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
114 N Josephine Ave Madison, SD Classic charm meets modern peace of mind in this beautifully updated two-story home filled...	4 beds \| 3 baths \| 2,073 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $3041 Airbnb ROI: N/A Traditional ROI: 8.88%
1025 Heritage Dr Dr Madison, SD Welcome home to this beautifully updated walkout ranch nestled in a well-established and h...	3 beds \| 3 baths \| 2,612 sq.ft.	$469,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.76% Airbnb Rental Income: $1496 Traditional Rental Income: $2288 Airbnb ROI: -0.04% Traditional ROI: 2.76%
23301 448th Ave Ave Madison, SD Escape the limits of city living and discover the kind of freedom that's becoming harder a...	3 beds \| 1 baths \| 1,586 sq.ft.	$289,897	Airbnb cash on cash: 1.91% Traditional cash on cash: 4.85% Airbnb Rental Income: $1496 Traditional Rental Income: $1862 Airbnb ROI: 1.91% Traditional ROI: 4.85%
823 Harter Dr 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: -0.58% Traditional cash on cash: 2.42% Airbnb Rental Income: $1496 Traditional Rental Income: $2735 Airbnb ROI: -0.58% Traditional ROI: 2.42%
121 N Liberty Ave Madison, SD Welcome to this spacious 2-story home situated on a desirable corner lot! Featuring 4 bedr...	4 beds \| 2 baths \| 1,958 sq.ft.	$234,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.89% Airbnb Rental Income: $null Traditional Rental Income: $2746 Airbnb ROI: N/A Traditional ROI: 9.89%
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.	$550,000	Airbnb cash on cash: -0.27% Traditional cash on cash: 3.27% Airbnb Rental Income: $1496 Traditional Rental Income: $2879 Airbnb ROI: -0.27% Traditional ROI: 3.27%
1120 Cypress Ave Ave Madison, SD	4 beds \| 3 baths \| 2,017 sq.ft.	$364,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.58% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 5.58%
6129 Dakota Ave Ave Madison, SD	4 beds \| 2 baths \| 1,756 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.51% Airbnb Rental Income: $null Traditional Rental Income: $2227 Airbnb ROI: N/A Traditional ROI: 1.51%
912 Jennifer St St Madison, SD	3 beds \| 3 baths \| 2,405 sq.ft.	$399,999	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.57% Airbnb Rental Income: $1496 Traditional Rental Income: $2669 Airbnb ROI: 0.27% Traditional ROI: 4.57%
926 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$59,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.9% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.9%
Tbd Dakota Ave Ave Madison, SD	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.5% Airbnb Rental Income: $null Traditional Rental Income: $762 Airbnb ROI: N/A Traditional ROI: 1.5%
400 S Block Washington Ave Ave Madison, SD	N/A beds \| N/A baths \| N/A	$114,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.77% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 3.77%
Tbd Crescent Ln Ln Madison, SD	N/A beds \| N/A 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%
739 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%
2140 Harvest Creek Ln Ln Madison, SD	N/A beds \| N/A baths \| N/A	$79,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.24% Airbnb Rental Income: $null Traditional Rental Income: $762 Airbnb ROI: N/A Traditional ROI: 6.24%
941 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$89,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $762 Airbnb ROI: N/A Traditional ROI: 5.33%
932 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%
913 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%
1127 Cyber Ct Ct Madison, SD	4 beds \| 3 baths \| 1,814 sq.ft.	$436,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.14% Airbnb Rental Income: $null Traditional Rental Income: $2727 Airbnb ROI: N/A Traditional ROI: 4.14%
Cottonwood CV Cv Madison, SD	N/A beds \| N/A baths \| N/A	$99,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.67% Airbnb Rental Income: $null Traditional Rental Income: $762 Airbnb ROI: N/A Traditional ROI: 4.67%
935 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%
612 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
522 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
542 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
512 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
532 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
602 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
442 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.88% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.88%
500 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$60,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.64% Airbnb Rental Income: $null Traditional Rental Income: $810 Airbnb ROI: N/A Traditional ROI: 9.64%
Country Club Dr Dr Madison, SD	N/A beds \| N/A baths \| 2,006 sq.ft.	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.55% Airbnb Rental Income: $null Traditional Rental Income: $1048 Airbnb ROI: N/A Traditional ROI: 7.55%
816 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.37% Airbnb Rental Income: $null Traditional Rental Income: $762 Airbnb ROI: N/A Traditional ROI: 7.37%
832 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$59,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.9% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.9%
842 Harter Dr Dr Madison, SD	N/A beds \| N/A baths \| N/A	$59,999	Airbnb cash on cash: N/A Traditional cash on cash: 9.66% Airbnb Rental Income: $null Traditional Rental Income: $810 Airbnb ROI: N/A Traditional ROI: 9.66%
912 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.84% Airbnb Rental Income: $null Traditional Rental Income: $864 Airbnb ROI: N/A Traditional ROI: 8.84%
916 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$49,999	Airbnb cash on cash: N/A Traditional cash on cash: 10.91% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 10.91%
922 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$49,999	Airbnb cash on cash: N/A Traditional cash on cash: 10.91% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 10.91%
928 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$49,999	Airbnb cash on cash: N/A Traditional cash on cash: 10.91% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 10.91%
932 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$59,999	Airbnb cash on cash: N/A Traditional cash on cash: 8.9% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 8.9%
937 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%
927 Harter Cir Cir Madison, SD	N/A beds \| N/A baths \| N/A	$69,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $764 Airbnb ROI: N/A Traditional ROI: 7.4%

Real Estate investment in Madison, SD

There are 104 properties for sale in the city of Madison . The median list price in Madison is $246,852 and the average price per square foot is $135. In July 2026, the average monthly cash on cash return in Madison is 7.00%. The average monthly rental income in Madison is $865.

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

There are 104 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 $865.

Your search for investment property begins and ends here

Investment Property for Sale in Madison, SD

114 N Josephine Ave

Madison, SD

4 beds | 3 baths | 2,073 sq.ft.

$279,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.88%

Airbnb Rental Income: $null

Traditional Rental Income: $3041

Airbnb ROI: N/A

Traditional ROI: 8.88%

1025 Heritage Dr Dr

Madison, SD

3 beds | 3 baths | 2,612 sq.ft.

$469,900

Airbnb cash on cash: -0.04%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $1496

Traditional Rental Income: $2288

Airbnb ROI: -0.04%

Traditional ROI: 2.76%

23301 448th Ave Ave

Madison, SD

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

$289,897

Airbnb cash on cash: 1.91%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1496

Traditional Rental Income: $1862

Airbnb ROI: 1.91%

Traditional ROI: 4.85%

823 Harter Dr Dr

Madison, SD

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

$599,000

Airbnb cash on cash: -0.58%

Traditional cash on cash: 2.42%

Airbnb Rental Income: $1496

Traditional Rental Income: $2735

Airbnb ROI: -0.58%

Traditional ROI: 2.42%

121 N Liberty Ave

Madison, SD

4 beds | 2 baths | 1,958 sq.ft.

$234,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.89%

Airbnb Rental Income: $null

Traditional Rental Income: $2746

Airbnb ROI: N/A

Traditional ROI: 9.89%

815 Heatherwood Ave

Madison, SD

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

$550,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1496

Traditional Rental Income: $2879

Airbnb ROI: -0.27%

Traditional ROI: 3.27%

1120 Cypress Ave Ave

Madison, SD

4 beds | 3 baths | 2,017 sq.ft.

$364,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.58%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 5.58%

6129 Dakota Ave Ave

Madison, SD

4 beds | 2 baths | 1,756 sq.ft.

$600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.51%

Airbnb Rental Income: $null

Traditional Rental Income: $2227

Airbnb ROI: N/A