Homes for Sale near Madison County High School

• 

  

  

  /4

  $147,000

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

  000 NW US 221 Hwy, Greenville, FL 32331

  14.7 AC MOL. Property is planted in 8-10 year old pines. Was previously strawed and could be again with minimal clean up. There is an adjoining 15.5 acres available. Great Hwy frontage on threee sides of property.

  

  Buddy Witmer

  Steve C. Walker Realty, LLC

  000 NW US 221 Hwy, Greenville, FL 32331
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• 

  

  

  /24

  $89,000

  • Land
  • 10.73 Acres
  • $8,295 per Acre

  10.73 ACRES SE Pow Wow St, Lee, FL 32059

  Welcome to 10.73 acres located along SE Pow Wow Street in Lee, Madison County Florida. This beautiful wooded lot offers approximately 575 feet of road frontage and is located outside of the city limits, with No HOA or Restrictions and mobile/manufactured home permissible! Plus, enjoy the convenience of fiber-optic internet availability, providing modern connectivity while enjoying the peace and

  

  Julie G'Vitale

  Meadows Hale Realty Inc

  

  10.73 ACRES SE Pow Wow St, Lee, FL 32059
• 

  

  

  /35

  $1,551,000

  $299K PRICE DROP

  • Land
  • 940 Acres
  • $1,650 per Acre

  Vacant SW Hike Lake Rd, Madison County, FL 32340

  Beautiful hunting/recreational tract featuring 940 acres, located in Madison County, Florida!! This property features a healthy population of whitetail, eastern turkey, hogs, ducks and small game making this location the perfect place for the avid hunter and outdoorsman!! An established camp is already in place as well as an interior road system making this tract easily manageable and huntable!

  

  Ben Jones

  Southern Land & Homes

  Vacant SW Hike Lake Rd, Madison County, FL 32340
• 

  

  

  /37

  $115,000

  • Land
  • 15.66 Acres
  • $7,344 per Acre

  Vacant SW Captain Brown Rd, Madison County, FL 32340

  15.66± Acres Near Madison, FL - Pines, Ponds & Prime Hunting -Excellent rural homesite or recreational tract in North Florida -Planted pine timber offering future investment potential -County road frontage providing easy access -Great for deer and turkey hunting -Natural wet weather ponds offering seasonal water sources for wildlife -Quiet, private setting with plenty of space to build or enjoy

  

  Ben Jones

  Southern Land & Homes

  Vacant SW Captain Brown Rd, Madison County, FL 32340
• 

  

  

  /59

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  146 SE Bunker St, Madison, FL 32340

  Less Mowing! More Living! Completely refurbished and beautifully updated, this solid concrete block home delivers the rare combination of durability, modern upgrades, and an unbeatable location with stunning lake views. Enjoy picturesque water vistas right from your front yard, living room windows, and front bedroom—this setting is genuinely exceptional. Originally built in 1955, the home has

  

  Lynette Sirmon

  All Realty Services

  146 SE Bunker St, Madison, FL 32340
• 

  

  /45

  $225,000

  $25K PRICE DROP

  • Land
  • 40.46 Acres
  • $5,561 per Acre

  Vacant Sw Hike Lake Rd, Madison, FL 32340

  Secluded Hunting Retreat on 40.46 Acres Madison County, FL Located off Hike Lake Rd | Privately Maintained Road Prime North Florida hunting property with excellent deer, turkey, and hog hunting 40.46 acres of diverse timber and wildlife habitat Interior road system providing easy access throughout the property Established food plots already in place

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  Vacant Sw Hike Lake Rd, Madison, FL 32340
• 

  

  /74

  $435,000

  • Land
  • 111.53 Acres
  • $3,900 per Acre

  1404 SW Pacific Dr, Greenville, FL 32331

  Turn-Key Hunting Retreat in Aucilla PlantationIf you have been searching for a true North Florida hunting property where the sweat equity has already been invested, this 111.5-acre tract in Madison County deserves a closer look. Tucked away within Aucilla Plantation, the property offers the privacy, improvements, and outdoor opportunities needed to create a place you will always look forward

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  1404 SW Pacific Dr, Greenville, FL 32331
• 

  

  /70

  $585,000

  • 5 Beds
  • 6 Baths
  • 3,814 Sq Ft

  588 NW Pickle Ln, Madison, FL 32340

  A qualified veteran may be eligible to assume the existing VA loan at an exceptional 2.347% interest rate, with an assumable balance of approximately $310,000 on this spacious 5-bedroom, 6-bath brick home—priced below appraisal on 5 peaceful acres. Heated-cooled basement featuring a remodeled kitchen w/stainless appliances, full-size oven, and granite countertops. Flooring includes hardwood,

  Dennis L Coxwell Keller Williams Town & Country

  588 NW Pickle Ln, Madison, FL 32340
• 

  

  /64

  $78,900

  $6K PRICE DROP

  • Land
  • 21 Acres
  • $3,757 per Acre

  3839 SW Oregon Trail, Greenville, FL 32331

  Discover the freedom of owning over 21 acres in the beautiful Aucilla Plantation community of Greenville, Florida. Offering Tract 38 and Tract 39 together, this unique opportunity includes two adjoining 10.5-acre wooded parcels for a total of approximately 21 acres of North Florida wilderness. Surrounded by towering pines, hardwoods, abundant wildlife, and natural Florida beauty, these properties

  Preston Miller Mossy Oak Properties Southern Land and Homes, LLC

  3839 SW Oregon Trail, Greenville, FL 32331
• 

  

  /41

  $209,999

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  170 SW Olympic Point Way, Greenville, FL 32331

  25-Acre North Florida Hunting Retreat with Homesite, Mixed Timber & Development Potential. Whether you're searching for a premier hunting property, a private weekend retreat, or a versatile North Florida investment, this exceptional 25-acre tract in Greenville offers the perfect combination of privacy, wildlife habitat, and future potential. With approximately 22 acres of mature woods surrounding

  Jessica Groover Southern Land & Homes

  170 SW Olympic Point Way, Greenville, FL 32331
• 

  

  /40

  $23,500

  $2K PRICE DROP

  • Land
  • 2.91 Acres
  • $8,076 per Acre

  0 NE Chervil Dr Unit 26969106, Lee, FL 32059

  Discover the perfect blend of privacy, natural beauty, and country living with this stunning 2.91+/- acre property in Madison County, Florida. This beautiful, fully wooded lot features an impressive mix of timber, highlighted by absolutely gorgeous hardwoods and several massive oak trees scattered throughout the landscape—creating a serene and picturesque setting that truly feels like your own

  Jerrod Trainer Jerrod A Trainer & Associates

  0 NE Chervil Dr Unit 26969106, Lee, FL 32059
• 

  

  /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
• 

  

  /49

  $55,000

  • Land
  • 5.01 Acres
  • $10,978 per Acre

  0 SE Blackhawk Dr Unit 26786333, Madison, FL 32340

  Check out this gorgeous 5.01+/- acre parcel in Madison County, FL! This beautiful piece of land is heavily wooded with some nice Florida hardwoods, and pines! If you have been dreaming of living in the country this one is worth taking a look! The property is located on a dirt road, and on a cul de sac! This would be a fantastic piece of dirt to build your dream home on! Manufactured/mobile homes

  Jerrod Trainer Jerrod A Trainer & Associates

  0 SE Blackhawk Dr Unit 26786333, Madison, FL 32340
• 

  

  /54

  $659,000

  $41K PRICE DROP

  • 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
• 

  

  /31

  $190,311

  • Land
  • 48.18 Acres
  • $3,950 per Acre

  SW Pine Lake Rd, Lee, FL 32059

  This 48.18-acre property has no deed restrictions and is abundant with deer, turkey, and hogs! Campers are welcome here. You can build a metal building, barndominium, or log cabin. The land features several trails and feeders witha pond. There is a private road that leads to the property from SR 53. With so much space, the possibilities for this land are endless. Enjoy privacy and seclusion, as

  TINA DONALDSON AFG Tristate Realty

  SW Pine Lake Rd, Lee, FL 32059
• 

  

  /24

  $159,500

  • Land
  • 58 Acres
  • $2,750 per Acre

  000 W US 90, Greenville, FL 32331

  This 58-acre recreational tract in Madison County in North Florida has convenient Highway 90 frontage, offering easy access and outstanding opportunities for both hunters and recreators. This diverse property features thick native bedding cover that will hold mature deer, while several open areas are suited for establishing productive food plots to set up fall success.Waterfowl hunters

  Keillor Davis Tutt Land Company

  000 W US 90, Greenville, FL 32331
• 

  

  /36

  $160,000

  • Land
  • 20 Acres
  • $8,000 per Acre

  000 NE Rootman Rd, Madison, FL 32340

  78+/- acres - Madison County, FL - 4 Parcels North Florida and specifically Madison County has grown in allure for those seeking rural community and that "Andy Griffith Show" Mayberry feel. At the heart of recreational enjoyment this small-town features beautiful Cherry Lake where summer days are well spent. Cool, Clear, spring water feed this lake and its recreational value. Aquatic

  Keillor Davis Tutt Land Company

  000 NE Rootman Rd, Madison, FL 32340
• 

  

  /33

  $189,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  524 NE Withla Bluffs Way, Lee, FL 32059

  Withlacoochee River Waterfront Retreat on 1.27 Acres! Nestled behind a gated entrance and surrounded by mature hardwoods, this elevated river house offers a rare opportunity to create your own waterfront getaway. Situated on the scenic Withlacoochee River, the property features 1 bedroom, 1 bathroom, an open living area, large screened porch, two covered parking bays, private well and septic, and

  Jessica Groover Southern Land & Homes

  524 NE Withla Bluffs Way, Lee, FL 32059
• 

  

  /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
• 

  

  /70

  $1,194,000

  $56K PRICE DROP

  • Land
  • 31.22 Acres
  • $38,245 per Acre

  3809 SE County Road 255, Lee, FL 32059

  Positioned just over one mile south of Interstate 10, this 31.22± acre property in Madison County, Florida offers a rare combination of interstate accessibility, existing industrial infrastructure, and flexible agricultural zoning—making it ideal for a wide range of commercial, agricultural, and development uses. Located at 3809 SE County Road 255 in Lee, Florida, the property sits minutes from a

  Jerrod Trainer Jerrod A Trainer & Associates

  3809 SE County Road 255, Lee, FL 32059
• 

  

  /19

  $875,000

  • Land
  • 160 Acres
  • $5,469 per Acre

  0 Duval Pond Rd Unit 26522714, Madison, FL 32340

  160 Acres | Madison County, Florida(owner financing available-call for details)Listed By: Tucker Smith, Realtor (352)-494-6773Arguably one of the most well-rounded and highest quality recreational and timber tracts currently on the market in North Florida, this 160-acre property combines proven hunting history, sustainable timber income, strong topography, and long-term

  Tucker Smith United Country Real Estate Smith & Associates Inc.

  0 Duval Pond Rd Unit 26522714, Madison, FL 32340
• 

  

  /20

  $315,000

  • Land
  • 30 Acres
  • $10,500 per Acre

  5001 NW Little Cat Rd, Madison, FL 32340

  Hunter’s Paradise — 30 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 30 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

  William Gibson Southern Land & Homes

  5001 NW Little Cat Rd, Madison, FL 32340
• 

  

  /36

  $550,000

  • Land
  • 100 Acres
  • $5,500 per Acre

  650 Flowers Rd, Madison, FL 32340

  100 Acres of Prime Hunting & Recreational Land Madison County, FLDiscover your own private outdoor paradise on this 100-acre tract nestled in the heart of Madison County, Florida. This exceptional property offers a perfect blend of mature hardwoods, pine stands, open clearings, and natural wetlands -- creating ideal habitat for deer, turkey, hogs, and small game.With

  William Gibson Southern Land & Homes

  650 Flowers Rd, Madison, FL 32340
• 

  

  /21

  $360,000

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

  650 NW Flowers Rd, Madison, FL 32340

  Hunter’s Paradise -- 36 Acres of Prime North Florida Land in Madison, FLEscape to the quiet woods of Madison County, where 36 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity -- the perfect mix for hunters, campers, and nature lovers alike.Deer,

  William Gibson Southern Land & Homes

  650 NW Flowers Rd, Madison, FL 32340
• 

  

  /32

  $1,000,000

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

  Rd, Pinetta, FL 32350

  Some investments are measured in dollars. Others are measured in mornings spent in a deer stand, afternoons along the river, and memories shared with family for generations. This remarkable 100-acre riverfront property offers both.Bordered on the north by approximately 1,400 feet of the beautiful Withlacoochee River, this exceptional Madison County property captures everything that makes

  Olan Brunson Land & Legacy Group with BlueWater Realty

  Rd, Pinetta, FL 32350
• 

  

  /35

  $99,000

  • Land
  • 20 Acres
  • $4,950 per Acre

  000 NE Rootman Rd Unit Cherry Lake Florida, Madison, FL 32340

  20 +/- acres – Madison County, FLNorth Florida and specifically Madison County has grown in allure for those seeking rural community and that “Andy Griffith Show” Mayberry feel. At the heart of recreational enjoyment this small-town features beautiful Cherry Lake where summer days are well spent. Cool, Clear, spring water feed this lake and its recreational value. Aquatic sporting, boating,

  Keillor Davis Tutt Land Company

  000 NE Rootman Rd Unit Cherry Lake Florida, Madison, FL 32340
• 

  

  /5

  $130,500

  • Land
  • 45 Acres
  • $2,900 per Acre

  0 SW Wire Rd, Lee, FL 32059

  This property spans 45 acres, located in the heart of over 600,000 acres of timberland. It offers abundant wildlife, including deer, turkey, and hogs, and is secluded from the hustle and bustle. There are no deed restrictions or homeowners association (HOA) regulations. You can build your own hunting or recreational camp according to your preferences. Please note that electricity is over 5 miles

  TINA DONALDSON AFG TRI STATE REALTY, INC

  0 SW Wire Rd, Lee, FL 32059
• 

  

  /9

  $495,000

  $100K PRICE DROP

  • Land
  • 2 Acres
  • $247,500 per Acre

  178 Duval St, Madison, FL 32340

  Developer Special: The seller is beginning the process of the clearing the property to be development ready for prospective buyers! This is an exceptional opportunity to acquire a development-ready site adjacent to the corner of HWY 90 and Duval Street in growing Madison, Florida. This property is an ideal opportunity for an investor/developer, or owner operator looking to bring a premier QSR

  Keillor Davis Tutt Land Company

  178 Duval St, Madison, FL 32340
• 

  

  /64

  $1,188,900

  $211K PRICE DROP

  • 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
• 

  

  /23

  $160,000

  • Land
  • 20 Acres
  • $8,000 per Acre

  000 NE Rootman Rd Unit Cherry Lake Florida, Madison, FL 32340

  20 +/- acres – Madison County, FLNorth Florida and specifically Madison County has grown in allure for those seeking rural community and that “Andy Griffith Show” Mayberry feel. At the heart of recreational enjoyment this small-town features beautiful Cherry Lake where summer days are well spent. Cool, Clear, spring water feed this lake and its recreational value. Aquatic sporting, boating,

  Keillor Davis Tutt Land Company

  000 NE Rootman Rd Unit Cherry Lake Florida, Madison, FL 32340
• 

  

  /16

  $129,000

  • Land
  • 40 Acres
  • $3,225 per Acre

  000 SW Hike Lake Rd, Madison, FL 32340

  Discover your own private slice of North Florida with this 40± acre fully wooded recreational property located on SW Hike Lake Road in Madison County. Covered in mature timber and surrounded by the natural beauty of the area, this tract is an excellent opportunity for hunters, outdoor enthusiasts, and investors looking for a secluded getaway.The property's dense timber provides wildlife

  Keillor Davis Tutt Land Company

  000 SW Hike Lake Rd, Madison, FL 32340
• 

  

  /29

  $899,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  325 SW Durham Way, Greenville, FL 32331

  Offered for sale, this unique tract of land presents an idealopportunity for a private country estate, family farm, orgentlemans retreat. The property includes an approximately2,300 SF home that was completely renovated in 2024 withthree bedrooms and two bathrooms, complemented by fourestablished barnsone of which is a well-maintained horsebarn. Approximately 30% of the

  Karen Hahn TLG Real Estate Services, PLLC

  325 SW Durham Way, Greenville, FL 32331
• 

  

  /24

  $370,500

  $257K PRICE DROP

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

  5000 NW Little Cat Rd, Madison, FL 32340

  Hunter’s Paradise — 57 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 57 acres of pristine Florida land are waiting for your next outdoor adventure. Tucked away off a peaceful country road, this property offers privacy, wildlife, and endless opportunity — the perfect mix for hunters, campers, and nature lovers alike. Deer, turkey, and small

  William Gibson Southern Land & Homes

  5000 NW Little Cat Rd, Madison, FL 32340
• 

  

  /13

  $53,000

  • Land
  • 5.35 Acres
  • $9,907 per Acre

  1925 SW County Road 360a, Madison, FL 32340

  Discover the perfect blend of privacy, convenience, and endless possibilities with this 5.35± acre wooded property just south of the Madison city limits. Tucked away on a paved road, this beautiful parcel offers a peaceful country setting while providing quick access to downtown Madison and Interstate 10—both less than five minutes away. Completely wooded and ready for your vision, the property

  Dee Leslie OaksFeather Realty

  1925 SW County Road 360a, Madison, FL 32340
• 

  

  /17

  $99,000

  $46K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,311 Sq Ft

  115 SW Lee Ave, Madison, FL 32340

  This single-family home in Madison FL offers solid bones and a functional layout, making it the perfect canvas for a fix-and-flip, rental, or long-term hold. The existing structure provides a strong foundation to reimagine and transform into the home of your dreams—whether that means creating an open-concept living space, designing a modern kitchen, upgrading finishes throughout, or adding

  Mark Thews Equitable Company Realtors

  115 SW Lee Ave, Madison, FL 32340
• 

  

  /10

  $57,000

  $8K PRICE DROP

  • Land
  • 1.84 Acres
  • $30,978 per Acre

  Lot 5 Briarwood Way, Pinetta, FL 32350

  If you're dreaming of settling down in a charming new community, Lot 5 is calling your name! Nestled in a cozy cul-de-sac in a small town within an arm's reach of Valdosta, Tallahassee, and Cherry Lake, this residential gem offers the perfect blend of convenience and tranquility. Don't miss out on this fantastic opportunity to build your dream home in a welcoming neighborhood that's just waiting

  Crystal Daviner Marzucco Real Estate LLC

  Lot 5 Briarwood Way, Pinetta, FL 32350
• 

  

  /30

  $159,900

  • Land
  • 58 Acres
  • $2,757 per Acre

  000 W US 90, Greenville, FL 32331

  This 58-acre recreational tract in Madison County in North Florida has convenient Highway 90 frontage, offering easy access and outstanding opportunities for both hunters and recreators. This diverse property features thick native bedding cover that will hold mature deer, while several open areas are suited for establishing productive food plots to set up fall success. Waterfowl hunters will

  Keillor Davis Tutt Land Company

  000 W US 90, Greenville, FL 32331
• 

  

  /21

  $149,000

  $26K PRICE DROP

  • Land
  • 27.2 Acres
  • $5,478 per Acre

  Lot 2 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 2 SW Wonderwood St, Greenville, FL 32331
• 

  

  /59

  $460,000

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 2,944 Sq Ft

  402 NW Cantey Ave, Madison, FL 32340

  Nestled on 2.44 private acres surrounded by abundant wildlife, this beautifully maintained 1985 home offers space, charm, and numerous upgrades in the heart of Madison, FL. A brand-new metal roof installed in 2024 adds peace of mind, while the mature landscaping filled with blooming camellias creates a serene country setting. Inside, you'll find a spacious layout featuring a cozy wood-burning

  Alicia Radtke All Realty Services

  402 NW Cantey Ave, Madison, FL 32340
• 

  

  /11

  $245,000

  • Land
  • 18.91 Acres
  • $12,956 per Acre

  0000 NW Co Road 253, Madison, FL 32340

  Welcome to a picturesque 18.91-acre slice of heaven nestled within close proximity to Valdosta, GA, and Cherry Lake! This beautiful plot of land is eagerly awaiting your creative touch to turn your dreams into reality. With a diverse landscape of hardwoods and pines, a paved road leading to your doorstep, and the alluring rural charm of Madison, Florida, and Cherry Lake just a stone's throw away,

  Crystal Daviner Marzucco Real Estate LLC

  0000 NW Co Road 253, Madison, FL 32340

Showing Results 41 - 80, Page 2 of 6