Madison County FL Houses for Sale

• 

  

  

  /19

  $399,900

  New Construction

  • 3 Beds
  • 2 Baths
  • 1,898 Sq Ft

  241 SW Canopy Trail, Madison, FL 32340

  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

  Sarah Pike The American Dream

  241 SW Canopy Trail, Madison, FL 32340
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• 

  

  

  /40

  $299,900

  $9K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,399 Sq Ft

  538 NW U S 221, Greenville, FL 32331

  Spacious 5 Bedroom Pool Home with Sunroom, Multiple Living Areas & Covered Outdoor Spaces This beautifully designed 5 bedroom, 3 bathroom two-story home offering approximately 3,399 square feet provides exceptional space for both everyday living and entertaining. With multiple living areas, a private primary suite, guest accommodations on the main level, and a backyard inground swimming pool,

  Jessica Groover Southern Land & Homes

  538 NW U S 221, Greenville, FL 32331
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  /62

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,610 Sq Ft

  231 NE Green Tree Terrace, Lee, FL 32059

  Welcome to this charming, move-in ready, country home located in a quiet deeded subdivision in Lee, Florida. Built in 2017 and beautifully maintained, this 3-bedroom, 2-bathroom home sits on a generous, partially fenced 1-acre lot with no HOA fees. A welcoming covered front porch leads inside to a bright, open-concept space that includes living, dining and kitchen areas. The spacious layout, with

  Channah Galbraith The American Dream

  231 NE Green Tree Terrace, Lee, FL 32059
• 

  

  

  /37

  $178,000

  $12K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,444 Sq Ft

  242 NE Bellville Rd, Pinetta, FL 32350

  This beautifully restored early-1900s home in the heart of Pinetta, Florida blends timeless character with thoughtful modern updates while preserving many original features. Renovations include updated wiring and plumbing, vinyl siding, insulated windows, and a brand new metal roof. The kitchen offers a gas stove and existing appliances, and a tankless water heater provides continuous hot water.

  Sarah Pike The American Dream

  242 NE Bellville Rd, Pinetta, FL 32350
• 

  

  

  /13

  $379,000

  $50K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,206 Sq Ft

  334 W Base St, Madison, FL 32340

  This charming single-family home was built in 1931 and boasts beautiful hardwood floors with 12 foot ceilings and a spacious 3,206 sq.ft. of finished living space spread across two stories. With 5 bedrooms this property offers plenty of convenience for a growing family or those who love to entertain. Sitting on a large lot size of 17,859.6 sq.ft., there is plenty of outdoor space to enjoy with a

  Moe Mossa Savvy Avenue, LLC

  334 W Base St, Madison, FL 32340
• 

  

  /30

  $442,000

  • 4 Beds
  • 3 Baths
  • 2,241 Sq Ft

  422 NW College Loop, Madison, FL 32340

  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

  Sarah Pike The American Dream

  422 NW College Loop, Madison, FL 32340
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  /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. New stove top and oven in November 2025. Pasture land produces Coastal Bermuda and is baled

  TINA DONALDSON AFG TRI STATE REALTY, INC

  3637 SE Co Road 255, Lee, FL 32059
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  /44

  $675,000

  • 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
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  /68

  $749,000

  $100K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,864 Sq Ft

  1752 SE Rogers Sink Rd, Madison, FL 32340

  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

  Cindy Vees Jason Mitchell Real Estate

  1752 SE Rogers Sink Rd, Madison, FL 32340
• 

  

  /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
• 

  

  /51

  $259,000

  $40K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,632 Sq Ft

  277 SE Woodlawn St, Madison, FL 32340

  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

  Daren Renfroe A Main Street Realty Co, LLC

  277 SE Woodlawn St, Madison, FL 32340
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  /38

  $251,000

  • 1 Bed
  • 1 Bath
  • 1,019 Sq Ft

  1809 SE Boundary Bend Trail, Lee, FL 32059

  1.5 acres on the Suwannee River across from the Advent Christian Village. Awesome River views to the north and to the south not to mention in the front of the house. 1 bedroom, 1 bath concrete block home with new paint and in good condition waiting for a new owner. Perfect for that week end getaway or your summer retreat. Convenient to I10, Tallahassee, Valdosta, Madison and more.

  Nelda Hatcher POOLE REALTY INC.

  1809 SE Boundary Bend Trail, Lee, FL 32059
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  /42

  $532,000

  • 3 Beds
  • 2 Baths
  • 3,057 Sq Ft

  542 NE Horry Ave, Madison, FL 32340

  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

  Sarah Pike The American Dream

  542 NE Horry Ave, Madison, FL 32340
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  /27

  $300,000

  • 3 Beds
  • 2 Baths
  • 2,094 Sq Ft

  6801 NW Lovett Rd, Greenville, FL 32331

  Looking for peaceful country living with room to spread out? This spacious 3-bedroom, 2-bath home sits on 2.75 beautiful acres, offering over 2,000 square feet of comfortable living space. The thoughtful split-bedroom floor plan features a large living room, formal dining room, eat-in kitchen, dedicated office/flex space, and generous walk-in closets in every bedroom. The private primary suite

  Erika Roberts Keller Williams Town & Country

  6801 NW Lovett Rd, Greenville, FL 32331
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  /62

  $500,000

  • 4 Beds
  • 3 Baths
  • 3,910 Sq Ft

  231 SW Rutledge St, Madison, FL 32340

  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

  Sarah Pike The American Dream

  231 SW Rutledge St, Madison, FL 32340
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  /42

  $232,000

  • 4 Beds
  • 3 Baths
  • 2,480 Sq Ft

  493 NE Shelby Extension, Madison, FL 32340

  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,

  Sarah Pike The American Dream

  493 NE Shelby Extension, Madison, FL 32340
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  /51

  $475,000

  $25K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,899 Sq Ft

  3639 N Sr 53, Madison, FL 32340

  Spacious, beautifully renovated 3 bedroom, 2 bathroom home situated on 8.63 acres on paved North State Road 53, just minutes from town. The 2,899 heated square foot home is high and dry and surrounded by mature live oaks, offering a peaceful North Florida setting with convenient access. Most renovations were completed in 2021, with a new metal roof installed in 2025. Updates include new flooring,

  Stephanie Dobson Southern Land & Homes

  3639 N Sr 53, Madison, FL 32340
• 

  

  /19

  $139,900

  $20K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,794 Sq Ft

  383 NE Ridge Loop, Madison, FL 32340

  According to several locals, this was the former home of FDR & Eleanor Roosevelt when they were living here as they were developing Cherry Lake Subdivision. Lots of history here! Great buy for a spacious 4 bedroom, 2 bath home on 0.77 acres fully fenced with driveway gate. The home has a large living room with fireplace, kitchen with dining area. Storm shelter in the backyard is a rare bonus!

  David Brown FIVE STAR REALTY GROUP, LLC.

  383 NE Ridge Loop, Madison, FL 32340
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  /45

  $474,999

  $12K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,073 Sq Ft

  218 NE Oakwood Way, Pinetta, FL 32350

  Welcome to your dream home in the gated community of Summerwood Estates, where convenience meets small-town charm! This lovely house features four bedrooms and two bathrooms with a split floor plan for privacy and convenience. The dining room can easily double as a home office, giving you the flexibility you need. With a vaulted ceiling adding a touch of elegance, this home is the perfect

  Crystal Daviner Marzucco Real Estate LLC

  218 NE Oakwood Way, Pinetta, FL 32350
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  /29

  $149,000

  • 3 Beds
  • 1 Bath
  • 1,242 Sq Ft

  197 NE Betty St, Madison, FL 32340

  Discover the comfort & charm of country living in this inviting 3-bed, 1-bath home located in desirable Madison County. Designed with both functionality & everyday living in mind. This home features a living room, bonus room, & a welcoming kitchen with an adjoining dining area, offering plenty of room to gather with family & friends. The classic brick exterior is complemented w/metal roof,

  Andrew Poole POOLE REALTY INC.

  197 NE Betty St, Madison, FL 32340
• 

  

  /12

  $145,000

  $55K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,514 Sq Ft

  8955 SW US 221, Greenville, FL 32331

  Home is being offered As-Is, 3 Bedroom, 2 Bath Home, on 1.50 Acres located in the Town of Sirmans.

  Crystal Bochnia Madison Realty Group, LLC

  8955 SW US 221, Greenville, FL 32331
• 

  

  /54

  $925,000

  $463K PRICE INCREASE

  • 6 Beds
  • 4.5 Baths
  • 2,515 Sq Ft

  2355 NE County Road 255, Lee, FL 32059

  **Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living,

  Channah Galbraith The American Dream

  2355 NE County Road 255, Lee, FL 32059
• 

  

  /23

  $499,000

  $296K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,115 Sq Ft

  855 NE Delphinium Dr, Madison, FL 32340

  PRICE IMPROVED! Great investment/business opportunity! 2,115sqft Residence with 5,165sqft 10-Unit Assisted Living Facility and 3-Unit Apartment. This listing is two separate parcels being sold together totaling approximately 6.9 acres with a beautiful entrance lined with Live Oaks. It would be wonderful for the community to see this property revitalized for its former purpose, serving the elderly

  Ben Marinelli All Realty Services

  855 NE Delphinium Dr, Madison, FL 32340
• 

  /2

  $276,000

  $24K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,896 Sq Ft

  422 NE Palmetto St, Pinetta, FL 32350

  AUCTION- OCCUPIED. Affordable home sits on approximately 1.01 acres and offers 4 beds, 2 baths and is located in a rural setting. Come enjoy country living! Imagine all the possibilities here. NOTE- Property utilizes a WELL and SEPTIC system and is in a flood zone. Property is sold as-is with NO interior photos, NO property disclosure or inspection reports, NO lease in place - NO ACCESS

  Andrea Butcher Thomas RealHome Services and Solution

  422 NE Palmetto St, Pinetta, FL 32350
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  /34

  $449,900

  $18K PRICE DROP

  • 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 architecture with the white fluted columns at the entry. 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 on the south side of the home. The main level

  Frances Smith MOMENTUM REALTY

  3704 NE Rocky Ford Rd, Pinetta, FL 32350
• 

  

  /50

  $439,000

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  1262 N State Road 53, Madison, FL 32340

  There’s something special about finding a home that offers both space to breathe and comfort to gather—and this one delivers. Situated on 6.63 fully fenced acres, this well-maintained traditional 3 bedroom, 2 bathroom home offers 2,032 heated sq ft of thoughtfully designed living space. Inside, a well-appointed formal living room welcomes you at the front of the home, while the separate family

  Melanie Parks The American Dream

  1262 N State Road 53, Madison, FL 32340
• 

  

  /27

  $245,000

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,881 Sq Ft

  495 NE Fraleigh Dr, Madison, FL 32340

  Located in the desirable Livingston Springs neighborhood, this move-in ready brick home offers the perfect combination of space, updates, and convenience just minutes from downtown Madison, Florida. Featuring 4 bedrooms, 2.5 bathrooms, and 1,881 heated square feet, this home offers a functional split-bedroom floor plan designed for both privacy and everyday living. Multiple gathering spaces,

  Jessica Groover Southern Land & Homes

  495 NE Fraleigh Dr, Madison, FL 32340
• 

  

  /29

  $105,000

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  213 SW Valentine Ave, Madison, FL 32340

  Affordable Brick Home on Large In-Town Lot with Investment Potential Opportunity awaits with this 3 bedroom, 2 bathroom brick home situated on a large in-town lot, offering space, flexibility, and strong potential for the right buyer. This home features a functional layout with potential for a 4th bedroom or flex space, making it ideal for a home office, guest room, or added value opportunity.

  Jessica Groover Southern Land & Homes

  213 SW Valentine Ave, Madison, FL 32340
• 

  

  /21

  $155,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,223 Sq Ft

  137 SE Old County Camp Rd, Madison, FL 32340

  Beautiful 2005 3/2 home. Features a one car garage, a remodeled kitchen, three spacious bedrooms, close to the center of town. Brand new This is a must see.

  Marisol Brown TRINITY ROSE REALTY, INC

  137 SE Old County Camp Rd, Madison, FL 32340
• 

  

  /40

  $259,900

  $5K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,552 Sq Ft

  6175 NE Colin Kelly Hwy, Madison, FL 32340

  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.

  Crystal Bochnia Madison Realty Group, LLC

  6175 NE Colin Kelly Hwy, Madison, FL 32340
• 

  

  /54

  $925,000

  • 3 Beds
  • 2 Baths
  • 1,785 Sq Ft

  2293 NE County Road 255, Lee, FL 32059

  **Family Compound on 10 Acres – Rural Madison, Florida** Escape to the countryside with this rare 10-acre family compound tucked away in rural Madison, Florida, offering peaceful country living while still being an easy drive to Valdosta, GA and Tallahassee, FL. This one-of-a-kind property features two beautifully maintained homes, making it perfect for extended family, multi-generational living,

  Channah Galbraith The American Dream

  2293 NE County Road 255, Lee, FL 32059
• 

  

  /18

  $175,000

  • 2 Beds
  • 2 Baths
  • 2,185 Sq Ft

  15185 NW Little Cat Rd, Greenville, FL 32331

  Discover quiet country living with great potential at 15185 NW Little Cat Rd in Greenville, FL, right on the Florida/Georgia line. This 2,185-square-foot home features 2 bedrooms and 2 bathrooms and sits on 1.6 acres of beautiful countryside. Enjoy privacy and natural beauty all around you. The brick entry post, grand oak tree, and flagpole create a welcoming entrance to the property. Front and

  Christi Annett Southern Country Realty

  15185 NW Little Cat Rd, Greenville, FL 32331

Showing Results 41 - 72, Page 2 of 2