Homes for Sale near Madison County High School

• 

  

  

  /6

  $970,100

  • Land
  • 97.01 Acres
  • $10,000 per Acre

  TBD Cr-255, Lee, FL 32059

  Discover the potential of this expansive 97-acre parcel located just minutes from Interstate 10 in Madison County. Formerly used for cattle grazing, the property features five ponds and three wells, offering abundant natural resources. With frontage on CR-255 and convenient access to I-10, this versatile land is zoned Mixed Use, making it ideal for commercial, industrial, or continued

  

  Alex Flowers

  DANIEL CRAPPS AGENCY, INC

  (850) 818-3624

  TBD Cr-255, Lee, FL 32059
• 

  

  

  /11

  $25,000

  • Land
  • 3.19 Acres
  • $7,837 per Acre

  TBD SW Open Sands Loop, Greenville, FL 32331

  3.19 ACRES FULLY WOODED-HUNTING GETAWAY OR PRIMITIVE CAMPING SITE...bring the machete and gas operated weed wacker. Rich soil, lots of heavy leaves on the ground. Palmetto understory is very beautiful. Fence an area and let the dogs run. Seller motivated. Important note: Due to a prior illegal land split, the HOA currently prohibits building a home here. But that doesn’t mean you can’t enjoy

  

  Lynette Sirmon

  All Realty Services

  (850) 753-2915

  TBD SW Open Sands Loop, Greenville, FL 32331
• 

  

  

  /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
• 

  

  

  /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) 217-2159

  699 NE Hillside Terrace, Lee, FL 32059
• 

  

  

  /7

  $75,000

  • Land
  • 5.01 Acres
  • $14,970 per Acre

  TBD SE Kachina St, Lee, FL 32059

  Heavily wooded 5-acre tract. Easement will need to be cleared to access property.

  

  Alex Flowers

  DANIEL CRAPPS AGENCY, INC

  (850) 750-6131

  TBD SE Kachina St, Lee, FL 32059
• 

  

  /5

  $25,000

  • 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
• 

  

  /21

  $400,000

  • Land
  • 29.64 Acres
  • $13,495 per Acre

  0 SW Andover Way, Madison, FL 32340

  INVESTORS! BUILDERS! LOOK AT THIS 29.64 ACRE, 55-LOT PLATTED SUBDIVISION FOR SALE IN MADISON COUNTY FLORIDA!! With lots ranging from 0.25 acre to 4.2 acres. The possibilities are endless with the right vision and the drive, your investment will turn into a great return. Buyers and or buyer's agent, do your Due Diligence. (33-1N-09-5134-0HG-001 THRU -014, -027 THRU -054 AND -059,

  

  Alex Flowers

  DANIEL CRAPPS AGENCY, INC

  (850) 761-0343

  0 SW Andover Way, Madison, FL 32340
• 

  

  /14

  $92,000

  • Land
  • 9.62 Acres
  • $9,563 per Acre

  TBD N County Road 53, Madison, FL 32340

  Discover 9.62 acres of high and dry land just south of Madison, FL, with approximately 600 feet of paved frontage on County Road 53. This property is fully fenced with 4-strand barbed wire and features Slash pines planted in 2018, offering future pine straw income potential while maintaining greenbelt exemption status. The south boundary is lined with mature trees, and open rows between pines

  

  Lynette Sirmon

  All Realty Services

  (448) 217-3099

  TBD N County Road 53, Madison, FL 32340
• 

  

  /12

  $125,000

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

  5710 U S 90, Lee, FL 32059

  Welcome to this well-maintained 2006 mobile home set on a full acre in the peaceful town of Lee, located in Madison County, Florida. Offering both comfort and value, this home combines the practicality of country living with the convenience of nearby access to schools, shops, and major roadways. The residence has been cared for with pride, including the addition of a new roof in 2020, ensuring

  

  Preston Miller

  Southern Land & Homes

  (448) 231-9755

  5710 U S 90, Lee, FL 32059
• 

  

  /43

  $335,000

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

  529 NE Evergreen Ave, Pinetta, FL 32350

  North Florida country Living with room to roam – 11.83 acres with pond Enjoy peace, privacy, and the beauty of nature in this brick, 3-bedroom, 2-bath home on 11.83 acres in the heart of North Florida's countryside. With 1,920 sqft of comfortable living space, this property offers the perfect balance of rural charm and modern convenience. The sunroom provides a serene view of the pond—perfect

  

  Scarlett Holt

  The American Dream

  (448) 428-5981

  529 NE Evergreen Ave, Pinetta, FL 32350
• 

  

  /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
• 

  

  /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
• 

  

  /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
• 

  

  /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

  

  Chan Perry

  United Country Smith & Associates

  (850) 739-8969

  338 NE Kel Ln, Lee, FL 32059
• 

  

  /42

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 2,682 Sq Ft

  186 NW Whispering Pines Loop, Madison, FL 32340

  SELLER MOTIVATED, BRING ALL OFFERS! You must see to fully appreciate the space and quality of craftmanship in this custom-built home. The main floor boosts 2682 square feet heated and cooled and 4428 under the roof all together and 9 - 11 foot ceilings throughout. This home has plenty of space for the whole family with many options for living space, as you walk in you will be standing in a large

  J. Deeann Knighton All Realty Services

  186 NW Whispering Pines Loop, Madison, FL 32340
• 

  

  /59

  $2,899,000

  • Land
  • 1,115 Acres
  • $2,600 per Acre

  0 SW 1 Federal Rd, Greenville, FL 32331

  Professionally managed 1,115 +/- acre institutional timberland investment with excellent hunting, miles of road frontage, big creeks, all centrally located in Florida's growing Panhandle. This property is established in a variety of planted pine species and ages, with a well-maintained road system throughout, unlimited access options with frontage along Federal Rd. and plenty of potential for

  Gary Silvernell

  0 SW 1 Federal Rd, Greenville, FL 32331
• 

  

  /42

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,995 Sq Ft

  2474 N Sr 53, Madison, FL 32340

  Modern Farmhouse on 12 Acres Just Outside Madison!Welcome to your own slice of country paradise! This beautifully maintained modern farmhouse sits on 12 acres of high and dry pasture land, offering peaceful privacy just minutes from the city limits of Madison, FL.Inside, you’ll find a 3-bedroom, 2-bath split floor plan with 1,995 sq ft of well-planned living space. The

  Jessica Groover

  2474 N Sr 53, Madison, FL 32340
• 

  

  /60

  $989,000

  • 4 Beds
  • 3 Baths
  • 2,771 Sq Ft

  1317 NE Rocky Springs Church Rd, Madison, FL 32340

  Turnkey 30-Acre Equestrian Estate with Arena & Pastures Welcome to this extraordinary 30-acre estate, where timeless craftsmanship meets modern convenience. Impeccably maintained and thoughtfully updated, this property offers not only a beautifully appointed main residence, but also a fully renovated guest house, a multi-purpose barn, and extensive equestrian amenities—all set against rolling

  Jessica Groover Southern Land & Homes

  1317 NE Rocky Springs Church Rd, Madison, FL 32340
• 

  

  /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. Pasture land produces Coastal Bermuda and is baled up to 4 times per year. No HOA or deed

  Tina Donaldson

  3637 SE County Road 255, Lee, FL 32059
• 

  

  /53

  $699,000

  • 1 Bed
  • 2 Baths
  • 1,631 Sq Ft

  16131 Us 19, Lamont, FL 32336

  Second TAX ID # is 01-2S-05-0037-002-02A. Must-see property currently being utilized as a hunting retreat; abundant deer and turkey and a working dove field. A couple duck ponds; house has been completely renovated. Several nice out buildings. High speed internet is available. Two RV spots come with the property. One full 50 amp hook up and one with 50 amp and water. All equipment is available to

  Steve Walker

  16131 Us 19, Lamont, FL 32336
• 

  

  /39

  $135,000

  • Land
  • 12.7 Acres
  • $10,630 per Acre

  2759 SW Wonderwood St, Greenville, FL 32331

  12.7 Acres – Madison County, FL Paved Road Frontage – Easy access in a quiet rural setting Perfect Location – Between Madison, FL & Perry, FL Hunter’s Paradise – Great for deer & turkey hunting Forever Homesite Potential – Or the ultimate weekend getaway Power & Well Installed – Ready for your plans Pole Barn with Camper – Move-in ready for your retreat Storage Shed – Keep your gear &

  Ben Jones Southern Land & Homes

  2759 SW Wonderwood St, Greenville, FL 32331
• 

  

  /6

  $25,000

  • Land
  • 1.01 Acres
  • $24,752 per Acre

  398 S W Obadiah St, Greenville, FL 32331

  Affordable Florida Living - Build Your Home on this Spacious 1-Acre Lot!Price: $25,000Location: 398 SW Obadiah St, Greenville, FL 32331 Florida Dream Within ReachThis exceptional 1.01-acre residential lot in charming Greenville offers an affordable opportunity to build your Florida dream home! At an incredible price point of just $25,000, this spacious property provides the

  Cathy Nation

  398 S W Obadiah St, Greenville, FL 32331
• 

  

  /51

  $789,900

  • 4 Beds
  • 3.5 Baths
  • 2,554 Sq Ft

  916 NW Brooks County Line Rd, Greenville, FL 32331

  Modern Farmhouse Retreat on 26.53 Acres Along the Florida-Georgia Line. Welcome to your private country escape in the scenic northern part of Madison County, FL—where modern design meets rural charm. Situated on 26.53 acres of fenced pasture and picturesque landscape, this stunning 2-story modern farmhouseoffers expansive views, functional living space, and endless potential for agricultural or

  Jessica Groover Southern Land & Homes

  916 NW Brooks County Line 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

  916 SW Cr 360, Madison, FL 32340
• 

  

  /131

  $1,100,000

  • 6 Beds
  • 7.5 Baths
  • 6,600 Sq Ft

  11110 Andrews, Greenville, FL 32331

  Discover a rare opportunity to own a one-of-a-kind 38+ acre lakefront estate in the heart of North Floridaan absolute haven for sportsmen, nature lovers, and those seeking a more self-sufficient, off-the-grid lifestyle. With over 6,600 sq. ft. of living space, this 6-bedroom, 6.5-bathroom custom-built home sits high and dry on the shores of Lake Andrew, offering unmatched views, total privacy,

  Hope Webb

  11110 Andrews, Greenville, FL 32331
• 

  

  /45

  $1,100,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  837 NE Raspberry Way, Pinetta, FL 32350

  174.87 Acres of Prime North Florida Land Madison County, FL Outstanding LocationJust 13 miles from downtown Madison, FLOnly 20 miles to Valdosta, GA access dining, shopping & major servicesDual road frontage on Hwy 145 and Raspberry Way for easy access Diverse Natural BeautyA perfect blend of planted pine stands and

  Ben Jones

  837 NE Raspberry Way, Pinetta, FL 32350
• 

  

  /16

  $59,900

  • Land
  • 10 Acres
  • $5,990 per Acre

  Vacant Ne Bayberry, Madison, FL 32340

  10 Acres Northern Madison County, FLLocated just 8 miles from Madison & 5 miles from scenic Cherry LakeApproximately 60% high & dry ideal for a homesite or weekend getawayEnjoy top-notch fishing & water sports nearbyPeaceful retreat offering privacy and natural beautyConvenient access to town while still feeling tucked

  Ben Jones

  Vacant Ne Bayberry, Madison, FL 32340
• 

  

  /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

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

  

  /54

  $699,000

  • Land
  • 45.05 Acres
  • $15,516 per Acre

  3859 SE Cr 255, Lee, FL 32059

  This property consists of 45.05 acres of pasture land featuring large pecan trees. The entire area is fully fenced and cross-fenced. It includes a 961-square-foot home with an in-ground pool, as well as two RV hook-ups. Additionally, there is a horse barn with a tack room, a large workshop located at the back of the property, and an all-purpose building measuring 100 by 20 feet in the front

  Tina Donaldson

  3859 SE Cr 255, Lee, FL 32059
• 

  

  /54

  $1,300,000

  • Land
  • 96 Acres
  • $13,542 per Acre

  4087 NW Honey Lake Rd, Greenville, FL 32331

  Expansive 96 -Acre Farmstead- Embrace the serenity of nature with a perfect blend of lush pasture and majestic hardwoods. Charming 1,450 Sq Ft Home - Cozy and inviting, providing comfortable living spaces for the whole family. Detached 1 BR 1BA - Ideal for extended family, guests, or as a rental opportunity, offering privacy and flexibility. Prime Deer and Turkey

  Ben Jones

  4087 NW Honey Lake Rd, Greenville, FL 32331
• 

  

  /69

  $3,285,000

  • 4 Beds
  • 5 Baths
  • 5,395 Sq Ft

  1706 NW Radford Denson Rd, Greenville, FL 32331

  Cypress Hill – 198+/- Acres of Premier Recreational and Luxury Living in Madison County, Florida Welcome to Cypress Hill, a meticulously crafted 198-acre estate designed for both high-end living and exceptional recreation. From the moment you pass through the gate, it’s clear this isn’t just land—it’s a lifestyle. Every detail, from the curated topography to the architectural choices, reflects

  Ben Jones Southern Land & Homes

  1706 NW Radford Denson Rd, Greenville, FL 32331
• 

  

  /39

  $219,990

  • Land
  • 28.43 Acres
  • $7,738 per Acre

  00 Cr 53 Unit LotWP001, Lee, FL 32059

  This North Florida tract offers a rare combination of accessibility, potential, and natural beauty. Located just 8.2 miles from I-10 (Exit 258), the property features road frontage on two sides for easy access. Recently cleared with pine trees harvested, this property is a blank canvas ready for a homesite, family compound, or development. A large Live Oak Hammock graces the southwest corner,

  Thomas Lado

  00 Cr 53 Unit LotWP001, Lee, FL 32059
• 

  

  /18

  $629,500

  • Land
  • 200 Acres
  • $3,148 per Acre

  NW Hawks Ave, Greenville, FL 32331

  Hawks Ave 200 is a nicely-sized timber/hunting tract in north Madison County, home to some of the best bucks - and gobblers - in Florida. This property has a variety of forest types, from sandy uplands to cypress creek bottoms. Future timber income will be available from the naturally-regenerated pines in just a few years. Find your perfect recreational tract in a forgotten corner of north

  Daniel Lanier

  NW Hawks Ave, Greenville, FL 32331
• 

  

  /30

  $1,795,000

  • Land
  • 554 Acres
  • $3,240 per Acre

  NW Hawks Ave, Greenville, FL 32331

  The Hawks Ave 554 is a great recreational property located in northern Madison County, Florida. There are several roads throughout the property and openings for food plots to help create this into a sportsman's haven. Along with an amazing game population, there are over 40 acres of merchantable planted pines, helping make this a great investment. Just a short drive from Valdosta, Thomasville,

  Daniel Lanier

  NW Hawks Ave, Greenville, FL 32331
• 

  

  /31

  $35,000

  • Land
  • 10.5 Acres
  • $3,333 per Acre

  0 Vacant Sw Paradise Way, Greenville, FL 32331

  For Sale: Stunning 10.5 Acres of LandLocation:- Between Madison, FL and Perry, FL- Private, secure, and sereneFeatures:- Located in a gated community - Excellent road system for easy navigationHomesite:- Cleared and ready for your dream homeNature & Wildlife:- Perfect for deer & turkey hunting - Surrounded by natural

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  0 Vacant Sw Paradise Way, Greenville, FL 32331
• 

  

  /42

  $1,350,000

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

  438 NE English Ivy Trail, Pinetta, FL 32350

  Welcome to Serenity Farm—a breathtaking 60-acre retreat designed for equestrian excellence, sustainable agriculture, and tranquil country living. This meticulously maintained property features fenced and cross-fenced pastures with automatic waterers, run-in shelters, and frost-proof hydrants, ensuring year-round functionality for your animals and operations. This Property Perfectly Captures the

  Lori Weldon Kohler & Associates

  438 NE English Ivy Trail, Pinetta, FL 32350
• 

  

  /70

  $128,500

  • Land
  • 18.29 Acres
  • $7,026 per Acre

  0 SE River Rd Unit 23147099, Lee, FL 32059

  Check out this awesome 18.29+/- acre tract located in the southern part of Madison County, FL! Just minutes from the Lafayette County line. This beautiful property is naturally wooded with some nice Florida hardwoods, and scattered pines! This would make an excellent hunting, or recreational property! Wildlife sign is abundant on the property. Particularly whitetail deer tracks, fresh scrapes,

  Jerrod Trainer Jerrod A Trainer & Associates

  0 SE River Rd Unit 23147099, Lee, FL 32059
• 

  

  /18

  $249,900

  • Land
  • 30.68 Acres
  • $8,145 per Acre

  0 Vacant Sw Jeanette Cir, Madison, FL 32340

  30.68 Acres of Prime Vacant Land in Madison - Ideal for Investment or Development! Parcels 28-1N-09-5083-000-000 & 28-1N-09-5083-001-000This 30.68-acre parcel offers a fantastic opportunity for investors and developers in a highly sought-after location. Situated within the city limits of Madison, this property is surrounded by land owned by the City of Madison, offering both privacy and

  Jessica Groover Southern Land & Homes

  0 Vacant Sw Jeanette Cir, Madison, FL 32340
• 

  

  /35

  $5,500,000

  • 6 Beds
  • 5.5 Baths
  • 6,075 Sq Ft

  0 SW Dupont St, Greenville, FL 32331

  Sundown Creek Ranch is a 1,855 acre recreational ranch located in the highly acclaimed Sundown Creek Road area of Madison County, Florida. This scenic area is a Whos Who of cattle ranches and high-quality recreational properties.For 22 years, the current owner has groomed the property into a mix of recreational land, cattle operation, and horses. Its waterways are improved with over 5

  Jon Kohler Jon Kohler & Associates

  0 SW Dupont St, Greenville, FL 32331
• 

  

  /74

  $1,299,000

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

  2681 U S 221 Hwy N, Greenville, FL 32331

  193 +/- acres of absolutely TURN-KEY ranchland. 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 wells and productive soils

  Gary Silvernell

  2681 U S 221 Hwy N, Greenville, FL 32331

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