Madison County FL Homes for Sale

• 

  

  

  /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

  319 SE Bunker St, Madison, FL 32340
• 

  

  

  /58

  $429,000

  • 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

  11942 SW Overstreet Ave, Lamont, FL 32336
• 

  

  

  /76

  $975,000

  • 3 Beds
  • 3 Baths
  • 2,141 Sq Ft

  3637 SE Co Road 255, Lee, FL 32059

  Features include a 3 bedroom, 3 bath home, 4 outbuildings, and a large pole barn. The property is partially fenced, with several sides securely enclosed. Large, majestic oaks are scattered throughout. The 4 outbuildings have electric and a slab with a new metal roof. The home received a new roof in 2025. New stove top and oven in November 2025. Pasture land produces Coastal Bermuda and is baled

  TINA DONALDSON AFG TRI STATE REALTY, INC

  3637 SE Co Road 255, Lee, FL 32059
• 

  

  

  /30

  $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

  (448) 231-6602

  3270 SW Delray Ave, Greenville, FL 32331
• 

  

  

  /83

  $975,000

  • Land
  • 42.32 Acres
  • $23,039 per Acre

  3637 SE County Road 255, Lee, FL 32059

  Features include a 3 bedroom, 3 bath home, 4 outbuildings, and a large pole barn. The property is partially fenced, with several sides securely enclosed. Large, majestic oaks are scattered throughout. The 4 outbuildings have electric and a slab with a new metal roof. The home received a new roof in 2025, new stove top and over in November 2025. Pasture land produces Coastal Bermuda and is baled

  TINA DONALDSON AFG Tristate Realty

  3637 SE County Road 255, Lee, FL 32059
• 

  

  /28

  $425,000

  • Land
  • 13,503 Sq Ft
  • $1,370,968 per Acre

  1341 NE Cherry Lake Cir, Madison, FL 32340

  Discover a rare opportunity to own a prime waterfront lot on the highly sought-after Cherry Lake in Madison, Florida. This 0.31-acre property is perfectly situated along the shoreline and comes ready for lake life with a shared double boat ramp, seawall, private dock,2021 pontoon boat, and jet ski included—a true turnkey package for enjoying one of North Florida’s most desirable ski lakes. With

  1341 NE Cherry Lake Cir, Madison, FL 32340
• 

  

  /70

  $169,900

  • 3 Beds
  • 1.5 Baths
  • 2,358 Sq Ft

  1458 Florida 53, Madison, FL 32340

  Country Life! This large, brick exterior home sites on a little over one spacious acre just north of the quaint town of Madison, Florida. It has just under 3,000 total sq ft and 2,358 of living space with attached garage, interior storage and utility room. Currently 3 bedrooms with office which could easily turned into 4th bedroom. House positioned perfectly on the lot with decent front yard and

  Clinton Harris Cureton-Johnson & Associates

  1458 Florida 53, Madison, FL 32340
• 

  

  /25

  $135,000

  • Land
  • 11.8 Acres
  • $11,441 per Acre

  000 SE Donaldson Rd 11 8 Ac, Lee, FL 32059

  Discover the perfect blend of rural living and farming on this stunning 11.8-acre property, ideal for cattle or horses. Acreage is partially fenced. This property truly offers endless possibilities. No flood zone and no restrictions. Come take a look! This approx 11.8 acres is being cut from a larger parcel. A survey will be needed to determine exact acreage.

  Candice Land United Country Smith & Associates

  000 SE Donaldson Rd 11 8 Ac, 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

  Lot 121 SW Pacific Dr, Greenville, FL 32331
• 

  

  /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

  Lot 115 SW Pier Rd, Greenville, FL 32331
• 

  

  /77

  $799,000

  • 4 Beds
  • 3 Baths
  • 3,206 Sq Ft

  916 SW Cr 360, Madison, FL 32340

  Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural PotentialDiscover the perfect blend of space, comfort, and rural charm with this stunning 50.5-acre estate, ideally located just minutes from town and convenient to the interstate. This meticulously maintained property features a spacious 4-bedroom, 3-bathroom home offering over 3,200 square feet of thoughtfully designed living

  Jessica Groover Southern Land & Homes

  916 SW Cr 360, Madison, FL 32340
• 

  

  /65

  $780,000

  • 4 Beds
  • 3 Baths
  • 3,206 Sq Ft

  916 County Road 360, Madison, FL 32340

  Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural Potential Discover the perfect blend of space, comfort, and rural charm with this stunning 50.5-acre estate, ideally located just minutes from town and convenient to the interstate. This meticulously maintained property features a spacious 4-bedroom, 3-bathroom home offering over 3,200 square feet of thoughtfully designed living space.

  Debbie Milazzo Realty School 101, LLC

  916 County Road 360, Madison, FL 32340
• 

  

  /23

  $325,000

  • Land
  • 40.49 Acres
  • $8,027 per Acre

  2271 SW Oregon Trail, Madison, FL 32331

  Conveniently located near I-10 on a private maintained road. Electric, well and septic already done. Man made pond just waiting for you to go fishing in. 2020 Retreat by Keystone Camper is included in the sale. Hunting allowed. HOA fees of $425 a year to cover the costs of maintaining the roads and management. Property has pine trees and is eligible for Ag exemption. Build a house when you want

  Cliff Glansen FLATFEE.COM

  2271 SW Oregon Trail, Madison, FL 32331
• 

  

  /11

  $278,000

  • Land
  • 41.15 Acres
  • $6,756 per Acre

  0 Cr-53 Unit MFRV4943702, Lee, FL 32059

  41 Acres of Prime Land for Sale - Perfect for Your Dream Homestead! Discover the ideal 41-acre property offering privacy, natural beauty, and endless possibilities for homesteading, farming, or investment. Plenty of room for your dream home, livestock, or a private retreat High & Dry Land - No flood worries, perfect for building and agriculture Wildlife Galore! - Enjoy deer, turkeys, and other

  Chris Askew ASKEW REAL ESTATE

  0 Cr-53 Unit MFRV4943702, Lee, FL 32059
• 

  /2

  $49,000

  • Land
  • 4.01 Acres
  • $12,219 per Acre

  0000 SE Thomas Way, Lee, FL 32059

  OVER 4 ACRES OF PRIME LAND IN BEAUTIFUL MADISON COUNTY, FLORIDA!Don’t miss this opportunity to own over 4 acres of high-potential land in the heart of Madison County—one of Florida’s hidden gems. This spacious parcel offers the perfect setting to build your dream home or place a mobile home, with no HOA restrictions and flexible site development options available.Whether you're looking for a

  Delroy Robinson Robinson & Associates Realty LLC

  0000 SE Thomas Way, Lee, FL 32059
• 

  

  /17

  $199,000

  • 4 Beds
  • 2 Baths
  • 2,093 Sq Ft

  155 SE Madison St, Madison, FL 32340

  Charming 4-Bedroom Home in the Heart of Madison! Discover your dream home in the vibrant city limits of Madison! Enjoy living just moments away from downtown, with easy access to shopping, and the scenic beauty of Lake Francis. Features include an open floor plan, large family room, spacious primary bedroom and bathroom, a partial fenced back yard, storage shed, and a one car garage.

  155 SE Madison St, Madison, FL 32340
• 

  

  /8

  $30,000

  • Land
  • 1.01 Acres
  • $29,703 per Acre

  0 NE River Ridge Way Unit 387365, Lee, FL 32059

  Discover the perfect escape with this beautiful 1-acre lot nestled along the scenic Withlacoochee River in Madison County, just outside the charming town of Lee, Florida. This peaceful, wooded property offers a rare opportunity to build your dream home, weekend getaway, or vacation retreat surrounded by natural beauty and serenity. Enjoy fishing, kayaking, or simply relaxing on your own private

  0 NE River Ridge Way Unit 387365, Lee, FL 32059
• 

  

  /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 dirt road

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  (448) 202-4581

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

  

  /73

  $659,000

  • Land
  • 45.05 Acres
  • $14,628 per Acre

  3589 SE County Road 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 with

  TINA DONALDSON AFG TRI STATE REALTY, INC

  3589 SE County Road 255, Lee, FL 32059
• 

  

  /54

  $659,000

  • Land
  • 45.05 Acres
  • $14,628 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 AFG Tristate Realty

  3859 SE Cr 255, Lee, FL 32059
• 

  

  /22

  $310,000

  • Land
  • 30 Acres
  • $10,333 per Acre

  1261 NE Lambs Ear Trail, Lee, FL 32059

  Welcome to your own slice of North Florida paradise! This 30-acre property in Lee is fully fenced and cross-fenced, offering endless possibilities for country living. A long private driveway leads you back to the perfect homesite, already equipped with well, septic, and power so you can start building your dream home, mobile home, or weekend retreat right away. About 23 acres are planted in

  Bradlee Daviner Marzucco Real Estate LLC

  1261 NE Lambs Ear Trail, Lee, FL 32059
• 

  

  /48

  $800,000

  • 3 Beds
  • 2 Baths
  • 1,450 Sq Ft

  4087 NW Honey Lake Rd, Greenville, FL 32331

  4087 NW Honey Lake RdDiscover the beauty and freedom of true country living on this expansive 96-acre farmstead, offering the perfect blend of open fields, mature hardwoods, and North Florida charm.Charming 1,450 Sq Ft HomeThis cozy and inviting home features comfortable living spaces, ideal for family life or a quiet retreat in the country.Detached 1BR / 1BA

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  (850) 930-7620

  4087 NW Honey Lake Rd, Greenville, FL 32331
• 

  

  /11

  $73,500

  • Land
  • 10 Acres
  • $7,350 per Acre

  00 NE Beulah Church Rd, Lee, FL 32059

  10 Acres of Pure Country Bliss on Beulah Church Road! ?? Welcome to your slice of paradise! Nestled along the serene Beulah Church Road, this expansive 10-acre lot offers the perfect escape from the hustle and bustle of city life. Surrounded by mature trees, gentle breezes, and the calming sounds of nature, this land is ideal for anyone seeking true country living and peace of mind. Whether

  00 NE Beulah Church Rd, Lee, FL 32059
• 

  /2

  $19,500

  • Land
  • 10,018 Sq Ft
  • $84,783 per Acre

  0 Martin Luther King jr Dr Unit MFRTB8389203, Madison, FL 32340

  Vacant corner lot for sale in the heart of Madison, FL. Lot size is 11,000sqft., zoned R2 for a Single Family Home or a Duplex! This lot sits right at the corner of MLK Jr. Drive and SW Smith. 1 mile South of main road with local stores, restaurants, and gas stations as well as easy access to I-10. Great opportunity to build your dream home or an investment property!

  Milan Candela - Investor LOKATION

  0 Martin Luther King jr Dr Unit MFRTB8389203, Madison, FL 32340
• 

  /2

  $259,000

  • Land
  • 40.02 Acres
  • $6,472 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 AFG Tristate Realty

  0 SE Pebble Ridge St Unit 23525783, Lee, FL 32059
• 

  

  /8

  $24,000

  • Land
  • 1 Acre
  • $24,000 per Acre

  0 NE Cottonwood St Unit 385766, Lee, FL 32059

  Discover the serene beauty of this expansive land property on NE Cottonwood St in Pinetta, FL. This picturesque parcel offers ample space for your vision, surrounded by nature's tranquility. Whether you're looking to build your dream home or establish a private retreat, the opportunities are endless. Embrace the peaceful setting and enjoy the charm of rural living while remaining conveniently

  0 NE Cottonwood St Unit 385766, Lee, FL 32059
• 

  

  /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 on

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  (850) 641-7416

  3282 NW Us 221, Greenville, FL 32331
• 

  /2

  $259,000

  • Land
  • 40.02 Acres
  • $6,472 per Acre

  0 SE Pebble St Unit 126800, 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 AFG TRI STATE REALTY, INC

  0 SE Pebble St Unit 126800, Lee, FL 32059
• 

  

  /62

  $1,298,500

  • 5 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  438 NE English Ivy Trail, Pinetta, FL 32350

  Madison County, Florida — 60± acre gated multi-generational rural estate offering privacy, versatility with turn-key warehouse space, and quiet country living Residences & Guest Accommodations Main Cedar Cabin — 896 sq. ft., 1BR/1BA, hot tub, front & back covered porches overlooking open land Detached Guest Cabin — 800 sq. ft. office, gym area, bedroom, efficiency kitchen, full bathroom

  438 NE English Ivy Trail, Pinetta, FL 32350
• 

  /2

  $45,000

  • Land
  • 3.27 Acres
  • $13,761 per Acre

  XXX SW Grand St, Greenville, FL 32331

  3.27 vacant acres located conveniently close to the quiet town of Greenville. This land has a lot of potential whether it's for a small agricultural business, farm use, or a community co-op! Close to highway 90, it allows easy access to travel 20 minutes to the town of Madison or Monticello with a scenic view. This parcel is being sold with MLS number 284427. XXX SW Ray Charles Street

  XXX SW Grand St, Greenville, FL 32331
• 

  

  /18

  $16,800

  • Land
  • 26,136 Sq Ft
  • $28,000 per Acre

  0 SE Stephens Ave Unit 383830, Madison, FL 32340

  Bring your ideas and build your dream home on this cleared residential lot just a few minutes from downtown Madison in sunny North Florida. The property is located just outside our historic town and has easy access to I-10 for travel or work. This property is at the end of a cul-da-sac and you have no immediate neighbors on either side with power available at the road. City sewer and city water

  0 SE Stephens Ave Unit 383830, Madison, FL 32340
• 

  

  /5

  $266,435

  • Land
  • 40.99 Acres
  • $6,500 per Acre

  TBD SE Patriot Trail, Lee, FL 32059

  BEAUTIFUL WOODED 40 ACRE TRACT LOCATED IN MADISON COUNTY. PROPERTY IS CONVENIENT TO MADISON, LIVE OAK & I-10. WOULD MAKE FOR AN EXCELLENT HOME SITE OR WEEKEND GETAWAY. PRICE REDUCED!!!

  Keith Hitson HITSON REALTY, INC.

  TBD SE Patriot Trail, Lee, FL 32059
• 

  

  /64

  $1,198,900

  • 4 Beds
  • 2 Baths
  • 1,560 Sq Ft

  2693 SW US 221, Greenville, FL 32331

  193 +/- acres of absolutely TURN-KEY improved pasture, ponds and home! 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

  Gary Silvernell Farm and Forest Brokers

  2693 SW US 221, Greenville, FL 32331
• 

  

  /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
• 

  

  /42

  $399,900

  • 3 Beds
  • 3 Baths
  • 1,959 Sq Ft

  1983 U S 90, Madison, FL 32340

  Brick Home on 3 Acres – Minutes from Downtown Madison, FL! Address: 1983 E US 90, Madison, FL Just minutes from downtown Madison! Property Highlights: Charming brick home 3 spacious bedrooms | 3 full bathrooms Finished basement with separate entrance Outdoor kitchen & entertainment area – ideal for gatherings and cookouts 3 beautiful acres of open land Enjoy watching wildlife while relaxing in

  

  Ben Jones

  Southern Land & Homes

  (448) 288-2917

  1983 U S 90, Madison, FL 32340
• 

  

  /22

  $175,000

  • Land
  • 20.53 Acres
  • $8,524 per Acre

  Vacant 20 AC SE Parliament Trail, Lee, FL 32059

  Tucked away in the peaceful countryside, this beautiful 20.53-acre tract in Glenwood Subdivision offers the privacy and freedom so many buyers are searching for. Naturally wooded with abundant wildlife, this property is perfect for a homesite, weekend retreat, hunting getaway, or future investment. A cleared homesite of approximately half an acre is already in place, giving you a head start on

  Vacant 20 AC SE Parliament Trail, Lee, FL 32059
• 

  

  /56

  $330,000 Pre-Foreclosure

  • Land
  • 39.19 Acres
  • $8,421 per Acre

  3046 SW Captain Brown Rd, Madison, FL 32340

  For Sale: Serene 39.19-Acre Retreat Near Downtown Madison, FLDiscover a tranquil haven just minutes away from the heart of Downtown Madison, Florida. This expansive 39.19-acre property offers the perfect blend of seclusion and accessibility, making it an ideal spot for a weekend getaway or your forever homesite.Nature's BeautyImmerse yourself in a beautifully diverse landscape

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  (850) 752-1159

  3046 SW Captain Brown Rd, Madison, FL 32340
• 

  

  /11

  $48,000

  • Land
  • 1.04 Acres
  • $46,198 per Acre

  Lot 12 NE Madison Bluffs Way, Lee, FL 32059

  Discover serenity at this secluded riverfront sanctuary nestled on 1.039 acres of pristine natural beauty. Escape the hustle and bustle to your own private oasis. Build your dream home or just own your piece of paradise along the riverbank Seller is offering owner financing.

  KATRINA MOUGHTON WATSON REALTY CORP

  Lot 12 NE Madison Bluffs Way, Lee, FL 32059
• 

  

  /12

  $48,000

  • Land
  • 1.05 Acres
  • $45,758 per Acre

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059

  Embrace breathtaking views, serene sounds of flowing water and endless recreational possibilities. Build your dream retreat or invest in a piece of natural beauty. Seize this opportunity to own a slice of riverside paradise today.

  KATRINA MOUGHTON WATSON REALTY CORP

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059
• 

  

  /12

  $48,000

  • Land
  • 1.05 Acres
  • $45,758 per Acre

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059

  Embrace breathtaking views, serene sounds of flowing water and endless recreational possibilities. Build your dream retreat or invest in a piece of natural beauty. Seize this opportunity to own a slice of riverside paradise today.

  KATRINA MOUGHTON WATSON REALTY CORP.

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059

Showing Results 161 - 200, Page 5 of 6