Madison County FL Houses for Sale

/43
$335,000
- 3 Beds
- 2 Baths
- 1,920 Sq Ft
529 NE Evergreen Ave, Pinetta, FL 32350

North Florida country Living with room to roam – 11.83 acres with pond Enjoy peace, privacy, and the beauty of nature in this brick, 3-bedroom, 2-bath home on 11.83 acres in the heart of North Florida's countryside. With 1,920 sqft of comfortable living space, this property offers the perfect balance of rural charm and modern convenience. The sunroom provides a serene view of the pond—perfect

Scarlett Holt

The American Dream

(448) 428-5981

529 NE Evergreen Ave, Pinetta, FL 32350
/42
$350,000
- 3 Beds
- 2.5 Baths
- 2,682 Sq Ft
186 NW Whispering Pines Loop, Madison, FL 32340

SELLER MOTIVATED, BRING ALL OFFERS! You must see to fully appreciate the space and quality of craftmanship in this custom-built home. The main floor boosts 2682 square feet heated and cooled and 4428 under the roof all together and 9 - 11 foot ceilings throughout. This home has plenty of space for the whole family with many options for living space, as you walk in you will be standing in a large

J. Deeann Knighton All Realty Services

186 NW Whispering Pines Loop, Madison, FL 32340
/53
$699,000
- 1 Bed
- 2 Baths
- 1,631 Sq Ft
16131 Us 19, Lamont, FL 32336

Second TAX ID # is 01-2S-05-0037-002-02A. Must-see property currently being utilized as a hunting retreat; abundant deer and turkey and a working dove field. A couple duck ponds; house has been completely renovated. Several nice out buildings. High speed internet is available. Two RV spots come with the property. One full 50 amp hook up and one with 50 amp and water. All equipment is available to

Steve Walker

16131 Us 19, Lamont, FL 32336
/51
$789,900
- 4 Beds
- 3.5 Baths
- 2,554 Sq Ft
916 NW Brooks County Line Rd, Greenville, FL 32331

Modern Farmhouse Retreat on 26.53 Acres Along the Florida-Georgia Line. Welcome to your private country escape in the scenic northern part of Madison County, FL—where modern design meets rural charm. Situated on 26.53 acres of fenced pasture and picturesque landscape, this stunning 2-story modern farmhouseoffers expansive views, functional living space, and endless potential for agricultural or

Jessica Groover Southern Land & Homes

916 NW Brooks County Line Rd, Greenville, FL 32331
/77
$799,000
- 4 Beds
- 3 Baths
- 3,206 Sq Ft
916 SW Cr 360, Madison, FL 32340

Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural PotentialDiscover the perfect blend of space, comfort, and rural charm with this stunning 50.5-acre estate, ideally located just minutes from town and convenient to the interstate. This meticulously maintained property features a spacious 4-bedroom, 3-bathroom home offering over 3,200 square feet of thoughtfully designed living

Jessica Groover

916 SW Cr 360, Madison, FL 32340
/131
$1,100,000
- 6 Beds
- 7.5 Baths
- 6,600 Sq Ft
11110 Andrews, Greenville, FL 32331

Discover a rare opportunity to own a one-of-a-kind 38+ acre lakefront estate in the heart of North Floridaan absolute haven for sportsmen, nature lovers, and those seeking a more self-sufficient, off-the-grid lifestyle. With over 6,600 sq. ft. of living space, this 6-bedroom, 6.5-bathroom custom-built home sits high and dry on the shores of Lake Andrew, offering unmatched views, total privacy,

Hope Webb

11110 Andrews, Greenville, FL 32331
/45
$1,100,000
- 3 Beds
- 1 Bath
- 1,152 Sq Ft
837 NE Raspberry Way, Pinetta, FL 32350

174.87 Acres of Prime North Florida Land Madison County, FL Outstanding LocationJust 13 miles from downtown Madison, FLOnly 20 miles to Valdosta, GA access dining, shopping & major servicesDual road frontage on Hwy 145 and Raspberry Way for easy access Diverse Natural BeautyA perfect blend of planted pine stands and

Ben Jones

837 NE Raspberry Way, Pinetta, FL 32350
/66
$350,000
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059

40.02 Acres in Madison County, FL!Prime Location: Just 15 miles to downtown Madison & 6 miles to I-10High & Dry Land: 100% usable no flood worriesHome Onsite: 2016 1,800 sq ft mobile home Big Barn Bonus: 30x60 barn for equipment, toys, or animalsWildlife Galore: Healthy deer & turkey population for hunting or watchingRiver Life: Short dirt road

Ben Jones

2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059
/69
$3,285,000
- 4 Beds
- 5 Baths
- 5,395 Sq Ft
1706 NW Radford Denson Rd, Greenville, FL 32331

Cypress Hill – 198+/- Acres of Premier Recreational and Luxury Living in Madison County, Florida Welcome to Cypress Hill, a meticulously crafted 198-acre estate designed for both high-end living and exceptional recreation. From the moment you pass through the gate, it’s clear this isn’t just land—it’s a lifestyle. Every detail, from the curated topography to the architectural choices, reflects

Ben Jones Southern Land & Homes

1706 NW Radford Denson Rd, Greenville, FL 32331
/70
$1,299,000
- 4 Beds
- 2 Baths
- 1,560 Sq Ft
2681 U S 221 Hwy N, Greenville, FL 32331

193 +/- acres of absolutely TURN-KEY ranchland. Move-in ready - bring your family and livestock and start your cattle operation! Located in North Florida's prime cattle country, this ranch is only 25 minutes from downtown Madison, FL, and just 45 minutes from Tallahassee. Everything has been meticulously maintained, with brand new fencing, new 4/2 mobile home, ponds, 2 wells and productive soils

Gary Silvernell Farm and Forest Brokers

2681 U S 221 Hwy N, Greenville, FL 32331
/35
$5,500,000
- 6 Beds
- 5.5 Baths
- 6,075 Sq Ft
0 SW Dupont St, Greenville, FL 32331

Sundown Creek Ranch is a 1,855 acre recreational ranch located in the highly acclaimed Sundown Creek Road area of Madison County, Florida. This scenic area is a Whos Who of cattle ranches and high-quality recreational properties.For 22 years, the current owner has groomed the property into a mix of recreational land, cattle operation, and horses. Its waterways are improved with over 5

Jon Kohler Jon Kohler & Associates

0 SW Dupont St, Greenville, FL 32331
/138
$1,350,000
- 5 Beds
- 5 Baths
- 2,500 Sq Ft
438 NE English Ivy Trail, Pinetta, FL 32350

Welcome to Serenity Ranch ... This Property Perfectly Captures the Charm of a True Southern Ranch ... Cozy Cedar Cabins, Breathtaking Sunrises, and the Simple Joy of Watching Your Horses, Cows and Goats Graze in the Pasture from Your Porch. Serenity Ranch is an excellent income producing property with existing income revenue generated from Harvest Host Campers. It's the perfect sustainable

Lori Weldon Jon Kohler & Associates

438 NE English Ivy Trail, Pinetta, FL 32350
/40
$960,000
- 1 Bed
- 1 Bath
0 Vacant Ne Duval Pond Rd, Madison, FL 32340

OVERVIEW160 acres fronting the Duval Pond located in Madison County, FL! Featuring frontage on the Duval Pond with a great interior road system. Several beautiful homesites are scattered about, offering an excellent opportunity to escape to the serenity of Rural America for that forever home or weekend getaway! RECREATIONThis tract offers an array of outdoor

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

0 Vacant Ne Duval Pond Rd, Madison, FL 32340
/42
$568,000
- 3 Beds
- 3 Baths
- 2,436 Sq Ft
1049 NE Macedonia Church Rd, Lee, FL 32059

This 3-bedroom, 2.5-bathroom brick home offers a perfect blend of comfort, functionality, & country living. A welcoming fireplace for winter nights, a designated office, & a modern kitchen with w/stainless steel appliances to welcome family & friends. There is a 1/2 bath for guests, and the two bedrooms have a jack & jill bath. The large master suite has two closets, and look at the quality of

Anita Handy POOLE REALTY INC.

1049 NE Macedonia Church Rd, Lee, FL 32059
/35
$499,500
- 4 Beds
- 3 Baths
- 2,731 Sq Ft
255 SE Robinwood Dr, Madison, FL 32340

Welcome to this stunning all-brick home set on 5 high and dry acres in beautiful Madison, FL. Featuring 4 bedrooms and 3 bathrooms, this home has everything you need for comfortable living. The spacious kitchen is a dream with granite countertops, stainless steel appliances, and an open floor plan that flows right into the living and dining areas—perfect for family time or entertaining guests.

Sarah Pike The American Dream

255 SE Robinwood Dr, Madison, FL 32340
/12
$473,500
- 4 Beds
- 2 Baths
- 3,052 Sq Ft
1534 SW Main St, Greenville, FL 32331

Step into Old Florida charm with this classic 1915 home, beautifully updated with over $320,000 in custom transformations. Featuring a 28-ft octagon Florida room with 20’ ceilings, wraparound porches, a rear deck, and a grand 80-ft hallway. Each of the four bedrooms offers private porch access. Original hardwood floors, fireplaces, and historic details preserved. New 2-car garage with full gym.

Norris Bishop Norris Bishop Realty, LLC

1534 SW Main St, Greenville, FL 32331
/64
$900,000
- 2 Beds
- 2 Baths
- 1,796 Sq Ft
357 NE Willowrun Way, Pinetta, FL 32350

Welcome to your private riverfront retreat! Nestled on the scenic banks of the Withlacoochee River in beautiful Madison, this 2 bedroom, 2 full bath log cabin offers rustic charm. Set on a spacious but secluded property, it’s the perfect escape for nature lovers, aviators, or those seeking a quiet, off-grid lifestyle with room to grow. The home features an unfinished basement, offering endless

Brooke Barrs The American Dream

357 NE Willowrun Way, Pinetta, FL 32350
/28
$549,000
- 5 Beds
- 3 Baths
- 3,452 Sq Ft
3704 NE Rocky Ford Rd, Pinetta, FL 32350

Sitting upon a full acre this west facing 15-year young 5 BR, 3BA home, features timeless neoclassic architecture and is reminiscent of a Greek revival with the white fluted doric style columns. The welcoming 2 story foyer with centered staircase leads up to 4 spacious bedrooms and a full bathroom, all with hardwood flooring. The owner's suite is conveniently located on the first level and placed

Frances Smith MOMENTUM REALTY

3704 NE Rocky Ford Rd, Pinetta, FL 32350
/76
$975,000
- 3 Beds
- 3 Baths
- 2,141 Sq Ft
3637 SE Co Road 255, Lee, FL 32059

Features include a 3 bedroom, 3 bath home, 4 outbuildings, and a large pole barn. The property is partially fenced, with several sides securely enclosed. Large, majestic oaks are scattered throughout. The 4 outbuildings have electric and a slab with a new metal roof. The home received a new roof in 2025. Pasture land produces Coastal Bermuda and is baled up to 4 times per year. No HOA or deed

TINA DONALDSON AFG TRI STATE REALTY, INC

3637 SE Co Road 255, Lee, FL 32059
/43
$489,000
- 3 Beds
- 2 Baths
- 1,995 Sq Ft
2474 Florida 53, Madison, FL 32340

Modern Farmhouse on 12 Acres – Just Outside Madison! Welcome to your own slice of country paradise! This beautifully maintained modern farmhouse sits on 12 acres of high and dry pasture land, offering peaceful privacy just minutes from the city limits of Madison, FL. Inside, you’ll find a 3-bedroom, 2-bath split floor plan with 1,995 sq ft of well-planned living space. The heart of the home is

Jessica Groover Southern Land & Homes

2474 Florida 53, Madison, FL 32340
/67
$375,000
- 2 Beds
- 2 Baths
- 2,008 Sq Ft
9849 Florida 53, Madison, FL 32340

Imagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond-all from your own backyard. This 2-bed, 2-bath home on 5 acres offers private pond access, a metal roof, a stucco and stone exterior, and a spacious open carport, facing the pond. Great for storing your fishing gear! Plus a utility basement for storage or workshop space. If you are looking for quiet,

Erika Roberts Keller Williams Town & Country

9849 Florida 53, Madison, FL 32340
/59
$448,700
- 4 Beds
- 2.5 Baths
- 2,960 Sq Ft
610 SW Okaloo Way, Greenville, FL 32331

This is not your cookie-cutter home! This custom-built home has tons of personality with a versatile layout that can be customized for your own needs. There is plenty of room for everyone to spread out with a spacious living room, large kitchen, and handcrafted staircase that leads to an airy loft space. An extra-large living space upstairs is perfect for homeschooling, crafts, entertaining, or

Jessica Webb A Main Street Realty Co, LLC

610 SW Okaloo Way, Greenville, FL 32331
/42
$498,500
- 4 Beds
- 2 Baths
- 2,073 Sq Ft
218 NE Oakwood Way, Pinetta, FL 32350

Welcome to your dream home in the peaceful community of Summerwood Estates in Pinetta, FL! This extremely well-maintained 4-bedroom, 2-bathroom home sits on over an acre of beautifully landscaped land, offering space, privacy, and comfort. Step inside to find custom marble countertops, custom tile work, and a thoughtfully designed open floor plan perfect for both entertaining and family living.

Daryn Wiles The American Dream

218 NE Oakwood Way, Pinetta, FL 32350
/42
$415,000
- 5 Beds
- 3.5 Baths
- 2,625 Sq Ft
396 NW Gadwall Way, Madison, FL 32340

Step back in time with this authentic 1850's Florida Cracker Home - A Rare Old Florida Gem. Experience the charm of Old Florida in this beautifully preserved 1850's home nestled in the heart of the countryside. This historic property sits on a generous piece of land (1.75 acres) framed by native landscaping that captures the spirit of Old Florida. Crafted with heart pine and timeless

Barry Kelly Kelly & Kelly Properties, Inc

396 NW Gadwall Way, Madison, FL 32340
/42
$399,900
- 3 Beds
- 3 Baths
- 1,959 Sq Ft
1983 U S 90, Madison, FL 32340

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

Ben Jones Southern Land & Homes

1983 U S 90, Madison, FL 32340
/48
$375,000
- 3 Beds
- 3 Baths
- 3,331 Sq Ft
6008 U S 90, Lee, FL 32059

Looking for small town charm? Welcome to the small but proud Town of Lee. Nestled along US 90, this homestead is complete! You'll feel warmly invited by the great layout on this 3 bed 2 bath home. Enter into a tiled foyer, large living room, dining room, with vaulted ceilings, with natural light from the transom windows. Granite counter tops and center island in a luscious kitchen including a

Frances Smith MOMENTUM REALTY

6008 U S 90, Lee, FL 32059
/35
$524,900 New Construction
- 3 Beds
- 2 Baths
- 1,676 Sq Ft
5446 SW Overstreet Ave, Greenville, FL 32331

Discover your dream home in the tranquil beauty of Greenville, FL! This stunning single-family residence, built in 2024, offers 3 spacious bedrooms and 2 modern bathrooms within 1,676 square feet of luxurious living space. Step inside to find an open floor plan adorned with luxury vinyl plank flooring and views from every window. Enjoy the back porch, perfect for enjoying your morning coffee or

Zach Wheeler Keller Williams Realty - Elite Partners II

5446 SW Overstreet Ave, Greenville, FL 32331
/42
$325,000
- 3 Beds
- 2 Baths
- 1,612 Sq Ft
319 SE Bunker St, Madison, FL 32340

This charming well-built 3 bedroom, 2 bath brick home in Madison has been lovingly cared for and is ready for its next chapter. Inside, you’ll find a formal living room plus a spacious living/dining area, giving you plenty of room to spread out. Hardwood floors are waiting under the carpet, and a large screened porch offers the perfect spot to enjoy your mornings or unwind in the evenings. A

Sarah Pike The American Dream

319 SE Bunker St, Madison, FL 32340
/9
$115,000
- 3 Beds
- 3 Baths
- 2,688 Sq Ft
485 SW Jordan St, Madison, FL 32340

Bring your tools and get to work on this project already in the making. Large 2 story home in the middle of a remodel, finish with your own taste. 3 Bedroom, 3 Bath just waiting for the perfect buyer. Home is being offered As-Is with right to inspection. Inside photos coming soon.

Crystal Bochnia Madison Realty Group, LLC

485 SW Jordan St, Madison, FL 32340
/23
$135,000
- 3 Beds
- 2 Baths
- 1,124 Sq Ft
632 NE Yellow Pine Ave, Madison, FL 32340

Discover the charm of this cozy 3-bedroom, 2-bathroom home nestled in the Yellow Pine Subdivision. With 1,124 square feet of thoughtfully designed living space, this property blends comfort and functionality, making it an ideal first home or a perfect place to downsize. Inside, the home boasts stylish LVP flooring, stainless steel kitchen appliances, and newer cabinets that bring a fresh, updated

Jessica Groover Southern Land & Homes

632 NE Yellow Pine Ave, Madison, FL 32340
/44
$280,000
- 3 Beds
- 2 Baths
- 1,814 Sq Ft
4220 NW 140 County Rd, Greenville, FL 32331

?? Charming 1972 Brick Home – Peaceful Retreat ?? 1,814 sq. ft. brick home built in 1972 ??? 3 Bedrooms | ?? 2 Bathrooms ?? Separate living & dining rooms – perfect for family gatherings ??? Metal roof for durability & peace of mind ?? Screened-in entertainment area with wood-burning stove & outdoor kitchen ?? Pole barn for equipment storage or workshop space ??? Paved road frontage in a

Ben Jones Southern Land & Homes

4220 NW 140 County Rd, Greenville, FL 32331
/23
$150,000
- 2 Beds
- 1 Bath
- 1,184 Sq Ft
126 NE Patterson St, Madison, FL 32340

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

Crystal Bochnia Madison Realty Group, LLC

126 NE Patterson St, Madison, FL 32340
/42
$1,295,000
- 4 Beds
- 3.5 Baths
- 3,082 Sq Ft
2845 NE Cherry Lake Cir, Pinetta, FL 32350

Welcome to your dream home nestled along the bank of Cherry Lake in North Florida, where southern charm meets modern elegance. This 3083 sq ft residence, has been meticulously designed with a modified Southern Living plan, that offers a perfect blend of comfort and sophistication. As you step through the entrance, you'll be captivated by the heart of the home with an expansive open-concept area

Sarah Pike The American Dream

2845 NE Cherry Lake Cir, Pinetta, FL 32350
/19
$75,000
- 3 Beds
- 1 Bath
- 888 Sq Ft
235 SW Valentine Ave, Madison, FL 32340

Introducing a 3b 1b in historic Madison! Located just minutes from downtown Madison and with easy access to major highways, commuting is a breeze. Whether you're seeking your first home or an investment opportunity, this cozy retreat is ready to offer you comfort and convenience. Don’t miss out!

Daniel Alvarez POOLE REALTY INC.

235 SW Valentine Ave, Madison, FL 32340
/68
$1,065,000
- 4 Beds
- 4 Baths
- 2,993 Sq Ft
1787 NE Cherry Lake Cir, Madison, FL 32340

Welcome to your dream lakefront getaway on Cherry Lake in beautiful North Madison County, Florida. Set on nearly two acres of level, lakefront property, this custom 4-bedroom, 3.5-bath home offers the perfect blend of relaxation and modern comfort. Built in 2021, the home features a smart and spacious layout with two main-level master suites, an open living area perfect for gathering, and

Sarah Pike The American Dream

1787 NE Cherry Lake Cir, Madison, FL 32340
/58
$209,900
- 3 Beds
- 1.5 Baths
- 2,358 Sq Ft
1458 Florida 53, Madison, FL 32340

Country Life! This large, brick exterior home sites on a little over one spacious acre just north of the quaint town of Madison, Florida. It has just under 3,000 total sq ft and 2,358 of living space with attached garage, interior storage and utility room. Currently 3 bedrooms with office which could easily turned into 4th bedroom. House positioned perfectly on the lot with decent front yard and

Andrea White Sawgrass Realty, LLC

1458 Florida 53, Madison, FL 32340
/47
$227,828
- 3 Beds
- 2 Baths
- 1,232 Sq Ft
308 SE Davis Ave, Madison, FL 32340

Near new home featuring an open floor plan, 9 foot ceilings, and a grand front porch making it feel spacious and welcoming. Three bedrooms and two full bathrooms makes it perfect for a family or hosting guests. The kitchen boasts granite countertops with an oversized island perfect for gathering around and enjoying your favorite food and friends. Stainless steel appliances providing both style

Gregory Sullivan Byowner.com

308 SE Davis Ave, Madison, FL 32340
/17
$70,000
- 2 Beds
- 1 Bath
- 720 Sq Ft
205 SW Millinor St, Madison, FL 32340

Investor special in the heart of Madison! This 2 bedroom, 1 bathroom home is full of potential and ready for your vision. Whether you’re an investor looking for your next flip or a handy buyer wanting to build some sweat equity, this property is a great opportunity. Located just 4 minutes from North Florida College and walking distance to shopping, dining, and downtown, the location makes it

Christina McCulley eXp Realty LLC

205 SW Millinor St, Madison, FL 32340
/42
$665,000
- 3 Beds
- 3 Baths
- 2,040 Sq Ft
1055 NE Cherry Lake Cir, Madison, FL 32340

Enjoy the beauty of lakefront living with this newly renovated 3 bedroom, 3 bathroom home on Cherry Lake in Madison County, Florida. Situated on .59 acres with direct lake frontage, this move-in ready home features fresh paint, all-new flooring, and an open floor plan with large windows offering stunning views of the water. Downstairs, you’ll find a versatile bonus room that opens directly to the

Sarah Pike The American Dream

1055 NE Cherry Lake Cir, Madison, FL 32340
/42
$684,500
- 3 Beds
- 2 Baths
- 1,938 Sq Ft
511 Sundown Creek Rd, Madison, FL 32340

Nestled in the rolling countryside of Madison County, FL, this stunning 40-acre property on desirable Sundown Creek Road offers the perfect blend of privacy, functionality, and natural beauty. A gated entrance with an electric gate and a concrete driveway leads to a charming 3-bedroom, 2-bath home with just under 2,000 sq. ft. Inside, you will find a spacious kitchen with ample cabinetry and an

Sarah Pike The American Dream

511 Sundown Creek Rd, Madison, FL 32340

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