Madison County, FL Homes

/49
$262,900 Under Contract
- 4 Beds
- 2 Baths
- 1,924 Sq Ft
172 NE South Reagan Ct, Madison, FL 32340

This beautiful 1924 square foot triple wide home sits on 5 acres of dry, usable land, surrounded by a canopy of trees that provide ample shade from the Florida sun. The residence features four bedrooms and two full bathrooms, including a master bath with a shower and a guest bath complete with a soaking tub. The centrally located open kitchen has great cabinet storage and is perfectly positioned

Scarlett Holt

The American Dream

(448) 218-5307

172 NE South Reagan Ct, Madison, FL 32340
/38
$85,000 Sold Apr 17, 2025

969 NE Persimmon Dr, Pinetta, FL 32350
- 1 Bed
- 2 Baths
- 896 Sq Ft
- Built 1989
Last Sold Summary
- 13% Below List Price
- $95/SF
- 43 Days On Market
Last Listing Agent Dee Leslie OaksFeather Realty

969 NE Persimmon Dr, Pinetta, FL 32350

/13
Not Listed For Sale
Vacant NE Bush Way Unit 1, Madison, FL 32340

Vacant NE Bush Way Unit 1, Madison, FL 32340

/70
$588,500
- 5 Beds
- 6 Baths
- 3,814 Sq Ft
588 NW Pickle Ln, Madison, FL 32340

This spacious 5-bedroom, 6-bath brick home—priced below appraisal— sits on 5 beautiful acres surrounded by peace and privacy. Offering two stories plus a heated and cooled basement, the home features a remodeled kitchen with stainless steel appliances, a full-size oven, and granite countertops. Flooring throughout includes hardwood, parquet, and slate. Enjoy multiple living spaces including a

Dennis L Coxwell Keller Williams Town & Country

588 NW Pickle Ln, Madison, FL 32340
/42
$45,000 Sold Feb 18, 2025

Vacant SE Midway Church Rd, Lee, FL 32059
- Land
- 5.01 Acres
- $8,982 per Acre
Last Sold Summary
- 1 Day On Market
Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

Vacant SE Midway Church Rd, Lee, FL 32059

/5
Not Listed For Sale
Vacant SW Summerset Way, Madison, FL 32340

Vacant SW Summerset Way, Madison, FL 32340

/2
$265,000
- Land
- 40.02 Acres
- $6,622 per Acre
0 SE Pebble Ridge St Unit 23525783, Lee, FL 32059

This 40-acre property is part of Glenwood Forest. It includes 12 acres of pines that are over 20 years old, while the remaining 28 acres were planted less than a year ago. This land is a blank canvas, offering endless possibilities for your imagination. Manufactured homes are permitted. It is located on a county-maintained road and is surrounded by other large parcels of land.

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 SE Pebble Ridge St Unit 23525783, Lee, FL 32059
/29
$61,500 Sold Feb 10, 2025

284 SW Paradise Way, Greenville, FL 32331
- Land
- 10.93 Acres
- $5,627 per Acre
Last Sold Summary
- 5% Below List Price
- 74 Days On Market
Current Estimated Value $60,802

Last Listing Agent Andrea White Sawgrass Realty, LLC

284 SW Paradise Way, Greenville, FL 32331

/21
Not Listed For Sale
vacant NE Blue Ridge Landing Ave, Lee, FL 32059

vacant NE Blue Ridge Landing Ave, Lee, FL 32059

/26
$595,000
- Land
- 65 Acres
- $9,154 per Acre
6939 SW 1 Federal Rd, Lamont, FL 32336

Homestead Ready: 3/2 home, two power meters, two wells, two septic tanks, shelters perfect for a private homestead or multi-family use.Agri-Business Potential: Income-ready 65 ac livestock, farming, warehouse, packing house and greenhouses for high - yield indoor/outdoor cultivationRecreational Paradise: Trails, mature pines, and abundant wildlife for hunting, riding, hiking, or a

Halain Suarez Fausto Commercial Realty Consultants

6939 SW 1 Federal Rd, Lamont, FL 32336
/44
$285,000 Sold Sep 05, 2025

405 NW Whispering Pines Loop, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,849 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $154/SF
- 20 Days On Market
Current Estimated Value $302,327

Last Listing Agent Jessica Groover Southern Land & Homes

405 NW Whispering Pines Loop, Madison, FL 32340

/42
Not Listed For Sale
Vacant SE Donaldson Rd, Lee, FL 32059

Vacant SE Donaldson Rd, Lee, FL 32059

/18
$150,000
- Land
- 30.68 Acres
- $4,889 per Acre
0 Vacant Sw Jeanette Cir, Madison, FL 32340

30.68 Acres of Prime Vacant Land in Madison - Ideal for Investment or Development! Parcels 28-1N-09-5083-000-000 & 28-1N-09-5083-001-000This 30.68-acre parcel offers a fantastic opportunity for investors and developers in a highly sought-after location. Situated within the city limits of Madison, this property is surrounded by land owned by the City of Madison, offering both privacy and

Jessica Groover Southern Land & Homes

0 Vacant Sw Jeanette Cir, Madison, FL 32340
/2
$107,000 Sold Sep 02, 2025

746 NE Pentas St, Madison, FL 32340
- 2 Beds
- 1 Bath
- 720 Sq Ft
- Built 1979
Last Sold Summary
- 11% Below List Price
- $149/SF
- 29 Days On Market
Last Listing Agent Lou Thurmond THURMOND REALTY LLC

746 NE Pentas St, Madison, FL 32340

/17
Not Listed For Sale
Lot 87 SW Oregon Trail, Greenville, FL 32331

Lot 87 SW Oregon Trail, Greenville, FL 32331

/19
$441,000
- Land
- 210 Acres
- $2,100 per Acre
0 County Line Rd Unit 19604811, Lee, FL 32059

210 acres in the middle of over 600,000 acres of timberlands and private land owners. The watering holes and surrounding woods create an idyllic habitat for a wide variety of wildlife. Sit in your stand and look in awe as deer, turkeys, and more make their home in these woods. The roads have been recently mowed and repaired. Walk across the road on the southwest corner and you will be in

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 19604811, Lee, FL 32059
/38
$175,000 Sold Feb 05, 2026

5710 U S 90, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
- Built 2006
Last Sold Summary
- $91/SF
- 53 Days On Market
Last Listing Agent Dustin Cook The Keyes Company

5710 U S 90, Lee, FL 32059

/36
Not Listed For Sale
Vacant NE River Country Trail, Madison County, FL 32059

Vacant NE River Country Trail, Madison County, FL 32059

/54
$699,000
- Land
- 45.05 Acres
- $15,516 per Acre
3859 SE Cr 255, Lee, FL 32059

Set in the heart of Lee, Florida, this remarkable 45.6-acre property offers a rare blend of natural beauty, agricultural utility, and versatile improvements. The land is flat, open, and beautifully maintained, currently planted in Bahia grass hay, making it ideal for farming, livestock, or future development.Scattered throughout the property are dozens of mature, majestic oak trees along

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

3859 SE Cr 255, Lee, FL 32059
/65
$335,000 Sold Oct 24, 2025

80 acres SW Delray Ave, Greenville, FL 32331
- Land
- 80 Acres
- $4,188 per Acre
Last Sold Summary
- 16% Below List Price
- 58 Days On Market
Last Listing Agent Andrea White Sawgrass Realty, LLC

80 acres SW Delray Ave, Greenville, FL 32331

/4
Not Listed For Sale
Vacant SW Worthington Trail, Greenville, FL 32331

Vacant SW Worthington Trail, Greenville, FL 32331

/53
$125,400
- Land
- 57 Acres
- $2,200 per Acre
0 County Line Rd Unit 18882882, Lee, FL 32059

57 acres located in Madison county, FL in the city of Lee. It is a total of 210 acres and it is being offered in several different sized parcels. This land has abundant wildlife; Deer, Turkey and Hogs. It is connected to over 600,000 acres of timberlands and private land owners. There are no deed restrictions or HOA. You may have a camper or have a metal building. The land is combination of

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 18882882, Lee, FL 32059
/18
$60,000 Sold Nov 14, 2025

Lot 5 SW Wakulla Way, Greenville, FL 32331
- Land
- 7.07 Acres
- $8,487 per Acre
Last Sold Summary
- 10% Below List Price
- 22 Days On Market
Last Listing Agent Benjamin Sadler OaksFeather Realty

Lot 5 SW Wakulla Way, Greenville, FL 32331

/12
Not Listed For Sale
Vacant SE Baldwin Dr, Lee, FL 32059

Vacant SE Baldwin Dr, Lee, FL 32059

/7
$165,000
- Land
- 75 Acres
- $2,200 per Acre
0 County Line Rd Unit 19597151, Lee, FL 32059

75 acres with exceptional wildlife! In the middle of over 600,000 acres. No HOA and no deed restrictions. Buy this land and create your own hunting camp to your specifications. Madison county is known for its big bucks, it is on the list of top 10 counties for buck registrations. Come snag that prize buck today!

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 19597151, Lee, FL 32059
/2
$165,000 Sold Oct 31, 2025

2604 SE Donaldson Rd, Lee, FL 32059
- Land
- 20 Acres
- $8,250 per Acre
Last Sold Summary
- 11% Below List Price
- 89 Days On Market
Current Estimated Value $313,990

Last Listing Agent Ronald Carver SAUCER REALTY & CAPITAL

2604 SE Donaldson Rd, Lee, FL 32059

/17
Not Listed For Sale
Vacant NE Rocky Ford Rd, Madison County, FL 32340

Vacant NE Rocky Ford Rd, Madison County, FL 32340

/11
$87,400
- Land
- 38 Acres
- $2,300 per Acre
0 SW Prine Rd, Lee, FL 32059

Great hunting tract consisting of 38 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 camper

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 SW Prine Rd, Lee, FL 32059
/13
$39,000 Sold Jan 21, 2026

TBD NE River Park Rd, Lee, FL 32059
- Land
- 0.75 Acre
- $52,000 per Acre
Last Sold Summary
- 1 Day On Market
Last Listing Agent Anita Handy POOLE REALTY INC.

TBD NE River Park Rd, Lee, FL 32059

/6
Est $360,595 Not Listed For Sale
- 4 Beds
- 2 Baths
- 2,006 Sq Ft
3473 NE Oak Hill Rd, Pinetta, FL 32350

3473 NE Oak Hill Rd, Pinetta, FL 32350

/55
$900,000
- 3 Beds
- 2 Baths
- 1,450 Sq Ft
4087 NW Honey Lake Rd, Greenville, FL 32331

Expansive 96-Acre FarmsteadEmbrace the serenity of naturePerfect mix of lush pasture and majestic hardwoodsCharming 1,450 Sq Ft HomeCozy and inviting interiorComfortable living spaces for the whole family Detached 1BR / 1BA CottageGreat for guests, extended family, or rental incomeOffers privacy and

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

4087 NW Honey Lake Rd, Greenville, FL 32331
/42
$346,500 Sold Jul 23, 2025

181 NE Biltmore Rd, Madison, FL 32340
- 4 Beds
- 3 Baths
- 2,028 Sq Ft
- Built 1991
Last Sold Summary
- 5% Below List Price
- $171/SF
- 7 Days On Market
Current Estimated Value $361,801

Last Listing Agent Jessica Groover Southern Land & Homes

181 NE Biltmore Rd, Madison, FL 32340

/35
Est $413,699 Not Listed For Sale
- 3 Beds
- 2 Baths
- 2,901 Sq Ft
4109 NE Cattail Dr, Lee, FL 32059

4109 NE Cattail Dr, Lee, FL 32059

/2
$269,000
- Land
- 40.24 Acres
- $6,685 per Acre
SE County Road 255th, Lee, FL 32059

Very Nice high & dry 40 Acre tract on paved County Road. Planted Long Leaf Pines. Great Recreational Tract.

Dale Herring Herring Realty Group

SE County Road 255th, Lee, FL 32059
/33
$130,000 Sold May 31, 2025

Vacant SW Cr 360 Rd, Madison, FL 32340
- Land
- 26.29 Acres
- $4,945 per Acre
Last Sold Summary
- 8 Days On Market
Last Listing Agent Ahmed Ismail Sand Seekers Realty LLC

Vacant SW Cr 360 Rd, Madison, FL 32340

/36
Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,782 Sq Ft
539 NW Dennet Pond Way, Greenville, FL 32331

539 NW Dennet Pond Way, Greenville, FL 32331

/74
$1,199,000
- 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
/77
$1,600,000 Sold Mar 07, 2025

698 SE Olustee Dr, Lee, FL 32059
- 3 Beds
- 2.5 Baths
- 2,663 Sq Ft
- Built 2003
Last Sold Summary
- $601/SF
- 1,225 Days On Market
Current Estimated Value $487,369

Last Listing Agent TINA DONALDSON AFG TRI STATE REALTY, INC

698 SE Olustee Dr, Lee, FL 32059

/42
Est $300,484 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,444 Sq Ft
9575 NW Lovett Rd, Greenville, FL 32331

9575 NW Lovett Rd, Greenville, FL 32331

/15
$127,600
- Land
- 58 Acres
- $2,200 per Acre
0 County Line Rd Unit 19604535, Lee, FL 32059

58 acres with an abundance of deer, turkey and hogs. Madison is known for its big bucks. Madison is in the top 10 counties on the buck registry. No deed restrictions or HOA. Build your camp to your desires. Bring an RV or put in a metal building, the choice is yours. Bring a generator too, electric is over 5 miles away.

TINA DONALDSON Tina Donaldson with AFG Tristate Realty

0 County Line Rd Unit 19604535, Lee, FL 32059

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