Madison County FL Houses for Sale

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  /42

  $350,000

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

  186 NW Whispering Pines Loop, Madison, FL 32340

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

  J. Deeann Knighton All Realty Services

  186 NW Whispering Pines Loop, Madison, FL 32340
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  /51

  $849,900

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

  916 NW Brooks County Line Rd, Greenville, FL 32331

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

  Jessica Groover Southern Land & Homes

  916 NW Brooks County Line Rd, Greenville, FL 32331
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  /131

  $1,100,000

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

  11110 Andrews, Greenville, FL 32331

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

  Hope Webb

  11110 Andrews, Greenville, FL 32331
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  /45

  $1,100,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  837 NE Raspberry Way, Pinetta, FL 32350

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

  Ben Jones

  837 NE Raspberry Way, Pinetta, FL 32350
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  /66

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

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

  40.02 Acres in Madison County, FL! Prime Location: Just 15 miles to downtown Madison & 6 miles to I-10 High & Dry Land: 100% usable no flood worries Home Onsite: 2016 1,800 sq ft mobile home Big Barn Bonus: 30x60 barn for equipment, toys, or animals Wildlife Galore: Healthy deer & turkey population for hunting or watching River Life: Short dirt

  Ben Jones

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059
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  /66

  $425,000

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

  3297 NE Rutherford Rd, Lee, FL 32059

  Welcome to 3297 NE Rutherford Road! Welcome to this beautiful 10-acre farm property! This spacious land hosts a modern 2023 3-bedroom, 2-bath modular home, providing comfortable living amidst serene surroundings. Additionally, the property includes a four-stall horse barn with a tack room and bathroom, offering ample space and facilities for equestrian care. Not to mention, there is a

  Connie Day

  3297 NE Rutherford Rd, Lee, FL 32059
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  /69

  $3,285,000

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

  1706 NW Radford Denson Rd, Greenville, FL 32331

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

  Ben Jones Southern Land & Homes

  1706 NW Radford Denson Rd, Greenville, FL 32331
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  /51

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,252 Sq Ft

  3751 NE Persimmon Dr, Pinetta, FL 32350

  Charming Country Mobile Home on 5 Private Acres Pinetta, FLEscape to peaceful country living with this well-cared-for older mobile home nestled on 5 beautiful acres in quiet Pinetta, Florida. Surrounded by nature and offering plenty of privacy, this property is perfect for anyone seeking space, tranquility, and a simpler way of life.Step onto the spacious porchideal for relaxing

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  3751 NE Persimmon Dr, Pinetta, FL 32350
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  /45

  $649,900

  • 4 Beds
  • 6.5 Baths
  • 4,016 Sq Ft

  237 NE Marion St, Madison, FL 32340

  A Timeless Treasure Historic Late Victorian MansionNestled in the heart of North Florida, this magnificent Late Victorian mansion was built in 1880 for Major William H. Dial, a Confederate veteran of the Civil War. Known as the Dial Goza house, it is one of the finest examples of Italianate architecture in the region, exuding timeless elegance and grandeur.Listed on the National

  Jessica Groover Southern Land & Homes

  237 NE Marion St, Madison, FL 32340
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  /63

  $417,900

  • 3 Beds
  • 2.5 Baths
  • 2,674 Sq Ft

  6753 E Us Highway 90, Lee, FL 32059

  OWNERS ARE HIGHLY MOTIVATEDBRING ALL OFFERS Nestled in the peaceful town of Lee, Florida, this traditional-style brick home offers timeless appeal paired with thoughtful modern updatesall set on a picturesque 5-acre corner lot with Highway 90 frontage. A paved driveway welcomes you home, offering durability and curb appeal. Inside, you’ll find original hardwood floors, multiple living areas

  Jessica Groover Southern Land & Homes

  6753 E Us Highway 90, Lee, FL 32059
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  /70

  $1,325,000

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

  2681 U S 221 Hwy N, Greenville, FL 32331

  193 +/- acres of absolutely TURN-KEY ranchland. Move-in ready - bring your family and livestock and start your cattle operation! Located in North Florida's prime cattle country, this ranch is only 25 minutes from downtown Madison, FL, and just 45 minutes from Tallahassee. Everything has been meticulously maintained, with brand new fencing, new 4/2 mobile home, ponds, 2 wells and productive soils

  Gary Silvernell Farm and Forest Brokers

  2681 U S 221 Hwy N, Greenville, FL 32331
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  /35

  $5,500,000

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

  0 SW Dupont St, Greenville, FL 32331

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

  Jon Kohler Jon Kohler & Associates

  0 SW Dupont St, Greenville, FL 32331
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  /138

  $1,350,000

  • 5 Beds
  • 5 Baths
  • 2,500 Sq Ft

  438 NE English Ivy Trail, Pinetta, FL 32350

  Welcome to Serenity Ranch ... This Property Perfectly Captures the Charm of a True Southern Ranch ... Cozy Cedar Cabins, Breathtaking Sunrises, and the Simple Joy of Watching Your Horses, Cows and Goats Graze in the Pasture from Your Porch. Serenity Ranch is an excellent income producing property with existing income revenue generated from Harvest Host Campers. It's the perfect sustainable

  Lori Weldon Jon Kohler & Associates

  438 NE English Ivy Trail, Pinetta, FL 32350
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  /42

  $449,000

  • 3 Beds
  • 2 Baths
  • 1,954 Sq Ft

  11942 SW Overstreet Ave, Lamont, FL 32336

  Just 30 miles south of Tallahassee, this 29+/- acre property is a dream for those who love country living and the outdoors. The unique 3-bedroom, 2-bathroom A-frame home is packed with charmhardwood floors, a brick-surround gas fireplace, and a kitchen full of farmhouse character with a wood-burning stove and great storage. Upstairs, cozy bedrooms await, while downstairs, a spacious screened-in

  Ben Jones Southern Land & Homes

  11942 SW Overstreet Ave, Lamont, FL 32336
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  /41

  $570,000

  • 3 Beds
  • 2 Baths
  • 2,436 Sq Ft

  1049 NE Macedonia Church Rd, Lee, FL 32059

  Stunning 3-Bedroom, 2-Bath Brick Home on 20+ Acres in Madison County, FL! Location: Nestled in the heart of Madison County, FL, this serene property offers the perfect blend of privacy and convenience, with quick access to Hwy 90 & I-10 for easy travel. Acreage & Land: Spanning over 20 acres, this picturesque property is ideal for those seeking a peaceful lifestyle, with plenty of space for

  Ben Jones Southern Land & Homes

  1049 NE Macedonia Church Rd, Lee, FL 32059
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  /40

  $960,000

  • 1 Bed
  • 1 Bath

  0 Vacant Ne Duval Pond Rd, Madison, FL 32340

  OVERVIEW160 acres fronting the Duval Pond located in Madison County, FL! Featuring frontage on the Duval Pond with a great interior road system. Several beautiful homesites are scattered about, offering an excellent opportunity to escape to the serenity of Rural America for that forever home or weekend getaway! RECREATIONThis tract offers an array of outdoor

  Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

  0 Vacant Ne Duval Pond Rd, Madison, FL 32340
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  /42

  $665,000

  • 3 Beds
  • 3 Baths
  • 2,040 Sq Ft

  1055 NE Cherry Lake Cir, Madison, FL 32340

  Enjoy the beauty of lakefront living with this newly renovated 3 bedroom, 3 bathroom home on Cherry Lake in Madison County, Florida. Situated on .59 acres with direct lake frontage, this move-in ready home features fresh paint, all-new flooring, and an open floor plan with large windows offering stunning views of the water. Downstairs, you’ll find a versatile bonus room that opens directly to the

  Sarah Pike The American Dream

  1055 NE Cherry Lake Cir, Madison, FL 32340
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  /42

  $684,500

  • 3 Beds
  • 2 Baths
  • 1,938 Sq Ft

  511 Sundown Creek Rd, Madison, FL 32340

  Nestled in the rolling countryside of Madison County, FL, this stunning 40-acre property on desirable Sundown Creek Road offers the perfect blend of privacy, functionality, and natural beauty. A gated entrance with an electric gate and a concrete driveway leads to a charming 3-bedroom, 2-bath home with just under 2,000 sq. ft. Inside, you will find a spacious kitchen with ample cabinetry and an

  Sarah Pike The American Dream

  511 Sundown Creek Rd, Madison, FL 32340
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  /61

  $799,000

  • 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
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  /40

  $330,000

  • 3 Beds
  • 2 Baths
  • 2,192 Sq Ft

  1259 NW Hawk's Ave Ave, Greenville, FL 32331

  Welcome to your dream farm home nestled atop a picturesque hill, offering breathtaking views of acres of meticulously manicured pasture land. This charming residence boasts a perfect blend of comfort, style, and rural allure. Step inside to discover a spacious living environment adorned with modern amenities and rustic charm. The inviting living room provides ample space for relaxation and

  Zack Comstock The American Dream

  1259 NW Hawk's Ave Ave, Greenville, FL 32331
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  /67

  $410,000

  • 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
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  /5

  $350,000

  428 SE Midway Estates St, Lee, FL 32059

  SMALL PARADISE, HAS A 4000 SF POLE BARN WITH AN RV (INCLUDED). 900 GAL NEW SEPTIC, ONE WELL. THIS POLE BARN IS PRIVATE, BEHIND THE TREES ON THE BACK OF THE PROPERTY. COMPLETLY FENCED IN.

  Marisol Brown TRINITY ROSE REALTY, INC

  428 SE Midway Estates St, Lee, FL 32059
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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

  $529,500

  • 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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  /56

  $384,000

  • 3 Beds
  • 2.5 Baths
  • 2,268 Sq Ft

  9319 County Road 53, Madison, FL 32340

  Back on the market and priced well below appraised value! The buyer's financing fell through at the last minute, so the appraisal, inspections, and survey have been completed. Nestled on just under 7 acres, this spacious home is perfect for those who love outdoor living. Enjoy 3 bedrooms, 2 1/2 baths, a saltwater pool with brand new screen enclosure, a garage converted to a large family room,

  Jessica Webb A Main Street Realty Co, LLC

  9319 County Road 53, Madison, FL 32340
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  /34

  $339,900

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  691 NE Post Rd, Madison, FL 32340

  Unique Property with Expansive Space and Flexibility – Minutes from Cherry Lake Situated on a serene 2.57-acre lot, this distinctive home offers the perfect blend of privacy, comfort, and versatility. Located just minutes from the scenic Cherry Lake, this 2-bed, 2-bath home provides 1,680 sq ft of living space with additional potential for a 3rd bedroom. The thoughtfully designed layout includes

  Jessica Groover Southern Land & Homes

  691 NE Post Rd, Madison, FL 32340
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  /42

  $410,000

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

  1983 U S 90, Madison, FL 32340

  For Sale: Stunning 3-Acre Property in Madison, FL! 1983 E US 90, Madison, FL Discover your dream home just minutes from downtown Madison! This beautiful 3-bedroom, 3-bathroom home sits on 3 gorgeous acres, offering the perfect blend of privacy and convenience. Home Features: Spacious Living Areas – Bright, open floor plan with abundant natural light Finished Basement – Includes a full bath &

  Ben Jones Southern Land & Homes

  1983 U S 90, Madison, FL 32340
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  /48

  $375,000

  • 3 Beds
  • 3 Baths
  • 3,331 Sq Ft

  6008 U S 90, Lee, FL 32059

  Looking for small town charm? Welcome to the small but proud Town of Lee. Nestled along US 90, this homestead is complete! You'll feel warmly invited by the great layout on this 3 bed 2 bath home. Enter into a tiled foyer, large living room, dining room, with vaulted ceilings, with natural light from the transom windows. Granite counter tops and center island in a luscious kitchen including a

  Frances Smith MOMENTUM REALTY

  6008 U S 90, Lee, FL 32059
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  /35

  $430,000

  • 3 Beds
  • 3.5 Baths
  • 3,592 Sq Ft

  205 NE Bevan Loop, Madison, FL 32340

  WELL MAINTAINED BRICK HOME WITH A FINISHED BASEMENT HAS A WET BAR IN THE FAMILY ROOM SPACIOUS DESIGN AND AND LAYOUT. GREAT SIZE FOR ENTERTAINING BEAUTIFUL FIREPLACE. PORCHES ON BOTH LEVELS. UP TO DATE AND MODERN KITCHEN WITH A DOUBLE OVEN SUNKED ENTRANCE IN FOYER AREA.SELLER HAS ADVISED THAT HE WILL ENTERTAIN OFFERS.

  James Hill Florida Scenic Realty LLC

  205 NE Bevan Loop, Madison, FL 32340
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  /58

  $229,900

  • 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
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  /47

  $232,848

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  308 SE Davis Ave, Madison, FL 32340

  Near new home featuring an open floor plan, 9 foot ceilings, and a grand front porch making it feel spacious and welcoming. Three bedrooms and two full bathrooms makes it perfect for a family or hosting guests. The kitchen boasts granite countertops with an oversized island perfect for gathering around and enjoying your favorite food and friends. Stainless steel appliances providing both style

  Gregory Sullivan Byowner.com

  308 SE Davis Ave, Madison, FL 32340
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  /17

  $70,000

  • 2 Beds
  • 1 Bath
  • 720 Sq Ft

  205 SW Millinor St, Madison, FL 32340

  Investor special in the heart of Madison! This 2 bedroom, 1 bathroom home is full of potential and ready for your vision. Whether you’re an investor looking for your next flip or a handy buyer wanting to build some sweat equity, this property is a great opportunity. Located just 4 minutes from North Florida College and walking distance to shopping, dining, and downtown, the location makes it

  Christina McCulley eXp Realty LLC

  205 SW Millinor St, Madison, FL 32340
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  /50

  $120,000

  • 6 Beds
  • 3 Baths
  • 3,546 Sq Ft

  281 NE Duval Ave, Madison, FL 32340

  Charming Historical Home with Bed & Breakfast Potential in Downtown Madison Welcome to this enchanting historical home nestled in the heart of downtown Madison! With its timeless charm and prime location, this property presents an exceptional opportunity for those looking to embrace a unique lifestyle or start up a bed and breakfast. Key Features: Spacious Living: This delightful home boasts 4

  Jessica Groover Southern Land & Homes

  281 NE Duval Ave, Madison, FL 32340
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  /39

  $229,000

  • 3 Beds
  • 2 Baths
  • 1,693 Sq Ft

  249 NE Bevan Loop, Madison, FL 32340

  Charming Brick Home Just Minutes from Downtown! Welcome to this cozy 3-bedroom, 2-bathroom brick home nestled in the desirable Livingston Springs subdivision. Offering 1,693 square feet of comfortable living space, this property blends classic charm with everyday functionality—all just minutes from the heart of downtown. Step inside to a spacious living area featuring a cozy fireplace, perfect

  Jessica Groover Southern Land & Homes

  249 NE Bevan Loop, Madison, FL 32340
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  /38

  $249,900

  • 4 Beds
  • 2 Baths
  • 2,116 Sq Ft

  535 NE Jade Way, Lee, FL 32059

  Discover the potential of this 20-acre high and dry gem in the heart of Madison County! Fully fenced and cross-fenced, this property is ideal for horses and/or cattle. The 4-bedroom, 2-bath home offers a spacious layout with a welcoming front porch—perfect for relaxing and enjoying peaceful country views. While the home does need some structural and flooring repairs, it provides a solid

  William Gamalero Southern Land & Homes

  535 NE Jade Way, Lee, FL 32059
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  /64

  $1,085,000

  • 4 Beds
  • 3.5 Baths
  • 2,993 Sq Ft

  1787 NE Cherry Lake Cir, Madison, FL 32340

  Welcome to your dream lakefront getaway on Cherry Lake in beautiful North Madison County, Florida. Set on nearly two acres of level, lakefront property, this custom 4-bedroom, 3.5-bath home offers the perfect blend of relaxation and modern comfort. Built in 2021, the home features a smart and spacious layout with two main-level master suites, an open living area perfect for gathering, and

  Sarah Pike The American Dream

  1787 NE Cherry Lake Cir, Madison, FL 32340
• 

  

  /22

  $145,000

  • 3 Beds
  • 2 Baths
  • 1,940 Sq Ft

  207 SE Thompkins Ave, Madison, FL 32340

  Nestled in the beautiful town of Madison, FL, this gorgeous brick house with good bones has tons of potential. Currently being rented at $1,200/mo on a month to month lease. Home needs some TLC and would make for an easy renovation for an owner-occupant or investor. Photos are prior to the tenant moving in. The sale of this property will include a 0.06 acre lot (Parcel ID 00-00-00-4375-000-000)

  Lynnaye Boyd Resilience Realty

  207 SE Thompkins Ave, Madison, FL 32340
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  /44

  $319,900

  • 3 Beds
  • 2 Baths
  • 1,849 Sq Ft

  405 NW Whispering Pines Loop, Madison, FL 32340

  Delightful Brick Home in Sought-After Whispering Pines Subdivision Welcome to this beautifully maintained 3-bedroom, 2-bathroom brick home located in the well kept neighborhood, Whispering Pines subdivision—where homes rarely hit the market! Boasting 1,800 square feet of comfortable living space, this property combines classic charm with thoughtful updates and functional features. Step inside

  Jessica Groover Southern Land & Homes

  405 NW Whispering Pines Loop, Madison, FL 32340
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  /48

  $142,500

  • 2 Beds
  • 1 Bath
  • 1,066 Sq Ft

  304 NE Yellow Pine Ave, Madison, FL 32340

  Charming Vintage Home on 3 Lots in Madison, FL. Located just outside the city limits of Madison, this adorable vintage home offers the perfect blend of character, comfort, and versatility. Sitting on three spacious lots, this property provides ample room to enjoy the outdoors, complete with beautiful landscaping and even a banana tree! Step inside to find a cozy 2-bedroom, 1-bath home featuring

  Samantha Prueter RE/MAX Professionals

  304 NE Yellow Pine Ave, Madison, FL 32340

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