Real Estate Investment Properties for Sale in Kewaskum, WI

Looking for investment property in Kewaskum, WI with high ROI ?

Explore a variety of short-term homes & houses in Kewaskum, WI. Invest wisely with VRBO & Kewaskum, WI 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 Kewaskum, WI

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
249 Dream Catcher Dr Kewaskum, WI Wow, you have got to see this stunner! Loads of improvements inside and out and so many ex...	4 beds \| 3 baths \| 1,992 sq.ft.	$394,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.81% Airbnb Rental Income: $null Traditional Rental Income: $3008 Airbnb ROI: N/A Traditional ROI: 5.81%
727 Drumlin Dr Kewaskum, WI Welcome to this stunning 2020 custom-built home in Kewaskum! From the soaring cathedral ce...	3 beds \| 3 baths \| 1,894 sq.ft.	$449,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $2891 Airbnb ROI: N/A Traditional ROI: 4.66%
9080 Hickory Dr Kewaskum, WI An exciting opportunity to own this Hobby Farm with flexible living arrangements and incom...	5 beds \| 3 baths \| N/A	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $3611 Airbnb ROI: N/A Traditional ROI: 3.57%
9561 Maple Tree Rd Kewaskum, WI Nestled on 4.9 wooded acres in the Kettle Moraine this unique open concept 1.5 story home ...	3 beds \| 2 baths \| 1,838 sq.ft.	$539,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2513 Airbnb ROI: N/A Traditional ROI: 3.16%
745 Main St #1 Kewaskum, WI A must see condo that is move in ready! You'll find loads of space in this great home. On ...	3 beds \| 2 baths \| 1,343 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.69% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 9.69%
2741 Shagbark Dr Kewaskum, WI Experience refined living in this STUNNING custom home set on 5 private wooded acres. The ...	3 beds \| 3 baths \| 3,733 sq.ft.	$1,199,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.28% Airbnb Rental Income: $null Traditional Rental Income: $3304 Airbnb ROI: N/A Traditional ROI: 1.28%
306 3rd St Kewaskum, WI A Must-See in Kewaskum!Beautifully updated and move-in ready, this charming 3-bedroom, 1-b...	3 beds \| 1 baths \| 1,674 sq.ft.	$324,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $1997 Airbnb ROI: N/A Traditional ROI: 4.39%
1918 County Highway H - Kewaskum, WI Unique 10.92-acre hobby farm offers endless possibilities . This 3BR, 2BA, 1712 sq ft ranc...	3 beds \| 2 baths \| 1,712 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 2.17%

Real Estate investment in Kewaskum, WI

There are 8 properties for sale in the city of Kewaskum . The median list price in Kewaskum is $494,000 and the average price per square foot is $244. In November 2025, the average monthly cash on cash return in Kewaskum is 4.00%. The average monthly rental income in Kewaskum is $2,780.

Kewaskum, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 8 investment properties available for sale in Kewaskum.

In 2025, the best neighborhood to buy investment property is Kewaskum.

The ROI for Short-Term is higher than the Long-Term in Kewaskum with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Kewaskum, WI

249 Dream Catcher Dr

Kewaskum, WI

4 beds | 3 baths | 1,992 sq.ft.

$394,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.81%

Airbnb Rental Income: $null

Traditional Rental Income: $3008

Airbnb ROI: N/A

Traditional ROI: 5.81%

727 Drumlin Dr

Kewaskum, WI

3 beds | 3 baths | 1,894 sq.ft.

$449,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.66%

Airbnb Rental Income: $null

Traditional Rental Income: $2891

Airbnb ROI: N/A

Traditional ROI: 4.66%

9080 Hickory Dr

Kewaskum, WI

5 beds | 3 baths | N/A

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.57%

Airbnb Rental Income: $null

Traditional Rental Income: $3611

Airbnb ROI: N/A

Traditional ROI: 3.57%

9561 Maple Tree Rd

Kewaskum, WI

3 beds | 2 baths | 1,838 sq.ft.

$539,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.16%

Airbnb Rental Income: $null

Traditional Rental Income: $2513

Airbnb ROI: N/A

Traditional ROI: 3.16%

745 Main St #1

Kewaskum, WI

3 beds | 2 baths | 1,343 sq.ft.

$199,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2285

Airbnb ROI: N/A

Traditional ROI: 9.69%

2741 Shagbark Dr

Kewaskum, WI

3 beds | 3 baths | 3,733 sq.ft.

$1,199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.28%

Airbnb Rental Income: $null

Traditional Rental Income: $3304

Airbnb ROI: N/A

Traditional ROI: 1.28%

306 3rd St

Kewaskum, WI

3 beds | 1 baths | 1,674 sq.ft.

$324,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.39%

Airbnb Rental Income: $null

Traditional Rental Income: $1997

Airbnb ROI: N/A

Traditional ROI: 4.39%

1918 County Highway H -

Kewaskum, WI

3 beds | 2 baths | 1,712 sq.ft.

$749,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2668

Airbnb ROI: N/A