Real Estate Investment Properties for Sale in Madison, FL

Looking for investment property in Madison, FL with high ROI ?

Explore a variety of short-term homes & houses in Madison, FL. Invest wisely with VRBO & Madison, FL Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Madison, FL

Search for Single Family Residential for Sale in Madison, Florida. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 17 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1262 N State Road 53 MADISON, FL There's something special about finding a home that offers both space to breathe and comfo...	3 beds \| 2 baths \| 2,032 sq.ft.	$439,000	Airbnb cash on cash: 5.23% Traditional cash on cash: 3.39% Airbnb Rental Income: $3846 Traditional Rental Income: $2262 Airbnb ROI: 5.23% Traditional ROI: 3.39%
9849 N Sr 53 MADISON, FL Imagine waking up to birdsong and sipping coffee as the morning mist rises over Elbow Pond...	2 beds \| 2 baths \| 2,008 sq.ft.	$330,000	Airbnb cash on cash: 5.19% Traditional cash on cash: 5.57% Airbnb Rental Income: $2856 Traditional Rental Income: $2311 Airbnb ROI: 5.19% Traditional ROI: 5.57%
916 SW CR 360 MADISON, FL Expansive 50.5-Acre Estate with 4-Bedroom Home & Agricultural Potential Discover the perfe...	4 beds \| 3 baths \| 3,206 sq.ft.	$780,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.02% Airbnb Rental Income: $4757 Traditional Rental Income: $3660 Airbnb ROI: 3.18% Traditional ROI: 3.02%
3704 NE ROCKY FORD Road MADISON, FL Sitting upon a full acre this west facing 15-year young 5 BR, 3BA home, features timeless ...	5 beds \| 3 baths \| 3,452 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.17% Airbnb Rental Income: $null Traditional Rental Income: $4659 Airbnb ROI: N/A Traditional ROI: 8.17%
4339 NE CHERRY LAKE Circle MADISON, FL Water-lover's paradise! This lake home oasis is off the beaten path in the quaint county o...	3 beds \| 2 baths \| 1,586 sq.ft.	$799,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 1.82% Airbnb Rental Income: $3846 Traditional Rental Income: $2590 Airbnb ROI: 2.4% Traditional ROI: 1.82%
3618 Country Kitchen Rd MADISON, FL 3618 Country Kitchen Rd, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 2,853 sq.ft.	$495,000	Airbnb cash on cash: 4.43% Traditional cash on cash: 3.7% Airbnb Rental Income: $3846 Traditional Rental Income: $2679 Airbnb ROI: 4.43% Traditional ROI: 3.7%
241 SW Canopy Trl MADISON, FL 241 SW Canopy Trl, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 1,898 sq.ft.	$399,900	Airbnb cash on cash: 5.91% Traditional cash on cash: 4.66% Airbnb Rental Income: $3846 Traditional Rental Income: $2547 Airbnb ROI: 5.91% Traditional ROI: 4.66%
983 NW St Thomas Church Rd MADISON, FL Step inside this surprisingly spacious 4-bedroom, 2-bath home offering 2,384 sq. ft. of co...	4 beds \| 2 baths \| 2,384 sq.ft.	$375,000	Airbnb cash on cash: 8.58% Traditional cash on cash: 5.53% Airbnb Rental Income: $4757 Traditional Rental Income: $2700 Airbnb ROI: 8.58% Traditional ROI: 5.53%
1055 NE Cherry Lake Cir MADISON, FL Enjoy the beauty of lakefront living with this newly renovated 3 bedroom, 3 bathroom home ...	3 beds \| 3 baths \| 2,040 sq.ft.	$675,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 2.39% Airbnb Rental Income: $3846 Traditional Rental Income: $2787 Airbnb ROI: 2.76% Traditional ROI: 2.39%
319 SE Bunker St MADISON, FL This charming well-built 3 bedroom, 2 bath brick home in Madison has been lovingly cared f...	3 beds \| 2 baths \| 1,612 sq.ft.	$299,000	Airbnb cash on cash: 8.5% Traditional cash on cash: 5.32% Airbnb Rental Income: $3846 Traditional Rental Income: $2120 Airbnb ROI: 8.5% Traditional ROI: 5.32%
511 SW Sundown Creek Rd MADISON, FL Nestled in the rolling countryside of Madison County, FL, this stunning 40-acre property o...	3 beds \| 2 baths \| 1,938 sq.ft.	$679,500	Airbnb cash on cash: 2.73% Traditional cash on cash: 1.09% Airbnb Rental Income: $3846 Traditional Rental Income: $1977 Airbnb ROI: 2.73% Traditional ROI: 1.09%
231 SW Rutledge St MADISON, FL Step into timeless charm with this beautifully maintained Folk Victorian-era home in the h...	4 beds \| 3 baths \| 3,910 sq.ft.	$500,000	Airbnb cash on cash: 5.99% Traditional cash on cash: 3.02% Airbnb Rental Income: $4757 Traditional Rental Income: $2386 Airbnb ROI: 5.99% Traditional ROI: 3.02%
1752 SE ROGERS SINK Road MADISON, FL Welcome to your own private slice of North Florida paradise-where timeless charm, thoughtf...	3 beds \| 2 baths \| 2,864 sq.ft.	$799,000	Airbnb cash on cash: 2.62% Traditional cash on cash: 1.7% Airbnb Rental Income: $3846 Traditional Rental Income: $2331 Airbnb ROI: 2.62% Traditional ROI: 1.7%
2432 SW Sr 14 MADISON, FL 2432 SW Sr 14, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 2,016 sq.ft.	$449,900	Airbnb cash on cash: 5.06% Traditional cash on cash: 2.62% Airbnb Rental Income: $3846 Traditional Rental Income: $1991 Airbnb ROI: 5.06% Traditional ROI: 2.62%
153 SW Canopy Trl MADISON, FL 153 SW Canopy Trl, MADISON, FL 32340 \| Single Family Residential	3 beds \| 2 baths \| 2,002 sq.ft.	$559,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 1.95% Airbnb Rental Income: $3846 Traditional Rental Income: $2096 Airbnb ROI: 3.71% Traditional ROI: 1.95%
422 NW College Loop MADISON, FL 422 NW College Loop, MADISON, FL 32340 \| Single Family Residential	4 beds \| 3 baths \| 2,241 sq.ft.	$442,000	Airbnb cash on cash: 7.01% Traditional cash on cash: 4.55% Airbnb Rental Income: $4757 Traditional Rental Income: $2754 Airbnb ROI: 7.01% Traditional ROI: 4.55%
393 NW WILLIE DEAS RD MADISON, FL Built in 2023 and located in the desirable Looper Pond Plantation community, this beautifu...	3 beds \| 2 baths \| 1,920 sq.ft.	$650,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 2.09% Airbnb Rental Income: $3846 Traditional Rental Income: $2334 Airbnb ROI: 3.22% Traditional ROI: 2.09%

Your search for investment property begins and ends here

Single Family Homes for Sale in Madison, FL

1262 N State Road 53

MADISON, FL

3 beds | 2 baths | 2,032 sq.ft.

$439,000

Airbnb cash on cash: 5.23%

Traditional cash on cash: 3.39%

Airbnb Rental Income: $3846

Traditional Rental Income: $2262

Airbnb ROI: 5.23%

Traditional ROI: 3.39%

9849 N Sr 53

MADISON, FL

2 beds | 2 baths | 2,008 sq.ft.

$330,000

Airbnb cash on cash: 5.19%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $2856

Traditional Rental Income: $2311

Airbnb ROI: 5.19%

Traditional ROI: 5.57%

916 SW CR 360

MADISON, FL

4 beds | 3 baths | 3,206 sq.ft.

$780,000

Airbnb cash on cash: 3.18%

Traditional cash on cash: 3.02%

Airbnb Rental Income: $4757

Traditional Rental Income: $3660

Airbnb ROI: 3.18%

Traditional ROI: 3.02%

3704 NE ROCKY FORD Road

MADISON, FL

5 beds | 3 baths | 3,452 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.17%

Airbnb Rental Income: $null

Traditional Rental Income: $4659

Airbnb ROI: N/A

Traditional ROI: 8.17%

4339 NE CHERRY LAKE Circle

MADISON, FL

3 beds | 2 baths | 1,586 sq.ft.

$799,000

Airbnb cash on cash: 2.4%

Traditional cash on cash: 1.82%

Airbnb Rental Income: $3846

Traditional Rental Income: $2590

Airbnb ROI: 2.4%

Traditional ROI: 1.82%

3618 Country Kitchen Rd

MADISON, FL

3 beds | 2 baths | 2,853 sq.ft.

$495,000

Airbnb cash on cash: 4.43%

Traditional cash on cash: 3.7%

Airbnb Rental Income: $3846

Traditional Rental Income: $2679

Airbnb ROI: 4.43%

Traditional ROI: 3.7%

241 SW Canopy Trl

MADISON, FL

3 beds | 2 baths | 1,898 sq.ft.

$399,900

Airbnb cash on cash: 5.91%

Traditional cash on cash: 4.66%

Airbnb Rental Income: $3846

Traditional Rental Income: $2547

Airbnb ROI: 5.91%

Traditional ROI: 4.66%

983 NW St Thomas Church Rd

MADISON, FL

4 beds | 2 baths | 2,384 sq.ft.

$375,000

Airbnb cash on cash: 8.58%

Traditional cash on cash: 5.53%

Airbnb Rental Income: $4757

Traditional Rental Income: $2700

Airbnb ROI: 8.58%