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$517,000
3 Beds ⋅ 2 Baths ⋅ 400664 MLS
Motivated seller!! With so much to offer, this beautifully remodeled Madison home is a great opportunity and one you’ll want to see in person. Welcome to this stunning, completely remodeled brick retreat situated on nearly an acre in Madison, Florida. With over 3,000 square feet of thoughtfully designed living space, this 3 bedroom, 2 bath property blends timeless charm with upscale modern finishes in a way that instantly feels warm and inviting. The magazine-worthy kitchen is truly the heart of the house, featuring leathered granite countertops, custom cabinetry, a six-burner gas range, and an incredible butler’s pantry with abundant storage, prep space, and room for two refrigerators. As you move through the living spaces, you’ll notice the comfort and attention to detail in every corner. The cozy gas log fireplace creates the perfect gathering spot, while the bonus room offers flexibility for an office, den, or additional lounge space. The extensive 2022 renovation included new appliances, lighting, doors, hardware, cabinetry, flooring, paint, sheetrock, insulation, and more, creating a seamless blend of character and modern convenience throughout. Step outside and you’ll feel transported to the Tuscan countryside. Grape vines, a fire pit, and beautifully designed outdoor dining and sitting areas create an atmosphere that makes you want to slow down and stay awhile. A two-car carport, whole-house generator hookup, and walk-in basement that is being used as a home gym, add practicality to the beauty, while the overall feeling of the property is something that truly has to be experienced in person. From the moment you walk through the door, this is the kind of place that simply feels like home.

542 NE Horry Avenue, Madison
$599,900
3 Beds ⋅ 2 Baths ⋅ 400530 MLS
Discover peace, privacy, and quality craftsmanship on this 5.12-acre estate in the highly desirable Loper Pond Plantation subdivision. This custom-built 2023 home offers the perfect blend of modern luxury and relaxed country living, just minutes from everything Madison has to offer. A private concrete driveway sets the tone the moment you arrive, leading to a home designed for both everyday comfort and effortless entertaining. The open-concept layout connects the kitchen, dining, and family room, while the split-bedroom floor plan offers privacy for the primary suite. The kitchen is the true showpiece — elegant marble countertops, custom cabinetry, stainless steel appliances, generous workspace, and a large pantry make it as functional as it is beautiful. Enjoy your mornings on the covered front porch and your evenings taking in North Florida sunsets over the pond frontage. Additional highlights include an oversized laundry room leading to the attached 2-car garage, as well as fiber cement siding, and durable vinyl plank flooring throughout. One of the property's standout features is the impressive 30' x 40' insulated workshop complete with electricity, three bay doors, and a 20-foot lean-to. Whether you need space for boats, recreational vehicles, classic cars, woodworking, hobbies, lawn equipment, or additional storage, this versatile building provides exceptional flexibility. Both the attached garage and workshop feature professionally applied premium protective concrete floor finishes, creating clean, durable, and low-maintenance spaces that are as attractive as they are functional. Additional covered storage provides even more room for tractors, utility vehicles, and outdoor equipment. Built for lasting quality and peace of mind, the home also features a whole-house Generac generator, and numerous thoughtful upgrades that reflect pride of ownership throughout. With acreage, pond views, and modern craftsmanship in one of Madison's most desirable subdivisions — this is the kind of property that doesn't come along often, now offered at an even more compelling price.

393 NW Willie Deas Rd. (Lot 2), Madison
$99,000
3 Beds ⋅ 3 Baths ⋅ 400265 MLS
\2,115sqft Residence 3/2 in need of your vision and sweat equity to be brought back to it's full potential. The residence could be a beautiful home with it's brick exterior, open concept kitchen/family room, and huge windows overlooking beautiful farm land. Located in rural Madison County, FL just 30 minutes away from all the amenities one could need. While this is a affordable opportunity, this handy-man special is not for the faint of heart. In need of extensive repairs - Several years without maintenance - Holes in roof, water intrusion, falling insulation. Ask your agent for more details. Room Measurements Are Approximate. This property does not have its own driveway. Access currently through neighboring lot. Subject property has approximately 330ft of road frontage on NE Delphinium.

855 NE Delphinium Drive, Madison
$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
$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
$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
$140,000
3 Beds ⋅ 2 Baths ⋅ 395920 MLS
Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.37 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
$399,000
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