27

Madison, FL Houses for Sale

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  • /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.

    Agent Photo

    Christina McCulley

    eXp Realty LLC

    393 NW Willie Deas Rd, Madison, FL 32340
  • /63

    $220,000

    $15K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,688 Sq Ft

    485 SW Jordan St, Madison, FL 32340

    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

    Agent Photo

    Lynette Sirmon

    All Realty Services

    485 SW Jordan St, Madison, FL 32340
  • /42

    $517,000

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,057 Sq Ft

    542 NE Horry Ave, Madison, FL 32340

    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

    Agent Photo

    Sarah Pike

    The American Dream

    542 NE Horry Ave, Madison, FL 32340
  • /47

    $229,900

    $2K PRICE DROP
    • 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,

    Agent Photo

    Sarah Pike

    The American Dream

    493 NE Shelby Extension, Madison, FL 32340
  • /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

    Agent Photo

    Sarah Pike

    The American Dream

    231 SW Rutledge St, Madison, FL 32340
  • /48

    $449,000

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

    324 NE Fraleigh Dr, Madison, FL 32340

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    Ben Jones

    Southern Land & Homes

    324 NE Fraleigh Dr, 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

    Agent Photo

    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

    Agent Photo

    Ben Jones

    Southern Land & Homes

    319 SE Bunker St, Madison, FL 32340
  • /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

    Agent Photo

    Ben Jones

    Southern Land & Homes

    1983 U S 90, Madison, FL 32340
  • /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

    Agent Photo

    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

    Agent Photo

    Lynette Sirmon

    All Realty Services

    272 NE Dusty Miller Ave, Madison, FL 32340
  • /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

    Agent Photo

    Sarah Pike

    The American Dream

    422 NW College Loop, Madison, FL 32340
  • /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

    Agent Photo

    Sarah Pike

    The American Dream

    153 SW Canopy Trail, 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

    Agent Photo

    Sarah Pike

    The American Dream

    241 SW Canopy Trail, 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
  • /18

    $365,000

    $35K 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
  • /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
  • /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
  • /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
  • /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
  • /68

    $749,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,864 Sq Ft

    1752 SE Rogers Sink Rd, Madison, FL 32340

    Priced below appraisal! 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

    Cindy Vees Jason Mitchell Real Estate

    1752 SE Rogers Sink Rd, 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
  • /50

    $375,000

    • 3 Beds
    • 2.5 Baths
    • 1,751 Sq Ft

    1015 SW County Road 360, Madison, FL 32340

    *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

    Jessica Groover Southern Land & Homes

    1015 SW County Road 360, Madison, FL 32340
  • /19

    $129,900

    $30K 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
  • /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
  • /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

Why Live in Madison

Madison, Florida, is a small community known for its blend of outdoor recreation and agricultural heritage. The historic downtown area features cobblestone streets, antique shops, and local restaurants, reflecting the town's rich history in cotton and tobacco farming. A steam-powered motor on Range Avenue serves as a tribute to this past. Madison is an outdoor recreational hub with nearby state parks and county trails. Four Freedoms Park, located downtown, honors a World War II hero and offers trailheads for bicyclists. The Madison County 100 Mile Loop and Four Freedoms Trail are popular for biking and horseback riding, respectively. Madison RV Golf and Country Club provides a 9-hole course and resort facilities for mobile campers. Madison Blue Spring State Park features a crystal-clear swimming hole, snorkeling opportunities, and access to the Withlacoochee River. Twin Rivers State Forest, 13 miles away, offers scenic routes for equestrians. Housing options include ranch-style homes, manufactured homes, Minimal Traditional dwellings, and historic residences. The area is generally high and dry, reducing flood risks, though hurricanes and tropical storms are possible. Madison County High and James Madison Preparatory Charter High are highly rated schools. Downtown events like the Down Home Days festival and parade draw residents and visitors alike. Essential services include St. Mary's Episcopal Church, Madison County Memorial Hospital, and the Madison Shuttle for public transportation. Interstate 10 connects Madison to Downtown Tallahassee, 50 miles away, while Steinhatchee on the Florida Gulf is about 65 miles from the community.

Single Family Home Price Trends

Median Home Price
$229,950
Median 3-Bedroom Home Price
$190,000
Median 4-Bedroom Home Price
$259,000
Median 5-Bedroom Home Price
$585,000
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