Homes with Pools for Sale in Madison County, FL

201 homes

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ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Discover the perfect balance of privacy, comfort, and functionality on this 11-acre fully fenced estate that offers room to spread out, live sustainably, and entertain in style. Conveniently located 1 hour from Tallahassee and everything the big city has to offer. This expansive estate is designed for multi-generational living or those who need additional guest accommodations, this property combines a spacious main residence, a charming guest house, and an array of outdoor features that make it a true retreat. The main home features 5 bedrooms and 3.5 bathrooms, providing ample space for family and guests. Inside, you’ll appreciate the thoughtful layout that flows seamlessly from form

$625,000

6 beds4.5 baths3,700 sq ft

370 NE Gardenia Way, Madison, FL 32340

Guest house • Greenhouse • Fully fenced estate

3D WALKTHROUGH

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Welcome to your dream home nestled along the bank of Cherry Lake in North Florida, where southern charm meets modern elegance. This 3083 sq ft residence, has been meticulously designed with a modified Southern Living plan, that offers a perfect blend of comfort and sophistication. As you step through the entrance, you'll be captivated by the heart of the home with an expansive open-concept area featuring a kitchen, living room, dining room, and a bar area. Oversized windows frame picturesque lake views, creating a serene backdrop to your daily life. The shiplap ceiling and plantation shutters add a touch of timeless style. The kitchen is a true entertainer's delight, with matte-finished lea

$1,255,000

4 beds3.5 baths3,082 sq ft

2845 NE Cherry Lake Cir, Pinetta, FL 32350

Lake views • Plantation shutters • Shiplap ceiling

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
North Florida country Living with room to roam – 11.83 acres with pond Enjoy peace, privacy, and the beauty of nature in this brick, 3-bedroom, 2-bath home on 11.83 acres in the heart of North Florida's countryside. With 1,920 sqft of comfortable living space, this property offers the perfect balance of rural charm and modern convenience. The sunroom provides a serene view of the pond—perfect for sipping your morning coffee or watching the abundant wildlife. In those winter months, cozy up the house with a warm fire in the buck stove, the focal attraction of the living room. The galley kitchen features a large storage closet/pantry for storing kitchen conveniences that aid in t

$335,000

3 beds2 baths1,920 sq ft

529 NE Evergreen Ave, Pinetta, FL 32350

Galley kitchen • Two back decks • 11.83 acres

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Investor special in the heart of Madison! This 2 bedroom, 1 bathroom home is full of potential and ready for your vision. Whether you’re an investor looking for your next flip or a handy buyer wanting to build some sweat equity, this property is a great opportunity. Located just 4 minutes from North Florida College and walking distance to shopping, dining, and downtown, the location makes it ideal for a starter home or long-term rental. The home will need rehabbing but with city utilities and an in-town corner lot, the groundwork is already there. Bring your tools and your imagination! Located only 13 minutes from Madison Blue Springs State Park, 32 minutes from Live Oak, Florida and

$55,000

2 beds1 bath720 sq ft

205 SW Millinor St, Madison, FL 32340

City utilities • In-town corner lot • 5,314 sq ft lot

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
?? 4BR/2BA Brick Home on 3 Acres – Prime Mixed-Use Location!?? ?? Madison County, FL – Minutes from I-10 Opportunity awaits with this solid 4 bedroom, 2 bathroom brick home situated on a spacious 3-acre lot with State Road 53 South frontage. Whether you're looking for a residence, investment, or commercial potential, this mixed-use zoned property offers endless flexibility. ? Property Highlights: ?? Sturdy brick construction ?? 4 bedrooms | ?? 2 bathrooms ?? 3 acres with plenty of room to grow ?? Excellent access—just minutes to I-10 ?? No HOA—freedom to use your property your way ?? Home needs updating—bring your vision and make it your own ?? Zoned

$210,000

4 beds2 baths3,112 sq ft

5581 S Sr 53, Madison, FL 32340

Brick home • Excellent access • Mixed-use location

Property at 207 SE Thompkins Ave, Madison, FL 32340, 3 beds, 2 baths

$145,000

3 beds2 baths1,940 sq ft

207 SE Thompkins Ave, Madison, FL 32340

Property at 357 NE Willow Run Way, Pinetta, FL 32350, 2 beds, 2 baths

$900,000

2 beds2 baths1,796 sq ft

357 NE Willow Run Way, Pinetta, FL 32350

Property at 251 SE Coleman St, Madison, FL 32340, 4 beds, 2 baths

$240,000

4 beds2 baths2,280 sq ft

251 SE Coleman St, Madison, FL 32340

Property at 126 NE Patterson St, Madison, FL 32340, 2 beds, 1 bath

$150,000

2 beds1 bath1,184 sq ft

126 NE Patterson St, Madison, FL 32340

Property at 916 SW Cr 360, Madison, FL 32340, 4 beds, 3 baths

$799,000

4 beds3 baths3,206 sq ft

916 SW Cr 360, Madison, FL 32340

Property at 1048 NE Duval Pond Rd, Madison, FL 32340, 3 beds, 2 baths

$800,000

3 beds2 baths1,596 sq ft

1048 NE Duval Pond Rd, Madison, FL 32340

Property at 7126 SE Farm Rd, Lee, FL 32059, 4 beds, 2 baths

$350,000

4 beds2 baths3,260 sq ft

7126 SE Farm Rd, Lee, FL 32059

Property at 319 SE Bunker St, Madison, FL 32340, 3 beds, 2 baths

$325,000

3 beds2 baths1,612 sq ft

319 SE Bunker St, Madison, FL 32340

Property at 1147 SE Hammerly St, Madison, FL 32340, 3 beds, 2 baths

$274,999

3 beds2 baths1,216 sq ft

1147 SE Hammerly St, Madison, FL 32340

Property at 1706 NW Radford Denson Rd, Greenville, FL 32331, 4 beds, 4 baths

$3,285,000

4 beds4 baths5,395 sq ft

1706 NW Radford Denson Rd, Greenville, FL 32331

Property at 1049 NE Macedonia Church Rd, Lee, FL 32059, 3 beds, 2.5 baths

$568,000

3 beds2.5 baths2,436 sq ft

1049 NE Macedonia Church Rd, Lee, FL 32059

Property at 155 SE Madison St, Madison, FL 32340, 4 beds, 2 baths

$199,000

4 beds2 baths2,093 sq ft

155 SE Madison St, Madison, FL 32340

Property at 610 SW Okaloo Way, Greenville, FL 32331, 4 beds, 2.5 baths

$448,700

4 beds2.5 baths2,960 sq ft

610 SW Okaloo Way, Greenville, FL 32331

Property at 249 NE Bevan Loop, Madison, FL 32340, 3 beds, 2 baths

$225,000

3 beds2 baths1,693 sq ft

249 NE Bevan Loop, Madison, FL 32340

Property at 699 NE Hillside Ter, Lee, FL 32059, 3 beds, 2 baths

$125,000

3 beds2 baths1,620 sq ft

699 NE Hillside Ter, Lee, FL 32059

Property at 4779 NE Bellville Rd, Pinetta, FL 32350, 3 beds, 2 baths

$295,000

3 beds2 baths1,860 sq ft

4779 NE Bellville Rd, Pinetta, FL 32350

Property at 186 NW Whispering Pines Loop, Madison, FL 32340, 3 beds, 2.5 baths

$300,000

3 beds2.5 baths2,682 sq ft

186 NW Whispering Pines Loop, Madison, FL 32340

Property at 1055 NE Cherry Lake Cir, Madison, FL 32340, 3 beds, 3 baths

$665,000

3 beds3 baths2,040 sq ft

1055 NE Cherry Lake Cir, Madison, FL 32340

Property at 3637 SE Cr 255, Lee, FL 32059, 3 beds, 3 baths

$975,000

3 beds3 baths2,141 sq ft

3637 SE Cr 255, Lee, FL 32059

Property at 590 NE Colin Kelly Hwy, Madison, FL 32340, 3 beds, 1.5 baths

$139,900

3 beds1.5 baths1,058 sq ft

590 NE Colin Kelly Hwy, Madison, FL 32340

Property at 641 SE Sequoyah Trl, Lee, FL 32059, 4 beds, 2 baths

$610,000

4 beds2 baths2,139 sq ft

641 SE Sequoyah Trl, Lee, FL 32059

Property at 12778 S Cr 53, Lee, FL 32059, 3 beds, 3.5 baths

$800,000

3 beds3.5 baths3,248 sq ft

12778 S Cr 53, Lee, FL 32059

Property at Homes Available Soon Plan, Madison, FL 32340

Unknown

— beds— baths— sq ft

Homes Available Soon Plan, Madison, FL 32340

Listing provided by Zillow

Property at 338 NE Kel Ln, Lee, FL 32059, 4 beds, 2 baths

$215,000

4 beds2 baths1,643 sq ft

338 NE Kel Ln, Lee, FL 32059

Property at 1983 E Us 90 Hwy, Madison, FL 32340, 3 beds, 3 baths

$399,900

3 beds3 baths1,959 sq ft

1983 E Us 90 Hwy, Madison, FL 32340

Property at 0000 SE Thomas Way, Lee, FL 32059

$49,000

— beds— baths174,240 sq ft

0000 SE Thomas Way, Lee, FL 32059

Property at 428 SE Midway Estates St, Lee, FL 32059

$350,000

— beds— baths— sq ft

428 SE Midway Estates St, Lee, FL 32059

Property at 1161 NW Jersey Rd, Greenville, FL 32331, 3 beds, 3 baths

$1,295,000

3 beds3 baths2,526 sq ft

1161 NW Jersey Rd, Greenville, FL 32331

Property at 438 NE English Ivy Trl, Pinetta, FL, 5 beds, 3.5 baths

$1,350,000

5 beds3.5 baths3,500 sq ft

438 NE English Ivy Trl, Pinetta, FL

Property at 227 SW Range Ave, Madison, FL 32340, 3 beds, 4.5 baths

$498,000

3 beds4.5 baths7,375 sq ft

227 SW Range Ave, Madison, FL 32340

Property at 179 S Duval Ave, Madison, FL 32340, 3 beds, 3 baths

$299,000

3 beds3 baths2,192 sq ft

179 S Duval Ave, Madison, FL 32340

Property at 1616 NW Flowers Rd, Madison, FL 32340, 4 beds, 3 baths

$745,000

4 beds3 baths3,142 sq ft

1616 NW Flowers Rd, Madison, FL 32340

Property at 3297 NE Rutherford Rd, Lee, FL 32059, 3 beds, 2 baths

$265,000

3 beds2 baths1,596 sq ft

3297 NE Rutherford Rd, Lee, FL 32059

Property at 1832 SW Main St, Greenville, FL 32331

$11,999

— beds— baths13,068 sq ft

1832 SW Main St, Greenville, FL 32331

Property at 5446 SW Overstreet Ave, Greenville, FL 32331, 3 beds, 2 baths

$524,900

3 beds2 baths1,676 sq ft

5446 SW Overstreet Ave, Greenville, FL 32331

Property at 397 SE Schooner Way, Lee, FL 32059, 4 beds, 2 baths

$700,000

4 beds2 baths2,316 sq ft

397 SE Schooner Way, Lee, FL 32059

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Based on information submitted to the MLS GRID as of Thu Dec 04 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Homes with Pools for Sale in Madison County

There are currently 201 homes with pools for sale in Madison County at a median listing price of $295K. Some of these homes are "Hot Homes," meaning they're likely to sell quickly. Most homes for sale in Madison County stay on the market for 79 days. This map is refreshed with the newest listings in Madison County every 15 minutes.

In the past month, 9 homes have been sold in Madison County. In addition to houses in Madison County, there were also 0 condos, 1 townhouse, and 1 multi-family unit for sale in Madison County last month. Find your dream home in Madison County using the tools above. Use filters to narrow your search by price, square feet, beds, and baths to find homes that fit your criteria. Our top-rated real estate agents in Madison County are local experts and are ready to answer your questions about properties, neighborhoods, schools, and the newest listings for sale in Madison County. If you're looking to sell your home in the Madison County area, our listing agents can help you get the best price. Redfin is redefining real estate and the home buying process in Madison County with industry-leading technology, full-service agents, and lower fees that provide a better value for Redfin buyers and sellers.

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