Madison County, FL Homes

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  /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
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• 

  

  

  /17

  Not Listed For Sale

  Lot 87 SW Oregon Trail, Greenville, FL 32331

  Lot 87 SW Oregon Trail, Greenville, FL 32331

  Last Sold Summary

  • 58 Days On Market
• 

  

  

  /26

  $99,900

  Pre-Foreclosure

  • 4 Beds
  • 2 Baths
  • 1,998 Sq Ft

  692 SW Range Ave, Madison, FL 32340

  Looking for space without sacrificing convenience? This 4-bedroom, 2-bath home offers 1,998 sqft of living space and 2,504 sqft under roof, all within the city limits of Madison, Fl. Inside, you'll find generously sized bedrooms, spacious living areas, and a flexible floor plan that provides plenty of room for everyday living, entertaining, working from home, or accommodating guests. Step outside

  

  Mindy Wilkison

  POOLE REALTY INC.

  692 SW Range Ave, Madison, FL 32340
• 

  

  /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 $358,772

  Last Listing Agent Ronald Carver SAUCER REALTY & CAPITAL

  2604 SE Donaldson Rd, Lee, FL 32059
• 

  

  

  /4

  Not Listed For Sale

  Vacant SW Worthington Trail, Greenville, FL 32331

  Vacant SW Worthington Trail, Greenville, FL 32331

  Last Sold Summary

  • 495 Days On Market
• 

  

  /67

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,079 Sq Ft

  1914 SW Jim Clark Rd, Madison, FL 32340

  Turnkey 40.23-Acre Livestock & Recreational Property with Home, Cross-Fencing & Cypress Ponds – Madison County, FL 40.23-acre North Florida tract located just 5 miles from historic downtown Madison 3 Bedroom, 2 Bath 1997 doublewide mobile home offering comfortable rural living Fully fenced and cross-fenced — well suited for cattle, horses, or rotational grazing Established pastures dotted with

  

  Ben Jones

  Southern Land & Homes

  1914 SW Jim Clark Rd, Madison, FL 32340
• 

  

  /13

  $39,000

  Sold Jan 21, 2026

  TBD NE River Park Rd, Lee, FL 32059

  • Land
  • 32,670 Sq Ft
  • $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
• 

  

  /12

  Not Listed For Sale

  Vacant SE Baldwin Dr, Lee, FL 32059

  Vacant SE Baldwin Dr, Lee, FL 32059

  Last Sold Summary

  • 77 Days On Market
• 

  

  /56

  $1,202,275

  • Land
  • 126.45 Acres
  • $9,508 per Acre

  Vacant Sw Cr 360a, Madison, FL 32340

  126.45 Acres Madison County, FloridaPrime Location: Just minutes from I-10 and Downtown Madison, FL convenient yet privateLand Features:Producing hay fields for ongoing agricultural incomePlanted pine with pine straw contract in place steady cash flow opportunityTowering majestic oaks creating natural beauty and shadeMultiple

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  Vacant Sw Cr 360a, Madison, FL 32340
• 

  

  /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 $344,714

  Last Listing Agent Jessica Groover Southern Land & Homes

  181 NE Biltmore Rd, Madison, FL 32340
• 

  

  /17

  Not Listed For Sale

  Vacant NE Rocky Ford Rd, Madison County, FL 32340

  Vacant NE Rocky Ford Rd, Madison County, FL 32340

  Last Sold Summary

  • 122 Days On Market
• 

  

  /32

  $140,000

  Under Contract

  • Land
  • 12.96 Acres
  • $10,802 per Acre

  3084 NE Chervil Dr, Lee, FL 32059

  Tucked away in the quiet countryside of Madison County, Florida, this 12.96-acre tract offers the perfect blend of privacy, natural beauty, and ready-to-go improvements-all just across the road from the Withlacoochee River. Whether you're looking for a hunting getaway, homesite, or weekend escape, this property has the bones and the setting to make it happen. Property Highlights: 12.96 acres in

  

  Ben Jones

  Southern Land & Homes

  3084 NE Chervil Dr, Lee, FL 32059
• 

  

  /34

  $17,000

  Sold Jun 03, 2026

  VACANT NE River Park Rd, Lee, FL 32059

  • Land
  • 1.6 Acres
  • $10,625 per Acre

  Last Sold Summary

  • 32% Below List Price
  • 88 Days On Market

  Last Listing Agent Dee Leslie OaksFeather Realty

  VACANT NE River Park Rd, Lee, FL 32059
• 

  

  /6

  Est $358,360

  Not Listed For Sale

  3473 NE Oak Hill Rd, Pinetta, FL 32350

  • 4 Beds
  • 2 Baths
  • 2,006 Sq Ft
  • Built 1968

  3473 NE Oak Hill Rd, Pinetta, FL 32350

  Last Sold Summary

  • 84 Days On Market
• 

  

  /34

  $2,245,000

  • Land
  • 440 Acres
  • $5,102 per Acre

  3270 SW Delray Ave, Greenville, FL 32331

  Welcome to Delray Oaks Ranch, a sprawling 440-acre property nestled in peaceful North Florida. Ideally located just 20 miles outside of Tallahassee, this unique property offers the perfect blend of privacy, outdoor recreation, and convenient access to city amenities. Key Features: Established Oak Hammocks & Hardwood Forests - Mature oak hammocks provide natural cover and a rich habitat for

  

  Toby Anastasio

  Winding Creek Properties, LLC

  3270 SW Delray Ave, Greenville, FL 32331
• 

  

  /8

  $45,000

  Sold Apr 27, 2026

  0 NW, Madison, FL 32340

  • Land
  • 2.5 Acres
  • $18,000 per Acre

  Last Sold Summary

  • 8% Below List Price
  • 62 Days On Market

  Last Listing Agent Melanie Parks The American Dream

  0 NW, Madison, FL 32340
• 

  

  /36

  Not Listed For Sale

  539 NW Dennet Pond Way, Greenville, FL 32331

  • 3 Beds
  • 2 Baths
  • 1,782 Sq Ft
  • Built 1995

  539 NW Dennet Pond Way, Greenville, FL 32331

  Last Sold Summary

  • 11 Days On Market
• 

  

  /74

  $390,000

  $75K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,016 Sq Ft

  2432 SW Sr 14, Madison, FL 32340

  Located on one of Madison County's most beautiful country roads, this 3 bedroom 2 bath home on 5 acres in north Florida has something for everyone in the family. The original houseplan was for 4 bedrooms, so the addition of just one wall can easily add more space for your growing family or hobbies. A split floorplan with a large primary bedroom suite provides a private retreat for the homeowners.

  

  Sondra Deaconescu

  Georgia Florida Real Estate Services

  2432 SW Sr 14, Madison, FL 32340
• 

  

  /13

  $10,335

  Sold Mar 05, 2026

  0 NE Chive Terrace Lot 42, Lee, FL 32059

  • Land
  • 22,215 Sq Ft
  • $20,265 per Acre

  Last Sold Summary

  • 5% Above List Price
  • 10 Days On Market

  Last Listing Agent Chuck Davis DANIEL CRAPPS AGENCY, INC

  0 NE Chive Terrace Lot 42, Lee, FL 32059
• 

  

  /42

  Est $311,754

  Not Listed For Sale

  9575 NW Lovett Rd, Greenville, FL 32331

  • 2 Beds
  • 1 Bath
  • 1,444 Sq Ft
  • Built 1929

  9575 NW Lovett Rd, Greenville, FL 32331

  Last Sold Summary

  • 133 Days On Market
• 

  

  /56

  $650,000

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  393 NW Willie Deas Rd, Madison, FL 32340

  Built in 2023 and located in the desirable Looper Pond Plantation community, this beautiful 3BR/2BA home sits on 5.12 acres and offers the perfect blend of modern comfort and peaceful country living. With approximately 1,920 heated sq ft, the home features an open floor plan, marble countertops throughout, a spacious kitchen with large pantry, oversized laundry room, and a split-bedroom layout.

  

  Christina McCulley

  eXp Realty LLC

  393 NW Willie Deas Rd, Madison, FL 32340
• 

  

  /56

  $550,000

  Sold Mar 02, 2026

  1049 NE Macedonia Church Rd, Lee, FL 32059

  • 3 Beds
  • 3 Baths
  • 2,436 Sq Ft
  • Built 2004

  Last Sold Summary

  • $226/SF
  • 42 Days On Market

  Current Estimated Value $555,592

  Last Listing Agent Anita Handy POOLE REALTY INC.

  1049 NE Macedonia Church Rd, Lee, FL 32059
• 

  

  /24

  Not Listed For Sale

  757 NE Post Rd, Madison, FL 32340

  • 2 Beds
  • 2 Baths
  • 1,198 Sq Ft
  • Built 1986

  757 NE Post Rd, Madison, FL 32340

  Last Sold Summary

  • 84 Days On Market
• 

  

  /66

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059

  40.02 Acres in Madison County, FL!Prime Location: Just 15 miles to downtown Madison & 6 miles to I-10High & Dry Land: 100% usable -- no flood worriesHome Onsite: 2016 1,800 sq ft mobile home Big Barn Bonus: 30x60 barn for equipment, toys, or animalsWildlife Galore: Healthy deer & turkey population for hunting or watchingRiver Life: Short

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059
• 

  

  /27

  $275,000

  Sold Jul 18, 2025

  287 NE Jay St, Madison, FL 32340

  • 3 Beds
  • 2 Baths
  • 2,074 Sq Ft
  • Built 1979

  Last Sold Summary

  • 15% Below List Price
  • $133/SF
  • 246 Days On Market

  Current Estimated Value $280,893

  Last Listing Agent Lynette Sirmon All Realty Services

  287 NE Jay St, Madison, FL 32340
• 

  

  /27

  Not Listed For Sale

  5143 SW Us 221, Greenville, FL 32331

  • 2 Beds
  • 2 Baths
  • 2,304 Sq Ft
  • Built 2006

  5143 SW Us 221, Greenville, FL 32331

  Last Sold Summary

  • 148 Days On Market
• 

  

  /58

  $429,000

  $8K PRICE DROP

  • 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

  11942 SW Overstreet Ave, Lamont, FL 32336
• 

  

  /26

  $13,000

  Sold Nov 12, 2025

  *Lot 57* Vacant NE Blackjack Loop Unit 1, Lee, FL 32059

  • Land
  • 1.03 Acres
  • $12,621 per Acre

  Last Sold Summary

  • 6% Below List Price
  • 287 Days On Market

  Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

  *Lot 57* Vacant NE Blackjack Loop Unit 1, Lee, FL 32059
• 

  

  /42

  Not Listed For Sale

  216 SE Ravenswood Way, Madison, FL 32340

  • 4 Beds
  • 2 Baths
  • 1,995 Sq Ft
  • Built 2004

  216 SE Ravenswood Way, Madison, FL 32340

  Last Sold Summary

  • 2 Days On Market
• 

  

  /23

  $147,900

  • Land
  • 40.55 Acres
  • $3,647 per Acre

  Vacant SW Naples Terrace, Greenville, FL 32331

  40.55 Acres in Aucilla Plantation – Madison County, FL OWNER FINANCING AVAILABLE – 30% DOWN | 6.5% INTEREST | FLEXIBLE TERMS Located inside Aucilla Plantation, a deed-restricted community, this 40.55-acre tract offers the perfect blend of privacy, recreation, and future homesite potential. Gated entrances provide privacy and security Peaceful setting — escape the hustle and bustle and enjoy

  

  Ben Jones

  Southern Land & Homes

  Vacant SW Naples Terrace, Greenville, FL 32331
• 

  

  /21

  $83,500

  Sold May 22, 2026

  455 NE Blue Ridge Landing Ave, Lee, FL 32059

  • Land
  • 3.03 Acres
  • $27,558 per Acre

  Last Sold Summary

  • 2% Below List Price
  • 27 Days On Market

  Last Listing Agent Lynette Sirmon All Realty Services

  455 NE Blue Ridge Landing Ave, Lee, FL 32059
• 

  

  /39

  Not Listed For Sale

  698 SE Balboa Dr, Madison, FL 32340

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft
  • Built 2008

  698 SE Balboa Dr, Madison, FL 32340

  Last Sold Summary

  • 207 Days On Market
• 

  

  /28

  $999,000

  • Land
  • 140 Acres
  • $7,136 per Acre

  Vacant Ne Dusty Miller Ave, Madison, FL 32340

  140 Acres of Prime Timberland & Hunting Property in North Madison County, Florida 140 acres located in North Madison County, Florida, offering an outstanding combination of recreation, privacy, and long-term investment potential. Entire property is high and dry with no known wetlands, providing excellent usability throughout the tract. Well-established pine plantation

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  Vacant Ne Dusty Miller Ave, Madison, FL 32340
• 

  

  /42

  $220,400

  Sold Sep 19, 2025

  14500 W Us 90, Greenville, FL 32331

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 2013

  Last Sold Summary

  • $137/SF
  • 38 Days On Market

  Last Listing Agent Ryan Walker Southern Land & Homes

  14500 W Us 90, Greenville, FL 32331
• 

  

  /29

  Not Listed For Sale

  000 NE Jacaranda Terrace, Lee, FL 32059

  000 NE Jacaranda Terrace, Lee, FL 32059

  Last Sold Summary

  • 1 Day On Market
• 

  

  /51

  $479,900

  $30K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  11085 E US Highway 90, Lee, FL 32059

  This is an absolute must-see because the pictures honestly don’t do it justice! Welcome to your ultimate North Florida homestead close to the great town of Madison, where this beautifully renovated 3-bedroom, 2-bathroom gem in Lee, Florida, serves up the perfect blend of wide-open country freedom and sleek, modern comfort. With over 2,300 square feet of fresh, bright, and completely move-in-ready

  

  Johnathan Mathis

  Pointer Properties

  11085 E US Highway 90, Lee, FL 32059
• 

  

  /56

  $378,200

  Sold Oct 24, 2025

  9319 County Road 53, Madison, FL 32340

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft
  • Built 2003

  Last Sold Summary

  • 12% Below List Price
  • $167/SF
  • 165 Days On Market

  Current Estimated Value $375,702

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

  9319 County Road 53, Madison, FL 32340
• 

  

  /33

  Not Listed For Sale

  00 NE Hillside Terrace, Lee, FL 32059

  00 NE Hillside Terrace, Lee, FL 32059

  Last Sold Summary

  • 31 Days On Market
• 

  

  /32

  $24,900

  • Land
  • 1.03 Acres
  • $24,175 per Acre

  0 NE Timber River Loop Unit 131996, Lee, FL 32059

  1.03 Acres – NE Timber River Loop, Lee, FL Walk to the Withlacoochee River! Walking distance to a public boat ramp on the beautiful Withlacoochee River Excellent fishing, kayaking & boating right at your fingertips Multiple pristine springs reachable by kayak for all-day adventure Wooded 1.03-acre lot offering privacy and a peaceful natural setting Perfect for a weekend getaway, camp spot, or

  

  Ben Jones

  Southern Land & Homes

  0 NE Timber River Loop Unit 131996, Lee, FL 32059
• 

  

  /62

  $51,000

  Sold Jan 23, 2026

  Vacant NE River Trace Trail, Lee, FL 32059

  • Land
  • 5.01 Acres
  • $10,180 per Acre

  Last Sold Summary

  • 3% Below List Price
  • 0 Days On Market

  Last Listing Agent Jerrod Trainer Jerrod A Trainer & Associates

  Vacant NE River Trace Trail, Lee, FL 32059

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