Madison County FL Houses for Sale

• 

  

  

  /33

  $700,000

  $100K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,540 Sq Ft

  4087 NW Honey Lake Rd, Greenville, FL 32331

  Discover the beauty and freedom of true country living on this expansive 96-acre farmstead, offering the perfect blend of open fields, mature hardwoods, and North Florida charm. Charming 1,450 Sq Ft Home This cozy and inviting home features comfortable living spaces, ideal for family life or a quiet retreat in the country. Detached 1BR / 1BA Cottage Perfect for guests, extended family, or rental

  

  Ben Jones

  Southern Land & Homes

  4087 NW Honey Lake Rd, Greenville, FL 32331
• 

  

  

  /59

  $195,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  146 SE Bunker St, Madison, FL 32340

  Less Mowing! More Living! Completely refurbished and beautifully updated, this solid concrete block home delivers the rare combination of durability, modern upgrades, and an unbeatable location with stunning lake views. Enjoy picturesque water vistas right from your front yard, living room windows, and front bedroom—this setting is genuinely exceptional. Originally built in 1955, the home has

  

  Lynette Sirmon

  All Realty Services

  146 SE Bunker St, Madison, FL 32340
• 

  

  

  /60

  $715,000

  • 6 Beds
  • 5 Baths
  • 3,744 Sq Ft

  219 NE Livingston St, Madison, FL 32340

  Step back in time and experience one of Madison County's most remarkable historic homes. Built in 1836, this extraordinary Southern Colonial estate beautifully blends timeless craftsmanship with modern comforts while offering a rare opportunity to own a true piece of North Florida history. Rich with character, the main residence showcases the architectural details that define a classic Southern

  

  Ben Jones

  Southern Land & Homes

  219 NE Livingston St, Madison, FL 32340
• 

  

  

  /45

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  319 SE Bunker St, Madison, FL 32340

  Property Highlights Well-maintained 3-bedroom, 2-bath brick home situated on approximately 0.86 acres within the Madison city limits Approximately 1,612 heated square feet with over 3,200 total square feet under roof, offering ample space for comfortable everyday living and entertaining Built in 1964, blending timeless character with a functional floor plan Spacious living area, creating a warm

  

  Ben Jones

  Southern Land & Homes

  319 SE Bunker St, Madison, FL 32340
• 

  

  

  /48

  $329,000

  • 5 Baths
  • 2,925 Sq Ft

  327 NE Ochlawilla Rd, Pinetta, FL 32350

  A little imagination can convert this concrete block church building on a beautiful country road on the Georgia line into a unique home. The location is convenient for those working in either Madison or Valdosta. The kitchen has plenty of room for large family get togethers, and you can build out the rest of the property to your liking. This property would also make a great day care, community

  

  Sondra Deaconescu

  Georgia Florida Real Estate Services

  327 NE Ochlawilla Rd, Pinetta, FL 32350
• 

  

  /82

  $829,900

  $20K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,631 Sq Ft

  434 NE Blue Ridge Landing Ave, Lee, FL 32059

  Rare Madison County Estate Featuring Two Homes and Exceptional Outdoor AmenitiesEscape to your own private North Florida retreat on 17.5 beautiful acres in Madison County, Florida, just minutes from the scenic Withlacoochee River.Experience the perfect blend of country living, recreation, and comfort with two well-appointed dwellings, making this property ideal for

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  434 NE Blue Ridge Landing Ave, Lee, FL 32059
• 

  

  /42

  $399,900

  $45K PRICE DROP

  • 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 relaxing in

  

  Ben Jones

  Southern Land & Homes

  1983 U S 90, Madison, FL 32340
• 

  

  /80

  $829,900

  $20K PRICE DROP

  • 7 Beds
  • 4 Baths
  • 3,631 Sq Ft

  424 NE Blue Ridge Landing, Lee, FL 32059

  Rare Madison County Estate Featuring Two Homes and Exceptional Outdoor Amenities Escape to your own private North Florida retreat on 17.5 beautiful acres in Madison County, Florida, just minutes from the scenic Withlacoochee River. Experience the perfect blend of country living, recreation, and comfort with two well-appointed dwellings, making this property ideal for multi-generational living,

  

  Ben Jones

  Southern Land & Homes

  424 NE Blue Ridge Landing, Lee, FL 32059
• 

  

  /72

  $350,000

  • 3 Beds
  • 2 Baths
  • 2,079 Sq Ft

  1914 SW Jim Clark Rd, Madison, FL 32340

  Turnkey 40.23-Acre Livestock & Recreational Property with Home, Cross-Fencing & Cypress Ponds - Madison County, FL40.23-acre North Florida tract located just 5 miles from historic downtown Madison3 Bedroom, 2 Bath 1997 doublewide mobile home offering comfortable rural livingFully fenced and cross-fenced - well suited for cattle, horses, or rotational

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  1914 SW Jim Clark Rd, Madison, FL 32340
• 

  

  /45

  $319,000

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

  272 NE Dusty Miller Ave, Madison, FL 32340

  Welcome home to this beautifully maintained 3BR/2BA brick residence offering 2,552 sq. ft. of comfortable living space on a picturesque one-acre homesite just minutes from downtown Madison, Florida. Built in 1975 and lovingly cared for, this move-in ready home offers a warm and inviting atmosphere with abundant storage throughout including closets, pantry space, cabinets, drawers, shelving and

  

  Lynette Sirmon

  All Realty Services

  272 NE Dusty Miller Ave, Madison, FL 32340
• 

  

  /56

  $599,900

  $50K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,920 Sq Ft

  393 NW Willie Deas Rd, Madison, FL 32340

  Built in 2023 and located in the desirable Looper Pond Plantation community, this beautiful 3BR/2BA home sits on 5.12 acres and offers the perfect blend of modern comfort and peaceful country living. With approximately 1,920 heated sq ft, the home features an open floor plan, marble countertops throughout, a spacious kitchen with large pantry, oversized laundry room, and a split-bedroom layout.

  

  Christina McCulley

  eXp Realty LLC

  393 NW Willie Deas Rd, Madison, FL 32340
• 

  

  /66

  $295,000

  $55K PRICE DROP

  • 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: 2006 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

  

  Ben Jones

  Mossy Oak Properties Southern Land and Homes, LLC

  2959 SE Winquepin Sr Lee Unit FL 32059, Lee, FL 32059
• 

  

  /29

  $40,000

  • 2 Beds
  • 1 Bath
  • 1,050 Sq Ft

  4285 NW US 221, Greenville, FL 32331

  One of those "glass half full" places! You will need your rose-colored glasses on for sure. Some people will want to tear it down and others will see potential. It is being lived in but the appliances belong to the tenant as well as the air conditioning units. This home will NOT be financeable, and it does NOT have casualty insurance coverage NOR could you obtain insurance on it in its present

  

  Lynette Sirmon

  All Realty Services

  4285 NW US 221, Greenville, FL 32331
• 

  

  /63

  $235,000

  • 4 Beds
  • 3.5 Baths
  • 2,688 Sq Ft

  485 SW Jordan St, Madison, FL 32340

  The Southern Porch on Jordan Street! 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

  

  Lynette Sirmon

  All Realty Services

  485 SW Jordan St, Madison, FL 32340
• 

  

  /58

  $429,000

  $8K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,712 Sq Ft

  11942 SW Overstreet Ave, Lamont, FL 32336

  A LAND REMEMBERED-ESCAPE to OLD FLORIDA Welcome to your private 29+ acre rustic retreat in the heart of rural Madison County, FL - a rare and unrestriced recreational paradise where you can hunt, fish, farm, and play to your heart's content. Tucked away in the beauty of Old Florida, this property offers: a unique A-Fame home full of rustic character, multiple outbuildings for storage or creative

  

  Barry Kelly

  Kelly & Kelly Properties, Inc

  11942 SW Overstreet Ave, Lamont, FL 32336
• 

  

  /51

  $465,900

  $44K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,302 Sq Ft

  11085 E US Highway 90, Lee, FL 32059

  This is an absolute must-see private residential property, the pictures honestly don’t do it justice! Welcome to your ultimate North Florida homestead near the historic town of Madison. Serving up the perfect blend of wide-open country freedom and modern comfort, this beautifully renovated 3-bed, 2-bath country home in Lee, Florida, is completely move-in ready. Boasting a bright 2,300+ sq ft

  

  Johnathan Mathis

  Pointer Properties

  11085 E US Highway 90, Lee, FL 32059
• 

  

  /20

  $139,339

  • 3 Beds
  • 2 Baths
  • 1,620 Sq Ft

  1442 NE Avocado St, Madison, FL 32340

  This home sits on a quite country lot six miles from the town of Madison in North Central Florida with lots of room for gardenining or recreation. It is a located six miles from downtown and twenty miles from Lake Park, Ga. The home is in good condition and with a facelift could be beautiful again. HVAC looks nearly new, it has a metal roof and a sturdy front porch.. Every room is large and there

  

  John (Jeb) Stewart

  THE DARBY-ROGERS CO.

  1442 NE Avocado St, Madison, FL 32340
• 

  

  /48

  $449,000

  • 4 Beds
  • 4 Baths
  • 2,913 Sq Ft

  324 NE Fraleigh Dr, Madison, FL 32340

  

  Ben Jones

  Southern Land & Homes

  324 NE Fraleigh Dr, Madison, FL 32340
• 

  

  /70

  $585,000

  • 5 Beds
  • 6 Baths
  • 3,814 Sq Ft

  588 NW Pickle Ln, Madison, FL 32340

  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

  Dennis L Coxwell Keller Williams Town & Country

  588 NW Pickle Ln, Madison, FL 32340
• 

  

  /26

  $189,000

  • 1 Bed
  • 1 Bath
  • 784 Sq Ft

  524 NE Withla Bluffs Way, Lee, FL 32059

  Withlacoochee River Waterfront Retreat on 1.27 Acres! Nestled behind a gated entrance and surrounded by mature hardwoods, this elevated river house offers a rare opportunity to create your own waterfront getaway. Situated on the scenic Withlacoochee River, the property features 1 bedroom, 1 bathroom, an open living area, large screened porch, two covered parking bays, private well and

  Jessica Groover Southern Land & Homes

  524 NE Withla Bluffs Way, Lee, FL 32059
• 

  

  /46

  $328,000

  • 3 Beds
  • 1 Bath
  • 960 Sq Ft

  1589 SW San Pedro Rd, Madison, FL 32340

  The San Pedro Hunt Camp has been elevated above the normal standard in the flatwood timberlands of North Florida. Between Madison and Perry Florida stands what locals call “The Bay,” a 200,000+ acre patch of undeveloped timberlands that holds a great amount of game. This property stands on the northern border of this area adding to ease of travel and modern convenience with close proximity to

  Keillor Davis Tutt Land Company

  1589 SW San Pedro Rd, Madison, FL 32340
• 

  

  /42

  $299,000

  • 3 Beds
  • 2 Baths
  • 1,229 Sq Ft

  3211 NE River Park Rd, Lee, FL 32059

  Custom Withlacoochee River Retreat | 226' River Frontage | Old Florida LivingWhere Every Day Feels Like a Vacation...Nestled along 226 feet of pristine Withlacoochee River frontage, this exceptional custom-built waterfront home offers a rare opportunity to own a private slice of Old Florida paradise. Hidden behind a gated entrance on 1.22 beautifully wooded acres, this

  Jessica Groover Southern Land & Homes

  3211 NE River Park Rd, Lee, FL 32059
• 

  

  /29

  $899,000

  $76K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 2,300 Sq Ft

  325 SW Durham Way, Greenville, FL 32331

  Offered for sale, this unique tract of land presents an idealopportunity for a private country estate, family farm, orgentlemans retreat. The property includes an approximately2,300 SF home that was completely renovated in 2024 withthree bedrooms and two bathrooms, complemented by fourestablished barnsone of which is a well-maintained horsebarn. Approximately 30% of the

  Karen Hahn TLG Real Estate Services, PLLC

  325 SW Durham Way, Greenville, FL 32331
• 

  

  /46

  $185,000

  • 3 Beds
  • 2 Baths
  • 1,829 Sq Ft

  1292 SE County Road 255, Lee, FL 32059

  Enjoy living in the quiet countryside of Lee, Florida in this recently renovated home. This charming brick-over-block home offers the perfect blend of rural setting and convenient access to Interstate 10. Surrounded by mature trees and open green space, the property provides privacy and plenty of room to enjoy the beauty of North Florida. The home features classic construction with beautiful

  Channah Galbraith The American Dream

  1292 SE County Road 255, Lee, FL 32059
• 

  

  /18

  $375,000

  $25K PRICE DROP

  • 3 Beds
  • 3.5 Baths
  • 2,340 Sq Ft

  423 SW Alderene Park Way, Madison, FL 32340

  Diamond in the Rough!Incredible home situated on a secluded 1.65-acre property surrounded by expansive views of nature, peace, and quiet. If you're looking for privacy, space, and an opportunity to create something special, this property has tremendous potential.The home offers generous living space with a flexible floor plan, hardwood flooring, a wood-burning fireplace, and

  Troy Funk REALTY ONE GROUP MVP

  423 SW Alderene Park Way, Madison, FL 32340
• 

  

  /37

  $474,999

  • 3 Beds
  • 7 Baths
  • 7,375 Sq Ft

  227 SW Range Ave, Madison, FL 32340

  Discover a unique investment opportunity in Madison, Florida, where two separate buildings hold the potential for a vibrant mix of residential and business spaces. Currently all occupied with tenants, these properties offer an immediate income stream. The charm of the town adds to the appeal, making it an attractive location for various ventures like coffee shops, restaurants, barber shops, and

  Crystal Daviner Marzucco Real Estate LLC

  227 SW Range Ave, Madison, FL 32340
• 

  

  /31

  $439,900

  • 5 Beds
  • 3 Baths
  • 3,452 Sq Ft

  3704 NE Rocky Ford Rd, Pinetta, FL 32350

  Sitting upon a full acre this west facing 16-year young 5 BR, 3BA home, features timeless architecture with white fluted columns at 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 features

  Frances Smith Momentum Realty

  3704 NE Rocky Ford Rd, Pinetta, FL 32350
• 

  

  /42

  $559,000

  New Construction

  • 3 Beds
  • 2 Baths
  • 2,002 Sq Ft

  153 SW Canopy Trail, Madison, FL 32340

  Where luxury design meets modern comfort, this breathtaking premier model home was built to impress at every turn. Offering 2,002 heated square feet of beautifully curated living space, this exceptional 3-bedroom, 2-bath residence showcases soaring 10-foot ceilings, dramatic 8-foot doors, upscale finishes, and a spacious open-concept layout designed for effortless entertaining. The showstopping

  Sarah Pike The American Dream

  153 SW Canopy Trail, Madison, FL 32340
• 

  

  /44

  $338,000

  $2K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft

  9072 S County Road 53, Madison, FL 32340

  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

  Amy Cope Amy Cope Southern Properties,

  9072 S County Road 53, Madison, FL 32340
• 

  

  /43

  $379,999

  $20K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  1716 NW County Road 150, Madison, FL 32340

  Nestled on 15+/-acres of picturesque Florida countryside, this property boasts a quality-constructed brick home designed to stand the test of time. This three-bedroom, two-bathroom residence features a formal living room, formal dining room, kitchen breakfast nook, and cozy family room. In addition to the main house, there is a bonus brick building with power that can be converted into a small

  Crystal Daviner Marzucco Real Estate LLC

  1716 NW County Road 150, Madison, FL 32340
• 

  

  /52

  $790,000

  • 3 Beds
  • 2 Baths
  • 1,596 Sq Ft

  1048 NE Duval Pond Rd, Madison, FL 32340

  Welcome to this beautiful 57+ acre horse farm offering the perfect blend of country living, income potential, and modern comfort. Over 40 acres are planted in income-producing hay, with fenced and cross-fenced pastures ready for horses or livestock. The property includes a 40x60 hay barn, 18x36 barn with stalls, horse stables, multiple sheds including a grain shed, chicken pen, covered parking

  Jeff Wood Keller Williams Town & Country

  1048 NE Duval Pond Rd, Madison, FL 32340
• 

  

  /54

  $299,000

  $47K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,862 Sq Ft

  1534 SW Main St, Greenville, FL 32331

  Curb appeal meets country charm. Step into a piece of North Florida history with this 1915 home in Greenville, FL. Situated on a spacious 0.75 acre corner lot, this 4 bedroom, 2 bath home offers over 3000 square feet of living space and original hardwood floors throughout. Home has been in a full renovation status since 2022. Major improvements include replaced electrical and plumbing systems,

  Daryn Wiles The American Dream

  1534 SW Main St, Greenville, FL 32331
• 

  

  /27

  $349,000

  $116K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 2,080 Sq Ft

  777 SW Wacissa Terrace, Greenville, FL 32331

  Back On Market! Just in time for hunting season! Tucked away at the end of a privately maintained dirt road, this hidden North Florida retreat offers the kind of peace that's becoming harder to find. Whether you are searching for a hunting camp, weekend getaway, homestead or full time escape from the demands of city life, this property lives large with 40 acres of wildlife, birds, flora, fauna

  Ben Marinelli All Realty Services

  777 SW Wacissa Terrace, Greenville, FL 32331
• 

  

  /30

  $415,000

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

  422 NW College Loop, Madison, FL 32340

  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

  Sarah Pike The American Dream

  422 NW College Loop, Madison, FL 32340
• 

  

  /30

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,654 Sq Ft

  135 NE Golden Rain Terrace, Lee, FL 32059

  Welcome to Pine Trace Acres in Lee, Florida, where this well-maintained 3-bedroom, 2-bath home sits on a beautiful one-acre lot. Recent updates include a new metal roof and granite countertops in the spacious kitchen and bathrooms, adding both style and functionality. The primary suite offers a relaxing retreat with a large walk-in closet, separate soaking tub, and walk-in shower. Step outside to

  Sarah Pike The American Dream

  135 NE Golden Rain Terrace, Lee, FL 32059
• 

  

  /56

  $469,900

  • 3 Beds
  • 2 Baths
  • 1,768 Sq Ft

  1152 NW Caribou Way, Madison, FL 32340

  Escape to your own private country paradise with this beautiful 3-bedroom, 2-bath single-family home situated on 20 acres in Madison, Florida. Designed with an inviting open floor plan, the home features a spacious living area that is perfect for entertaining or relaxing with family. The kitchen boasts elegant granite countertops and offers both style and functionality. Outside, the possibilities

  Clent Flowers GRANTHAM REALTY, INC.

  1152 NW Caribou Way, Madison, FL 32340
• 

  

  /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
• 

  

  /17

  $1,080,000

  • 4 Beds
  • 4.5 Baths
  • 3,389 Sq Ft

  732 SE Side Wheel Trail, Lee, FL 32059

  A beautiful custom Lexington four bedroom and 4.5 baths on 40.80 acres. A stunning scenery filled with large, mature trees while affording spacious cleared areas as well. The property is spacious enough for horses or livestock. This home exudes pride, quality, and admiration with a spectacular great room with a center fireplace visibly accessible from the family room and kitchen also. Enjoy the

  Dr April Joh Johnson STARLINK REALTY

  732 SE Side Wheel Trail, Lee, FL 32059
• 

  

  /62

  $290,000

  $9K PRICE DROP

  • 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
• 

  

  /46

  $270,000

  • 3 Beds
  • 1 Bath
  • 1,451 Sq Ft

  839 NE Post Rd, Madison, FL 32340

  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,

  Illeana Meares LPT Realty

  839 NE Post Rd, Madison, FL 32340

Showing Results 1 - 40, Page 1 of 2