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$395,000
3 Beds ⋅ 2 Baths ⋅ 399870 MLS
Now offered at $395,000. Qualifies for FHA, VA, and USDA financing. First-time homebuyer assistance programs may also be available for qualified buyers. Nestled on 11+ acres in northern Madison County, this beautifully maintained 3BR/2BA Homes of Merit home offers over 2,000 heated square feet of comfortable country living. The split floor plan features tape-and-textured walls, crown molding, recessed lighting, a stone propane fireplace, spacious living areas, and an open kitchen with abundant cabinetry and an island. Recent updates include a metal roof, 5-ton HVAC, and whole-home Generac generator (2018). Outside you'll find a 24x36 Quonset workshop with power and water, two RV hookups, covered porches, a two-car carport, storage buildings, and partially fenced acreage with room for horses, cattle, or your own hobby farm.

332 NE Forsythia Way, Pinetta
$399,900
3 Beds ⋅ 2 Baths ⋅ 399703 MLS
Experience the perfect blend of modern style and peaceful country living in this almost-complete new construction home in Canopy Park, Madison County’s newest subdivision just outside the city limits of Madison. This beautifully designed 3-bedroom, 2-bath home features an open-concept floor plan with spacious living areas, elegant quartz countertops, and a stunning custom tile shower in the master suite that adds a true touch of luxury. Thoughtfully designed for both comfort and functionality, this home offers the quality, efficiency, and low-maintenance lifestyle that comes with brand-new construction. Situated on a spacious 1-acre lot, the property provides the perfect balance of privacy and convenience, with the Madison County Club just a short golf cart ride away. Canopy Park offers peaceful surroundings with modern homes and room to breathe, all while being conveniently close to town. Beyond the beauty of the home itself, new construction means lower insurance costs, improved energy efficiency, reduced utility expenses, and minimal maintenance compared to older homes—giving you peace of mind and long-term savings from day one. Interior photos are from a previously completed home in the subdivision. Actual home is currently under construction. Finishes, features, and upgrades may vary.

241 SW Canopy Trail, Madison
$559,000
3 Beds ⋅ 2 Baths ⋅ 399699 MLS
Where luxury design meets modern comfort, this breathtaking premier model home was built to impress at every turn. Offering 2,002 heated square feet of beautifully curated living space, this exceptional 3-bedroom, 2-bath residence showcases soaring 10-foot ceilings, dramatic 8-foot doors, upscale finishes, and a spacious open-concept layout designed for effortless entertaining. The showstopping custom kitchen is truly the heart of the home, featuring quartz countertops, a workstation sink, prep sink, abundant custom cabinetry, and a large walk-in pantry with built-in shelving. The inviting living area is anchored by a stunning fireplace and opens seamlessly to a dreamy outdoor living space complete with a stone fireplace and designated area for a future outdoor kitchen. The luxurious primary suite offers a true private retreat with a massive walk-in closet featuring custom built-in shelving and a stunning custom tile shower you’ll want to show off to all your friends. Built with both style and quality in mind, this home features a durable metal roof, tankless water heater, and exceptional craftsmanship throughout, blending timeless design with modern functionality. Every detail was carefully selected to create a home that is as beautiful as it is comfortable. Situated on a private 1-acre lot in the desirable Canopy Park Subdivision, this property offers the perfect blend of luxury living and peaceful North Florida charm. The home also features a full irrigation system and a matching large storage building that perfectly complements the property. Conveniently located just outside Madison, FL, and only a golf cart ride from Madison County Club, this exceptional property combines upscale living with everyday convenience. Schedule your private showing today and experience firsthand the craftsmanship, luxury, and lifestyle this exceptional home has to offer.

153 SW Canopy Trail, Madison
$749,000
3 Beds ⋅ 2 Baths ⋅ 399349 MLS
Priced below appraisal! Welcome to your own private slice of North Florida paradise mini farm —where timeless charm, thoughtful upgrades, and peaceful country living come together on 20 beautiful acres in Madison County. Perfect for homesteading! 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 over 2,800 heated square feet with 3 bedrooms, 2 baths, and a spacious single-story layout designed for both everyday living and entertaining. Inside, you’ll find warm wood flooring, elegant trim work, and inviting living spaces, including multiple gathering areas and two fireplaces that create a cozy, traditional feel throughout. The kitchen features granite countertops, custom cabinetry, and an open flow into the main living area, making it the heart of the home. The primary suite is a true retreat, complete with a tray ceiling, fireplace, and a spacious ensuite bath featuring a soaking tub, walk-in shower, and dual vanities. Step outside and experience what truly sets this property apart. The expansive screened porch—lined with ceiling fans—overlooks a serene private pond with fountain, open pasture, and beautifully maintained grounds. Whether enjoying your morning coffee or winding down in the evening, this space was made for taking in the quiet beauty of the land. The acreage is both functional and picturesque, featuring approximately 7 acres of fenced pasture ideal for cattle or horses, a chicken coop for your own fresh eggs, and roughly 10 acres of planted pines, offering privacy, natural beauty, and long-term value. At night, the property comes alive with landscape lighting reflecting across the water, creating a peaceful and picturesque setting. Additional features include: New metal roof (2024) HVAC system replaced (2025) Whole-house Generac generator Private well with updated filtration system For those looking to expand, an additional approximately 20-acre parcel adjoining the property may be available for separate purchase through another broker—offering a unique opportunity to create your own nearly 40-acre estate. This is more than just a home—it’s a lifestyle. A place where you can spread out, slow down, and enjoy the kind of peace that’s getting harder to find. *Livestock not included in sale

1752 SE ROGERS SINK Road, Madison
$449,000
4 Beds ⋅ 4 Baths ⋅ 399177 MLS
Livingston Springs Subdivision – Madison, FL 4 Bedroom / 4 Bathroom Home located in the highly sought-after Livingston Springs subdivision in downtown Madison Positioned on 2 acres – offering a rare combination of in-town convenience with privacy and space to spread out Beautiful brick exterior delivering timeless character, durability, and low-maintenance living Generous floor plan with ample living space – ideal for families, entertaining guests, or accommodating multi-generational needs Updated master bathroom featuring modern finishes for a comfortable and refreshed feel Well-maintained grounds providing a peaceful, park-like setting with room for outdoor activities, gardening, or future improvements Paved driveway enhances curb appeal and provides easy access to the home Multi-car carport offering plenty of covered parking along with additional storage space Located within city limits – enjoy the convenience of being just minutes from local shops, restaurants, schools, and everyday amenities Quiet, established neighborhood known for its charm and desirable location A great opportunity for buyers seeking a spacious home with acreage in town—a rare find in Madison

324 NE Fraleigh Drive Drive, Madison
$195,000
3 Beds ⋅ 2 Baths ⋅ 399126 MLS
Less Mowing! More Living! Completely refurbished and beautifully updated, this solid concrete block home delivers the rare combination of durability, modern upgrades, and an unbeatable location with stunning lake views. Enjoy picturesque water vistas right from your front yard, living room windows, and front bedroom—this setting is genuinely exceptional. Originally built in 1955, the home has been fully refurbished from top to bottom, offering approximately 1,500 square feet of thoughtfully updated living space. Recent improvements include a newer roof, new 2026 HVAC system, new 2026 appliances, updated electrical, new 2026 windows and doors, fresh paint, modern lighting, and new 2026 flooring throughout—providing peace of mind and true move-in-ready convenience. Step outside and experience one of the area’s most unique lifestyle features: a scenic lake loop equipped with county and state-maintained exercise stations placed approximately every 25 feet—perfect for walking, fitness routines, or simply enjoying the outdoors. Location is the standout advantage with the best part.... almost no backyard maintenance. Situated within approximately one mile of churches, restaurants, shops, and boutiques, daily errands and leisure activities are easily accessible—no car required. A golf cart is all you need to navigate this highly desirable, connected community. This is more than a home—it’s a lifestyle opportunity with views, walkability, and modern updates already in place. Located in Madison, Florida in Madison County, Florida. Lot dimensions are estimated.

146 SE Bunker Street, Madison
$439,000
3 Beds ⋅ 2 Baths ⋅ 398880 MLS
There’s something special about finding a home that offers both space to breathe and comfort to gather—and this one delivers. Situated on 6.63 fully fenced acres, this well-maintained traditional 3 bedroom, 2 bathroom home offers 2,032 heated sq ft of thoughtfully designed living space. Inside, a well-appointed formal living room welcomes you at the front of the home, while the separate family room features a cozy fireplace and peaceful views of the back fields—creating the perfect setting for quiet evenings or time with family. The spacious kitchen with eat-in bar makes everyday living and entertaining easy, and new carpet throughout adds a fresh, updated feel. Step outside and enjoy the best of country living with a covered front porch perfect for sipping morning coffee, back patio for grilling and entertaining, and a brand new 30x50 barn—ideal for storage, hobbies, or animals. Located just outside of Madison, this spacious home features recent updates including a metal roof, 2023; new water heater, 2024, and newly paved driveway, 2025. Private, peaceful, and move-in ready—this property offers the lifestyle so many are looking for. Reach out to schedule your private showing or for more details.

1262 N State Road 53, Madison
$105,000
3 Beds ⋅ 2 Baths ⋅ 397965 MLS
Affordable Brick Home on Large In-Town Lot with Investment Potential Opportunity awaits with this 3 bedroom, 2 bathroom brick home situated on a large in-town lot, offering space, flexibility, and strong potential for the right buyer. This home features a functional layout with potential for a 4th bedroom or flex space, making it ideal for a home office, guest room, or added value opportunity. Enjoy a screened-in front porch, perfect for relaxing and adding to the home’s charm. Inside, you’ll find solid wood kitchen cabinets, providing a great starting point for future updates. The home does require TLC and cosmetic improvements, making it a great fit for investors, renovators, or buyers looking to personalize a home over time. Previously financed with a VA loan, indicating that major systems such as electrical and plumbing were in working order at that time. Conveniently located within town limits, this property offers accessibility while presenting an opportunity to purchase at an approachable price point. ? Large lot in town ? 3 bedrooms / 2 bathrooms ? Potential 4th bedroom or flex space ? Screened-in front porch ? Brick exterior ? Solid wood cabinets ? Needs TLC – great value-add opportunity ? Sold as-is with right to inspect If you’ve been searching for an affordable home with upside potential, this is your chance to create value and make it your own.

213 SW Valentine Avenue, Madison
$500,000
4 Beds ⋅ 3 Baths ⋅ 397955 MLS
Step into timeless charm with this beautifully maintained Folk Victorian-era home in the heart of Madison, Florida. Rich in character, this stunning property showcases intricate gingerbread trim, gleaming refinished heart-of-pine hardwood floors, and four cozy gas fireplaces that create a warm, inviting atmosphere throughout. The main home offers three spacious bedrooms, two bathrooms, a versatile office or optional fourth bedroom, formal living and dining rooms, and a generously sized laundry room. Thoughtfully updated with a new roof, updated wiring, all-new HVAC systems, fresh exterior paint, and a Generac generator installed in 2025, this home perfectly blends historic elegance with modern convenience. Adding even more value is the attached one-bedroom, one-bath apartment—ideal for guests, rental income, or a private mother-in-law suite. Outside, enjoy a fenced backyard designed for both relaxation and productivity, featuring a gardening area, covered sitting space, and convenient access from both the main house and apartment. A new garage/workshop adds functionality, while the option to purchase the home furnished makes this a truly turnkey opportunity. Located within walking distance to downtown and less than 10 minutes from I-10 and 25 minutes to I-75, this exceptional property offers small-town charm with easy accessibility. This is more than a home—it’s a rare opportunity to own a piece of history with all the comforts of today.

231 SW Rutledge Street, Madison
$675,000
3 Beds ⋅ 3 Baths ⋅ 397596 MLS
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 lake—complete with its own bathroom and a dedicated space for a washer and dryer. A concrete boat ramp adds convenience, and while the dock needs a little work, the framework is already in place for lakeside enjoyment. Whether you're looking for a full-time residence or a weekend getaway, this property delivers comfort and outdoor fun. Cherry Lake is skiable and known for its excellent fishing, boating, and swimming—bringing recreation right to your backyard. The large front area between the house and road offers ample parking or room to add a workshop or garage. With peaceful views and direct lake access, this home is ready for your next chapter filled with unforgettable memories.

1055 NE Cherry Lake Circle, Madison
$299,900
5 Beds ⋅ 3 Baths ⋅ 397113 MLS
Spacious 5 Bedroom Pool Home with Sunroom, Multiple Living Areas & Covered Outdoor Spaces This beautifully designed 5 bedroom, 3 bathroom two-story home offering approximately 3,399 square feet provides exceptional space for both everyday living and entertaining. With multiple living areas, a private primary suite, guest accommodations on the main level, and a backyard inground swimming pool, this property offers the features many buyers search for when looking for a spacious family home. Inside, the home features both a formal living room and a large family room, providing flexible space for relaxing, entertaining, or hosting gatherings. A formal dining room offers the perfect setting for holiday meals and special occasions, while the inviting wood-burning fireplace adds warmth and character to the main living space. The kitchen is designed for both function and entertaining, featuring abundant cabinetry, generous counter space, a breakfast bar, and a bright breakfast area, creating a comfortable gathering space for family and guests. The private upstairs primary suite provides a quiet retreat away from the main living areas. For added convenience, the home also includes a guest bedroom and full bathroom on the main floor, making it ideal for visitors, extended family, or multi-generational living. One of the standout features of this home is its incredible outdoor living space. The property includes two covered porches, two covered patios, and a bright sunroom overlooking the inground pool and patio area, creating the perfect environment for outdoor entertaining, relaxing poolside, or enjoying the view of the backyard. Additional highlights include: • Inground swimming pool with patio • Covered front porch and covered rear porch • Two covered patios for outdoor entertaining • Carport for covered parking • Large laundry room with extensive storage • Spacious layout designed for entertaining • Multiple gathering spaces throughout the home With over 3,300 square feet of living space, five bedrooms, multiple living areas, and a private pool, this home offers the space, comfort, and flexibility today’s buyers are searching for.

538 NW US-221 Highway, Greenville
$350,000
3 Beds ⋅ 2 Baths ⋅ 396845 MLS
Turnkey 40.23-Acre Livestock & Recreational Property with Home, Cross-Fencing & Cypress Ponds – Madison County, FL 40.23-acre North Florida tract located just 5 miles from historic downtown Madison 3 Bedroom, 2 Bath 1997 doublewide mobile home offering comfortable rural living Fully fenced and cross-fenced — well suited for cattle, horses, or rotational grazing Established pastures dotted with majestic, mature oak trees providing shade and classic North Florida scenery Multiple beautiful cypress ponds enhancing the landscape and attracting abundant wildlife Diverse property ideal for hunting deer and turkey, running livestock, or enjoying outdoor recreation Horse stalls already in place and ready for use Excellent mix of open pasture and natural features, offering both functionality and character Frontage on a county-maintained dirt road for easy access Property adjoins I-10 Easement onsite providing access to a cell tower Power transmission line runs along the entire southern boundary of the property Strong potential as a working farm, equestrian property, recreational tract, or private homestead

1914 SW JIm Clark Rd, Madison
$790,000
3 Beds ⋅ 2 Baths ⋅ 395967 MLS
Welcome to this beautiful 57+ acre horse farm offering the perfect blend of country living, income potential, and modern comfort. Over 40 acres are planted in income-producing hay, with fenced and cross-fenced pastures ready for horses or livestock. The property includes a 40x60 hay barn, 18x36 barn with stalls, horse stables, multiple sheds including a grain shed, chicken pen, covered parking for four vehicles, and a stocked pond for fishing. Two home sites with separate wells, septics, and power poles provide options for expansion, rental income, or creating a private retreat for family or guests. The custom-built home, completed in 2019, features over 1,500 sq. ft. with 3 bedrooms and 2 bathrooms. Inside you’ll find an open floor plan, granite countertops, kitchen island, walk-in closets, high ceilings, and a large attic for storage. The primary suite includes a spacious walk-in shower and double vanities. Additional upgrades include an alarm system, whole-farm generator, and partial furnishings. Zoned agricultural, this property offers low taxes and excellent versatility. Whether you’re seeking a working farm, a quiet country escape, or an income-producing investment, this property is ready to meet your needs.

1048 NE Duval Pond Road, Madison
$145,000
3 Beds ⋅ 2 Baths ⋅ 395920 MLS
Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.50 Acres located in the Town of Sirmans.

8955 SW US 221, Greenville
$259,000
4 Beds ⋅ 3 Baths ⋅ 394122 MLS
BEAUTFUL BRICK HOME RIGHT IN THE HEART OF HISTORIC MADISON FL! SITTING ON 3 LOTS FOR A VERY SPACIOUS 0.76 ACRES, THIS HOME IS DEFINITELY A MUST SEE.ON THE EAST SIDE, THE PROPERTY ALSO INCLUDES A HUGE CARPORT AND A TWO CAR GARAGE. A FULL MOTHER IN LAW SUITE IS ALSO INCLUDED WHICH CARRIES IT'S OWN KITCHEN AND FULL BATH. THERE IS ALSO A STORAGE AREA UNDER ROOF ON THE OUTSIDE OF THE SUITE. BOASTING 4 BEDROOMS, A LARGE FAMILY AND LIVING ROOM, AN OFFICE SPACE AND 3 FULL BATHS, THIS HOME IS PERFECT FOR SOMEONE NEEDING SPACE! THE PROPERTY IS HUGE FOR BEING IN TOWN SITTING ON 3 LOTS AND IT ALLOWS FOR ALL KINDS OF OUTDOOR ACTIVITIES. THERE IS A HUGE PATIO ON THE WEST SIDE OF THE HOME ALLOWING FOR SECLUSION WHILE STILL BEING OUTDOORS ALLOWING AMPLE AREA FOR GATHERINGS! THE HOME ALSO OFFERS A VACCUUM SYSTEM IN THE WALLS FOR EASY FLOOR MAINTENENCE! TRULY PRICED WELL FOR EVERYTING YOU GET SO COME TAKE A LOOK AND EXPLORE THIS WONDERFUL PROPERTY YOURSELF.

277 SE WOODLAWN Street, Madison
$259,900
2 Beds ⋅ 2 Baths ⋅ 392409 MLS
Charming Brick Home on 1 Acre – Peaceful Country Living! Discover this beautiful 2-bedroom, 2-bath brick home perfectly situated on a serene 1-acre lot. Enjoy quiet mornings in the sunroom overlooking a tranquil koi pond and a peaceful backyard filled with nature’s beauty. The spacious layout offers comfortable living areas, a well-appointed kitchen, and plenty of natural light throughout. Outside, you’ll find a large storage building—ideal for hobbies, tools, or extra storage space. Whether you’re relaxing in the sunroom, entertaining outdoors, or simply enjoying the quiet surroundings, this home provides the perfect blend of comfort and tranquility.

6175 NE Colin Kelly Highway, Madison
$429,000
3 Beds ⋅ 2 Baths ⋅ 391308 MLS
A LAND REMEMBERED-ESCAPE to OLD FLORIDA Welcome to your private 29+ acre rustic retreat in the heart of rural Madison County, FL - a rare and unrestriced recreational paradise where you can hunt, fish, farm, and play to your heart's content. Tucked away in the beauty of Old Florida, this property offers: a unique A-Fame home full of rustic character, multiple outbuildings for storage or creative use., a storage barn, and open pole barn for your RV, and a dedicated office/workshop ideal for remote work hobbies, or business use. Several ponds on the [property. Whether you are seeking a peaceful homestead, a weekend getaway, or land to explore and enjoy nature, this property has it all - no HOA, no deed restrictions, and endless potential.

11942 SW Overstreet Avenue, Lamont
$140,000
2 Beds ⋅ 1 Baths ⋅ 390223 MLS
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 by appointment only.

126 NE Patterson Street, Madison
$399,900
3 Beds ⋅ 3 Baths ⋅ 382385 MLS
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 relaxing in your private outdoor space Convenient access to US 90 Close to shopping, schools, and amenities Great for comfortable living, gardening, or investment opportunities Don’t miss this rare opportunity!

1983 E US 90 Highway, Madison