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$895,000
2 Beds ⋅ 2 Baths ⋅ 405156 MLS
69+ HIGH & DRY ACRES | CUSTOM HOME | HUNTING, WILDLIFE & TIMBER POTENTIAL | PROPERTY TAX EXEMPTION A rare opportunity in Northern Madison County, this exceptional 69+ acre property brings together a custom-built home, established and recently planted pines, abundant recreational opportunities, and the potential for future timber income—all with no designated flood zone across the entire property. The property also qualifies for a property tax exemption that may help reduce its taxable value and annual property taxes, adding another valuable benefit to ownership. A beautiful canopy oak entrance sets the tone as you travel down a substantial road-base driveway approximately four inches deep to the private homesite. The majority of the acreage features approximately 12-year-old planted pines, while an additional 16 acres of Longleaf pines have been planted within the last three years, offering a valuable combination of established and younger timber with long-term management and income potential. For the outdoorsman, this property was made to be enjoyed. Mowed trails wind throughout the acreage, providing excellent access for hunting, wildlife watching, ATVs, and property maintenance. The mix of planted pines, mature hardwoods, open areas, and water creates diverse habitat for deer and other North Florida wildlife, while a man-made pond regularly attracts ducks and adds another dimension to the property’s hunting and recreational appeal. A private pistol range is already in place as well. Scattered throughout the property are impressive mature live oaks along with pecan and pear trees. The acreage is gated and partially fenced, offering privacy while still providing convenient access throughout the property. At the center of it all is a beautifully custom-built 2-bedroom, 2-bath home designed to complement its natural surroundings. The main living area and kitchen showcase stunning heart pine walls and a soaring heart pine ceiling, creating the warm character of a classic North Florida hunting lodge with the comforts of a full-time residence. A striking stone surround and LP gas fireplace anchor the living area. The spacious open kitchen features custom pine cabinetry, a large island, stainless appliances, gas cooking, and abundant counter and storage space, all flowing naturally into the main gathering area. Outdoor living is equally impressive, with large covered porches extending the length of both the front and rear of the home. The back porch overlooks the pond and surrounding trees, offering a front-row seat to the wildlife that moves through the property. The home also features a metal roof and is wired for a whole-home generator. The property’s infrastructure makes it especially well suited for a hunting camp, recreational estate, timber property, or full-time homestead. Multiple storage sheds and pole barns provide ample room for tractors, hunting equipment, ATVs, and other gear. One pole barn includes an RV hookup, while an additional two-bay outbuilding features four roll-up doors—two on each side—creating convenient pull-through access for equipment, boats, and vehicles. With 69+ acres entirely high and dry, established and recently planted pines, maintained trails, a duck pond, shooting range, abundant wildlife habitat, extensive improvements, and the added benefit of a qualifying property tax exemption, this property offers much more than a home on acreage. It is an opportunity to own a private North Florida hunting and recreational retreat with a working timber component and future income potential, while enjoying a truly unique custom home in the middle of it all.

1392 NE Rocky Springs Church Road, Madison
$135,900
3 Beds ⋅ 2 Baths ⋅ 405115 MLS
MOVE-IN READY WITH FRESH UPDATES! This 3-bedroom, 1.5-bath home offers a fresh, updated feel with a brand-new roof, new flooring, fresh interior paint, and new appliances. The functional floor plan provides comfortable living space, while the recent improvements make this home ready for its next owner to move right in. Outside, fresh landscaping adds to the curb appeal, and a concrete driveway provides convenient off-street parking. A spacious outbuilding offers plenty of additional room for storage, lawn equipment, tools, or a workshop. With major updates already completed and a clean, refreshed look inside and out, this property is a great option for buyers looking for a home that is ready to enjoy from day one. Schedule your showing today!

138 SE Arnett Avenue, Madison
$75,000
3 Beds ⋅ 1 Baths ⋅ 404876 MLS
Newly updated and move-in ready, this charming 3-bedroom, 1-bath home offers an excellent opportunity for investors, first-time buyers, or anyone looking for an affordable property with rental potential. Recent improvements include an NEW ROOF and updated finishes throughout, giving the home a fresh, modern feel while providing peace of mind for the next owner. With a functional layout and low-maintenance footprint, this property is positioned to be a great rental, starter home, or addition to an investment portfolio. Conveniently located in Madison with the potential to generate strong rental income, this is an opportunity you won’t want to overlook. Come see the value for yourself!

599 SW Shelby Avenue, Madison
$290,000
4 Beds ⋅ 3 Baths ⋅ 404680 MLS
Charming Country Property on 15.34 Wooded Acres in Madison, Florida Discover the peace and privacy of country living on this beautiful 15.34-acre wooded property in Madison, Florida. Surrounded by mature trees and natural beauty, this unique homestead offers plenty of room to enjoy the outdoors, explore, garden, hunt, or simply relax in a secluded setting. The home offers 2,302 square feet of heated and cooled living space, featuring a spacious layout with multiple bedrooms, two bathrooms, an eat-in kitchen, living room, family room, office, and laundry area. A large screened-in porch provides the perfect place to enjoy your morning coffee, entertain guests, or unwind while taking in the peaceful wooded surroundings. Adding to the property’s character are an old wood barn, an additional outbuilding, and a historic hand-pump water well that is still operational. These features bring timeless rural charm and offer potential for storage, workshop space, hobbies, or small-farm use. With its expansive acreage, mature wooded setting, generous living space, large screened-in porch, and classic country features, this Madison property is a rare opportunity for anyone seeking privacy, space, and a connection to the land.

Madison
$149,900
3 Beds ⋅ 2 Baths ⋅ 404162 MLS
**PRICE REDUCED** We have a motivated seller that wants welcome you to your new home at 628 NE Dill Street in Madison, FL! This 2022-built 3-bedroom, 2-bath manufactured home offers a fresh, modern feel with the breathing room you’ve been looking for. Situated on approximately ¾ of an acre, this property gives you plenty of space to enjoy the outdoors, entertain, garden, or simply spread out without feeling crowded. Inside, the functional 3/2 layout provides comfortable living space for everyday life, while the newer construction means you get the benefit of a home that feels current without the price tag of many traditional site-built options. Whether you’re a first-time buyer, looking to downsize, or simply ready for a little more land and a little less hustle, this Madison property is ready for its next chapter. Newer home. Room to roam. New well & updated septic in 2025. Small-town Florida living. What’s not to love? Come see why 628 NE Dill Street might just be the one you’ve been waiting for!

628 NE Dill Street, Madison
$375,000
3 Beds ⋅ 3 Baths ⋅ 403449 MLS
*BACK ON THE MARKET THROUGH NO FAULT OF THE SELLER* Beautifully updated and truly move-in ready, this 3-bedroom, 2.5-bath country home on approximately 5.5 acres offers the perfect combination of a stylish interior, usable acreage, and infrastructure already in place for horses, cattle, livestock, gardening, or homesteading. Inside, the home features a desirable main-floor primary suite, open and inviting living spaces, recently replaced downstairs flooring, shiplap accents, recessed lighting, and a brand-new roof for added peace of mind. The spacious living area flows easily into the kitchen and dining spaces, creating a comfortable layout for both everyday living and entertaining. The newly renovated kitchen is a standout with blue and white cabinetry, stainless steel appliances, gas range with stainless vent hood, center island, open wood shelving, tile backsplash, and ample counter space. The main-floor primary suite is complemented by a spacious bath featuring a separate soaking tub and tiled walk-in shower. Outdoor living is just as impressive, with an expansive covered porch wrapping around a large portion of the homeand a substantial screened section perfect for morning coffee, outdoor dining, entertaining, or simply relaxing and enjoying the peaceful country setting. The property is fenced and cross-fenced with a gated entrance and features plenty of open, usable pasture, offering excellent potential for horses, cattle, and other livestock. Covered livestock stalls and multiple outbuildings provide valuable space for animals, equipment, storage, and projects. A separate covered pavilion provides even more sheltered outdoor space. One of the property's most special features is the large, established fenced garden area with fruit trees and extensive growing space, providing a tremendous head start for anyone dreaming of a garden-to-table or homestead lifestyle. A small pond, covered parking, and additional outbuildings add even more versatility to this well-planned property. Whether you're searching for a horse property, mini farm, hobby farm, homestead, livestock property, or simply an updated country home with acreage, this property offers the land, improvements, and amenities to begin enjoying the country lifestyle from day one. Bring the horses, cows, garden plans, and rocking chairs—this turnkey country property is ready to welcome you home.

1015 SW CR 360, Madison
$265,000
3 Beds ⋅ 1 Baths ⋅ 403436 MLS
Charming Country Cottage on 3.67 Acres! Welcome home to peaceful country living! This charming 3-bedroom, 1-bath cottage sits on 3.67 beautiful acres, offering plenty of room to enjoy the outdoors, keep animals or horses, or simply relax in a quiet setting. A welcoming wraparound deck enhances the home’s charm, providing the perfect space for morning coffee, evening sunsets, entertaining guests, or simply taking in the peaceful country views that surround the property. Inside, you’ll find a spacious living room, a large laundry/utility room with extra storage, and the potential to add a second bathroom. The oversized workshop/garage is ideal for hobbies, equipment, or additional storage, and even offers the possibility of converting part of the space into additional living quarters, complete with its own power meter. Whether you’re a first-time homebuyer, a growing family, a retirement couple, or anyone looking to enjoy the peace and privacy of country living, this property is full of opportunity. Come see all the charm and potential it has to offer—schedule your private showing today!

839 NE Post Road, Madison
$229,900
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
$220,000
4 Beds ⋅ 4 Baths ⋅ 402053 MLS
Step into another era of time with this beautiful 2 story home offering 2,688 square feet of heated and cooled living space. This 4-bedroom, 4-bath residence blends historic charm with modern updates, making it a rare and exceptional value. The 3 upstairs bedrooms feature comfortable carpeting, while recent upgrades—including new electrical, new plumbing, new windows, interior doors, and blinds—provide peace of mind and modern convenience. A covered front porch that will accommodate multiple rocking chairs and a screened side porch. The flexible floor plan includes 1 Bdrm suite plus a bath and a half downstairs with a versatile downstairs bonus room, ideal for a mother-in-law suite, private office, or additional family living space. Situated on a spacious 0.41-acre lot, the property offers ample room to add a pool, workshop, or garden retreat. Mature trees enhance the setting, providing shade and Southern charm. Enjoy the convenience of city water and sewer, central heat and air, and a location that truly shines—just six blocks from Lake Francis. Whether you prefer a short walk or a golf cart ride, outdoor enjoyment is always within easy reach.

485 SW Jordan Street, Madison
$338,000
3 Beds ⋅ 2 Baths ⋅ 401814 MLS
Welcome home to this beautifully updated all brick home situated on 3 high and dry acres in a peaceful country setting. Offering paved road frontage and bordering a large tract of land, you'll enjoy exceptional privacy with no close neighbors. The property also includes an additional well and septic system, providing endless possibilities for future use. This move in ready home features a brand new roof, new HVAC system, fresh interior paint, drive-way millings, new flooring, and a newly constructed carport with convenient access to the screened back porch. Inside, the open floor plan is ideal for entertaining, with a spacious kitchen offering abundant cabinet storage, generous countertop space, and plenty of room to gather with family and friends. The home features 3 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or those looking to retire with extra room for guests or hobbies. Step outside and enjoy the beauty of the property's magnificent mature oak trees, creating a picturesque setting. Relax on the inviting front porch or unwind on the screened back porch while enjoying peaceful mornings and quiet evenings. A large workshop provides ample space for storage, equipment, or your next project. Conveniently located just minutes from downtown Madison, with Live Oak and Tallahassee both less than 45 minutes away, this property offers the perfect balance of country living and everyday convenience. This exceptional property combines modern updates, privacy, beautiful natural surroundings, and room to grow, making it a place you'll be proud to call home.

9072 S COUNTY ROAD 53, Madison
$199,000
3 Beds ⋅ 1 Baths ⋅ 401186 MLS
Welcome to peaceful country living at its finest! Nestled on one acre in beautiful Madison County, this well-maintained 3-bedroom, 1-bath home offers the perfect combination of comfort, space, and privacy. With 1,300 square feet of living area, this property provides plenty of room to relax, entertain, and enjoy the quiet lifestyle you've been looking for. Inside, you'll find a spacious family room that serves as the heart of the home, along with a separate living room that can easily function as a home office, playroom, hobby space, or additional gathering area. Recent updates, including fresh paint, updated flooring, and kitchen improvements, give the home a fresh and inviting feel while maintaining its charm. Step outside and enjoy the expansive fenced yard, offering endless possibilities for pets, gardening, outdoor recreation, or future improvements. The screened porch and large back porch provide the perfect setting for morning coffee, evening relaxation, or entertaining family and friends while enjoying the peaceful surroundings. Additional features include central heating and air conditioning, a durable metal roof, well water, and an indoor utility room for added convenience. Located just minutes from downtown Madison, shopping, schools, and local amenities, this property offers the tranquility of country living without sacrificing convenience. Whether you're a first-time homebuyer, looking to downsize, searching for an investment property, or simply dreaming of a little extra space to spread out, this move-in-ready home is a fantastic opportunity. Don't miss your chance to own this affordable slice of North Florida country living. Schedule your private showing today! Offered at $199,000.

1162 NW Coachwhip Avenue, Madison
$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
$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
$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
$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