Real Estate Investment Properties for Sale in Madison, SD

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

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

Investment Property for Sale in Madison, SD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6111 Dakota Ave Madison, SD This inspiring lakefront property offers breathtaking scenic views of the water and a tran...	4 beds \| 2 baths \| 3,068 sq.ft.	$669,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.2% Airbnb Rental Income: $null Traditional Rental Income: $3216 Airbnb ROI: N/A Traditional ROI: 3.2%
1024 N Josephine Ave Madison, SD Welcome to this beautifully updated 4 plus bedroom, 4 bathroom ranch walkout home nestled ...	4 beds \| 4 baths \| 4,149 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $3818 Airbnb ROI: N/A Traditional ROI: 6.22%
823 Harter Dr Madison, SD Check out this beautiful walk out ranch style home located in Madisons newest development ...	3 beds \| 2 baths \| 1,906 sq.ft.	$599,000	Airbnb cash on cash: -1.28% Traditional cash on cash: 2.42% Airbnb Rental Income: $1026 Traditional Rental Income: $2735 Airbnb ROI: -1.28% Traditional ROI: 2.42%
514 Chicago Ave N Madison, SD Charming 3-Bedroom Home with Oversized Garage in Madison Welcome to 514 N Chicago Avenue, ...	3 beds \| 1 baths \| 1,305 sq.ft.	$174,990	Airbnb cash on cash: 1.56% Traditional cash on cash: 9.47% Airbnb Rental Income: $1026 Traditional Rental Income: $1985 Airbnb ROI: 1.56% Traditional ROI: 9.47%
724 NE 6th St Madison, SD MOTIVATED SELLERS! Step into timeless charm with this beautiful 1.5-story home. A serene, ...	4 beds \| 2 baths \| 2,322 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.64% Airbnb Rental Income: $null Traditional Rental Income: $2843 Airbnb ROI: N/A Traditional ROI: 5.64%
915 N Liberty Ave Madison, SD This is a great opportunity to own a three bedroom two bath ranch style home in Madison SD...	3 beds \| 2 baths \| 1,842 sq.ft.	$199,000	Airbnb cash on cash: 0.51% Traditional cash on cash: 10.73% Airbnb Rental Income: $1026 Traditional Rental Income: $2597 Airbnb ROI: 0.51% Traditional ROI: 10.73%
815 Heatherwood Ave Madison, SD Situated in a desirable, newer neighborhood in northeast Madison, this thoughtfully design...	3 beds \| 3 baths \| 1,840 sq.ft.	$569,900	Airbnb cash on cash: -0.98% Traditional cash on cash: 3.18% Airbnb Rental Income: $1026 Traditional Rental Income: $2879 Airbnb ROI: -0.98% Traditional ROI: 3.18%
45265 SD 34 Hwy Madison, SD Experience the best of country-style living with city convenience in this inviting 2-acre ...	3 beds \| 2 baths \| 2,304 sq.ft.	$484,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 4.08% Airbnb Rental Income: $1026 Traditional Rental Income: $2759 Airbnb ROI: -0.54% Traditional ROI: 4.08%
915 N Lincoln Ave Madison, SD Welcome home! This inviting 4-bedroom, 2-bath home offers comfort, convenience, and plenty...	4 beds \| 2 baths \| 2,288 sq.ft.	$254,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.14% Airbnb Rental Income: $null Traditional Rental Income: $2795 Airbnb ROI: N/A Traditional ROI: 9.14%
924 N Summit Ave Madison, SD Welcome home to this beautifully maintained property featuring 3 bedrooms on the main leve...	3 beds \| 2 baths \| 1,979 sq.ft.	$249,900	Airbnb cash on cash: 0.19% Traditional cash on cash: 8.62% Airbnb Rental Income: $1026 Traditional Rental Income: $2656 Airbnb ROI: 0.19% Traditional ROI: 8.62%
321 N Olive Ave Madison, SD NEW, NEW, NEW! Step inside and discover the charm of this fully updated 3-bedroom ranch ne...	3 beds \| 2 baths \| 1,456 sq.ft.	$227,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 8.5% Airbnb Rental Income: $1026 Traditional Rental Income: $2320 Airbnb ROI: 0.83% Traditional ROI: 8.5%
Tbd Crescent Ln Ln Madison, SD	4 beds \| 3 baths \| 2,153 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $1038 Airbnb ROI: N/A Traditional ROI: 0.22%
2022 Harvest Creek Ln Madison, SD *Stunning New Construction Home on a Peaceful 1-Acre Country Lot* Welcome to your drea...	3 beds \| 2 baths \| 1,710 sq.ft.	$499,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 3.69% Airbnb Rental Income: $1026 Traditional Rental Income: $2444 Airbnb ROI: -0.11% Traditional ROI: 3.69%
123 N Chicago Ave Ave Madison, SD	3 beds \| 1 baths \| 1,040 sq.ft.	$189,950	Airbnb cash on cash: 0.89% Traditional cash on cash: 5.37% Airbnb Rental Income: $1026 Traditional Rental Income: $1476 Airbnb ROI: 0.89% Traditional ROI: 5.37%

Real Estate investment in Madison, SD

There are 14 properties for sale in the city of Madison . The median list price in Madison is $399,900 and the average price per square foot is $222. In February 2026, the average monthly cash on cash return in Madison is 6.00%. The average monthly rental income in Madison is $2,696.

Madison, SD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 14 investment properties available for sale in Madison.

In 2026, the best neighborhood to buy investment property is Madison.

The ROI for Short-Term is higher than the Long-Term in Madison with average rental income of $1,026.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, SD

6111 Dakota Ave

Madison, SD

4 beds | 2 baths | 3,068 sq.ft.

$669,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.2%

Airbnb Rental Income: $null

Traditional Rental Income: $3216

Airbnb ROI: N/A

Traditional ROI: 3.2%

1024 N Josephine Ave

Madison, SD

4 beds | 4 baths | 4,149 sq.ft.

$459,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.22%

Airbnb Rental Income: $null

Traditional Rental Income: $3818

Airbnb ROI: N/A

Traditional ROI: 6.22%

823 Harter Dr

Madison, SD

3 beds | 2 baths | 1,906 sq.ft.

$599,000

Airbnb cash on cash: -1.28%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $1026

Traditional Rental Income: $2735

Airbnb ROI: -1.28%

Traditional ROI: 2.42%

514 Chicago Ave N

Madison, SD

3 beds | 1 baths | 1,305 sq.ft.

$174,990

Airbnb cash on cash: 1.56%

Traditional cash on cash: 9.47%

Airbnb Rental Income: $1026

Traditional Rental Income: $1985

Airbnb ROI: 1.56%

Traditional ROI: 9.47%

724 NE 6th St

Madison, SD

4 beds | 2 baths | 2,322 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.64%

Airbnb Rental Income: $null

Traditional Rental Income: $2843

Airbnb ROI: N/A

Traditional ROI: 5.64%

915 N Liberty Ave

Madison, SD

3 beds | 2 baths | 1,842 sq.ft.

$199,000

Airbnb cash on cash: 0.51%

Traditional cash on cash: 10.73%

Airbnb Rental Income: $1026

Traditional Rental Income: $2597

Airbnb ROI: 0.51%

Traditional ROI: 10.73%

815 Heatherwood Ave

Madison, SD

3 beds | 3 baths | 1,840 sq.ft.

$569,900

Airbnb cash on cash: -0.98%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $1026

Traditional Rental Income: $2879

Airbnb ROI: -0.98%

Traditional ROI: 3.18%

45265 SD 34 Hwy

Madison, SD

3 beds | 2 baths | 2,304 sq.ft.

$484,000

Airbnb cash on cash: -0.54%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1026

Traditional Rental Income: $2759

Airbnb ROI: -0.54%