Madison, FL Homes

/21
$400,000
- Land
- 30 Acres
- $13,495 per Acre
0 SW Andover Way, Madison, FL 32340

INVESTORS! BUILDERS! LOOK AT THIS 29.64 ACRE, 55-LOT PLATTED SUBDIVISION FOR SALE IN MADISON COUNTY FLORIDA!! With lots ranging from 0.25 acre to 4.2 acres. The possibilities are endless with the right vision and the drive, your investment will turn into a great return. Buyers and or buyer's agent, do your Due Diligence. (33-1N-09-5134-0HG-001 THRU -014, -027 THRU -054 AND -059,

Alex Flowers

DANIEL CRAPPS AGENCY, INC

(850) 761-0343

0 SW Andover Way, Madison, FL 32340
/39
$399,900 Sold Aug 04, 2025
- 1,778 Sq Ft
- $225/SF
- 9 Days On Market
- 3 Beds
- 2 Baths
- Built 2025
236 SW Country Club Estates Rd, Madison, FL 32340

Discover the perfect blend of luxury, comfort, and craftsmanship in this brand-new custom home located in the highly desirable Country Club Estates of Madison, FL. Designed with exceptional attention to detail, this 3-bedroom, 2-bath home features a versatile flex room—ideal for a home office, guest room, or playroom. Inside, you'll find upscale finishes including marble countertops, a

Sarah Pike The American Dream

236 SW Country Club Estates Rd, Madison, FL 32340

/18
Not Listed For Sale
VACANT SW Canaan Trail, Madison County, FL 32340

VACANT SW Canaan Trail, Madison County, FL 32340

/42
$350,000
- 3 Beds
- 2.5 Baths
- 2,682 Sq Ft
186 NW Whispering Pines Loop, Madison, FL 32340

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 foyer that opens up to a sitting

J. Deeann Knighton All Realty Services

186 NW Whispering Pines Loop, Madison, FL 32340
/26
$75,000 Sold Jun 13, 2025
- Land
- 18 Acres
- $4,054 per Acre
- 4 Days On Market
Vacant SW Sr 14, Madison, FL 32340

For Sale - Unique Waterfront Peninsula Homesite Location - Situated within 3 miles of downtown Madison, FL Property Size - Expansive 18.5-acre homesite Waterfront Advantage - Enjoy stunning views on a serene peninsula Endless Potential - Perfect opportunity to design your dream landscape and create the view you've always wanted Privacy & Seclusion - Surrounded by natural beauty, offering a

Ben Jones Southern Land & Homes

Vacant SW Sr 14, Madison, FL 32340

/5
Not Listed For Sale
Vacant SW Summerset Way, Madison, FL 32340

Vacant SW Summerset Way, Madison, FL 32340

/18
$249,900
- Land
- 31 Acres
- $8,145 per Acre
0 Vacant Sw Jeanette Cir, Madison, FL 32340

30.68 Acres of Prime Vacant Land in Madison - Ideal for Investment or Development! Parcels 28-1N-09-5083-000-000 & 28-1N-09-5083-001-000This 30.68-acre parcel offers a fantastic opportunity for investors and developers in a highly sought-after location. Situated within the city limits of Madison, this property is surrounded by land owned by the City of Madison, offering both privacy and

Jessica Groover Southern Land & Homes

0 Vacant Sw Jeanette Cir, Madison, FL 32340
/33
$130,000 Sold May 31, 2025
- Land
- 26 Acres
- $4,945 per Acre
- 8 Days On Market
Vacant SW Cr 360 Rd, Madison, FL 32340

Discover the perfect opportunity to own a stunning 26-acre property, nestled at the foot of a picturesque hill. This unique land features a charming small lake, providing a serene backdrop and endless possibilities for recreation or relaxation. Whether you’re looking to start a farm, raise livestock, or keep horses, this land offers ample space and resources to bring your vision to life. With

Ahmed Ismail Sand Seekers Realty LLC

Vacant SW Cr 360 Rd, Madison, FL 32340

/39
Not Listed For Sale
- 4 Beds
- 2 Baths
- 1,537 Sq Ft
230 SW Lemoyne Ave Unit 2, Madison, FL 32340

230 SW Lemoyne Ave Unit 2, Madison, FL 32340

/42
$330,000
- Land
- 39 Acres
- $8,421 per Acre
3046 SW Captain Brown Rd, Madison, FL 32340

For Sale: Serene 39.19-Acre Retreat Near Downtown Madison, FL Discover a tranquil haven just minutes away from the heart of Downtown Madison, Florida. This expansive 39.19-acre property offers the perfect blend of seclusion and accessibility, making it an ideal spot for a weekend getaway or your forever homesite. Nature's Beauty Immerse yourself in a beautifully diverse landscape featuring

Ben Jones Southern Land & Homes

3046 SW Captain Brown Rd, Madison, FL 32340
/18
$165,000 Sold May 30, 2025
- 1,934 Sq Ft
- $85/SF
- 28 Days On Market
- 3 Beds
- 3 Baths
- Built 1920
293 W Base St, Madison, FL 32340

This 1920's gem in the heart of Madison has original pine floors, 11 foot ceilings, stunning pocket doors and decorative fireplaces. It's zoned business and residential perfect for your dream office, air b and b or even a restaurant. With city utilities a new metal roof and room to expand, this ones got it all! Photo's of interior available once interior painting has been completed. Until then,

Lynette Sirmon All Realty Services

293 W Base St, Madison, FL 32340

/35
Est $145,865 Not Listed For Sale
- 3 Beds
- 2.5 Baths
- 1,640 Sq Ft
136 SW Washington Ave, Madison, FL 32340

136 SW Washington Ave, Madison, FL 32340

/32
$62,900
- Land
- 36 Acres
- $1,772 per Acre
00 SW Sampala Lake Rd Unit LotWP001, Greenville, FL 32331

This hunting and recreational tract located in the heart of Whitetail country is a blank canvas for a deer or turkey hunter looking for a place to call their own! Scattered high and dry travel corridors through and around two cypress heads lead the way to pinch points and edges that will set up well to catch that North Florida buck is cruising through. Substantial-sized buck rubs and loads of

Thomas Lado Whitetail Properties Real Estate

00 SW Sampala Lake Rd Unit LotWP001, Greenville, FL 32331
/38
$116,400 Sold May 30, 2025
- 966 Sq Ft
- $120/SF
- 177 Days On Market
- 2 Beds
- 1.5 Baths
- Built 1920
523 SW Horry Ave, Madison, FL 32340

Perfectly located for easy walks, bike rides or golf cart rides to town, this 2/1.5 home was built in 1920, it offers convenience and modern comfort while retaining timeless character. Central heat and air plus a wood burning stove, fully equipped kitchen, new lighting fixtures, new water heater, new roof, new floor covering, new deck, new sheetrock, high speed internet, city water and city

Lynette Sirmon All Realty Services

523 SW Horry Ave, Madison, FL 32340

/36
Est $149,009 Not Listed For Sale
- 2 Beds
- 1 Bath
- 960 Sq Ft
674 SW Georgetown Rd, Madison, FL 32340

674 SW Georgetown Rd, Madison, FL 32340

/49
$550,000
- Land
- 155 Acres
- $3,548 per Acre
0 Vacant Us Hwy 90, Madison, FL 32340

Located just minutes from downtown Madison, FL, this 155-acre property with highway 90 frontage offers a unique opportunity for those seeking a premium outdoor recreational experience or investment property.With abundant whitetail, turkey, and duck populations, the property is an ideal location for hunting enthusiasts. The area's diverse wildlife and terrain provide ample opportunities

Ben Jones Mossy Oak Properties Southern Land and Homes, LLC

0 Vacant Us Hwy 90, Madison, FL 32340
/28
$92,000 Sold May 07, 2025
- Land
- 12 Acres
- $7,510 per Acre
- 107 Days On Market
Parcel #2 NW Adelie Trail, Madison, FL 32340

Check out this fantastic 12.25+/- acre tract just minutes from downtown Madison, FL! Property has just been surveyed! This beautiful piece of land is heavily wooded with some nice Florida hardwoods! This would make an excellent hunting/recreational property! Wildlife such as whitetail deer, wild turkey, and small game frequent the area. If hunting is not your thing this would make a phenomenal

Jerrod Trainer Jerrod A Trainer & Associates

Parcel #2 NW Adelie Trail, Madison, FL 32340

/20
Not Listed For Sale
- 3 Beds
- 1 Bath
- 1,153 Sq Ft
242 SW Scruggs Ave, Madison, FL 32340

242 SW Scruggs Ave, 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
/18
$90,000 Sold Mar 14, 2025
- Land
- 18 Acres
- $4,902 per Acre
- 80 Days On Market
1268 SW Mill King Jr Dr, Madison, FL 32340

Property is being offered As-Is. 18 acres located in the city limits of Madison behind the old middle school. The old gym building is located on this property, condition of the building is unknown at this time. The possibilities this property offers is unlimited.

Crystal Bochnia Madison Realty Group, LLC

1268 SW Mill King Jr Dr, Madison, FL 32340

/5
Not Listed For Sale
00 NW Appaloosa Way, Madison, FL 32340

00 NW Appaloosa Way, Madison, FL 32340

/61
$799,000
- 4 Beds
- 3 Baths
- 3,206 Sq Ft
916 County Road 360, Madison, FL 32340

Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural Potential Discover 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 space.

Jessica Groover Southern Land & Homes

916 County Road 360, Madison, FL 32340
/26
$90,000 Sold Mar 07, 2025
- Land
- 12 Acres
- $7,347 per Acre
- 50 Days On Market
Parcel #1 NW Adelie Trail, Madison, FL 32340

Check out this fantastic 12.25+/- acre tract just minutes from downtown Madison, FL! Property has just been surveyed! This beautiful piece of land is heavily wooded with some nice Florida hardwoods! This would make an excellent hunting/recreational property! Wildlife such as whitetail deer, wild turkey, and small game frequent the area. If hunting is not your thing this would make a phenomenal

Jerrod Trainer Jerrod A Trainer & Associates

Parcel #1 NW Adelie Trail, Madison, FL 32340

/12
Not Listed For Sale
Vacant Willie Deas Rd, Madison, FL 32340

Vacant Willie Deas Rd, Madison, FL 32340

/42
$299,999
- 1 Bed
- 1 Bath
- 625 Sq Ft
2139 SW County Road 360a, Madison, FL 32340

Nestled on what was once a historic "Old Shade Tobacco Farm", this charming country residential retreat offers a unique blend of modern amenities and vintage flair. The property is located in the countryside with easy access to modern conveniences of the nearby town of Madison, FL. This property includes a main house complemented by five additional outbuildings equipped with electricity and

Channah Galbraith The American Dream

2139 SW County Road 360a, Madison, FL 32340
/27
$62,500 Sold Dec 10, 2024
- 888 Sq Ft
- $70/SF
- 32 Days On Market
- 3 Beds
- 1 Bath
- Built 1948
235 SW Valentine Ave, Madison, FL 32340

This completely remodeled home is a gem! The new AC, roof, on-demand water heater, fresh floors, and paint make it feel brand new. You'll love sipping your morning coffee on the covered front patio or hosting BBQs on the back porch. Its location is unbeatable – just a stone's throw away from downtown Madison and with excellent access to highways, making commuting a breeze. This house is not just

Crystal Daviner Marzucco Real Estate LLC

235 SW Valentine Ave, Madison, FL 32340

/26
Est $61,331 Not Listed For Sale
- 3 Beds
- 2 Baths
- 1,004 Sq Ft
261 SW Er Scott St, Madison, FL 32340

261 SW Er Scott St, Madison, FL 32340

/41
$742,400
- 4 Beds
- 3 Baths
- 3,322 Sq Ft
479 NW Appaloosa Way, Madison, FL 32340

Priced under appraisal! This amazing custom-built home was designed with no details spared. Situated on over five acres with only a few neighbors in site, enjoy your own peaceful oasis. This solid brick home requires low maintenance while a solar system offers very low utility costs. A Generac whole-home generator assures that power never goes out. Enjoy beautiful cabinetry designed and handmade

Jessica Webb A Main Street Realty Co, LLC

479 NW Appaloosa Way, Madison, FL 32340
/2
$355,000 Sold Nov 19, 2024
- 1,590 Sq Ft
- $223/SF
- 3 Days On Market
- 3 Beds
- 2 Baths
- Built 2013
197 SW Country Club Estates Rd, Madison, FL 32340

For comps

NonMLS NON MLS NORTH FLORIDA M.L.S., INC

197 SW Country Club Estates Rd, Madison, FL 32340

/8
Est $44,567 Not Listed For Sale
237 SW Alaska Way, Greenville, FL 32331

237 SW Alaska Way, Greenville, FL 32331

/33
$269,000
- 3 Beds
- 3 Baths
- 2,095 Sq Ft
310 SW Meeting Ave, Madison, FL 32340

Take a step back in time in this charming home in the heart of Madison FL. Built in 1935, this lovely home provides the perfect combination of comfort, convenience, and charm, making it an ideal place to call home. As you step inside, you'll immediately notice the spacious and open living areas, designed to accommodate modern living with a touch of Southern warmth. The home boasts generous

Cindy Vees Robert Slack LLC

310 SW Meeting Ave, Madison, FL 32340
/33
$325,000 Sold Oct 01, 2024
- 2,790 Sq Ft
- $116/SF
- 108 Days On Market
- 4 Beds
- 3 Baths
- Built 1936
431 SW Pinckney St, Madison, FL 32340

A rare find incredible, Vintage home in Madison! 2 story Greek Revival 4/3 bath home with 5 fireplaces, 1/2 of a city block . A front porch to enjoy . Glassed in Florida room overlooking a beautiful courtyard. Property zoned Residential Commercial and possibilities are endless. Formal dining, hardwood floors throughout the home. Lots of storage .Call for your appointment today.

Jackie Taylor-McCrary JACKIE TAYLOR & ASSOCIATES

431 SW Pinckney St, Madison, FL 32340

/36
Not Listed For Sale
- 6 Beds
- 6 Baths
- 3,240 Sq Ft
1970 W Us 90, Madison, FL 32340

1970 W Us 90, Madison, FL 32340

/44
$319,900 Under Contract
- 3 Beds
- 2 Baths
- 1,849 Sq Ft
405 NW Whispering Pines Loop, Madison, FL 32340

Delightful Brick Home in Sought-After Whispering Pines Subdivision Welcome to this beautifully maintained 3-bedroom, 2-bathroom brick home located in the well kept neighborhood, Whispering Pines subdivision—where homes rarely hit the market! Boasting 1,800 square feet of comfortable living space, this property combines classic charm with thoughtful updates and functional features. Step inside

Jessica Groover Southern Land & Homes

405 NW Whispering Pines Loop, Madison, FL 32340
/31
$60,000 Sold Sep 17, 2024
- 960 Sq Ft
- $62/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 1995
259 NW Willie Deas Rd, Madison, FL 32340

READY FOR A QUICK SALE! One acre, with 1995 Doublewide, metal roof, window unit air conditioning, well and septic, in safe and peaceful, rural, neighborhood FIVE MINUTES TO SHOPPING. The 1 acre, is about 75% wooded bordering farms, meadows and fields. This home, was originally a 3 Bedroom home. The owner removed the wall, between the two bedrooms, on the east end and made, one, super, jumbo, room

Lynette Sirmon All Realty Services

259 NW Willie Deas Rd, Madison, FL 32340

/18
Not Listed For Sale
TBD Sampala Lake Rd, Madison, FL 32340

TBD Sampala Lake Rd, Madison, FL 32340

/54
$189,900
- 3 Beds
- 3 Baths
- 1,526 Sq Ft
291 SW Anderson Pond Way, Madison, FL 32340

Welcome to this charming gambrel style home situated on Anderson Pond featuring nearly an acre of fenced property. This refurbished home is perfect for those looking for an affordable lakefront lifestyle. It features 3 bedrooms/2.1 bathrooms, an open floor plan, and outbuildings. The spacious great room with its vintage tin ceiling & wood inlays trimmed in brick beckons to entertain guests or

Samantha Prueter RE/MAX Professionals

291 SW Anderson Pond Way, Madison, FL 32340
/3
$60,000 Sold Sep 12, 2024
- Land
- 5 Acres
- $11,494 per Acre
- 194 Days On Market
Vacant NW Appaloosa Way, Madison, FL 32340

Beautiful, ready to build homesite just minutes from downtown Madison in Loper Pond Plantation subdivision! 5+ acres of high and dry pasture with stunning pond views on a peaceful cul-de-sac. Paved road subdivision featuring a minimum house size of 1400 heated sq and $100/annual HOA fee. Horses/Cows allowed (1- per acre). No mobile homes allowed. See assoc. docs for full set of restrictions.

Jessica Groover Southern Land & Homes

Vacant NW Appaloosa Way, Madison, FL 32340

/13
Not Listed For Sale
382 NW Graceland Cir, Madison, FL 32340

382 NW Graceland Cir, Madison, FL 32340

/29
$65,000
- 4 Beds
- 1 Bath
- 1,299 Sq Ft
225 SW Lee Ave, Madison, FL 32340

Back on the market at no fault of the seller. Welcome to this charming investment home with a beautifully maintained, fully fenced yard, ideal for catching fresh air or hosting gatherings. This property is located in the beautiful town of Madison, FL. 4 cozy bedrooms, 1 spacious bathroom, a generous living room, and a dining area, this property offers plenty of space for comfortable living. Sold

Crystal Daviner Marzucco Real Estate LLC

225 SW Lee Ave, Madison, FL 32340

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