Madison County, FL Homes

/56
$299,900
- Land
- 40.5 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
/17
$119,000 Sold Jul 14, 2025

159 SE Seminole St, Madison, FL 32340
- 2 Beds
- 1 Bath
- 981 Sq Ft
- Built 1952
Last Sold Summary
- 8% Below List Price
- $121/SF
- 123 Days On Market
Current Estimated Value $116,628

Last Listing Agent William Gamalero Southern Land & Homes

159 SE Seminole St, Madison, FL 32340

/5
Not Listed For Sale

0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331
0 E Bear Hollow Trail Unit 373231, Monticello, FL 32331

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

Last Listing Agent Christopher Taylor Xcellence Realty

/24
$58,500
- Land
- 2 Acres
- $29,250 per Acre
Vacant NE Garden Rd, Madison, FL 32340

2 ACRES WITH CHERRY LAKE VIEWS – HIGH & DRY WITH PAVED ROAD FRONTAGE! 2 acres with beautiful Cherry Lake views High and dry – ready for your dream home or weekend getaway Paved road frontage Peaceful country living with plenty of space Located across the street from stunning Cherry Lake, a 470+ acre spring-fed lake Great for fishing, boating, skiing & watersports Quiet setting to relax and unwind

Ben Jones Southern Land & Homes

Vacant NE Garden Rd, Madison, FL 32340
/2
$145,000 Sold Mar 13, 2026

0 SW Tower Rd, Lee, FL 32059
- Land
- 40 Acres
- $3,625 per Acre
Last Sold Summary
- 34% Below List Price
- 150 Days On Market
Last Listing Agent Amanda Bure NORTHSTAR REALTY

0 SW Tower Rd, Lee, FL 32059

/42
Est $334,290 Not Listed For Sale

542 NW Cr 253, Madison, FL 32340
- 3 Beds
- 2 Baths
- 2,283 Sq Ft
- Built 1969
542 NW Cr 253, Madison, FL 32340

Last Sold Summary
- 24% Above List Price
- $118/SF
- 140 Days On Market
Last Sold Price $270,000

Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

/12
$8,835
- Land
- 0.52 Acre
- $16,990 per Acre
0 NE Chervil Drive Lot 19, Lee, FL 32059

Looking for a great priced property to enjoy nature. Check out this Withlacoochee Shores lot and enjoy access to the Withlacoochee River just down the road and Madison Blue Springs. This River community along the Withlacoochee River in Madison County, Florida is surrounded by farms, timberlands and lots of State-owned lands to explore. Bring your R/V and enjoy the peace and quiet north Florida

Chuck Davis DANIEL CRAPPS AGENCY, INC

0 NE Chervil Drive Lot 19, Lee, FL 32059
/42
$590,000 Sold Feb 24, 2026

272 NE Cactus Ave, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,957 Sq Ft
- Built 2013
Last Sold Summary
- 9% Below List Price
- $301/SF
- 52 Days On Market
Current Estimated Value $595,787

Last Listing Agent Melanie Parks The American Dream

272 NE Cactus Ave, Lee, FL 32059

/21
Not Listed For Sale

LOT33 Leek Trail, Lee, FL 32059
LOT33 Leek Trail, Lee, FL 32059

Last Sold Summary
- 61 Days On Market
Last Sold Price $39,900

Last Listing Agent Samantha Prueter United Country Real Estate|Lifestyle Properties

/42
$299,000
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
319 SE Bunker St, Madison, FL 32340

This charming well-built 3 bedroom, 2 bath brick home in Madison has been lovingly cared for and is ready for its next chapter. Inside, you’ll find a formal living room plus a spacious living/dining area, giving you plenty of room to spread out. Hardwood floors are waiting under the carpet, and a large screened porch offers the perfect spot to enjoy your mornings or unwind in the evenings. A

Sarah Pike The American Dream

319 SE Bunker St, Madison, FL 32340
/22
$185,000 Sold Jul 16, 2025

0 Pine Lake Unit 127279, Lee, FL 32340
- Land
- 40 Acres
- $4,625 per Acre
Last Sold Summary
- 0 Days On Market
Last Listing Agent TINA DONALDSON AFG TRI STATE REALTY, INC

0 Pine Lake Unit 127279, Lee, FL 32340

/15
Not Listed For Sale

375 Peppermint Trail, Pinetta, FL 32350
375 Peppermint Trail, Pinetta, FL 32350

Last Sold Summary
- 16 Days On Market
Last Sold Price $25,000

Last Listing Agent Sharadan Edmonds ALLISON JAMES ESTATES & HOMES

/20
$179,900
- Land
- 10.01 Acres
- $17,972 per Acre
0 SE Colonial Way Unit 130611, Lee, FL 32059

Enjoy the peace and space of this 10-acre property located in Lee. Featuring scattered trees and plenty of open ground, this land offers a great setting for your dream home, mini-farm, or weekend retreat. With room to roam and a quiet country feel, it’s the perfect spot to enjoy nature while still being conveniently located. Don’t miss this opportunity to own your own slice of North Florida!

Crystal Bochnia Madison Realty Group, LLC

0 SE Colonial Way Unit 130611, Lee, FL 32059
/42
$345,000 Sold Jun 06, 2025

1512 NE Berkshire Way, Madison, FL 32340
- 3 Beds
- 2 Baths
- 2,151 Sq Ft
- Built 1935
Last Sold Summary
- 1% Below List Price
- $160/SF
- 5 Days On Market
Current Estimated Value $340,012

Last Listing Agent Sarah Pike The American Dream

1512 NE Berkshire Way, Madison, FL 32340

/36
Est $375,768 Not Listed For Sale

1148 NW Saint Thomas Church Rd, Madison, FL 32340
- 3 Beds
- 2 Baths
- 1,432 Sq Ft
- Built 1986
1148 NW Saint Thomas Church Rd, Madison, FL 32340

Last Sold Summary
- 3% Above List Price
- $255/SF
- 105 Days On Market
Last Sold Price $365,000

Last Listing Agent Melanie Parks The American Dream

/8
$50,000
- Land
- 10.5 Acres
- $4,762 per Acre
TBD SW Paradise Way, Greenville, FL 32331

Discover the perfect canvas for your dream home with this expansive 10+ acre parcel, situated within Aucilla Plantation. This property offers the unique blend of wooded surroundings along with the benefits of a homeowners association. The serene landscape is ripe for development, with a generous expanse of trees that promise privacy and a harmonious connection with nature. This offering

Hudson Willis LPT Realty

TBD SW Paradise Way, Greenville, FL 32331
/39
$170,000 Sold Oct 10, 2025

511 NE Country Kitchen Rd, Madison, FL 32340
- 4 Beds
- 2 Baths
- 1,848 Sq Ft
- Built 2000
Last Sold Summary
- 3% Below List Price
- $92/SF
- 45 Days On Market
Last Listing Agent Jessica Groover Southern Land & Homes

511 NE Country Kitchen Rd, Madison, FL 32340

/4
Not Listed For Sale

0 NE Tarragon St, Pinetta (Madison County), FL 32350
0 NE Tarragon St, Pinetta (Madison County), FL 32350

Last Sold Summary
- 7 Days On Market
Last Sold Price $115,000

Last Listing Agent Christi Annett Southern Country Realty

/15
$58,500
- Land
- 1 Acre
- $58,500 per Acre
Parcel 2 Highway 90, Lee, FL 32059

Presenting a rare opportunity to own a versatile 1 acre estate lot in the rural community of Lee, Florida. Surrounded by mature natural hardwoods, this property offers a scenic, private setting, free of flood zones, ideal for anyone seeking country living with a connection to nature. There are minimal restrictions, allowing for a custom-built home or the placement of a mobile home—perfect for

Christi Annett Southern Country Realty

Parcel 2 Highway 90, Lee, FL 32059
/25
$75,000 Sold Feb 20, 2026

217 SE Homestead Way, Madison, FL 32340
- Land
- 4.32 Acres
- $17,361 per Acre
Last Sold Summary
- 23 Days On Market
Last Listing Agent Preston Miller Southern Land & Homes

217 SE Homestead Way, Madison, FL 32340

/21
Not Listed For Sale

TBD Shalimar Trail (#27), Lee, FL 32059
TBD Shalimar Trail (#27), Lee, FL 32059

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

Last Listing Agent Nicole Stubenrauch POOLE REALTY INC.

/30
$315,000
- 5 Beds
- 3 Baths
- 2,803 Sq Ft
7638 SW Sundown Creek Rd, Greenville, FL 32331

Property is being sold with 4 acres.

Candace Garber TruDeals Realty LLC

7638 SW Sundown Creek Rd, Greenville, FL 32331
/9
$170,000 Sold Jan 05, 2026

Vacant NW Coachwhip Ave, Madison County, FL 32340
- Land
- 19.08 Acres
- $8,910 per Acre
Last Sold Summary
- 10% Below List Price
- 174 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

Vacant NW Coachwhip Ave, Madison County, FL 32340

/14
Not Listed For Sale

Vacant NE Lemon Balm Trail, Lee, FL 32059
Vacant NE Lemon Balm Trail, Lee, FL 32059

Last Sold Summary
- 236 Days On Market
Last Sold Price $10,000

Last Listing Agent Robert Kracker Twin Rivers Realty

/5
$59,999
- Land
- 2.09 Acres
- $28,708 per Acre
200 NE Poppy Trail, Pinetta, FL 32350

Please note, the seller has lowered the price several times and is now firm at the listing price.This vacant lot offers an excellent opportunity to build your future home or make a smart investment. Situated in a desirable neighborhood, the property features 2.09 acres with wooded terrain. Enjoy a peaceful setting while remaining conveniently located near shopping, dining, schools, and major

Zach Hilferding NEW ALLIANCE GROUP REALTY

200 NE Poppy Trail, Pinetta, FL 32350
/42
$265,000 Sold Nov 26, 2025

9072 S County Road 53, Madison, FL 32340
- 3 Beds
- 2 Baths
- 2,146 Sq Ft
- Built 2005
Last Sold Summary
- 8% Below List Price
- $123/SF
- 30 Days On Market
Current Estimated Value $273,415

Last Listing Agent Haley Blanco The American Dream

9072 S County Road 53, Madison, FL 32340

/13
Not Listed For Sale

0 NW Loper Plantation Rd, Madison, FL 32340
0 NW Loper Plantation Rd, Madison, FL 32340

Last Sold Summary
- $45/SF
- 74 Days On Market
Last Sold Price $63,000

Last Listing Agent Sarah Pike The American Dream

/20
$169,000
- Land
- 27.2 Acres
- $6,213 per Acre
Lot 1 SW Wonderwood St, Greenville, FL 32331

Escape to the quiet of Shady Grove with this 27.2 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 1 SW Wonderwood St, Greenville, FL 32331
/35
$185,000 Sold Jan 07, 2026

289 SE Candlestick Trail, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,755 Sq Ft
- Built 1993
Last Sold Summary
- $105/SF
- 60 Days On Market
Last Listing Agent Christina McCulley eXp Realty LLC

289 SE Candlestick Trail, Lee, FL 32059

/2
Not Listed For Sale

0 NE Chervil Dr Unit MFRA4610390, Lee, FL 32059
0 NE Chervil Dr Unit MFRA4610390, Lee, FL 32059

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

Last Listing Agent Sharadan Edmonds ALLISON JAMES ESTATES & HOMES

/29
$799,000
- 3 Beds
- 2 Baths
- 1,586 Sq Ft
4339 NE Cherry Lake Cir, Madison, FL 32340

Water-lover's paradise! This lake home oasis is off the beaten path in the quaint county of Madison near the Fla./Ga. Border. Named ''Best Little Towns in Florida''. This 3 bed/2 bath home is move-in ready on the highly desirable 459-acre Cherry Lake. Rich in history, this lake is known for its year-round fishing, water sports, & is one of Fla's most beautiful clear water lakes. An eclectic range

Susan Hartley FLORIDA HOMES REALTY & MTG LLC

4339 NE Cherry Lake Cir, Madison, FL 32340
/13
$13,900 Sold Feb 26, 2026

Vacant SW Wyoming Ave, Lamont, FL 32336
- Land
- 1.01 Acres
- $13,762 per Acre
Last Sold Summary
- 5 Days On Market
Last Listing Agent Stephanie Dobson Southern Land & Homes

Vacant SW Wyoming Ave, Lamont, FL 32336

/37
Est $295,056 Not Listed For Sale

540 NE County Road 255, Lee, FL 32059
- 3 Beds
- 2 Baths
- 2,448 Sq Ft
- Built 1967
540 NE County Road 255, Lee, FL 32059

Last Sold Summary
- 17% Above List Price
- $103/SF
- 47 Days On Market
Last Sold Price $253,161

Last Listing Agent Brent Ayala POOLE REALTY INC.

/44
$275,000 Under Contract
- 3 Beds
- 2 Baths
- 1,440 Sq Ft
1015 NE Evergreen Ave, Pinetta, FL 32350

Welcome to a peaceful 30-acre getaway in Pinetta, FL! This property is an ideal spot for anyone looking for space, privacy, and endless possibilities. The 3-bedroom, 2-bath double-wide mobile home features a brand-new roof, some recent renovations, and is fully livable while still offering the opportunity for your finishing touches. Whether you choose to update it further or build your dream

Sarah Pike The American Dream

1015 NE Evergreen Ave, Pinetta, FL 32350
/12
$100,000 Sold Oct 17, 2025

9602 Florida 53, Madison, FL 32340
- 2 Beds
- 1 Bath
- 868 Sq Ft
- Built 1936
Last Sold Summary
- 29% Below List Price
- $115/SF
- 222 Days On Market
Current Estimated Value $95,245

Last Listing Agent Ivonne Gomez Pelaez London Foster Realty

9602 Florida 53, Madison, FL 32340

/34
Not Listed For Sale

1386 Florida 14, Madison, FL 32340
- 3 Beds
- 2 Baths
- 2,426 Sq Ft
- Built 1955
1386 Florida 14, Madison, FL 32340

Last Sold Summary
- $113/SF
- 97 Days On Market
Last Sold Price $275,000

Last Listing Agent Ben Marinelli All Realty Services

/21
$41,000
- Land
- 0.5 Acre
- $81,349 per Acre
LOT 3 NE Chervil Dr, Lee, FL 32059

This stunning river lot with 100 feet of Withlacoochee River frontage is just a just a short walk from the breathtaking Madison Blue Springs State Park in Lee, Florida. Enjoy the perfect escape into nature and laid-back country north Florida living, surrounded by peaceful country roads and expansive state lands ready to explore. This lot has been partially cleared and a public boat ramp is

Nicole Stubenrauch POOLE REALTY INC.

LOT 3 NE Chervil Dr, Lee, FL 32059
/19
$95,000 Sold Oct 07, 2025

108 Peppermint Trail, Pinetta (Madison County), FL 32350
- Land
- 2.66 Acres
- $35,714 per Acre
Last Sold Summary
- 27% Below List Price
- 179 Days On Market
Last Listing Agent Jessica Groover Southern Land & Homes

108 Peppermint Trail, Pinetta (Madison County), FL 32350

/42
Not Listed For Sale

700 NE Reagan Rd, Madison, FL 32340
- 3 Beds
- 2 Baths
- 972 Sq Ft
- Built 2020
700 NE Reagan Rd, Madison, FL 32340

Last Sold Summary
- $231/SF
- 101 Days On Market
Last Sold Price $225,000

Last Listing Agent Sarah Pike The American Dream

/63
$700,000
- 4 Beds
- 2 Baths
- 2,316 Sq Ft
397 SE Schooner Way, Lee, FL 32059

Take a look at this private, like-new home on 40 acres of long leaf pines in Madison County. The home is totally powered by solar panels, offering sustainable and self-sufficient energy. Enjoy contemporary fixtures, a fully equipped kitchen, ample storage, and all the amenities required for comfortable living. The master suite exudes comfort and relaxation, offering an enormous soaker tub and

Katy Yanossy POOLE REALTY INC.

397 SE Schooner Way, Lee, FL 32059

Showing Results 281 - 320, Page 8 of 18

Florida Madison County

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Madison County, FL Homes

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