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
1402 NE 3rd St Madison, SD Stop the scroll! Looking for a home that would be near the park and the ball diamonds, and...	3 beds \| 2 baths \| 2,026 sq.ft.	$267,500	Airbnb cash on cash: 2.23% Traditional cash on cash: 7.64% Airbnb Rental Income: $1642 Traditional Rental Income: $2546 Airbnb ROI: 2.23% Traditional ROI: 7.64%
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%
514 Chicago Ave N Madison, SD Charming 3-Bedroom Home with Oversized Garage in Madison FULL DISCLOSURE THIS HOME DOES HA...	3 beds \| 1 baths \| 1,305 sq.ft.	$174,990	Airbnb cash on cash: 4.64% Traditional cash on cash: 9.47% Airbnb Rental Income: $1642 Traditional Rental Income: $1985 Airbnb ROI: 4.64% Traditional ROI: 9.47%
815 Heatherwood Ave Madison, SD Better than new! Built in 2021, this impeccably maintained 3BR/3BA ranch in desirable NE M...	3 beds \| 3 baths \| 1,840 sq.ft.	$559,900	Airbnb cash on cash: -0.05% Traditional cash on cash: 3.2% Airbnb Rental Income: $1642 Traditional Rental Income: $2879 Airbnb ROI: -0.05% Traditional ROI: 3.2%
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.	$464,000	Airbnb cash on cash: 0.6% Traditional cash on cash: 4.24% Airbnb Rental Income: $1642 Traditional Rental Income: $2759 Airbnb ROI: 0.6% Traditional ROI: 4.24%
512 Division Ave Madison, SD Step into timeless style and comfort with this beautifully maintained midcentury modern ra...	3 beds \| 2 baths \| 2,086 sq.ft.	$264,500	Airbnb cash on cash: 2.29% Traditional cash on cash: 7.93% Airbnb Rental Income: $1642 Traditional Rental Income: $2587 Airbnb ROI: 2.29% Traditional ROI: 7.93%
1504 NW 2nd St Madison, SD Welcome home to this spacious ranch-style retreat filled with an abundance of natural ligh...	4 beds \| 2 baths \| 3,194 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $2588 Airbnb ROI: N/A Traditional ROI: 4.86%
323 N Catherine Ave Madison, SD Set on a desirable corner lot, this home offers the perfect blend of character, space, and...	3 beds \| 3 baths \| 2,084 sq.ft.	$307,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 7.84% Airbnb Rental Income: $1642 Traditional Rental Income: $2951 Airbnb ROI: 1.71% Traditional ROI: 7.84%

Real Estate investment in Madison, SD

There are 8 properties for sale in the city of Madison . The median list price in Madison is $399,450 and the average price per square foot is $220. In May 2026, the average monthly cash on cash return in Madison is 8.00%. The average monthly rental income in Madison is $2,759.

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

There are 8 investment properties available for sale in Madison.

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

The ROI for Long-Term is higher than the Short-Term in Madison with average rental income of $2,759.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, SD

1402 NE 3rd St

Madison, SD

3 beds | 2 baths | 2,026 sq.ft.

$267,500

Airbnb cash on cash: 2.23%

Traditional cash on cash: 7.64%

Airbnb Rental Income: $1642

Traditional Rental Income: $2546

Airbnb ROI: 2.23%

Traditional ROI: 7.64%

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%

514 Chicago Ave N

Madison, SD

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

$174,990

Airbnb cash on cash: 4.64%

Traditional cash on cash: 9.47%

Airbnb Rental Income: $1642

Traditional Rental Income: $1985

Airbnb ROI: 4.64%

Traditional ROI: 9.47%

815 Heatherwood Ave

Madison, SD

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

$559,900

Airbnb cash on cash: -0.05%

Traditional cash on cash: 3.2%

Airbnb Rental Income: $1642

Traditional Rental Income: $2879

Airbnb ROI: -0.05%

Traditional ROI: 3.2%

45265 SD 34 Hwy

Madison, SD

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

$464,000

Airbnb cash on cash: 0.6%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1642

Traditional Rental Income: $2759

Airbnb ROI: 0.6%

Traditional ROI: 4.24%

512 Division Ave

Madison, SD

3 beds | 2 baths | 2,086 sq.ft.

$264,500

Airbnb cash on cash: 2.29%

Traditional cash on cash: 7.93%

Airbnb Rental Income: $1642

Traditional Rental Income: $2587

Airbnb ROI: 2.29%

Traditional ROI: 7.93%

1504 NW 2nd St

Madison, SD

4 beds | 2 baths | 3,194 sq.ft.

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.86%

Airbnb Rental Income: $null

Traditional Rental Income: $2588

Airbnb ROI: N/A

Traditional ROI: 4.86%

323 N Catherine Ave

Madison, SD

3 beds | 3 baths | 2,084 sq.ft.

$307,000

Airbnb cash on cash: 1.71%

Traditional cash on cash: 7.84%

Airbnb Rental Income: $1642

Traditional Rental Income: $2951

Airbnb ROI: 1.71%