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:
Welcome to your next opportunity! This 1991-built home sits high and dry on a spacious 1.86-acre lot and offers solid bones with endless potential. The home is fully livable as-is, allowing you to complete updates and repairs at your own pace. Featuring a durable metal roof, central A/C and heat, and an on-demand gas hot water heater, this property is a perfect fit for a starter home, DIY remodel, or investment opportunity. Being sold AS IS, this is your chance to transform a great foundation into something truly special. Bring all offers!

$89,500

2 beds1 bath1,028 sq ft

3518 NE Persimmon Dr, Pinetta, FL 32350

Durable metal roof • Central a/c and heat • Spacious lot

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Great opportunity to buy a spacious home with great potential! Located close to town and on a nice-sized lot! Home is sold as-is, where is.

$59,000

3 beds1 bath1,312 sq ft

227 SW Christmas Tree Ln, Madison, FL 32340

0.75 acre lot • 2 garage spots • Built 1935

NEW 1 HR AGO

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Peaceful Country Retreat on Whippoorwill Way – This well-kept 2009 2 bedroom / 2 bathroom single-wide (16' x 76') offers a comfortable and serene setting along a quiet country lane between Monticello and Greenville in Madison County, Florida. The home features a large master ensuite, huge walk-in closet, and convenient washer/dryer hookup inside. The property includes well, septic, power, a carport, and a storage building, with plenty of space for additional outbuildings, barns, or even a couple of camper spots on the opposite side of the road. Set in an area known for its natural surroundings, this location is well-suited for wildlife observation and those seeking a peaceful rural re

$125,000

2 beds2 baths1,369 sq ft

863 NW Whippoorwill Dr, Greenville, FL

Huge walk-in closet • Large master ensuite • Washer dryer hookup

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Experience exceptional craftsmanship in this custom-built home set on over five peaceful acres. Solid brick construction ensures low maintenance, while a solar power system and Generac whole-home generator provide efficiency and reliability. The kitchen features stunning German-made custom 40-inch tall cabinetry, a 21-foot island, walk-in pantry, pull-out KitchenAid stand, and abundant storage. Enjoy sunset views over the pond from the spacious family room—complete with a built-in hot tub—or from the screened-in back porch. The primary suite offers remote-controlled blinds and a luxurious, handicap-accessible bath with three shower heads. This property blends privacy, quality, a

$685,500

4 beds3 baths3,809 sq ft

479 NW Appaloosa Way, Madison, FL 32340

21 foot island • Solar power system • Custom built home

ABOUT THIS HOME
Home with a Pool for sale in Madison County, FL:
Tiny house but with 3 Bedrooms and 3 Bathrooms. Yes you read that right. .. there are three BEAUTIFUL bathrooms. Easy to maintain city lot sized 40 ft. deep by 100 ft. wide. Located in the heart of Greenville, Florida this home is thoughtfully updated offering a delightful blend of old character and modern design. The brand new kitchen features beautiful cabinetry, sleek countertops, pendant lighting, all new appliances and a spacious island perfect for casual dining or entertaining. Two of the bathrooms are private ensuite retreats, while the third bathroom conveniently serves guests from the kitchen area. With a combination of shingle and metal roofing, its both practical and enduring. Co

$89,000

3 beds3 baths934 sq ft

409 SW Obadiah St, Greenville, FL 32331

Brand new kitchen • Thoughtfully updated • Heart of greenville

Property at 2542 SE Olustee Dr, Lee, FL 32059, 4 beds, 2 baths

$375,000

4 beds2 baths1,895 sq ft

2542 SE Olustee Dr, Lee, FL 32059

Property at 3854 NE Cr 255, Lee, FL 32059, 3 beds, 2 baths

$335,000

3 beds2 baths2,054 sq ft

3854 NE Cr 255, Lee, FL 32059

Property at 1137 SW Sr 14, Madison, FL 32340, 2 beds, 1 bath

$82,000

2 beds1 bath720 sq ft

1137 SW Sr 14, Madison, FL 32340

Property at 313 SW Horry Ave, Madison, FL 32340, 4 beds, 2 baths

$225,000

4 beds2 baths1,680 sq ft

313 SW Horry Ave, Madison, FL 32340

Property at 6172 NE Hickory Grove Rd, Pinetta, FL 32350, 3 beds, 2.5 baths

$675,000

3 beds2.5 baths2,440 sq ft

6172 NE Hickory Grove Rd, Pinetta, FL 32350

Property at 276 NW Marion St, Madison, FL 32340, 3 beds, 2 baths

$78,000

3 beds2 baths1,840 sq ft

276 NW Marion St, Madison, FL 32340

Property at 237 NW Leggett Ave, Greenville, FL 32331, 3 beds, 1 bath

$54,000

3 beds1 bath1,096 sq ft

237 NW Leggett Ave, Greenville, FL 32331

Property at 1737 NE Beulah Church Rd, Lee, FL 32059, 3 beds, 2 baths

$299,900

3 beds2 baths1,568 sq ft

1737 NE Beulah Church Rd, Lee, FL 32059

Property at 1015 NE Evergreen Ave, Pinetta, FL 32350, 3 beds, 2 baths

$284,900

3 beds2 baths1,440 sq ft

1015 NE Evergreen Ave, Pinetta, FL 32350

Property at 325 SW Durham Way, Greenville, FL 32331, 3 beds, 2 baths

$975,000

3 beds2 baths1,612 sq ft

325 SW Durham Way, Greenville, FL 32331

Property at 485 SW Jordon St, Madison, FL 32340, 3 beds, 3 baths

$99,500

3 beds3 baths2,688 sq ft

485 SW Jordon St, Madison, FL 32340

Property at 1317 NE Rocky Springs Church Rd, Madison, FL 32340, 4 beds, 3 baths

$589,000

4 beds3 baths2,771 sq ft

1317 NE Rocky Springs Church Rd, Madison, FL 32340

Property at 6859 SW Cr 14, Madison, FL, 2 beds, 1 bath

$75,000

2 beds1 bath864 sq ft

6859 SW Cr 14, Madison, FL

Property at 9849 N Sr 53, Madison, FL 32340, 2 beds, 2 baths

$360,000

2 beds2 baths2,008 sq ft

9849 N Sr 53, Madison, FL 32340

Property at 647 SE Regency Trl, Madison, FL 32340, 3 beds, 2 baths

$355,000

3 beds2 baths1,315 sq ft

647 SE Regency Trl, Madison, FL 32340

Property at 4339 NE Cherry Lake Cir, Madison, FL 32340, 3 beds, 2 baths

$849,000

3 beds2 baths1,586 sq ft

4339 NE Cherry Lake Cir, Madison, FL 32340

Property at 4157 NE Cherry Lake Cir, Madison, FL 32340, 2 beds, 2 baths

$400,000

2 beds2 baths1,056 sq ft

4157 NE Cherry Lake Cir, Madison, FL 32340

Property at 3704 NE Rocky Ford Rd, Madison, FL 32340, 5 beds, 3 baths

$499,000

5 beds3 baths3,452 sq ft

3704 NE Rocky Ford Rd, Madison, FL 32340

Property at 234 SW Canopy Trl, Madison, FL 32340, 3 beds, 2 baths

$384,000

3 beds2 baths1,778 sq ft

234 SW Canopy Trl, Madison, FL 32340

Property at 140 SW Rutledge St, Madison, FL 32340, 3 beds, 2 baths

$225,000

3 beds2 baths2,708 sq ft

140 SW Rutledge St, Madison, FL 32340

Property at 7326 SE Farm Rd, Lee, FL 32059, 4 beds, 1 bath

$98,400

4 beds1 bath1,224 sq ft

7326 SE Farm Rd, Lee, FL 32059

Property at 983 NW St Thomas Church Rd, Madison, FL 32340, 4 beds, 2 baths

$425,000

4 beds2 baths2,384 sq ft

983 NW St Thomas Church Rd, Madison, FL 32340

Property at 4862 NE Bellville Rd, Pinetta, FL 32350, 3 beds, 2 baths

$598,900

3 beds2 baths1,508 sq ft

4862 NE Bellville Rd, Pinetta, FL 32350

Property at 6676 SE Cr 255, Lee, FL 32059, 3 beds, 2.5 baths

$1,395,000

3 beds2.5 baths2,356 sq ft

6676 SE Cr 255, Lee, FL 32059

Property at 836 SE Old County Camp Rd, Madison, FL 32340, 4 beds, 2 baths

$250,000

4 beds2 baths2,356 sq ft

836 SE Old County Camp Rd, Madison, FL 32340

Property at 1259 NW Hawks Ave Ave, Greenville, FL 32331, 3 beds, 2 baths

$324,000

3 beds2 baths2,192 sq ft

1259 NW Hawks Ave Ave, Greenville, FL 32331

Property at 135 SE Oak St, Madison, FL 32340, 3 beds, 2 baths

$185,000

3 beds2 baths1,280 sq ft

135 SE Oak St, Madison, FL 32340

Property at 588 NW Pickle Ln, Madison, FL 32340, 5 beds, 5 baths

$588,500

5 beds5 baths3,814 sq ft

588 NW Pickle Ln, Madison, FL 32340

Property at 11942 SW Overstreet Ave, Lamont, FL 32336, 3 beds, 2 baths

$437,000

3 beds2 baths1,712 sq ft

11942 SW Overstreet Ave, Lamont, FL 32336

Property at 137 SE Old County Camp Rd, Madison, FL 32340, 3 beds, 2 baths

$160,000

3 beds2 baths1,223 sq ft

137 SE Old County Camp Rd, Madison, FL 32340

Property at 2326 SE Donaldson Rd, Lee, FL 32059, 4 beds, 2 baths

$260,000

4 beds2 baths1,860 sq ft

2326 SE Donaldson Rd, Lee, FL 32059

Property at 402 NW Cantey Ave, Madison, FL 32340, 3 beds, 3 baths

$489,000

3 beds3 baths2,944 sq ft

402 NW Cantey Ave, Madison, FL 32340

Property at 837 NE Raspberry Way, Pinetta, FL 32350, 3 beds, 1 bath

$1,100,000

3 beds1 bath1,152 sq ft

837 NE Raspberry Way, Pinetta, FL 32350

Property at 391 NE Fir St, Pinetta, FL 32350, 3 beds, 2 baths

$260,000

3 beds2 baths1,524 sq ft

391 NE Fir St, Pinetta, FL 32350

Property at 6175 NE Colin Kelly Hwy, Madison, FL 32340, 2 beds, 2 baths

$265,000

2 beds2 baths1,552 sq ft

6175 NE Colin Kelly Hwy, Madison, FL 32340

Property at 560 NE Fir St, Pinetta, FL 32350, 3 beds, 2 baths

$165,000

3 beds2 baths1,219 sq ft

560 NE Fir St, Pinetta, FL 32350

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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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