0000 SE Thomas Way, Lee, FL 32059

OVER 4 ACRES OF PRIME LAND IN BEAUTIFUL MADISON COUNTY, FLORIDA! Don’t miss this opportunity to own over 4 acres of high-potential land in the heart of Madison County—one of Florida’s hidden gems. This spacious parcel offers the perfect setting to build your dream home or place a mobile home, with no mandatory HOA restrictions and flexible site development options available. Whether you're

Delroy Robinson ROBINSON & ASSOCIATES REALTY L

0000 SE Thomas Way, Lee, FL 32059
/13
$218,000

Sold Jan 16, 2026

TBD SE Pebble Ridge St, Lee, FL 32059
- Land
- 40.34 Acres
- $5,404 per Acre
Last Sold Summary
- 32 Days On Market
Last Listing Agent Jacob Grantham GRANTHAM REALTY, INC.

TBD SE Pebble Ridge St, Lee, FL 32059

/27
Not Listed For Sale

510 NE Double Tree Ave, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,152 Sq Ft
- Built 2010
510 NE Double Tree Ave, Madison, FL 32340

Last Sold Summary
- 1 Day On Market

/45
$474,999

$12K PRICE DROP
- 4 Beds
- 2 Baths
- 2,073 Sq Ft
218 NE Oakwood Way, Pinetta, FL 32350

Welcome to your dream home in the gated community of Summerwood Estates, where convenience meets small-town charm! This lovely house features four bedrooms and two bathrooms with a split floor plan for privacy and convenience. The dining room can easily double as a home office, giving you the flexibility you need. With a vaulted ceiling adding a touch of elegance, this home is the perfect

Crystal Daviner Marzucco Real Estate LLC

218 NE Oakwood Way, Pinetta, FL 32350
/52
$70,000

Sold Feb 27, 2026

191 SW Crosby Ave, Madison, FL 32340
- 3 Beds
- 1.5 Baths
- 1,062 Sq Ft
- Built 1925
Last Sold Summary
- 7% Below List Price
- $66/SF
- 39 Days On Market
Current Estimated Value $72,023

Last Listing Agent Lynette Sirmon All Realty Services

191 SW Crosby Ave, Madison, FL 32340

/42
Not Listed For Sale

1704 NE Fern Ave, Pinetta (Madison County), FL 32350
1704 NE Fern Ave, Pinetta (Madison County), FL 32350

Last Sold Summary
- 28 Days On Market

Showing Results 561 - 600, Page 15 of 18

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Madison County, FL Homes

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