Real Estate Investment Properties for Sale in Osceola, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
847 207th Street Osceola, WI Wake up to shimmering water views and end every day with golden west-facing sunsets at thi...	4 beds \| 3 baths \| 3,565 sq.ft.	$600,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.39% Airbnb Rental Income: $null Traditional Rental Income: $2389 Airbnb ROI: N/A Traditional ROI: 2.39%
1958 80th Avenue Osceola, WI Set on a quiet dead-end road overlooking Horse Lake, this 2011 walk-out rambler enjoys a p...	3 beds \| 3 baths \| 2,652 sq.ft.	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $2126 Airbnb ROI: N/A Traditional ROI: 2.31%
606 Big Lake Ct Osceola, WI	4 beds \| 2 baths \| N/A	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.82% Airbnb Rental Income: $null Traditional Rental Income: $2090 Airbnb ROI: N/A Traditional ROI: 5.82%
301 Ladd Lane Osceola, WI The Teton Plan. One level living! Experience the joy and ease of owning a NEW home! Locate...	2 beds \| 1 baths \| 834 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.9% Airbnb Rental Income: $null Traditional Rental Income: $1736 Airbnb ROI: N/A Traditional ROI: 5.9%
330 Mill Street Osceola, WI New Construction! The Princeton B Plan: Experience the joy of owning a NEW home. Located...	2 beds \| 2 baths \| N/A	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.28% Airbnb Rental Income: $null Traditional Rental Income: $2204 Airbnb ROI: N/A Traditional ROI: 6.28%
260 Spring Street Osceola, WI The Penelope Floor Plan.....This highly sought after 1 level living layout include 2 bedro...	2 beds \| 2 baths \| 1,226 sq.ft.	$324,750	Airbnb cash on cash: N/A Traditional cash on cash: 5.6% Airbnb Rental Income: $null Traditional Rental Income: $2129 Airbnb ROI: N/A Traditional ROI: 5.6%
250 Spring Street Osceola, WI New Construction! The Princeton B plan: Experience the joy of owning a NEW home. Located i...	2 beds \| 2 baths \| 1,185 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $2184 Airbnb ROI: N/A Traditional ROI: 6.21%
290 Spring Street Osceola, WI New Construction! The Princeton B plan: Experience the joy of owning a NEW home. Located i...	2 beds \| 2 baths \| 1,185 sq.ft.	$305,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.21% Airbnb Rental Income: $null Traditional Rental Income: $2184 Airbnb ROI: N/A Traditional ROI: 6.21%
314 8th Avenue Osceola, WI This One Wonât Last in Osceola! Hereâs your chance to own a spacious, move-in ready ho...	4 beds \| 2 baths \| 2,000 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $2389 Airbnb ROI: N/A Traditional ROI: 6.07%

Real Estate investment in Osceola, WI

There are 11 properties for sale in the city of Osceola . The median list price in Osceola is $305,000 and the average price per square foot is $177. In March 2026, the average monthly cash on cash return in Osceola is 6.00%. The average monthly rental income in Osceola is $2,157.

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

There are 11 investment properties available for sale in Osceola.

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

Your search for investment property begins and ends here

Investment Property for Sale in Osceola, WI

847 207th Street

Osceola, WI

4 beds | 3 baths | 3,565 sq.ft.

$600,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.39%

Airbnb Rental Income: $null

Traditional Rental Income: $2389

Airbnb ROI: N/A

Traditional ROI: 2.39%

1958 80th Avenue

Osceola, WI

3 beds | 3 baths | 2,652 sq.ft.

$500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.31%

Airbnb Rental Income: $null

Traditional Rental Income: $2126

Airbnb ROI: N/A

Traditional ROI: 2.31%

606 Big Lake Ct

Osceola, WI

4 beds | 2 baths | N/A

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2090

Airbnb ROI: N/A

Traditional ROI: 5.82%

301 Ladd Lane

Osceola, WI

2 beds | 1 baths | 834 sq.ft.

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.9%

Airbnb Rental Income: $null

Traditional Rental Income: $1736

Airbnb ROI: N/A

Traditional ROI: 5.9%

330 Mill Street

Osceola, WI

2 beds | 2 baths | N/A

$305,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.28%

Airbnb Rental Income: $null

Traditional Rental Income: $2204

Airbnb ROI: N/A

Traditional ROI: 6.28%

260 Spring Street

Osceola, WI

2 beds | 2 baths | 1,226 sq.ft.

$324,750

Airbnb cash on cash: N/A

Traditional cash on cash: 5.6%

Airbnb Rental Income: $null

Traditional Rental Income: $2129

Airbnb ROI: N/A

Traditional ROI: 5.6%

250 Spring Street

Osceola, WI

2 beds | 2 baths | 1,185 sq.ft.

$305,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2184

Airbnb ROI: N/A

Traditional ROI: 6.21%

290 Spring Street

Osceola, WI

2 beds | 2 baths | 1,185 sq.ft.

$305,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2184

Airbnb ROI: N/A