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$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
$165,000
394737 MLS
Dreaming of opening a business? This versatile building is located in the heart of quaint downtown Madison. Previously used as office spaces, the layout can be easily configured to accommodate a variety of uses. The first floor is currently divided into four offices with a reception area, kitchenette and bath. Upstairs is wide open and can be finished for more uses or used for storage. The post office, county courthouse, and a variety of shops and restaurants are all within walking distance. Flexible owner financing with 20% down. Make your dream come true today and own a part of Madison's beautiful history.

186 SW Range Avenue, Madison
$140,000
377463 MLS
Discover the potential of this expansive land property located at NE Dusty Miller Ave, Florida. Perfectly situated for your dream home or investment opportunity, this parcel boasts a serene environment with natural beauty all around. Enjoy easy access to local amenities while experiencing the tranquility of a private setting. Don't miss out on this unique opportunity to own a piece of Florida's charming landscape.

NE Dusty Miller Avenue, Madison
$120,000
394489 MLS
Positioned in a commercial/industrial park just minutes from I-10 and the City of Madison, this cleared 3-acre parcel presents an excellent opportunity for investors, developers, or business owners seeking a highly functional site with strong accessibility. The level acreage provides a ready-to-develop canvas suitable for a variety of commercial and light industrial uses. The property's layout and zoning make it ideal for outdoor storage operations, including RV and boat storage, semi-truck or fleet parking, equipment and contractor storage yards, or a laydown yard for construction and service businesses. The site is also well suited for warehouse development, flex industrial space, or a small distribution hub serving the surrounding region. Located a short distance from a major interstate corridor, the property offers convenient access for transportation, logistics, and service-based operations. With three usable acres and excellent development flexibility, this site provides a strategic opportunity for businesses that require space, visibility, and accessibility in a growing commercial area.

TBD SW Harvey Greene Drive, Madison
$115,000
399913 MLS
15.66± Acres Near Madison, FL - Pines, Ponds & Prime Hunting -Excellent rural homesite or recreational tract in North Florida -Planted pine timber offering future investment potential -County road frontage providing easy access -Great for deer and turkey hunting -Natural wet weather ponds offering seasonal water sources for wildlife -Quiet, private setting with plenty of space to build or enjoy as a getaway -Convenient to town while still offering a true country feel -Perfect for a homesite, weekend retreat, or small hunting property

Vacant SW Captain Brown Road, 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
$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
$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
$69,000
396551 MLS
Great opportunity to own 5 beautiful acres with pond frontage in a quiet, well-maintained subdivision. Located on a paved road with underground utilities throughout the neighborhood, this cleared homesite is ready for your site-built home. Enjoy peaceful waterfront views just outside the city limits, while remaining minutes from shopping, dining, and everyday conveniences. Properties offering this combination of acreage, waterfront, and infrastructure are increasingly hard to find — secure your homesite while it’s available.

Appaloosa Way Lot 5, 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
$61,500
398252 MLS
Discover your own private retreat just minutes from Madison, Florida in the sought-after Loper Pond Plantation Subdivision. This beautiful 5-acre homesite offers the perfect blend of privacy and charm, featuring elevated pastureland with peaceful, scenic views that create a relaxing, vacation-like atmosphere right in your own backyard. With paved road frontage, underground utilities available at the road, and a prime location at the end of a cul-de-sac, this property is ready for your dream home. Light deed restrictions help protect your investment, including a minimum of 1,400 heated square feet and no mobile homes allowed—making it an ideal setting to build your quiet country retreat.

Vacant NW Buckskin Way, Madison
$22,500
393399 MLS
Half an acre of partially wooded land just waiting to be developed into something more. Being off the highway yet close to town, this property is perfectly situated to give you the country lifestyle and solitude, yet close enough to town to be convenient. Only 30 minutes from Valdosta and an hour from Tallahassee should the need arise to enter a larger city. Wildlife is abundant in the area and Blue Springs State Park is a quick drive down the road. This property will be sold with a Special Warranty Deed and not the clear title. The process has been started and just needs more time for the title to be cleared. Come take a look and see if this is the property for you!

241 NW Darwin Loop, Madison
$16,800
383830 MLS
Bring your ideas and build your dream home on this cleared residential lot just a few minutes from downtown Madison in sunny North Florida. The property is located just outside our historic town and has easy access to I-10 for travel or work. This property is at the end of a cul-da-sac and you have no immediate neighbors on either side with power available at the road. City sewer and city water installation is available for hook up. Don’t let this opportunity pass!

SE Stephens Avenue, Madison
$9,900
401662 MLS
1-acre residential lot in Madison, FL zoned for residential use with mobile homes allowed. Offering plenty of space for your new home, workshop, RV, or investment project, this versatile property is conveniently located near local schools, shopping, and dining. This is a great opportunity to own a full acre with flexible residential use options.

610 SE Askew Avenue, Madison