Madison County FL Homes for Sale

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  /67

  $360,000

  • 2 Beds
  • 2 Baths
  • 2,008 Sq Ft

  9849 Florida 53, Madison, FL 32340

  Imagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond-all from your own backyard. This 2-bed, 2-bath home on 5 acres offers private pond access, a metal roof, a stucco and stone exterior, and a spacious open carport, facing the pond. Great for storing your fishing gear! Plus a utility basement for storage or workshop space. If you are looking for quiet,

  Erika Roberts Keller Williams Town & Country

  9849 Florida 53, Madison, FL 32340
• 

  

  /2

  $250,000

  • Land
  • 41.14 Acres
  • $6,077 per Acre

  0 SE Pilgrim Way Unit 129142, Lee, FL 32059

  Not many of these Large Tracts of Land with Many Options of Use and Privacy. Out in the Country, Fresh Air and Next to Lots of Agriculture with Lots of Wildlife. High Dry Land.

  Leonard Dicks Florida Land Network

  0 SE Pilgrim Way Unit 129142, Lee, FL 32059
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  /36

  $744,000

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

  650 Flowers Rd, Madison, FL 32340

  93 Acres of Prime Hunting & Recreational Land Madison County, FLDiscover your own private outdoor paradise on this 93-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 established

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  650 Flowers Rd, Madison, FL 32340
• 

  

  

  /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
• 

  

  

  /31

  $790,500

  • Land
  • 93 Acres
  • $8,500 per Acre

  650 NW Florwers Rd Rd, Madison, FL 32340

  93 Acres of Prime Hunting & Recreational Land – Madison County, FL Discover your own private outdoor paradise on this 93-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 established trails

  William Gibson Southern Land & Homes

  650 NW Florwers Rd Rd, Madison, FL 32340
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  /11

  $7,000

  • Land
  • 0.24 Acre
  • $29,167 per Acre

  0 SW Main St Unit 129084, Greenville, FL 32331

  0.24 Acres located in the city limits of Greenville which allows the convenience of connecting to city water and city sewer. Located on a paved road for easy access. Short term owner financing available with acceptable terms by the seller.

  Crystal Bochnia Madison Realty Group, LLC

  0 SW Main St Unit 129084, Greenville, FL 32331
• 

  

  /23

  $150,000

  • 2 Beds
  • 1 Bath
  • 1,184 Sq Ft

  126 NE Patterson St, Madison, FL 32340

  Calling all music lovers! This home offers plenty of potential with its spacious layout and a unique bonus — a dedicated sound studio perfect for recording, practicing, or creating. While the home could use some updates, it’s full of character and ready for your personal touch. Don’t miss this rare opportunity to own a property that combines everyday living with creative inspiration! Being shown

  Crystal Bochnia Madison Realty Group, LLC

  126 NE Patterson St, Madison, FL 32340
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  /37

  $259,900

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  6175 NE Colin Kelly Hwy, Madison, FL 32340

  Charming Brick Home on 1 Acre – Peaceful Country Living! Discover this beautiful 2-bedroom, 2-bath brick home perfectly situated on a serene 1-acre lot. Enjoy quiet mornings in the sunroom overlooking a tranquil koi pond and a peaceful backyard filled with nature’s beauty. The spacious layout offers comfortable living areas, a well-appointed kitchen, and plenty of natural light throughout.

  Crystal Bochnia Madison Realty Group, LLC

  6175 NE Colin Kelly Hwy, Madison, FL 32340
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  /32

  $260,000

  • 3 Beds
  • 2 Baths
  • 1,524 Sq Ft

  391 NE Fir St, Pinetta, FL 32350

  Ben Jones Southern Land & Homes

  391 NE Fir St, Pinetta, FL 32350
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  /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

  $575,000

  • 4 Beds
  • 2 Baths
  • 2,139 Sq Ft

  641 SE Sequoyah Trail, Lee, FL 32059

  Unique opportunity to own approximately 40.95 acres of well-maintained agricultural land in rural Madison County. The majority of the property is newly planted pines, professionally sprayed and cared for since planting—ideal for future timber potential or continued agricultural use. Included is a 2010 four bedroom and two bathroom mobile home in pristine condition, featuring numerous upgrades

  Channah Galbraith The American Dream

  641 SE Sequoyah Trail, Lee, FL 32059
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  /7

  $37,500

  • Land
  • 1.83 Acres
  • $20,492 per Acre

  TBD NE Chervil Dr, Lee, FL 32059

  Bring your camper or tent and escape to the peace and quiet of North Florida! This 1.83-acre parcel in the Edgewater subdivision offers a perfect place to relax and enjoy the sounds of nature and the abundant wildlife all around. Located just across Chervil Dr. from the beautiful Withlacoochee River, you’ll have easy access to fishing, kayaking, and exploring the area’s natural beauty. The

  Alex Flowers DANIEL CRAPPS AGENCY, INC

  TBD NE Chervil Dr, Lee, FL 32059
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  /57

  $399,000

  • 4 Beds
  • 2 Baths
  • 2,384 Sq Ft

  983 NW Saint Thomas Church Rd, Madison, FL 32340

  Step inside this surprisingly spacious 4-bedroom, 2-bath home offering 2,384 sq. ft. of comfortable living space on a full acre of land just north of Madison, Florida. The open-concept design gives you plenty of room to spread out, featuring a spacious kitchen with lots of counter top and a huge walk-in pantry. The generous master suite includes a jetted tub, walk-in shower, and a massive closet.

  Sarah Pike The American Dream

  983 NW Saint Thomas Church Rd, Madison, FL 32340
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  /2

  $350,000

  • Land
  • 40.01 Acres
  • $8,748 per Acre

  Vacant 40 AC SE County Road 255, Lee, FL 32059

  40 Acres of completely high and dry land located in south Madison County, just a few minutes from Interstate 10. Road frontage is a government maintained paved County Road. Recently cut over and newly replanted with long leaf pines... will be income producing by harvesting straw in 5-6 years and timber harvest can be sold once trees mature. Perfect forever home site in the country, or build a

  Cindy Vees Robert Slack LLC

  Vacant 40 AC SE County Road 255, Lee, FL 32059
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  /10

  $159,900

  • Land
  • 20.24 Acres
  • $7,900 per Acre

  0 SE Gunpowder Ave Unit MFRO6351202, Madison, FL 32340

  Discover 20.24 acres of untouched natural beauty in the heart of Madison County, Florida. This expansive parcel on SE Gunpowder Ave offers a unique opportunity for hunters, investors, and nature lovers to create their own private retreat. Surrounded by mature pine and hardwood forest, the property is located in a high-demand recreational area known for deer, turkey, and hog hunting. It's just

  Angelica D. Zuluaga IAD FLORIDA LLC

  0 SE Gunpowder Ave Unit MFRO6351202, Madison, FL 32340
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  /2

  $55,000

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

  SE SE Benchmark Dr, Lee, FL 32059

  Enjoy peaceful country living on this 5-acre parcel in Lee, Florida! Perfect spot to build your dream home, start a small farm, or create a weekend getaway surrounded by nature. Close to I-10, parks, rivers, and Madison Blue Spring State Park. A great opportunity to own land in a quiet and beautiful part of North Florida!

  YILIEN LOPEZ CORRAL EXP REALTY LLC

  SE SE Benchmark Dr, Lee, FL 32059
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  /29

  $375,000

  • Land
  • 0.89 Acre
  • $421,348 per Acre

  1537 NE Cherry Lake Cir, Madison, FL 32340

  Lakefront Lot on Sought-After Cherry Lake – Madison, Florida Discover the perfect setting for your dream lake home on beautiful Cherry Lake, one of Madison County’s most sought-after waterfront communities. This spacious lakefront lot comes equipped with a well, septic tank, and existing dock piers, providing an incredible head start on your build. The gentle slope of the property is ideal for

  Beth Haun EXP Realty, LLC

  1537 NE Cherry Lake Cir, Madison, FL 32340
• 

  /2

  $269,000

  • Land
  • 40.24 Acres
  • $6,685 per Acre

  0 County Rd Unit 795776, Lee, FL 32059

  Very Nice high & dry 40 Acre tract on paved County Road. Planted Long Leaf Pines. Great Recreational Tract.

  Dale Herring Herring Realty Group

  0 County Rd Unit 795776, Lee, FL 32059
• 

  

  /23

  $147,900

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

  Vacant Sw Naples Terrace, Greenville, FL 32331

  40.55 Acres in Aucilla Plantation Jefferson County, FLLocated inside Aucilla Plantation, a deed-restricted communityGated entrances for privacy & securityPeaceful setting escape the hustle & bustle and enjoy natureGreat hunting opportunities with abundant deer, turkey & hogRoom to roam, relax, and enjoy the outdoorsPerfect for

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  Vacant Sw Naples Terrace, Greenville, FL 32331
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  /21

  $169,000

  • Land
  • 27.2 Acres
  • $6,213 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
• 

  

  /20

  $169,000

  • Land
  • 27.2 Acres
  • $6,213 per Acre

  Lot 1 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 1 SW Wonderwood St, Greenville, FL 32331
• 

  

  /21

  $64,000

  • Land
  • 7.07 Acres
  • $9,052 per Acre

  Lot 4 SW Wakulla Way, Greenville, FL 32331

  Discover the perfect blend of privacy, nature, and opportunity with this 7.07-acre tract on SW Wakulla Way in Shady Grove. Mostly high and dry, the property is planted with 4-year-old pines, offering both natural beauty and long-term timber potential. This versatile parcel would make an excellent homesite tucked away in a peaceful setting, a solid timber investment, or a recreational retreat

  Benjamin Sadler OaksFeather Realty

  Lot 4 SW Wakulla Way, Greenville, FL 32331
• 

  

  /20

  $117,000

  • Land
  • 19.43 Acres
  • $6,022 per Acre

  Lot 3 SW Wonderwood St, Greenville, FL 32331

  Escape to the quiet of Shady Grove with this 19.4-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 3 SW Wonderwood St, Greenville, FL 32331
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  /65

  $480,000

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

  402 NW Cantey Ave, Madison, FL 32340

  402 NW Cantey Ave Prime Location – peaceful setting with the charm of country living while still enjoying the convenience of being in town Walkable Lifestyle – shopping, dining, and daily needs are just steps away Spacious 2.44-acre yard – ideal for gardening, outdoor entertaining, or simply soaking up nature Peaceful Wildlife Views – relax in the bright & cozy sunroom while enjoying the sights

  Ben Jones Southern Land & Homes

  402 NW Cantey Ave, Madison, FL 32340
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  /24

  $82,000

  • 4 Beds
  • 1 Bath
  • 1,224 Sq Ft

  7326 SE Farm Rd, Lee, FL 32059

  Don't let the appearance of the house fool you! There are many possibilities for this oldie but goodie home. Currently tenant occupied, the property includes beautiful centuries old oak trees and a 24x30 metal barn with electric. Located in a quiet and sleepy small town in north Florida, this 1896 beauty is ready to be restored to its original glory. The inside staircase has been partially

  Jessica Webb A Main Street Realty Co, LLC

  7326 SE Farm Rd, Lee, FL 32059
• 

  

  /70

  $588,500

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

  588 NW Pickle Ln, Madison, FL 32340

  This spacious 5-bedroom, 6-bath brick home—priced below appraisal—sits on 5 peaceful acres. The two-story home w/heated-cooled basement features a remodeled kitchen w/stainless appliances, full-size oven, and granite countertops. Flooring includes hardwood, parquet, and slate throughout. Enjoy multiple living spaces w/Southern-style front porch, bright Florida room, built-in shelving, and three

  Dennis L Coxwell Keller Williams Town & Country

  588 NW Pickle Ln, Madison, FL 32340
• 

  

  /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

  Sarah Pike The American Dream

  319 SE Bunker St, Madison, 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) 230-8221

  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

  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 Tina Donaldson with AFG Tristate Realty

  3637 SE County Road 255, Lee, FL 32059
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  /28

  $425,000

  • Land
  • 0.31 Acre
  • $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

  Beth Haun EXP Realty, LLC

  1341 NE Cherry Lake Cir, Madison, FL 32340
• 

  

  /70

  $179,900

  • 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

  Andrea White Sawgrass Realty, LLC

  1458 Florida 53, Madison, FL 32340
• 

  

  /15

  $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

  

  Carrie Taylor

  The American Dream

  (448) 233-5029

  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) 230-9308

  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.

  Jessica Groover Southern Land & Homes

  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

Showing Results 121 - 160, Page 4 of 6