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$895,000
2 Beds 2 Baths 405156 MLS
69+ HIGH & DRY ACRES | CUSTOM HOME | HUNTING, WILDLIFE & TIMBER POTENTIAL 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. 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 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 and extensive improvements already in place, 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

$239,000
4 Beds 3 Baths 404929 MLS
PRICED TO SELL — MOTIVATED SELLER! If you’ve been looking for plenty of space at an attractive price, this Livingston Springs home deserves a look. With 4 bedrooms, 2.5 bathrooms, 1,881 heated square feet, multiple living areas, and a large fenced yard, there’s plenty of room to spread out both inside and out. The functional split-bedroom floor plan provides added privacy, while a formal living room and spacious family room give everyone room of their own. The additional living space offers plenty of flexibility for entertaining, a home office, playroom, or simply having separate areas to gather and relax. The home features updated flooring throughout and is ready for a new owner to add their own finishing touches, including some interior paint touchups. Outside, the large privacy-fenced backyard offers plenty of room for pets, play, gardening, entertaining, or simply enjoying your own outdoor space. A carport provides convenient covered parking, while the brick exterior and metal roof add to the home’s appeal. Located in the desirable Livingston Springs neighborhood just a quick walk from downtown Madison, the property offers convenient access to schools, shopping, restaurants, medical facilities, and more — all with NO HOA. The seller is motivated and this home is PRICED TO SELL! With four bedrooms, multiple living areas, a large fenced yard, metal roof, carport, and a convenient location, this is an opportunity to get plenty of home for the price while adding your own personal touches.

495 NE Fraleigh Drive, Madison

$73,500
404696 MLS
5± Acres on NE Nixon Way- Your Slice of North Florida Serenity Tucked away in the heart of Madison County, this beautiful 5-acre parcel on NE Nixon Way is where possibility meets peace and quiet. Step onto the property and you're immediately greeted by a canopy of mature pines and stately oaks; the kind of trees that take generations to grow and instantly make a place feel like home. Dappled sunlight, shaded ground, and that unmistakable whisper of wind through the pines set the tone for whatever you dream up next. And the dreaming is the best part. Whether you're picturing a custom homestead beneath the oaks, a weekend retreat, room for horses or gardens, or simply a private getaway to call your own, these high and dry five acres offer the space and freedom to make it happen. The endless opportunities here are limited only by your imagination. Talk about location- You're beautifully situated in one of North Florida's best-kept secrets. Madison is a charming, welcoming small town where scenic views, rich history, and delicious local food are all part of everyday life. Nature lovers will feel right at home: Madison Blue Spring State Park, named the top swimming hole in the country by USA Today, sits just east of town, offering crystal-clear water for swimming, paddling, and cave diving. Outdoor enthusiasts can explore the 25-mile paved Four Freedoms Trail, which runs from town all the way to the Withlacoochee River at the Florida-Georgia line, or cast a line at nearby Cherry Lake, a serene escape perfect for kayaking, boating, and fishing. Tallahassee is about an hour west via I-10, making the state capital an easy and convenient getaway. Closer to home, you'll find friendly local diners, unique shops, and the historic charm of Four Freedoms Park right in the middle of town. A short 30 minute drive to Valdosta or Thomasville for more historic sights and shopping. Five acres. Towering pines and oaks. Small-town warmth with big-time recreation just minutes away. Come see what makes NE Nixon Way the perfect place to put down roots. Opportunities like this don't last long in Madison County. Call today to schedule a visit and start imagining the possibilities—before someone else does!

xxx NE Nixon Way, 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

$625,000
404577 MLS
Located right off Hwy 90 in Madison, Florida, this 5,000 sq ft commercial building is home to a well-established, high-performing functional fitness gym and sits on 2 acres of commercially zoned land. This turnkey business opportunity offers incredible visibility, a great location, ample space, and a loyal client base. The building features central heating and air, two bathrooms, a large multipurpose room ideal for private sessions or additional classes, and a huge roll-up door that opens to a spacious backyard area. There’s also plenty of parking available for clients and staff. The gym comes fully equipped with an abundance of fitness equipment, allowing for a wide variety of training styles and programs. A detailed equipment list can be provided upon request. The business itself is a cornerstone of health and wellness in Madison County, offering a wide range of fitness classes that cater to seniors, students, and everyone in between. One of the key advantages of this gym is its ability to bill insurance companies, making it a valuable resource for the local community. With strong community support and a growing membership base, this is a rare opportunity to own both a thriving business and the real estate it operates from. Whether you're a fitness entrepreneur, investor, or looking to expand into the health and wellness industry, this property is ready for immediate operation and future growth. The property is also is also offered separately without the gym equipment included. Don’t miss your chance to invest in one of Madison’s most dynamic commercial properties.

140 NE Yellow Pine Avenue, Madison

$599,000
3 Beds 2 Baths 404349 MLS
Wake up to breathtaking waterfront 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 lakefront & 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 for boating, fishing or waterskiing. 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

$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

$100,000
404089 MLS
Beautiful 5 acre tract in Loper Pond Subdivision, just minutes from downtown Madison, Florida! This property offers gently rolling terrain, peaceful surroundings, and plenty of space to create the home and lifestyle you’ve been dreaming of. The land is high and dry with underground utilities already in place, giving you a great head start on building your future home. Enjoy wide open skies, quiet country living, and absolutely gorgeous evening sunsets. Conveniently located approximately 50 minutes from Tallahassee and 35 minutes from Valdosta, Georgia, this property offers the perfect balance of privacy and accessibility. Bring your house plans and come see everything this beautiful North Florida property has to offer! Sign on property.

TBD NW Loper Plantation Road, Madison

$400,000
403817 MLS
HUNTERS HUNTERS HUNTERS!!! FOR SALE -111 ACRES MADISON, FLORIDA - NO HOA. This expansive tract is a Hunter’s Paradise. The land is abundant with wildlife including white tail deer, wild hogs, and turkeys, offering year-round hunting opportunities. The property was recently logged, opening up new ATV trails and making it easy to add food plots, deer stands, or clearings for camping. A previous home site remains on the property, with existing utilities, and in a high and dry section, making this spot ideal for use as a hunting cabin or weekend retreat. One of the standout features of this property is that it is split by State Road 14, offering excellent access to both sections. Just a few miles down the road, the Shady Grove General Stores provides the essentials like groceries, snacks, gas, and local charm, so you’re never far from what you need. Don’t let this rare opportunity pass you by. There is still time before "Fall Hunting" begins.

1217 SW Caleb Avenue, 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

$180,000
403366 MLS
Escape to the heart of North Florida with this exceptional 40-acre tract in Madison County, offering the perfect blend of privacy, recreation, and future potential. Whether you’re searching for a premier hunting property, a weekend getaway, or the ideal location to build your dream cabin or country home, this property checks all the boxes. Surrounded by abundant wildlife, the land provides outstanding opportunities for deer, turkey, and other game, making it an excellent recreational retreat. With power and high-speed internet available at the property boundary, you’ll enjoy the convenience of modern utilities while still experiencing the peace and seclusion of rural living. This versatile tract offers plenty of room for food plots, trails, hunting blinds, or a homesite tucked away from the road. Whether you’re an avid outdoorsman, investor, or someone looking to own a beautiful piece of North Florida, this property offers endless possibilities. Don’t miss your chance to own 40 acres of prime Madison County land where recreation, privacy, and convenience come together in one outstanding property.

1400 SW Townsend 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

$340,000
401326 MLS
Here's your opportunity to own approximately 40 acres of fenced pastureland in Madison County, Florida with paved county road frontage and convenient access to Interstate 10. Located only minutes from downtown Madison, Florida this attractive Ag-2 property offers endless possibilities for cattle, horses, hay production, a private homesite, or a family farm. The property is currently utilized for cattle and features gently rolling open pasture, scattered shade trees, approximately 12 acres of native woodlands, and natural low areas that provide excellent wildlife habitat. A pond area located within the wooded section is presently dry due to current drought conditions, and a second pond site is located toward the western portion of the property. Cattle presently roam the entire acreage. Some acreage lies within flood zone areas and designated wetlands, contributing to the natural beauty and wildlife diversity of the property. Light deed restrictions are intended to preserve the quality and appearance of the neighborhood. Duke Energy power is available. Additional acreage and a residence is also available. Final acreage accuracy is subject to survey. Current address belongs to the homeowner, a new land owner will be required to obtain their own address. If you've dreamed of owning a piece of Old Florida with room to breathe, this may be the place.

916 SW CR 360, 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

$85,000
401101 MLS
Discover the perfect blend of privacy, freedom, and convenience on this beautiful 8+ acre parcel in northern Madison County. Tucked away among mature trees, this peaceful property offers a quiet setting with plenty of room to build, explore, and enjoy country living. A spacious, high and dry area at the front of the property provides an ideal homesite, while the natural wetland feature toward the rear adds character, wildlife habitat, and scenic beauty. Existing improvements include a well, septic system, power pole, and driveway—giving you a valuable head start on your future plans. With no HOA and mobile homes allowed, you’ll have the flexibility to create the lifestyle you want. High-speed fiber optic internet is available, making it easy to stay connected while enjoying the tranquility of rural living. Located just minutes from beautiful Cherry Lake, you’ll have easy access to boating, fishing, and outdoor recreation while still enjoying the privacy and seclusion that make this property so special. Whether you’re looking for a homesite, weekend retreat, or investment opportunity, this nearly 9-acre property offers endless potential in a serene North Florida setting.

559 NE Pentas Street, Madison

$165,000
401090 MLS
Excellent investment opportunity in the heart of Madison, Florida! This well-maintained two-story multifamily property offers approximately 2,302 square feet and features two separate rental units, each containing approximately 1,150 square feet of living space. Both units include 2 bedrooms and 1 bathroom and are currently occupied by tenants, providing immediate rental income for the new owner. Situated along Highway 53 within the city limits of Madison, the property offers excellent accessibility and convenience to local shopping, dining, schools, and everyday amenities. Zoned Multifamily (<10 Units), this income-producing property presents a great opportunity for investors looking to expand their portfolio or acquire a turnkey rental property with established tenants already in place. Whether you're a seasoned investor or looking to purchase your first rental property, this duplex offers steady income potential and long-term value in a desirable North Florida location. Don't miss your opportunity to own a piece of Madison's rental market!

589 S Duval Avenue Unit 1, Madison

$585,000
5 Beds 6 Baths 400794 MLS
A qualified veteran may be eligible to assume the existing VA loan at an exceptional 2.347% interest rate on this spacious 5-bedroom, 6-bath brick home—priced below appraisal and situated on 5 peaceful acres! This unique property offers abundant space and flexibility, including a heated/cooled basement with fireplace and separate mini-kitchen. The remodeled main kitchen features stainless steel appliances, a full-size oven, and granite countertops. Beautiful hardwood, parquet, and slate flooring can be found throughout the home. Multiple living spaces include a Southern-style front porch, bright Florida room, built-in shelving, and three fireplaces. The remodeled apartment-style basement also features a large Jacuzzi spa bath, making it ideal for guests, extended family, or multigenerational living. Major updates include newer windows, water heater, septic system, plumbing, and HVAC. Outdoor features include a newly resealed tennis/pickleball court, oversized 2.5-car garage, outdoor shed with electricity, and plenty of room for a future pool. The court area offers additional possibilities and could potentially be repurposed for a workshop, RV parking, or additional garage space. Ample storage throughout, plus two primary bedrooms for added flexibility. Recently resealed driveway! Conveniently located just 2 minutes from Madison, approximately 1 hour from the Gulf, minutes from Valdosta, GA, and approximately 45 minutes from Tallahassee. 5 Bedrooms • 6 Baths • 5 Acres • Below Appraisal • Potential 2.347% Assumable VA Loan

588 NW Pickle Lane, Madison

$68,000
400724 MLS
Welcome to Summerwood Estates — one of North Florida’s most breathtaking gated communities where luxury living meets peaceful country charm. This gorgeous estate-sized homesite offers the perfect canvas to build your dream home surrounded by majestic oaks, and beautifully maintained custom residences. Nestled within the prestigious Summerwood subdivision in Madison, this exceptional property features paved roads, underground utilities, and a serene, wooded setting that delivers both privacy and elegance. Whether you envision a modern farmhouse, custom luxury retreat, or spacious estate, this property provides the space and atmosphere to bring your vision to life. Enjoy the tranquility of rural luxury living while remaining conveniently located near shopping, dining, schools, and easy access to both Madison and Valdosta. Large homesites like this are becoming increasingly rare, especially within gated communities offering this level of beauty and exclusivity. Don’t miss this incredible opportunity to own a slice of North Florida paradise in the highly desirable Summerwood Estates community — where luxury, space, and nature come together beautifully.

NE OAKWOOD Way, 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
PRICE IMPROVED! 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. Ask your agent for 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