Madison County FL Homes for Sale with Acreage

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  /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
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  /67

  $330,000

  $30K PRICE DROP

  • 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
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  /56

  $650,000

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

  393 NW Willie Deas Rd, Madison, FL 32340

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

  Christina McCulley eXp Realty LLC

  393 NW Willie Deas Rd, Madison, FL 32340
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  /57

  $375,000

  $50K PRICE DROP

  • 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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  /4

  $76,000

  $4K PRICE DROP

  • Land
  • 2.66 Acres
  • $28,571 per Acre

  0 NE 150 St, Pinetta (Madison County), FL 32350

  Nestled among the graceful oaks and majestic pines of north Florida, Summer Wood Estates is a beautifully wooded, gated community with 65-acres. Centrally located but minutes away from the historic city of Madison, Florida and the metropolitan area of Valdosta, Georgia. It is connected to the beautiful, paved, "Four Freedoms" Greenway Trail for bicyclists. This is the largest remaining lot (2.66

  Joketra Hall Florida Homes Realty &Mortgage

  0 NE 150 St, Pinetta (Madison County), FL 32350
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  /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

  Steven Koleno Beycome of Florida LLC

  0 NE Cottonwood St Unit 385766, Lee, FL 32059
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  /13

  $25,000

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

  XXX SW Ray Charles Ave, Greenville, FL 32331

  Check out this beautiful 2.5± acre homesite opportunity located in Madison County, Florida just outside of Greenville, Florida! This heavily wooded property offers an excellent combination of privacy, convenience, and flexibility for your future homesite. The property is located on a paved road with electricity running along the road frontage, making future development more convenient. The land

  Jerrod Trainer Jerrod A Trainer & Associates

  XXX SW Ray Charles Ave, Greenville, FL 32331
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  /68

  $799,000

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,864 Sq Ft

  1752 SE Rogers Sink Rd, Madison, FL 32340

  Welcome to your own private slice of North Florida paradise—where timeless charm, thoughtful upgrades, and peaceful country living come together on 20 beautiful acres in Madison County. From the moment you arrive, the gated entrance and classic white fencing set the tone for what lies beyond—a property that feels both refined and welcoming. This well-maintained brick home, built in 2009, offers

  Cindy Vees Jason Mitchell Real Estate

  1752 SE Rogers Sink Rd, Madison, FL 32340
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  /15

  $130,000

  $5K PRICE DROP

  • Land
  • 3 Acres
  • $43,333 per Acre

  TBD SW Harvey Greene Dr, Madison, FL 32340

  Positioned in a commercial/industrial park just minutes from I-10 and the City of Madison, this cleared 3-acre parcel presents an excellent opportunity for investors, developers, or business owners seeking a highly functional site with strong accessibility. The level acreage provides a ready-to-develop canvas suitable for a variety of commercial and light industrial uses. The property's layout

  Melanie Parks The American Dream

  TBD SW Harvey Greene Dr, Madison, FL 32340
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  /40

  $175,000

  • Land
  • 40.2 Acres
  • $4,353 per Acre

  Lot 84 SW Oregon Trail, Greenville, FL 32331

  Discover your own slice of North Florida paradise with this beautiful 40-acre tract located in the desirable Aucilla Plantation. This raw land offers endless potential for a private homestead, recreational getaway, or prime hunting property. Surrounded by natural beauty and abundant wildlife including deer, turkey, and more, it’s an ideal setting for outdoor enthusiasts. Enjoy peace, privacy, and

  Hunter Key OaksFeather Realty

  Lot 84 SW Oregon Trail, Greenville, FL 32331
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  /21

  $249,500

  • Land
  • 28.43 Acres
  • $8,776 per Acre

  TBD N County Road 53, Lee, FL 32059

  Welcome to your own private slice of paradise in Madison County. Tucked away among the natural beauty of North Florida, this breathtaking 28.43-acre property offers the perfect combination of privacy, freedom, and endless opportunity. Zoned AG-1, this secluded retreat is ideal for building the ultimate dream homestead, establishing a mini farm, creating a recreational getaway, or simply escaping

  Shannon Wirick Focus Real Estate Group, Inc

  TBD N County Road 53, Lee, FL 32059
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  /55

  $225,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft

  616 NE Hillside Terrace, Lee, FL 32059

  Motivated seller! Welcome to this beautifully maintained 2019-built home offering 1,512 sq. ft. of modern living on a private 2.02-acre fenced property tucked away on a quiet street. Designed for comfort, functionality, and peace of mind, this home is wired for a generator and storm-ready, making it ideal for Florida living. Inside, you'll find modern finishes throughout, a bright open layout,

  Chris Rockmore Grandview Realty Group, LLC

  616 NE Hillside Terrace, Lee, FL 32059
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  /43

  $875,000

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

  tbd Duval Pond Rd, Madison, FL 32340

  160 acres in Madison County, FL – arguably one of the most well-rounded recreational and timber tracts currently available in North Florida. Located just 7 miles north of Madison, 1 hour to Tallahassee, 1.5 hours to Gainesville, 2 hours to Jacksonville, and 3 hours to Orlando. Approximately 85% uplands with frontage on Duval Pond (approx. 160-acre natural water body) plus a small interior

  Tucker Smith United Country Smith & Associates

  tbd Duval Pond Rd, Madison, FL 32340
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  /31

  $744,000

  $156K PRICE DROP

  • Land
  • 93 Acres
  • $8,000 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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  /70

  $169,900

  $60K PRICE DROP

  • 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
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  /17

  $130,000

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

  652 NW Flowers Rd, Madison, FL 32340

  Hunter’s Paradise — 13 Acres of Prime North Florida Land in Madison, FL Escape to the quiet woods of Madison County, where 13 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

  652 NW Flowers Rd, Madison, FL 32340
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  /22

  $60,000

  • Land
  • 5.01 Acres
  • $11,976 per Acre

  LOT 7 NE River Trace Trail, Lee, FL 32059

  Nestled in the stunning countryside of North Florida, this 5-acre tract of buildable land offers a unique opportunity for those seeking to create a home surrounded by nature's tranquility. The property features carved trails weaving through its natural woods, providing a sense of seclusion from neighbors while immersing you in the peaceful ambiance of the lush surroundings. Perfect for building a

  Crystal Daviner Marzucco Real Estate LLC

  LOT 7 NE River Trace Trail, Lee, FL 32059
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  /26

  $89,900

  • Land
  • 10.01 Acres
  • $8,981 per Acre

  698 NE Beulah Church Rd, Lee, FL 32059

  Discover the quiet rural charm of North Florida with this 10.01-acre vacant lot in Lee, FL located in Madison County. Tucked just off a hard road, this flag-shaped parcel offers privacy, space, and flexibility without the limitations of an HOA or deed restrictions. Located outside of a flood zone, the property provides a strong foundation for your future homesite, recreational retreat, mini farm,

  Preston Miller Southern Land & Homes

  698 NE Beulah Church Rd, Lee, FL 32059
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  /12

  $61,500

  • Land
  • 5 Acres
  • $12,300 per Acre

  Vacant NW Buckskin Way, Madison, FL 32340

  Discover your own private retreat just minutes from Madison, Florida in the sought-after Loper Pond Plantation Subdivision. This beautiful 5-acre homesite offers the perfect blend of privacy and charm, featuring elevated pastureland with peaceful, scenic views that create a relaxing, vacation-like atmosphere right in your own backyard. With paved road frontage, underground utilities available at

  Sarah Pike The American Dream

  Vacant NW Buckskin Way, Madison, FL 32340
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  /9

  $74,500

  • Land
  • 2.91 Acres
  • $25,601 per Acre

  00 SW Anastasia Way, Madison, FL 32340

  Imagine owning a sprawling 2.91-acre parcel hugged by magnificent four-year-old Loblolly pines, providing the perfect backdrop for your dream home. This residential lot not only offers ideal topography but also presents a rare opportunity for OWNER FINANCING! Only 15% down, 7% APR, loan life negotiable! The rapid growth of Loblolly pines promises not just beauty but also practicality, with

  Crystal Daviner Marzucco Real Estate LLC

  00 SW Anastasia Way, Madison, FL 32340
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  /7

  $160,000

  $10K PRICE DROP

  • Land
  • 21.06 Acres
  • $7,597 per Acre

  0 SE Rogers Sink Rd Unit MFROM717679, Madison, FL 32340

  Discover the perfect opportunity to own 21 acres in beautiful Madison County! Located just off Rogers Sink Road, this spacious property offers a peaceful rural setting filled with Southern charm, abundant wildlife, and the natural beauty of wooded acreage. With excellent road frontage, access is easy while still providing the privacy and seclusion of country living. Enjoy endless possibilities

  Heath Bootle LOKATION

  0 SE Rogers Sink Rd Unit MFROM717679, Madison, FL 32340
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  /51

  $500,000

  • 3 Beds
  • 2 Baths
  • 2,899 Sq Ft

  3639 N Sr 53, Madison, FL 32340

  Spacious, beautifully renovated 3 bedroom, 2 bathroom home situated on 8.63 acres on paved North State Road 53, just minutes from town. The 2,899 heated square foot home is high and dry and surrounded by mature live oaks, offering a peaceful North Florida setting with convenient access. Most renovations were completed in 2021, with a new metal roof installed in 2025. Updates include new flooring,

  Stephanie Dobson Southern Land & Homes

  3639 N Sr 53, Madison, FL 32340
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  /24

  $760,000

  • Land
  • 86.41 Acres
  • $8,795 per Acre

  xxx NE Geranium St, Madison, FL 32340

  Here's a wonderful opportunity to have your own private farm and oasis - 86+/- acres, mostly covered in 8 year old Longleaf Pines with grand Oaks scattered along the perimeter. This gently rolling property has been well maintained by the current owners, and will make a wonderful homestead or retreat for its next one. There is an old barn and small wrap around stable on the property, as well as a

  Jim Butler ROGERS BARRY, REALTOR

  xxx NE Geranium St, Madison, FL 32340
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  /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

  TBD SE Kachina St, Lee, FL 32059
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  /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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  /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
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  /2

  $49,900

  • Land
  • 4.01 Acres
  • $12,444 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 mandatory HOA restrictions and flexible site development options available. Whether you're

  Delroy Robinson ROBINSON & ASSOCIATES REALTY L

  0000 SE Thomas Way, Lee, FL 32059
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  /45

  $487,000

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft

  218 NE Oakwood Way, Pinetta, FL 32350

  **$5,000 SELLER CONCESSION AVAILABLE!* Welcome to your dream home in the gated community of Summerwood Estates, where convenience meets small-town charm! This lovely house features four bedrooms and two bathrooms with a split floor plan for privacy and convenience. The dining room can easily double as a home office, giving you the flexibility you need. With a vaulted ceiling adding a touch of

  Crystal Daviner Marzucco Real Estate LLC

  218 NE Oakwood Way, Pinetta, FL 32350
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  /12

  $165,000

  $35K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  8955 SW US 221, Greenville, FL 32331

  Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.50 Acres located in the Town of Sirmans.

  Crystal Bochnia Madison Realty Group, LLC

  8955 SW US 221, Greenville, FL 32331
• 

  

  /22

  $47,500

  • Land
  • 5.01 Acres
  • $9,481 per Acre

  TBD SE Kachina St, Lee, FL 32059

  Discover the freedom and privacy of this beautiful 5-acre wooded parcel located in the quiet town of Lee, Florida, right in the heart of Madison County. Tucked away on a flag-shaped lot, this property offers a unique blend of seclusion and accessibility. A dedicated 30-foot-wide driveway section (reserved access) leads you back to your private acreage, where towering trees and natural Florida

  Preston Miller Southern Land & Homes

  TBD SE Kachina St, Lee, FL 32059
• 

  

  /12

  $48,000

  $1K PRICE DROP

  • 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. Seller is offering $2,000 to go towards land clearing credit or closing costs assistance with the right offer.

  KATRINA MOUGHTON WATSON REALTY CORP.

  Lot 4 NE Madison Bluffs Way, Lee, FL 32059
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  /35

  $89,000

  • Land
  • 1.04 Acres
  • $85,577 per Acre

  0000 NE Chervil Dr, Lee, FL 32059

  Withlacoochee River Retreat – Madison, Florida Escape to your own private slice of Old Florida on this stunning 1-acre river lot nestled along the scenic Withlacoochee River in Madison County. Whether you're looking for a weekend getaway, a full-time homestead, or a sportsman's paradise, this property has everything you need to hit the ground running. The land speaks for itself — a full acre of

  William Gibson Southern Land & Homes

  0000 NE Chervil Dr, Lee, FL 32059
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  /28

  $179,500

  • Land
  • 40.5 Acres
  • $4,432 per Acre

  Lot 116 SW Pier Rd, Greenville, FL 32331

  Wow...take a look at this! Over 40 acres of natural paradise. This gem is located within the private, gated subdivision of Aucilla Plantation in Madison County, North Florida. The Plantation has over 3,000 acres of gated and monitored property with several miles of private roads to enjoy. You'll fall in love with it the minute you drive through the wrought iron gates! This property boasts several

  Andrea White Sawgrass Realty, LLC

  Lot 116 SW Pier Rd, Greenville, FL 32331
• 

  /2

  $45,000

  $10K PRICE INCREASE

  • 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

  Katherine Gonzalez Pearson Realty Inc.

  XXX SW Grand St, Greenville, FL 32331
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  /8

  $30,000

  $8K PRICE DROP

  • 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

  Michelle Mejia A Main Street Realty Co, LLC

  0 NE River Ridge Way Unit 387365, Lee, FL 32059
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  /56

  $322,700

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,176 Sq Ft

  521 NE Cherry Lake Cir, Madison, FL 32340

  Cherry Lake 4/2 on 3 acres, with 2 car workshop/garage! The "good life" awaits on this spacious property in a great community! Just a half mile up the street from Cherry Lake and the American legion, (1 mile from the 4-H camp and public park/boat ramp.) there's something here for everyone! Inside this home, built in 2015 you'll find upgraded stainless appliances and a newer leaded-glass front

  Brigitte Swarbrick Keller Williams Town & Country

  521 NE Cherry Lake Cir, Madison, FL 32340
• 

  

  /14

  $389,200

  • Land
  • 30 Acres
  • $12,973 per Acre

  441 NE Mango Ave, Lee, FL 32059

  30.26 AC Lee Florida Madison County (3) 10 acre parcels each with separate parcel ID's. Over 16k Planted Long Leaf Pines. 5 acres of the 30 acres is cleared and ready for a breathtaking homesite, with a deep water well & pump installed! High and Dry land not in flood zone. Beautiful walking paths through the Long Leaf Pines makes this property your own private park. Premier Hunting Property. 10

  Robert Kracker Twin Rivers Realty

  441 NE Mango Ave, Lee, FL 32059
• 

  

  /15

  $57,000

  • Land
  • 1.95 Acres
  • $29,231 per Acre

  LOT18 Oakwood Way, Pinetta, FL 32350

  Welcome to Lot 18 for sale in Summerwood Estates, a prestigious gated community where elegance harmonizes with small-town allure. Situated in close proximity to Cherry Lake, Valdosta Ga, major highways, and Tallahassee, this custom home development offers residents a tranquil haven with convenient access to nature and city life. The well-preserved neighborhood is just moments away from biking and

  Crystal Daviner Marzucco Real Estate LLC

  LOT18 Oakwood Way, Pinetta, FL 32350
• 

  

  /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. Seller is offering $2,000 to go towards land clearing credit or closing costs assistance with the right offer.

  KATRINA MOUGHTON WATSON REALTY CORP

  Lot 4 NE Madison Bluffs Way, 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

Showing Results 121 - 160, Page 4 of 5