Madison County, FL Homes

/41
$300,000
- 3 Beds
- 2.5 Baths
- 2,682 Sq Ft
186 NW Whispering Pines Loop, Madison, FL 32340

Seller Motivated...New roof in 2024! This custom-built home offers exceptional space and craftsmanship with 2,682 sq. ft. heated (4,428 sq. ft. under roof) and soaring 9–11 ft. ceilings. Enjoy multiple living areas, a formal dining room, and a spacious kitchen with custom cabinetry, newer appliances, and a walk-in pantry. The large primary suite features a jetted tub, walk-in shower, and double

Lynette Sirmon

All Realty Services

(850) 660-0205

186 NW Whispering Pines Loop, Madison, FL 32340
/13
$2,000 per month
- 2 Beds
- 1 Bath
- 768 Sq Ft
- House for Rent
321 NE Cedar Trail, Pinetta, FL 32350

CATTLE/HORSE RANCH!! --Nature Lovers Looking for a Private Retreat from the Rat-race- Take Note! Bran New (Built in 2024) Beautiful 2/1 Country Cottage on 20 Acres for rent! This quiet rural home is the perfect place to hunt the abundant wildlife or bring your cattle and farm animals, as you try your hand at ranching or explore all that Central North Florida has to offer! Fully cattle-fenced

Jonathan Minerick Homecoin.com

321 NE Cedar Trail, Pinetta, FL 32350
/70
$205,000 Sold Sep 15, 2025

670 Bailey Rd, Greenville, FL 32331
- Land
- 40 Acres
- $5,125 per Acre
Last Sold Summary
- 5% Below List Price
- 31 Days On Market
Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

670 Bailey Rd, Greenville, FL 32331

/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

/51
$124,900 Under Contract
- 3 Beds
- 1 Bath
- 1,021 Sq Ft
546 SW Range Ave, Madison, FL 32340

Charming turn-of-the-century farmhouse located on S. Range Street in the heart of Madison, Florida. This 3 Bdrm, 1 Bath home offers the character of 1900's construction with the comfort of modern updates, including all new electrical, all new plumbing, a brand new kitchen, brand new 2025 shingle roof, plus new mini splits, new lighting, new windows and new "on demand" water heater. Enjoy a full

Lynette Sirmon

All Realty Services

(448) 288-5344

546 SW Range Ave, Madison, FL 32340
/42
$215,000 Sold Feb 28, 2025

603 NE Thistle Ave, Pinetta, FL 32350
- 3 Beds
- 2 Baths
- 1,792 Sq Ft
- Built 1997
Last Sold Summary
- 4% Below List Price
- $120/SF
- 170 Days On Market
Last Listing Agent Sarah Pike The American Dream

603 NE Thistle Ave, Pinetta, FL 32350

/42
Est $436,913 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,384 Sq Ft
327 NE Cherry Lake Cir, Madison, FL 32340

327 NE Cherry Lake Cir, Madison, FL 32340

/61
$75,000
- 2 Beds
- 1 Bath
- 864 Sq Ft
6859 SW County Road 14, Madison, FL 32340

Welcome to “The Pool House” – a peaceful country retreat with incredible potential! Originally built in 2000 beside an inground pool (now filled and beautifully grassed over), this solid concrete-block structure is fully dried-in with a brand-new 2025 roof and a strong slab foundation—ready for you to customize and complete. Seller receives water from the well, will need a little while to get

Lynette Sirmon

All Realty Services

(448) 233-3070

6859 SW County Road 14, Madison, FL 32340
/40
$35,000 Sold May 09, 2025

177 SE Scarsdale Way, Lee, FL 32059
- Land
- 4 Acres
- $8,750 per Acre
Last Sold Summary
- 26% Below List Price
- 162 Days On Market
Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

177 SE Scarsdale Way, Lee, FL 32059

/15
Not Listed For Sale
Vacant SE Hardee Dr, Lee, FL 32059

Vacant SE Hardee Dr, Lee, FL 32059

/26
$125,000
- 3 Beds
- 2 Baths
- 1,620 Sq Ft
699 NE Hillside Terrace, Lee, FL 32059

Just reduced for your rehab pleasure. HVAC just fixed. Bring your best offer to this country home with porch made of lumber off the land. Plenty to do based on your credentials. Lots of potential. Metal roof. Quite neighborhood.

John (Jeb) Stewart

THE DARBY-ROGERS CO.

(448) 334-8661

699 NE Hillside Terrace, Lee, FL 32059
/26
$75,000 Sold Jun 13, 2025

Vacant SW Sr 14, Madison, FL 32340
- Land
- 18.5 Acres
- $4,054 per Acre
Last Sold Summary
- 50% Above List Price
- 4 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

Vacant SW Sr 14, Madison, FL 32340

/41
Est $202,588 Not Listed For Sale
- 2 Beds
- 1.5 Baths
- 834 Sq Ft
419 NE Liquorice Way, Lee, FL 32059

419 NE Liquorice Way, Lee, FL 32059

/26
$216,900
- 4 Beds
- 2 Baths
- 1,680 Sq Ft
313 SW Horry Ave, Madison, FL 32340

Historic Beauty with Modern Comfort in the Heart of Madison Step into the past with all the ease of modern living at 313 SW Horry Ave, a timeless 1920-built home in Madison's treasured historic district. Located on a corner lot in the well-loved Town of Madison subdivision, this classic single-story home offers the perfect blend of old-world charm and thoughtful updates. Inside, you'll find 1,680

William E Ramos

Integrity Key Realty LLC

(448) 334-6313

313 SW Horry Ave, Madison, FL 32340
/16
$60,000 Sold Feb 28, 2025

0 Blue Ridge Landing A, Lee, FL 32059
- Land
- 7.5 Acres
- $8,000 per Acre
Last Sold Summary
- 45 Days On Market
Last Listing Agent Crystal Bochnia Madison Realty Group, LLC

0 Blue Ridge Landing A, Lee, FL 32059

/17
Not Listed For Sale
VACANT SE Thomas Way, Lee, FL 32059

VACANT SE Thomas Way, Lee, FL 32059

/25
$235,000
- Land
- 40.49 Acres
- $5,804 per Acre
Lot 121 SW Pacific Dr, Greenville, FL 32331

Lot 121 – 40.49 Acres in Gated Aucilla Plantation – Greenville, FL Lots 115 and 122 also available! Discover the perfect blend of seclusion, recreation, and investment potential with this beautiful 40.49-acre parcel located in Aucilla Plantation, a private, gated subdivision in Greenville, FL. This exclusive, monitored community spans over 3,000 acres and offers miles of private roads ideal for

Carrie Taylor

The American Dream

(448) 233-2434

Lot 121 SW Pacific Dr, Greenville, FL 32331
/39
$109,000 Sold Nov 07, 2025

2759 SW Wonderwood St, Greenville, FL 32331
- Land
- 12.7 Acres
- $8,583 per Acre
Last Sold Summary
- 19% Below List Price
- 92 Days On Market
Last Listing Agent Ben Jones Southern Land & Homes

2759 SW Wonderwood St, Greenville, FL 32331

/42
Est $294,412 Not Listed For Sale
- 2 Beds
- 1 Bath
- 1,085 Sq Ft
854 NE Cattail Dr, Madison, FL 32340

854 NE Cattail Dr, Madison, FL 32340

/38
$85,000
- 3 Beds
- 3 Baths
- 934 Sq Ft
409 SW Obadiah St, Greenville, FL 32331

Tiny house but with 3 Bedrooms and 3 Bathrooms. Yes you read that right...there are three BEAUTIFUL bathrooms. Easy to maintain city lot sized 40 ft. deep by 100 ft. wide. Located in the heart of Greenville, Florida this home is thoughtfully updated offering a delightful blend of old character and modern design. The brand new kitchen features beautiful cabinetry, sleek countertops, pendant

Lynette Sirmon

All Realty Services

(448) 208-8423

409 SW Obadiah St, Greenville, FL 32331
/37
$227,000 Sold Mar 24, 2025

1797 NW Settlement Rd, Madison, FL 32340
- 2 Beds
- 2 Baths
- 896 Sq Ft
- Built 2022
Last Sold Summary
- 3% Below List Price
- $253/SF
- 43 Days On Market
Last Listing Agent Jenna Granberg Southern Land & Homes

1797 NW Settlement Rd, Madison, FL 32340

/19
Not Listed For Sale
Vacant SW Us 221, Greenville, FL 32331

Vacant SW Us 221, Greenville, FL 32331

/5
$25,000 Under Contract
- Land
- 1.01 Acres
- $24,752 per Acre
398 SW Obadiah St, Greenville, FL 32331

Secure your slice of small town Florida today! Owner financing available! This one-acre property in quiet Greenville is zoned Residential. There's more than enough space for your new home along with plenty of room to spare for peace and privacy. There is an abandoned structure towards the southwest corner of the property. Buyer should verify all details related to the property.

Raymond Seaman

Dalton Wade, Inc

(850) 498-4539

398 SW Obadiah St, Greenville, FL 32331
/18
$165,000 Sold May 30, 2025

293 W Base St, Madison, FL 32340
- 3 Beds
- 3 Baths
- 1,934 Sq Ft
- Built 1920
Last Sold Summary
- $85/SF
- 28 Days On Market
Current Estimated Value $161,700

Last Listing Agent Lynette Sirmon All Realty Services

293 W Base St, Madison, FL 32340

/18
Not Listed For Sale
VACANT SW Canaan Trail, Madison County, FL 32340

VACANT SW Canaan Trail, Madison County, FL 32340

/58
$437,000
- 3 Beds
- 2 Baths
- 1,712 Sq Ft
11942 SW Overstreet Ave, Lamont, FL 32336

A LAND REMEMBERED-ESCAPE to OLD FLORIDA Welcome to your private 29+ acre rustic retreat in the heart of rural Madison County, FL - a rare and unrestriced recreational paradise where you can hunt, fish, farm, and play to your heart's content. Tucked away in the beauty of Old Florida, this property offers: a unique A-Fame home full of rustic character, multiple outbuildings for storage or creative

Barry Kelly

Kelly & Kelly Properties, Inc

(448) 202-5031

11942 SW Overstreet Ave, Lamont, FL 32336
/13
$22,500 Sold Jan 08, 2025

XXX NE Chervil Dr, Lee, FL 32059
- Land
- 0.5 Acre
- $45,000 per Acre
Last Sold Summary
- 30% Below List Price
- 80 Days On Market
Last Listing Agent Constance DAY Southern Land & Homes

XXX NE Chervil Dr, Lee, FL 32059

/42
Not Listed For Sale
Vacant NE Madison Bluffs Way, Lee, FL 32059

Vacant NE Madison Bluffs Way, Lee, FL 32059

/12
$215,000
- Land
- 49.54 Acres
- $4,340 per Acre
Lot 115 SW Pier Rd, Greenville, FL 32331

Lot 115 - 49.54 Acres in Gated Aucilla Plantation – Greenville, FL Welcome to your private slice of North Florida paradise! Nestled in the highly desirable Aucilla Plantation, this expansive 49.54-acre parcel offers the perfect blend of privacy, natural beauty, and recreational opportunity. Located within a gated and monitored 3,000+ acre community, this lot provides both seclusion and peace of

Carrie Taylor

The American Dream

(448) 202-5075

Lot 115 SW Pier Rd, Greenville, FL 32331
/20
$14,400 Sold Feb 27, 2025

Vacant County Road 140, Greenville, FL 32331
- Land
- 4.74 Acres
- $3,038 per Acre
Last Sold Summary
- 25 Days On Market
Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

Vacant County Road 140, Greenville, FL 32331

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

Vacant NE Bush Way Unit 1, Madison, FL 32340

/22
$799,500
- Land
- 123 Acres
- $6,500 per Acre
3282 NW Us 221, Greenville, FL 32331

The Little Aucilla River Runs through it! This is truly a one of a kind property. With a mix of pasture, pines and hardwood hamocks and low lands, it is ideal for hunting as well as a small farming operation. The Little Aucilla River runs through the property offering unique recreational oportunities. There are two ponds as well as a number of established food plots. There are two mobile homes

Buddy Witmer

Steve C. Walker Realty, LLC

(850) 641-7416

3282 NW Us 221, Greenville, FL 32331
/2
$85,000 Sold Apr 07, 2025

179 NE County Road 255, Lee, FL 32059
- 3 Beds
- 2 Baths
- 2,151 Sq Ft
- Built 1904
Last Sold Summary
- 22% Below List Price
- $40/SF
- 13 Days On Market
Current Estimated Value $110,470

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

179 NE County Road 255, Lee, FL 32059

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

Vacant SW Summerset Way, Madison, FL 32340

/51
$215,000
- 4 Beds
- 2 Baths
- 1,643 Sq Ft
338 NE Kel Ln, Lee, FL 32059

Newly Remodeled 2005 4/2 DWMH in Lee, FL for $215,000!!! There are VERY FEW properties and homes for sale in this quiet little sanctuary town. This home is nestled at the end of Kel Lane and backed up to a 80 ac tract of timber to provide peace and quiet. This home boasts brand new laminate flooring throughout, tile showers, new tub in BA #2, new ceiling fan in the LR, new kitchen cabinets, new

Brad Smith

United Country Smith & Associates

(448) 428-4896

338 NE Kel Ln, Lee, FL 32059
/16
$135,000 Sold Dec 31, 2024

356 N Washington Ave, Madison, FL 32340
- 3 Beds
- 1.5 Baths
- 1,456 Sq Ft
- Built 1958
Last Sold Summary
- 32% Below List Price
- $93/SF
- 216 Days On Market
Current Estimated Value $165,285

Last Listing Agent Deborah Brown Keller Williams Town & Country

356 N Washington Ave, Madison, FL 32340

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

vacant NE Blue Ridge Landing Ave, Lee, FL 32059

/25
$235,000
- Land
- 40.5 Acres
- $5,802 per Acre
Lot 122 SW Oregon Trail, Greenville, FL 32331

Lot 122 – 40.5 Acres in Gated Aucilla Plantation – Greenville, FL Adjacent Lot 121 Also Available! Located in the heart of Aucilla Plantation, this beautiful 40.5-acre parcel offers the perfect mix of privacy, recreation, and investment potential within a secure, gated community spanning over 3,000 acres in Greenville, FL. The property features approximately 30 acres of merchantable pine

Carrie Taylor

The American Dream

(448) 256-2969

Lot 122 SW Oregon Trail, Greenville, FL 32331
/42
$135,000 Sold Dec 02, 2025

11256 County Road 53, Lee, FL 32059
- 3 Beds
- 2 Baths
- 1,680 Sq Ft
- Built 1994
Last Sold Summary
- $80/SF
- 3 Days On Market
Last Listing Agent Haley Blanco The American Dream

11256 County Road 53, Lee, FL 32059

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

Vacant SE Donaldson Rd, Lee, FL 32059

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