Homes for Sale near Madison County High School

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  /59

  $448,700

  • 4 Beds
  • 2.5 Baths
  • 2,960 Sq Ft

  610 SW Okaloo Way, Greenville, FL 32331

  This is not your cookie-cutter home! This custom-built home has tons of personality with a versatile layout that can be customized for your own needs. There is plenty of room for everyone to spread out with a spacious living room, large kitchen, and handcrafted staircase that leads to an airy loft space. An extra-large living space upstairs is perfect for homeschooling, crafts, entertaining, or

  Jessica Webb A Main Street Realty Co, LLC

  610 SW Okaloo Way, Greenville, FL 32331
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  /42

  $498,500

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

  218 NE Oakwood Way, Pinetta, FL 32350

  Welcome to your dream home in the peaceful community of Summerwood Estates in Pinetta, FL! This extremely well-maintained 4-bedroom, 2-bathroom home sits on over an acre of beautifully landscaped land, offering space, privacy, and comfort. Step inside to find custom marble countertops, custom tile work, and a thoughtfully designed open floor plan perfect for both entertaining and family living.

  Daryn Wiles The American Dream

  218 NE Oakwood Way, Pinetta, FL 32350
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  /42

  $415,000

  • 5 Beds
  • 3.5 Baths
  • 2,625 Sq Ft

  396 NW Gadwall Way, Madison, FL 32340

  Step back in time with this authentic 1850's Florida Cracker Home - A Rare Old Florida Gem. Experience the charm of Old Florida in this beautifully preserved 1850's home nestled in the heart of the countryside. This historic property sits on a generous piece of land (1.75 acres) framed by native landscaping that captures the spirit of Old Florida. Crafted with heart pine and timeless

  Barry Kelly Kelly & Kelly Properties, Inc

  396 NW Gadwall Way, Madison, FL 32340
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  /42

  $399,900

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

  1983 U S 90, Madison, FL 32340

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

  Ben Jones Southern Land & Homes

  1983 U S 90, Madison, FL 32340
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  /24

  $98,400

  • 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
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  /20

  $135,000

  • Land
  • 12.01 Acres
  • $11,241 per Acre

  TBD NE Cedar Trail, Pinetta, FL 32350

  Escape to your peaceful retreat in North Florida! This 12-acre vacant land tract is high and dry and is a haven for nature lovers and hunting enthusiasts alike. This property is the perfect getaway from it all! Located down a private gated road it offers a serene sanctuary for those seeking tranquility. This property is a great place to cultivate a garden or raise your favorite farm animals.

  Sarah Pike The American Dream

  TBD NE Cedar Trail, Pinetta, FL 32350
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  /9

  $220,000

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

  0 SW Tower Rd, Lee, FL 32059

  Escape to your own private sanctuary with this incredible 40-acre parcel of land featuring its very own private lake — perfect for fishing, kayaking, or just soaking in the peace and quiet. Whether you're looking to build your dream homestead, establish an off-grid retreat, or invest in a versatile recreational property, this land has it all. Included Structures & Features your own Private Lake –

  Amanda Bure FUTURE HOME REALTY INC

  0 SW Tower Rd, Lee, FL 32059
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  /42

  $325,000

  • 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
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  /9

  $115,000

  • 3 Beds
  • 3 Baths
  • 2,688 Sq Ft

  485 SW Jordan St, Madison, FL 32340

  Bring your tools and get to work on this project already in the making. Large 2 story home in the middle of a remodel, finish with your own taste. 3 Bedroom, 3 Bath just waiting for the perfect buyer. Home is being offered As-Is with right to inspection. Inside photos coming soon.

  Crystal Bochnia Madison Realty Group, LLC

  485 SW Jordan St, Madison, FL 32340
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  /23

  $135,000

  • 3 Beds
  • 2 Baths
  • 1,124 Sq Ft

  632 NE Yellow Pine Ave, Madison, FL 32340

  Discover the charm of this cozy 3-bedroom, 2-bathroom home nestled in the Yellow Pine Subdivision. With 1,124 square feet of thoughtfully designed living space, this property blends comfort and functionality, making it an ideal first home or a perfect place to downsize. Inside, the home boasts stylish LVP flooring, stainless steel kitchen appliances, and newer cabinets that bring a fresh, updated

  Jessica Groover Southern Land & Homes

  632 NE Yellow Pine Ave, Madison, FL 32340
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  /32

  $197,000

  • Land
  • 16.62 Acres
  • $11,853 per Acre

  183 SW Jim Clark Rd, Madison, FL 32340

  This land has so many possibilities! Over 16 acres are fenced and cross-fenced with electricity and water already in place. Currently used for grazing cattle, there are several spots to make a perfect homesite. A stand of hardwoods in the back provides a haven for wildlife. Hunting enthusiasts will be right at home with deer, turkeys, and more. There are no restrictions, so site built or mobile

  Jessica Webb A Main Street Realty Co, LLC

  183 SW Jim Clark Rd, Madison, FL 32340
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  /16

  $385,000

  • Land
  • 111.53 Acres
  • $3,452 per Acre

  1404 SW Pacific Dr, Greenville, FL 32331

  111.5 Acres of Peace & Adventure – Your Private Hunting Retreat in Madison County, FloridaLocated in the gated Aucilla Plantation Community and perfect for outdoor adventure or a peaceful retreat. A private camp is already in place with a metal building, power, and septic...just bring your RV and enjoy! Evenings by the fire, mornings filled with wildlife, and endless trails await.

  Darilys Rodriguez EXP Realty LLC

  1404 SW Pacific Dr, Greenville, FL 32331
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  /4

  $68,000

  • Land
  • 5.62 Acres
  • $12,100 per Acre

  0 SW Summerset Way Unit 128339, Madison, FL 32340

  Discover your perfect retreat in the beautiful area of SW Summerset Way, Madison, FL. This exceptional property offers an ideal blend of serenity and adventure. Imagine waking up to peaceful surroundings, while still being just a short drive from local attractions and outdoor activities. Whether you're looking to build your dream home, invest in a sought-after location, this parcel provides

  Samantha Prueter United Country Real Estate|Lifestyle Properties

  0 SW Summerset Way Unit 128339, Madison, FL 32340
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  /35

  $189,000

  • 2 Beds
  • 1 Bath
  • 1,024 Sq Ft

  149 NE Rootman Rd, Madison, FL 32340

  Welcome to lake life at Cherry Lake in Madison, Florida! This beautifully crafted custom cottage sits on a fully fenced .79-acre lot shaded by majestic old oaks and designed for comfort, character, and relaxation. Inside, you’ll find an open-concept main living space filled with natural light and sweeping views of Cherry Lake from the living room and sunroom. The home is meticulously maintained,

  Lindsey Vaughn OaksFeather Realty

  149 NE Rootman Rd, Madison, FL 32340
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  /34

  $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
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  /6

  $35,000

  • Land
  • 2.02 Acres
  • $17,327 per Acre

  TBD NE Hillside Terrace, Lee, FL 32059

  2 acres of vacant land located in a peaceful, rural subdivision. Natural woods with culvert installed under the driveway for easy access. Ideal for residential or recreational use

  Jody Portbury POOLE REALTY INC.

  TBD NE Hillside Terrace, Lee, FL 32059
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  /44

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,814 Sq Ft

  4220 NW 140 County Rd, Greenville, FL 32331

  ?? Charming 1972 Brick Home – Peaceful Retreat ?? 1,814 sq. ft. brick home built in 1972 ??? 3 Bedrooms | ?? 2 Bathrooms ?? Separate living & dining rooms – perfect for family gatherings ??? Metal roof for durability & peace of mind ?? Screened-in entertainment area with wood-burning stove & outdoor kitchen ?? Pole barn for equipment storage or workshop space ??? Paved road frontage in a

  Ben Jones Southern Land & Homes

  4220 NW 140 County Rd, Greenville, FL 32331
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  /64

  $268,000

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  172 NE South Reagan Ct, Madison, FL 32340

  Nestled on 5 wooded acres, this spacious manufactured home offers privacy and room to spread out. Inside, the open floor plan features a large family room, kitchen with dining area, and multiple living spaces ideal for entertaining or relaxing. The primary suite includes its own walk-in closet and bath, while additional bedrooms provide flexibility for family, guests, or office space. Step

  Beth Haun EXP Realty, LLC

  172 NE South Reagan Ct, Madison, FL 32340
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  /65

  $379,900

  • Land
  • 80 Acres
  • $4,749 per Acre

  80 acres SW Delray Ave, Greenville, FL 32331

  ATTENTION AVID HUNTERS! Now is your chance to buy your dream hunting spot in Madison County, Florida. This property boasts everything you need to set up your rustic hunting camp retreat and this county has some of the best hunting in the state. Start getting those cameras ready for those trophy pictures! Currently the property has three established food plots with mixture of oats and clover. The

  Andrea White Sawgrass Realty, LLC

  80 acres SW Delray Ave, Greenville, FL 32331
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  /41

  $209,999

  • 4 Beds
  • 2 Baths
  • 2,240 Sq Ft

  243 SE Thomas Way, Lee, FL 32059

  Escape to the quiet life with this spacious 4 bedroom, 2 bath mobile home offering over 2,200 sq. ft. of living space, perfectly nestled on 4 beautiful acres. Surrounded by woods and backing up to farmland, this property is ready for your very own mini farm, garden, or simply room to spread out and enjoy the country lifestyle. Property Highlights include a newer roof & newer AC – solid, move-in

  Shelby Fitzgerald Jones Real Estate, Inc.

  243 SE Thomas Way, Lee, FL 32059
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  /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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  /44

  $220,000

  • 1 Bed
  • 1 Bath
  • 875 Sq Ft

  138 SW Gaskin Way, Madison, FL 32340

  Welcome to this beautifully maintained, like-new 1 bedroom, 1 bathroom home nestled on a spacious 6-acre lot in the serene Hopewell Farms subdivision, Madison County, Florida. Built in 2025, this modern home offers all the comforts of new construction, completed recently in January 2025 and only lived in for three months. Enjoy peaceful, quiet country living with plenty of room to relax, explore,

  Ryan Walker Southern Land & Homes

  138 SW Gaskin Way, Madison, FL 32340
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  /42

  $1,295,000

  • 4 Beds
  • 3.5 Baths
  • 3,082 Sq Ft

  2845 NE Cherry Lake Cir, Pinetta, FL 32350

  Welcome to your dream home nestled along the bank of Cherry Lake in North Florida, where southern charm meets modern elegance. This 3083 sq ft residence, has been meticulously designed with a modified Southern Living plan, that offers a perfect blend of comfort and sophistication. As you step through the entrance, you'll be captivated by the heart of the home with an expansive open-concept area

  Sarah Pike The American Dream

  2845 NE Cherry Lake Cir, Pinetta, FL 32350
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  /50

  $68,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  282 NE Pawpaw St, Pinetta (Madison County), FL 32350

  Updated Photos!! Escape to the peace and quiet of the country with this 3 bedroom, 2 bath mobile home on .74 acres. Tucked away from the hustle and bustle, this property offers plenty of potential for those looking to create their own private retreat. With no HOA and no restrictions, you have the freedom to make it your own—bring your vision, your tools, and your creativity! Multiple dog

  J. Deeann Knighton All Realty Services

  282 NE Pawpaw St, Pinetta (Madison County), FL 32350
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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
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  /5

  $31,999

  • Land
  • 2.02 Acres
  • $15,841 per Acre

  515 NE Hillside Terrace, Lee, FL 32059

  This 2.02-acre vacant lot in Madison, FL offers simple, peaceful country living with practical convenience there’s no power on site, and both a well and septic system are required. It’s perfectly positioned for easy access to Highway?90 and I-10, making trips to nearby towns like Madison, Lee, or Live Oak straightforward. Plus, the breathtaking Madison Blue Springs State Park is just a short

  Zach Hilferding NEW ALLIANCE GROUP REALTY

  515 NE Hillside Terrace, Lee, FL 32059
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  /34

  $265,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  3297 NE Rutherford Rd, Lee, FL 32059

  This beautiful three-acre property has tons of potential. Shady oak trees frame the setting for a custom 2023 mobile home with stucco and stone skirting. The home has unique touches such as shiplap walls, wooden accents, an induction stove with built-in air fryer, and more! Sit on the back patio which is perfect for entertaining and enjoying evenings under the stars. There is a brick fireplace on

  Jessica Webb A Main Street Realty Co, LLC

  3297 NE Rutherford Rd, Lee, FL 32059
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  /12

  $882,000

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

  VACANT88 NE Rocky Ford Rd, Madison, FL 32340

  Owner financing available. This 88.2-acre haven beckons with its serene beauty and abundant opportunities. This property features approx 24 acres of meticulously maintained 7 1/2 year old planted pines, promising both natural beauty and practical potential. The remaining agreage has newly planted pines, established in Jan 2025. The captivating elevations paint a portrait of natural elegance.

  SUSAN WHITE DUAL STATE REAL ESTATE INC

  VACANT88 NE Rocky Ford Rd, Madison, FL 32340
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  /12

  $413,700

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

  3600 NE Rocky Ford Rd, Madison, FL 32340

  Owner Financing Available. Explore this expansive 39.4 acre parcel located just 3 miles from Madison City Limits. The property boasts approx 650ft of county road frontage and features approx 15 acres of thriving 7.5 year old pines, providing both beauty and potential income. The remaining acreage has newly planted pines, established in January 2025, ensuring future growth and sustainability. This

  SUSAN WHITE DUAL STATE REAL ESTATE INC

  3600 NE Rocky Ford Rd, Madison, FL 32340
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  /10

  $512,400

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

  3500 NE Rocky Ford Rd, Madison, FL 32340

  Owner financing options available. Discover this impressive 48.8 acre parcel with approximately 650 ft of road frontage, perfect for a family farm or potential community development. The property features 9 acres of thriving 7.5 year old planted pines, providing both beauty and potential income. Additionally, the remaining acreage has newly planted pines established in Jan 2025, ensuring

  SUSAN WHITE DUAL STATE REAL ESTATE INC

  3500 NE Rocky Ford Rd, Madison, FL 32340
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  /34

  $180,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  298 SE Alafia Terrace, Lee, FL 32059

  Enjoy the peace and quiet of the countryside with this charming, recently renovated mobile home on 2 spacious acres in a beautiful rural setting. Upgrades include a new roof, new flooring, and updated bathrooms, giving the home a fresh and move-in-ready feel. Surrounded by open skies and natural scenery, this property offers the perfect blend of privacy and comfort. The cozy and functional layout

  Channah Galbraith The American Dream

  298 SE Alafia Terrace, Lee, FL 32059
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  /21

  $314,999

  • 3 Beds
  • 2 Baths
  • 1,216 Sq Ft

  1147 SE Hammerly St, Madison, FL 32340

  Escape to peace and privacy with this 2019 single-wide mobile home situated on 10.34 fully fenced acres in a very quiet, secluded area. Featuring 3 bedrooms and 2 full bathrooms, this 1,216 sq. ft. home offers comfort and functionality with recent upgrades for worry-free living. Recent upgrades include, new HVAC system, New roof and new siding, Updated septic system, New well installation. The

  Shelby Fitzgerald Jones Real Estate, Inc.

  1147 SE Hammerly St, Madison, FL 32340
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  /19

  $75,000

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  235 SW Valentine Ave, Madison, FL 32340

  Introducing a 3b 1b in historic Madison! Located just minutes from downtown Madison and with easy access to major highways, commuting is a breeze. Whether you're seeking your first home or an investment opportunity, this cozy retreat is ready to offer you comfort and convenience. Don’t miss out!

  Daniel Alvarez POOLE REALTY INC.

  235 SW Valentine Ave, Madison, FL 32340
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  /7

  $30,000

  • Land
  • 2.3 Acres
  • $13,043 per Acre

  xxx NE River Country Trail, Lee, FL 32340

  Discover your slice of North Florida paradise! This +/- 2.3-acre property offers the perfect blend of natural beauty and peaceful seclusion, all while being just minutes from outdoor adventures. Located in Madison County, you’ll enjoy easy nearby access to the Withlacoochee River—perfect for fishing, kayaking, or simply soaking in the views—and Blue Spring State Park, known for its crystal-clear

  Constance DAY Southern Land & Homes

  xxx NE River Country Trail, Lee, FL 32340
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  /14

  $74,900

  • Land
  • 8.51 Acres
  • $8,801 per Acre

  506 NW Coachwhip Ave, Madison, FL 32340

  8.51 Acres of Peaceful Florida Living! Build or Place a Mobile Home! Discover 8.51 beautiful acres in Madison County, Florida, ready for your dream home or mobile home! This land features a cleared homesite and a small pond tucked in the back corner, perfect for enjoying the rural countryside lifestyle. With no deed restrictions or HOA, you’ll have the freedom to create the life you want, whether

  Christina McCulley eXp Realty LLC

  506 NW Coachwhip Ave, Madison, FL 32340
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  /7

  $32,000

  • Land
  • 0.53 Acre
  • $60,377 per Acre

  123 NE Chervil Dr, Lee, FL 32059

  Experience waterfront living at its finest with this beautiful half-acre lot situated directly on the scenic Withlacoochee River in Madison County, Florida. Nestled just upriver from the renowned Madison Blue Springs, this serene and picturesque property offers a rare opportunity to own a slice of natural paradise. Immerse yourself in the tranquil surroundings of lush greenery and the soothing

  Ryan Walker Southern Land & Homes

  123 NE Chervil Dr, Lee, FL 32059
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  /20

  $45,000

  • Land
  • 2.5 Acres
  • $18,000 per Acre

  Vacant NW Appaloosa Way, Madison, FL 32340

  ?? 2.5 Acres in Loper Pond Plantation – Madison, FL ?? ?? Located in the beautiful Loper Pond Plantation community ??? Paved road frontage for easy access ?? Pond view adds serene charm to the property ?? Cleared and ready to build – perfect for your dream home ?? Peaceful setting to disconnect and enjoy wildlife right from your yard ??? Just 5 miles from downtown Madison, FL – close to

  Ben Jones Southern Land & Homes

  Vacant NW Appaloosa Way, Madison, FL 32340
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  /11

  $375,000

  • Land
  • 29.81 Acres
  • $12,580 per Acre

  0 Bittersweet Trail, Madison, FL 32340

  Pristine 29+ acres of 8-year-old planted pine are now for sale! This planted pine parcel has a pine straw contract in place. This contract is assumable by the new land owner, making it an instant cash flow this year. The property boasts the beauty of deer and turkey roaming about and offers the convenience of power and high-speed internet nearby, making it a dream spot for a future build. This

  Crystal Daviner Marzucco Real Estate LLC

  0 Bittersweet Trail, Madison, FL 32340
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  /18

  $1,750,000

  • Land
  • 161.78 Acres
  • $10,817 per Acre

  000 NE Delphinium Dr, Madison, FL 32340

  Situated in the serene North Florida town of Madison, this 161+ acre property boasts prime planted pine with pond, accessible exterior and interior trails. The meticulously maintained pines are home to a variety of wildlife, including deer, turkey, and dove. The property attracts diverse wildlife, enhancing the natural beauty of the surroundings. With an existing pine straw contract in place,

  Crystal Daviner Marzucco Real Estate LLC

  000 NE Delphinium Dr, Madison, FL 32340
• 

  

  /6

  $20,000

  • Land
  • 0.57 Acre
  • $35,088 per Acre

  0 Bishop St, Greenville, FL 32331

  Wooded corner lot simply waiting to be cleared and transformed into home site. Come take a look and decide which trees to remove and which ones to build around to make it your own.

  Daren Renfroe A Main Street Realty Co, LLC

  0 Bishop St, Greenville, FL 32331

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