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Madison, FL Homes for Sale under $500,000

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  • /48

    $365,000

    • Land
    • 40.49 Acres
    • $9,015 per Acre

    2271 SW Oregon Trail, Madison, FL 32331

    40.49± Acres of North Florida Paradise Escape to the peace and privacy of North Florida with this beautiful 40.49± acre property offering the perfect blend of recreation, hunting, and country living. Located just outside Greenville in Madison County, this property is ideal as a hunting retreat, weekend getaway, or private homestead. Property Highlights 40.49± total acres 2020 park model home 312±

    Agent Photo

    Ben Jones

    Southern Land & Homes

    2271 SW Oregon Trail, Madison, FL 32331
  • /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, FL 40.23-acre North Florida tract located just 5 miles from historic downtown Madison 3 Bedroom, 2 Bath 1997 doublewide mobile home offering comfortable rural living Fully fenced and cross-fenced - well suited for cattle, horses, or rotational grazing Established pastures dotted with

    Agent Photo

    Ben Jones

    MOSSY OAK PROPERTIES

    1914 SW Jim Clark Rd, Madison, FL 32340
  • /43

    $365,000

    • Land
    • 40.49 Acres
    • $9,015 per Acre

    2271 SW Oregon Trail Unit 78, Madison, FL 32331

    40.49 Acres of North Florida Paradise Escape to the peace and privacy of North Florida with this 40.49-acre property offering the perfect blend of recreation, hunting, and country living. Located just outside Greenville in Madison County, this unique property includes a 2020 park model home, well, septic, and plenty of room to enjoy the outdoors. Whether you're looking for a hunting retreat,

    Agent Photo

    Ben Jones

    MOSSY OAK PROPERTIES

    2271 SW Oregon Trail Unit 78, Madison, 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

    Agent Photo

    Lynette Sirmon

    All Realty Services

    485 SW Jordan St, Madison, FL 32340
  • /32

    $499,999

    $40K PRICE DROP
    • Land
    • 216 Acres
    • $2,315 per Acre

    8412 SW Tower Rd, Madison, FL 32340

    216 acres located in beautiful Madison County, FloridaTucked away approximately 3 miles down a private dirt road, offering privacy and seclusionA true "your place in the woods" property - peaceful, quiet, and away from the hustle and bustleIdeal for a private recreational retreat, hunting property, or full-time country livingExcellent hunting

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    8412 SW Tower Rd, Madison, FL 32340
  • /48

    $449,000

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

    324 NE Fraleigh Dr, Madison, FL 32340

    Agent Photo

    Ben Jones

    Southern Land & Homes

    324 NE Fraleigh Dr, Madison, FL 32340
  • /45

    $225,000

    $25K PRICE DROP
    • Land
    • 40.46 Acres
    • $5,561 per Acre

    Vacant Sw Hike Lake Rd, Madison, FL 32340

    Secluded Hunting Retreat on 40.46 Acres Madison County, FL Located off Hike Lake Rd | Privately Maintained RoadPrime North Florida hunting property with excellent deer, turkey, and hog hunting40.46 acres of diverse timber and wildlife habitatInterior road system providing easy access throughout the propertyEstablished food plots already in place to

    Agent Photo

    Ben Jones

    Mossy Oak Properties Southern Land and Homes, LLC

    Vacant Sw Hike Lake Rd, 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
  • /29

    $240,000

    $5K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,616 Sq Ft

    1147 SE Hammerly St, Madison, FL 32340

    This 2019 single wide mobile home sits on 10.34 fully fenced acres and gives you the space, privacy, and freedom that is hard to find. The land is split nicely with about half cleared and half wooded, offering a good mix of open ground and natural surroundings. The cleared portion is great for a homesite, animals, gardening, or even starting a small farm. The wooded area has a perimeter trail

    Agent Photo

    Ronald Carver

    SAUCER REALTY & CAPITAL

    1147 SE Hammerly 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
  • /75

    $435,000

    • Land
    • 111.53 Acres
    • $3,900 per Acre

    1404 SW Pacific Dr Lot 110, Madison, FL 32331

    If you have been searching for a true North Florida hunting property where the sweat equity has already been invested, this 111.5-acre tract in Madison County deserves a closer look. Tucked away within Aucilla Plantation, the property offers the privacy, improvements, and outdoor opportunities needed to create a place you will always look forward to visiting. An established camp featuring an RV

    Agent Photo

    Ben Jones

    Southern Land & Homes

    1404 SW Pacific Dr Lot 110, Madison, FL 32331
  • /20

    $340,000

    • Land
    • 40 Acres
    • $8,500 per Acre

    916 SW Cr 360, Madison, FL 32340

    Here's your opportunity to own approximately 40 acres of fenced pastureland in Madison County, Florida with paved county road frontage and convenient access to Interstate 10. Located only minutes from downtown Madison, Florida this attractive Ag-2 property offers endless possibilities for cattle, horses, hay production, a private homesite, or a family farm. The property is currently utilized for

    Agent Photo

    Lynette Sirmon

    All Realty Services

    916 SW Cr 360, Madison, FL 32340
  • /50

    $399,000

    • 3 Beds
    • 3 Baths
    • 1,959 Sq Ft

    1983 E US Highway 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 - perfect for income potential or a mother-in-law suite Outdoor kitchen & entertainment area - ideal for gatherings and cookouts 3 beautiful acres of

    Agent Photo

    Ben Jones

    Southern Land & Homes

    1983 E US Highway 90, 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
  • /46

    $328,000

    • 3 Beds
    • 1 Bath
    • 565 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

    Keillor Davis Tutt Land Company

    1589 SW San Pedro Rd, Madison, FL 32340
  • /18

    $400,000

    • 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

    $340,000

    • 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

    $359,999

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

    1716 NW County Road 150, Madison, FL 32340

    Nestled on 7.78 acres of picturesque Florida countryside, this property boasts a quality-constructed brick home designed to stand the test of time. The three-bedroom, two-bathroom residence features a formal living room, a formal dining room, a kitchen breakfast nook, and a cozy family room. In addition to the main house, there is a bonus brick building with power that can be converted into a

    Crystal Daviner Marzucco Real Estate LLC

    1716 NW County Road 150, 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

    Sarah Pike The American Dream

    422 NW College Loop, 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
  • /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
  • /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
  • /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
  • /47

    $231,500

    • 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
  • /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
  • /16

    $400,000

    • Land
    • 111.5 Acres
    • $3,587 per Acre

    1217 SW Caleb Ave, Madison, FL 32340

    HUNTERS HUNTERS HUNTERS!!! FOR SALE -111 ACRES MADISON, FLORIDA - NO HOA. This expansive tract is a Hunter’s Paradise. The land is abundant with wildlife including white tail deer, wild hogs, and turkeys, offering year-round hunting opportunities. The property was recently logged, opening up new ATV trails and making it easy to add food plots, deer stands, or clearings for camping. A previous

    Daryn Wiles The American Dream

    1217 SW Caleb Ave, Madison, FL 32340
  • /50

    $375,000

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

    1015 SW County Road 360, Madison, FL 32340

    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 inviting living spaces, recently replaced

    Jessica Groover Southern Land & Homes

    1015 SW County Road 360, Madison, FL 32340
  • /23

    $375,000

    • Land
    • 40.49 Acres
    • $9,262 per Acre

    2271 SW Oregon Trail, Madison, FL 32331

    Conveniently located near I-10 on a private maintained road. Electric, well and septic already done. Man made pond just waiting for you to go fishing in. 2020 Retreat by Keystone Camper is included in the sale. Hunting allowed. HOA fees of $425 a year to cover the costs of maintaining the roads and management. Property has pine trees and is eligible for Ag exemption. Build a house when you want

    Cliff Glansen FLATFEE.COM

    2271 SW Oregon Trail, Madison, FL 32331
  • /14

    $488,000

    • Land
    • 48.8 Acres
    • $10,000 per Acre

    3500 NE Rocky Ford Rd, Madison, FL 32340

    Owner financing options available. Discover this impressive 48.8 acre parcel with approximately 650 ft of road frontage, perfect for a family farm or potential community development. The property features 9 acres of thriving 7.5 year old planted pines, providing both beauty and potential income. Additionally, the remaining acreage has newly planted pines established in Jan 2025, ensuring future

    SUSAN WHITE DUAL STATE REAL ESTATE INC

    3500 NE Rocky Ford Rd, 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
  • /14

    $394,000

    • Land
    • 39.4 Acres
    • $10,000 per Acre

    3600 NE Rocky Ford Rd, Madison, FL 32340

    Owner Financing Available. Explore this expansive 39.4 acre parcel located just 3 miles from Madison City Limits. The property boasts approx 650ft of county road frontage and features approx 15 acres of thriving 7.5 year old pines, providing both beauty and potential income. The remaining acreage has newly planted pines, established in January 2025, ensuring future growth and sustainability. This

    SUSAN WHITE DUAL STATE REAL ESTATE INC

    3600 NE Rocky Ford 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
  • /29

    $375,000

    • Land
    • 38,768 Sq Ft
    • $421,348 per Acre

    1537 NE Cherry Lake Cir, Madison, FL 32340

    Lakefront Lot on Sought-After Cherry Lake – Madison, Florida Discover the perfect setting for your dream lake home on beautiful Cherry Lake, one of Madison County’s most sought-after waterfront communities. This spacious lakefront lot comes equipped with a well, septic tank, and existing dock piers, providing an incredible head start on your build. The gentle slope of the property is ideal for a

    Beth Haun EXP Realty, LLC

    1537 NE Cherry Lake Cir, Madison, FL 32340

Home Price Trends

Median Sale Price
$134,000
Median Single Family Sale Price
$230,000
Median 2 Bedroom Sale Price
$41,250
Average Price Per Sq Ft
$129
Number of Homes for Sale
22
Last 12 months Home Sales
33
Months of Supply
8.00
Median List Price
$232,174
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-17%
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