Madison County, FL Homes

/16
$59,900 Under Contract
- Land
- 10 Acres
- $5,990 per Acre
Vacant NE Bayberry St, Madison County, FL 32340

?? 10 Acres of Potential North of Madison, FL! ?? ?? Located just 6 miles from downtown Madison ??? Only 5 miles to beautiful Cherry Lake – perfect for fishing & water sports ?? Ideal retreat for nature lovers looking to escape the hustle ?? Great hunting opportunities in the area ??? Perfect for a weekend getaway or forever homesite ?? Approx. 3.5 acres in flood zone ??? Property did experience

Ben Jones Southern Land & Homes

Vacant NE Bayberry St, Madison County, FL 32340
/24
$118,000 Sold Apr 21, 2025

757 NE Post Rd, Madison, FL 32340
- 2 Beds
- 2 Baths
- 1,198 Sq Ft
- Built 1986
Last Sold Summary
- 26% Below List Price
- $98/SF
- 84 Days On Market
Last Listing Agent Jessica Webb A&E Realty and Property Manage

757 NE Post Rd, Madison, FL 32340

/42
Not Listed For Sale

Vacant NE Thistle Ave, Pinetta (Madison County), FL 32350
Vacant NE Thistle Ave, Pinetta (Madison County), FL 32350

Last Sold Summary
- 46 Days On Market
Last Sold Price $45,000

Last Listing Agent Sarah Pike The American Dream

/51
$279,000
- 4 Beds
- 3 Baths
- 2,632 Sq Ft
277 SE Woodlawn St, Madison, FL 32340

BEAUTFUL BRICK HOME RIGHT IN THE HEART OF HISTORIC MADISON FL! SITTING ON 3 LOTS FOR A VERY SPACIOUS 0.76 ACRES, THIS HOME IS DEFINITELY A MUST SEE.ON THE EAST SIDE, THE PROPERTY ALSO INCLUDES A HUGE CARPORT AND A TWO CAR GARAGE. A FULL MOTHER IN LAW SUITE IS ALSO INCLUDED WHICH CARRIES IT'S OWN KITCHEN AND FULL BATH. THERE IS ALSO A STORAGE AREA UNDER ROOF ON THE OUTSIDE OF THE SUITE. BOASTING 4

Daren Renfroe A Main Street Realty Co, LLC

277 SE Woodlawn St, Madison, FL 32340
/11
$50,000 Sold Mar 27, 2026

0000 NE Loblolly Trail, Lee, FL 32059
- Land
- 5.01 Acres
- $9,980 per Acre
Last Sold Summary
- 4% Below List Price
- 0 Days On Market
Last Listing Agent Constance DAY Southern Land & Homes

0000 NE Loblolly Trail, Lee, FL 32059

/33
Est $222,012 Not Listed For Sale

3354 Rocky Springs Church Rd, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,650 Sq Ft
- Built 1939
3354 Rocky Springs Church Rd, Madison, FL 32340

Last Sold Summary
- 6% Above List Price
- $127/SF
- 50 Days On Market
Last Sold Price $210,000

Last Listing Agent Jessica Groover Southern Land & Homes

/60
$280,000
- 3 Beds
- 1 Bath
- 1,451 Sq Ft
839 NE Post Rd, Madison, FL 32340

Charming 3-bedroom, 1-bath home situated on 3 peaceful acres near beautiful Cherry Lake. Features a spacious family room, a large metal workshop with its own meter is ideal for hobbies or storage, and a deck perfect for entertaining or relaxing outdoors. Enjoy easy access to boating, fishing, and outdoor recreation, all while having plenty of room to spread out. A great blend of comfort, space,

Crystal Bochnia Madison Realty Group, LLC

839 NE Post Rd, Madison, FL 32340
/36
$380,000 Sold Mar 13, 2026

2542 SE Olustee Dr, Lee, FL 32059
- 4 Beds
- 2 Baths
- 1,895 Sq Ft
- Built 2019
Last Sold Summary
- 1% Above List Price
- $201/SF
- 93 Days On Market
Current Estimated Value $372,171

Last Listing Agent Jessica Groover Southern Land & Homes

2542 SE Olustee Dr, Lee, FL 32059

/8
Est $32,189 Not Listed For Sale

237 SW Alaska Way, Greenville, FL 32331
237 SW Alaska Way, Greenville, FL 32331

Last Sold Summary
- 17% Above List Price
- 31 Days On Market
Last Sold Price $27,500

Last Listing Agent Raymond Seaman Dalton Wade, Inc

/9
$14,000 Under Contract
- Land
- 1.1 Acres
- $12,727 per Acre
Vacant NE River Ridge Way, Lee, FL 32059

1.1 AC Lee FL Madison County-The Historic Withlacoochee River is across the road from this parcel. Madison Blue Springs State Park is just up the road. The parcel located within minutes from the Suwannee River State Park and Twin Rivers State park. Fishing, Boating, Swimming, Hunting, Hiking Trails, Horse Back Riding Trails-Recreational Opportunities Abound! Valdosta GA, Live Oak & Madison FL are

Robert Kracker Twin Rivers Realty

Vacant NE River Ridge Way, Lee, FL 32059
$680,000 Sold Apr 08, 2025

2401 NE Cherry Lake Cir, Pinetta, FL 32350
- 5 Beds
- 3.5 Baths
- 3,267 Sq Ft
- Built 1985
Last Sold Summary
- 9% Below List Price
- $208/SF
- 16 Days On Market
Last Listing Agent Jason Stanley C21 Avenues Real Estate Partners

2401 NE Cherry Lake Cir, Pinetta, FL 32350

/9
Not Listed For Sale

TBD SE Breckenridge Dr, Lee, FL 32059
TBD SE Breckenridge Dr, Lee, FL 32059

Last Sold Summary
- 51 Days On Market
Last Sold Price $35,000

Last Listing Agent Anita Handy POOLE REALTY INC.

/43
$875,000
- Land
- 160 Acres
- $5,469 per Acre
tbd Duval Pond Rd, Madison, FL 32340

160 acres in Madison County, FL – arguably one of the most well-rounded recreational and timber tracts currently available in North Florida. Located just 7 miles north of Madison, 1 hour to Tallahassee, 1.5 hours to Gainesville, 2 hours to Jacksonville, and 3 hours to Orlando. Approximately 85% uplands with frontage on Duval Pond (approx. 160-acre natural water body) plus a small interior

Tucker Smith United Country Smith & Associates

tbd Duval Pond Rd, Madison, FL 32340
/39
$173,000 Sold Feb 06, 2026

249 NE Bevan Loop, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,693 Sq Ft
- Built 1972
Last Sold Summary
- 24% Below List Price
- $102/SF
- 176 Days On Market
Current Estimated Value $218,789

Last Listing Agent Jessica Groover Southern Land & Homes

249 NE Bevan Loop, Madison, FL 32340

/22
Not Listed For Sale

310a SW Hancock Ave, Madison, FL 32340
- 2 Beds
- 2 Baths
- 984 Sq Ft
- Built 2007
310a SW Hancock Ave, Madison, FL 32340

Last Sold Summary
- $145/SF
- 11 Days On Market
Last Sold Price $142,500

Last Listing Agent Ben Jones Southern Land & Homes

/36
$245,000 Under Contract
- 3 Beds
- 2 Baths
- 1,770 Sq Ft
804 SE Thomas Way, Lee, FL 32059

VERY MOTIVATED SELLERS! Leave the hustle behind and step into peace, privacy, and room to breathe. Tucked away on 4.01 acres, this 3 bedroom, 2 bath, 2023 doublewide with 1,770 sq ft, offers the quiet country lifestyle so many are looking for! Bring the animals, plant the garden, and enjoy space that feels like home. The land is already set up for country living with some small fenced areas ideal

Christina McCulley eXp Realty LLC

804 SE Thomas Way, Lee, FL 32059
/15
$26,000 Sold Oct 17, 2025

0 SE Osgood Ave, Madison, FL 32340
- Land
- 0.85 Acre
- $30,588 per Acre
Last Sold Summary
- 21% Below List Price
- 144 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

0 SE Osgood Ave, Madison, FL 32340

/8
Est $518,730 Not Listed For Sale

377 NE Lamb's Ear Dr, Lee, FL 32059
- 3 Beds
- 2.5 Baths
- 1,771 Sq Ft
- Built 1998
377 NE Lamb's Ear Dr, Lee, FL 32059

Last Sold Summary
- 3% Below List Price
- $302/SF
Last Sold Price $535,000

Last Listing Agent Stellar Non-Member Agent FL_MFRMLS

/31
$790,500
- Land
- 93 Acres
- $8,500 per Acre
650 NW Florwers Rd Rd, Madison, FL 32340

93 Acres of Prime Hunting & Recreational Land – Madison County, FL Discover your own private outdoor paradise on this 93-acre tract nestled in the heart of Madison County, Florida. This exceptional property offers a perfect blend of mature hardwoods, pine stands, open clearings, and natural wetlands — creating ideal habitat for deer, turkey, hogs, and small game. With established trails

William Gibson Southern Land & Homes

650 NW Florwers Rd Rd, Madison, FL 32340
/40
$69,000 Sold Jun 20, 2025

0 Wire Rd Unit 121584, Lee, FL 32539
- Land
- 30 Acres
- $2,300 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent TINA DONALDSON AFG TRI STATE REALTY, INC

0 Wire Rd Unit 121584, Lee, FL 32539

/2
Not Listed For Sale

undisclosed NE Loblolly Trail, Lee, FL 32059
undisclosed NE Loblolly Trail, Lee, FL 32059

Last Sold Summary
Last Sold Price $34,000

Last Listing Agent Kyle Deodat Achievers Real Estate Services

/10
$19,500
- Land
- 0.5 Acre
- $39,000 per Acre
TBD NE Camphor Ln, Lee, FL 32059

Must see this beautiful 1/2 acre lot for sale. Enjoy the relaxing, quiet area this property offers. This property has been cleared and has beautiful mature trees to offer plenty of shade. Located close to Blue Springs, this property is perfect for that weekend get away or to live at permanently. Camper does not convey

Stephen O’Steen POOLE REALTY INC.

TBD NE Camphor Ln, Lee, FL 32059
/23
$132,500 Sold Nov 07, 2025

632 NE Yellow Pine Ave, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,124 Sq Ft
- Built 1957
Last Sold Summary
- 2% Below List Price
- $118/SF
- 56 Days On Market
Current Estimated Value $129,887

Last Listing Agent Jessica Groover Southern Land & Homes

632 NE Yellow Pine Ave, Madison, FL 32340

/5
Not Listed For Sale

957 NW White Wing Dove Dr, Greenville, FL 32331
957 NW White Wing Dove Dr, Greenville, FL 32331

Last Sold Summary
- 0 Days On Market
Last Sold Price $60,000

Last Listing Agent Andrea White Sawgrass Realty, LLC

/62
$500,000
- 4 Beds
- 3 Baths
- 3,910 Sq Ft
231 SW Rutledge St, Madison, FL 32340

Step into timeless charm with this beautifully maintained Folk Victorian-era home in the heart of Madison, Florida. Rich in character, this stunning property showcases intricate gingerbread trim, gleaming refinished heart-of-pine hardwood floors, and four cozy gas fireplaces that create a warm, inviting atmosphere throughout. The main home offers three spacious bedrooms, two bathrooms, a

Sarah Pike The American Dream

231 SW Rutledge St, 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 $219,204

Last Listing Agent Ben Jones Southern Land & Homes

427 SW Casselberry Trail, Madison, FL 32340

/15
Est $44,000 Not Listed For Sale

279 SE Walther Trail, Lee, FL 32059
- Built 1997
279 SE Walther Trail, Lee, FL 32059

Last Sold Summary
- 13% Above List Price
- $37/SF
- 29 Days On Market
Last Sold Price $39,000

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

/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
/2
$50,000 Sold Jun 27, 2025

VACANT NE Loblolly Trail, Lee, FL 32059
- Land
- 5.01 Acres
- $9,980 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent NON MEMBER Tallahassee Board of REALTORS®

VACANT NE Loblolly Trail, Lee, FL 32059

/17
Not Listed For Sale

00 SW Oregon Trail, Perry, FL 32348
00 SW Oregon Trail, Perry, FL 32348

Last Sold Summary
- $132/SF
- 88 Days On Market
Last Sold Price $185,000

Last Listing Agent Benjamin Sadler OaksFeather Realty

/21
$64,000
- 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
$170,000 Sold Jun 05, 2025

238 SE Hammerly St, Madison, FL 32340
- Land
- 20.06 Acres
- $8,475 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent Justine Siemaszko DANIEL CRAPPS AGENCY, INC

238 SE Hammerly St, Madison, FL 32340

/40
Not Listed For Sale

Vacant Cottonwood St, Pinetta, FL 32350
Vacant Cottonwood St, Pinetta, FL 32350

Last Sold Summary
- $12/SF
- 103 Days On Market
Last Sold Price $15,000

Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

/7
$160,000
- Land
- 21.06 Acres
- $7,597 per Acre
0 SE Rogers Sink Rd Unit MFROM717679, Madison, FL 32340

Discover the perfect opportunity to own 21 acres in beautiful Madison County! Located just off Rogers Sink Road, this spacious property offers a peaceful rural setting filled with Southern charm, abundant wildlife, and the natural beauty of wooded acreage. With excellent road frontage, access is easy while still providing the privacy and seclusion of country living. Enjoy endless possibilities

Heath Bootle LOKATION

0 SE Rogers Sink Rd Unit MFROM717679, 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

/4
Not Listed For Sale

0 NE Shrine Club Rd, Madison, FL 32340
0 NE Shrine Club Rd, Madison, FL 32340

Last Sold Summary
- 98 Days On Market
Last Sold Price $12,000

Last Listing Agent Danielle Andrews Realty One Group Next Gen

/24
$760,000
- 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 Coldwell Banker Hartung

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

/7
Not Listed For Sale

TBD Haffyte Dr, Greenville, FL 32331
TBD Haffyte Dr, Greenville, FL 32331

Last Sold Summary
- 168 Days On Market
Last Sold Price $23,000

Last Listing Agent Caleb Cruce Gulf Breeze Real Estate

/48
$275,000
- 4 Beds
- 2 Baths
- 2,201 Sq Ft
572 NE Oak Hill Rd, Pinetta, FL 32350

Welcome home to this stunning 4-bedroom, 2-bath retreat nestled on 5 peaceful acres in Pinetta, Florida. This beautifully maintained 4 bedroom 2 bath home offers an amazing, open-concept floor plan designed for both everyday living and effortless entertaining. Step inside to discover updated flooring throughout—no carpet anywhere—giving the home a clean, modern feel. With two spacious living

Sarah Pike The American Dream

572 NE Oak Hill Rd, Pinetta, FL 32350

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Florida Madison County

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Madison County, FL Homes

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