Madison Homes for Sale

Madison Homes for Sale

Welcome to Madison County, Florida – a hidden gem nestled in the heart of the Sunshine State. Known for its rich history and picturesque landscapes, Madison County is a perfect blend of charming small-town life and the natural beauty of Florida. With its lush forests, serene rivers, and vibrant community, this area is an ideal place for those seeking a peaceful retreat or a welcoming neighborhood to call home.

Madison County boasts a variety of outdoor recreational activities, from hiking and fishing to exploring the scenic trails that wind through its numerous parks. The county seat, the quaint town of Madison, features historic architecture, local shops, and delightful dining options, making it a great spot for families and individuals alike. The warm climate and friendly atmosphere create a sense of belonging that is hard to resist.

For those looking to invest in real estate, Madison County offers a diverse selection of homes for sale. Whether you're searching for a cozy bungalow, a spacious family home, or a serene property with land, you’ll find an array of options that cater to various lifestyles and budgets. The real estate market here is vibrant, with opportunities for first-time buyers, retirees, and everyone in between.

With its blend of natural beauty, community spirit, and affordable housing options, Madison County is not just a place to live; it’s a place to thrive. Explore our listings today and discover the perfect home in this charming corner of Florida!

Newest Madison Homes for Sale

$299,000
3 Beds ⋅ 2 Baths ⋅ 403263 MLS
Where Every Day Feels Like a Vacation... Nestled along 226 feet of pristine Withlacoochee River frontage, this exceptional custom-built waterfront home offers a rare opportunity to own a private slice of Old Florida paradise. Hidden behind a gated entrance on 1.22 beautifully wooded acres, this remarkable property combines timeless craftsmanship, modern comforts, and the peaceful lifestyle that only riverfront living can provide. Imagine beginning your mornings with coffee on the expansive screened porch as the river quietly flows by, spending afternoons kayaking, boating, fishing, or paddleboarding from your own backyard, and ending the day gathered around the bluestone fire pit beneath a sky full of stars. This is more than a home—it's a lifestyle. Designed with both comfort and entertaining in mind, the 1,228-square-foot residence features an inviting open-concept floor plan with soaring vaulted ceilings that fill the home with natural light and frame beautiful river views throughout the main living space. Warm heart pine hardwood flooring, elegant bluestone floors, and a striking wood-burning stove create an atmosphere that is both refined and welcoming. The kitchen serves as the heart of the home, complete with a gas range, breakfast bar, and open flow into the dining and living areas—perfect for gathering with family and friends. The home offers 2 spacious bedrooms, 2 full bathrooms, and a generous loft that easily functions as a third bedroom, guest retreat, bunk room, office, or flex space, providing plenty of room for family and overnight guests. Step outside and discover why this property is truly one of a kind. The spacious screened porch overlooks the Withlacoochee River, while the custom bluestone fire pit area creates the perfect place for entertaining or relaxing after a day on the water. A private staircase leads directly to the river, making it easy to launch a kayak, cast a fishing line, or simply enjoy the beauty of one of North Florida's most scenic waterways. Built for lasting enjoyment, the home also features a durable metal roof, tankless water heater, covered parking, quality custom construction, and thoughtful finishes throughout. Highlights You'll Love • 226 feet of direct Withlacoochee River frontage?• Custom-built waterfront home?• Gated entrance?• 1.22 private acres?• Open-concept floor plan?• Vaulted ceilings?• 2 bedrooms | 2 bathrooms?• Spacious loft with third-bedroom potential?• Heart pine hardwood flooring?• Bluestone flooring?• Wood-burning stove?• Kitchen with breakfast bar and gas range?• Tankless water heater?• Metal roof?• Covered parking?• Expansive screened porch overlooking the river?• Bluestone patio with fire pit?• Private stairs leading directly to the water?• Ideal for boating, kayaking, canoeing, fishing, paddleboarding, bird watching, and enjoying the natural beauty of the Withlacoochee River Whether you're searching for a luxury waterfront home, riverfront retreat, Florida vacation home, weekend getaway, second home, or an investment in one of North Florida's most beautiful waterfront settings, this property offers an extraordinary opportunity that rarely becomes available. Homes of this caliber on the Withlacoochee River are few and far between. Don't just buy a home—invest in a lifestyle where unforgettable sunsets, peaceful mornings, and lifelong memories await right outside your back door.

3211 NE River Park Road, Lee
$629,500
3 Beds ⋅ 2 Baths ⋅ 403205 MLS
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 oversized living room with a cozy wood-burning fireplace. The home also features a durable metal roof, two tankless water heaters, a five-year-old AC unit, and plenty of potential for updates to make it your own. Additionally, an extra homesite on the hill behind the house comes with septic and water access, offering a fantastic opportunity for expansion. Beyond the home, this property is an agricultural dream. A 50x25 three-car garage with a storage room and newer automatic garage doors, a 40x42 pole barn with four horse stalls, and a massive 26x86 workshop with two gas heaters and two window units provide ample space for equipment, livestock, or hobbyists. Additional storage features include four small silos, two large silos, and a semi-trailer. The land is fully fenced and cross-fenced, featuring a spring-fed pond stocked with bass and bream, a peaceful creek, and mature fruit trees. With water access in the pastures and plenty of room for livestock, this property is ideal for farming, equestrian activities, or simply enjoying the great outdoors. Don’t miss this rare gem in North Florida—opportunities like this don’t come around often!

511 SW Sundown Creek Road, Madison
$177,500
3 Beds ⋅ 3 Baths ⋅ 403146 MLS
This beautifully restored early-1900s home in the heart of Pinetta, Florida blends timeless character with thoughtful modern updates while preserving many original features. Renovations include updated wiring and plumbing, vinyl siding, insulated windows, and a brand new metal roof. The kitchen offers a gas stove and existing appliances, and a tankless water heater provides continuous hot water. Inside, you’ll find high ceilings, some original wood walls, and two and a half updated bathrooms, including a walk-in shower and a Jacuzzi tub in the second bath. A large screened front porch overlooks the fenced yard, which offers plenty of space for gardening, outdoor activities, or simply enjoying the outdoors. Don’t miss your opportunity to see this inviting home!

242 NE Bellville Road, Pinetta
$40,000
2 Beds ⋅ 1 Baths ⋅ 402976 MLS
One of those "glass half full" places! You will need your rose-colored glasses on for sure. Some people will want to tear it down and others will see potential. It is being lived in but the appliances belong to the tenant as well as the air conditioning units. This home will NOT be financeable, and it does NOT have casualty insurance coverage NOR could you obtain insurance on it in its present condition. There is a huge Magnolia tree growing into the front center edge of the roof line on the 8x16 front porch. Numerous areas of wood rot and foundation issues. Electrical and Plumbing issues. Well and Septic is very old. Some windows do not operate. Roof is not leaking but it is very old rusted metal. There is a storage building 20x12 that should be torn down. Buyer may negotiate for a 3 day inspections period with buyer agent required to be present for all inspections, however the seller will not fix, repair or replace anything. Being sold "AS IS". Seller is firm on the price. There shall be NO "sight unseen" contingencies. CASH ONLY with proof of funds required with contract. Seller does not have a survey. There is no sellers disclosure. Buyer to pay all closing costs.

4285 NW US 221, Greenville
$231,500
4 Beds ⋅ 3 Baths ⋅ 402940 MLS
Welcome to the charming town of Madison, where small-town character and rich history create a wonderful place to call home. This spacious 4-bedroom, 3-bathroom property offers plenty of room to grow along with exciting opportunities to add your own personal style. Inside, you’ll immediately notice the beautiful vaulted wood ceilings that stretch across the living, dining, and kitchen areas, creating a warm and inviting space perfect for everyday living and gatherings with family and friends. Built with durable concrete block construction and topped with a metal roof, the home offers long-lasting quality and peace of mind. Tucked away on a cul-de-sac at the end of a quiet, private road, the property sits on a generous 0.6-acre lot with a large backyard that provides plenty of space for outdoor activities, entertaining, or simply enjoying your own peaceful retreat. A workshop in the backyard adds even more value, offering the perfect space for a potential man cave, she-shed, or extra storage space. While you’ll appreciate the privacy and tranquility of the setting, you’re still just minutes from the shops, dining, and conveniences of downtown Madison. This home combines space, charm, and potential—making it a wonderful opportunity to create the home you’ve been dreaming of.

493 NE Shelby Extension, Madison
$415,000
4 Beds ⋅ 3 Baths ⋅ 402920 MLS
MOTIVATED SELLER!!! Situated on just over an acre in one of Madison’s most desirable locations near North Florida College, this beautifully renovated brick home offers the perfect blend of timeless construction, modern comfort, and upscale finishes. With 2,241 heated square feet, 4 bedrooms, and 3 bathrooms, the residence features a bright open-concept design that feels both spacious and inviting from the moment you walk in. The centerpiece of the home is the stunning remodeled kitchen, thoughtfully designed with shaker-style cabinetry, granite countertops, a large center island, and new Whirlpool appliances. The layout was enhanced by removing walls and adding a structural beam, creating seamless flow between the main living areas and making the space ideal for entertaining or everyday living. Throughout the interior, you’ll find rich solid oak flooring, crown molding, fresh paint, oversized baseboards, and upgraded doors and hardware that add warmth and character to every room. Nearly every major component has been improved, including electrical wiring, plumbing, ductwork, and a tankless water heater, providing both style and long-term peace of mind. Outside, the property continues to impress with a two-car carport, updated patio space with brick pavers, and an expansive yard with room for a pool, and recently planted grass seed, offering privacy, flexibility, and plenty of room to enjoy outdoor living. Completely move-in ready and extensively upgraded with quality craftsmanship throughout, this is the kind of property that rarely becomes available in Madison. Schedule your private showing today and experience firsthand everything this exceptional home has to offer.

422 NW College Loop, Madison
$925,000
3 Beds ⋅ 2 Baths ⋅ 402855 MLS
**Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living, or income potential. One house offers 6 bedrooms and 4.5 baths, with covered front and back porches ideal for quiet mornings or relaxing evenings, plus a new roof and recent updates throughout for true move-in ready living. The second home offers 3 bedrooms and 2 baths, along with its own covered front and back porches, giving guests or family members privacy while staying close to home. Outside, the property truly shines. A picturesque pond teems with fish and is home to resident ducks, while a barn with power and water stands ready for livestock, hobbies, or storage. A covered overhang on the metal barn provides the perfect space for outdoor entertaining, cookouts, or a workshop, and the partially fenced acreage is well suited for pets and livestock. Surrounded by farmland on two sides, the property offers a rare sense of privacy and space, all while remaining a convenient drive to Madison, Valdosta, or Tallahassee for work, shopping, and dining. Whether you're dreaming of a true family compound, a homestead with room to grow, or a property with rental potential, this 10-acre retreat delivers the quiet, rural lifestyle that's getting harder to find. This parcel and home 2293 NE CR 255 (27-1N-10-5732-001-000 is being sold with parcel and home 2355 NE CR 255 (27-1N-10-5732-001-001) And

2293 NE Cr 255, Lee
$925,000
6 Beds ⋅ 5 Baths ⋅ 402853 MLS
**Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living, or income potential. One house offers 6 bedrooms and 4.5 baths, with covered front and back porches ideal for quiet mornings or relaxing evenings, plus a new roof and recent updates throughout for true move-in ready living. The second home offers 3 bedrooms and 2 baths, along with its own covered front and back porches, giving guests or family members privacy while staying close to home. Outside, the property truly shines. A picturesque pond teems with fish and is home to resident ducks, while a barn with power and water stands ready for livestock, hobbies, or storage. A covered overhang on the metal barn provides the perfect space for outdoor entertaining, cookouts, or a workshop, and the partially fenced acreage is well suited for pets and livestock. Surrounded by farmland on two sides, the property offers a rare sense of privacy and space, all while remaining a convenient drive to Madison, Valdosta, or Tallahassee for work, shopping, and dining. Whether you're dreaming of a true family compound, a homestead with room to grow, or a property with rental potential, this 10-acre retreat delivers the quiet, rural lifestyle that's getting harder to find. This parcel and home 2355 NE CR 255 (27-1N-10-5732-001-001) is being sold with parcel and home 2293 NE CR 255 (27-1N-10-5732-001-000).

2355 NE Cr 255, Lee
$175,000
2 Beds ⋅ 2 Baths ⋅ 402851 MLS
Discover quiet country living with great potential at 15185 NW Little Cat Rd in Greenville, FL, right on the Florida/Georgia line. This 2,185-square-foot home features 2 bedrooms and 2 bathrooms and sits on 1.6 acres of beautiful countryside. Enjoy privacy and natural beauty all around you. The brick entry post, grand oak tree, and flagpole create a welcoming entrance to the property. Front and side porches are ideal for sweet tea and conversation. Inside, the oversized primary bedroom features a fireplace for chilly evenings, along with another fireplace in the family room. The three barns in the backyard offer ample space for woodworking, tool storage, or creative projects, and the carport provides convenient covered parking. The home is being sold AS-IS and will require vision and investment to reach its full potential. This is a wonderful opportunity for buyers to transform a private nature-filled setting into a unique country retreat. 20 minutes from downtown Madison, FL, 15 minutes to Quitman, Ga.

15185 NW Little Cat Road, Greenville
$145,000
3 Beds ⋅ 1 Baths ⋅ 402843 MLS
Charming craftsmen style home nestled in the heart of Madison! Quick walk to downtown or Lake Francis makes this home a wonderful place to settle down. Built in 1945, the home has seen many upgrades and conveniences without losing the craftmanship it was created with. Fairly recent updates include the ac, roof, water heater and flooring. Feel free to take a look and see for yourself! Madison area is a fantastic place with a local 4 year college, walking trail, swimming hole and some of the finest people you will meet. Only 30 minutes from Live Oak and Valdosta and an hour from the state capital in Tallahassee.

173 SE Madison Street, Madison
$339,000
4 Beds ⋅ 2 Baths ⋅ 402808 MLS
Curb appeal meets country charm. Step into a piece of North Florida history with this 1915 home in Greenville, FL. Situated on a spacious 0.75 acre corner lot, this 4 bedroom, 2 bath home offers over 3000 square feet of living space and original hardwood floors throughout. Home has been in a full renovation status since 2022. Major improvements include replaced electrical and plumbing systems, 2018 complete roof replacement, spacious living and dining rooms, a striking octagon addition with multiple French doors offering a spectacular sanctuary. Exterior standouts includes, 1,460 square feet of covered wraparound porches and a 560-square-foot composite back deck. Additional features include a 22x32 oversized garage, cleared and leveled grounds, citrus trees, reinforced 2x6 construction, hurricane straps and added structural supports. An excellent opportunity for an investor or fixer-upper enthusiast, this unique property also offers potential as a bed-and-breakfast, intimate event venue, room-rental property or multigenerational residence, subject to local zoning and approvals.

1534 SW Main Street, Greenville
$649,000
3 Beds ⋅ 2 Baths ⋅ 402761 MLS
Wake up to breathtaking sunrises and unwind with unforgettable sunsets on Cherry Lake—one of North Florida’s most sought-after spring-fed lakes known for its clear water and peaceful setting. This stunning lakefront home in Madison, FL offers the perfect blend of relaxation, entertaining, and quality construction. This 3-bedroom, 2-bath home with a loft is designed to maximize the views, featuring soaring ceilings and expansive rear windows that flood the home with natural light and showcase the water from nearly every angle. Updated stainless steel appliances and durable LVP flooring throughout make everyday living both stylish and low-maintenance. The primary suite offers a private retreat with direct access to the back deck—perfect for morning coffee overlooking the lake. Step outside to the expansive deck, with newly replaced boards, stretching the length of the home and creating the ideal space for hosting or simply soaking in the peaceful surroundings. Follow the path down to your covered dock, complete with a swing for relaxing right on the water. Boating enthusiasts will love the convenience of one boat slip plus a boat lift, making lake days effortless. Designed for entertaining, the home features a full whole-house audio system, including surround sound in the family room, in-ceiling speakers in the kitchen and primary bedroom, and additional speakers on the back patio, primary bedroom patio, and even down at the dock—creating a seamless indoor-outdoor experience. Built with durability and efficiency in mind, this home includes 2x6 exterior wall construction, full anchoring from roofline to foundation, insulated interior walls, and cellulose insulation in all exterior walls & the BRAND NEW ROOF adds even more peace of mind. Additional highlights include ample storage underneath the home and a spacious covered area beneath the deck, perfect for extra seating, hosting, or lake-day gatherings. Most furniture is negotiable, offering a true turn-key opportunity to start enjoying lake life immediately.

4219 NE Cherry Lake Circle, Madison
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