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
2462 113th Avenue Osceola, WI Looking for a peaceful place to call home? Look no further, your search is over once you t...	4 beds \| 2 baths \| 2,034 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $2129 Airbnb ROI: N/A Traditional ROI: 3.62%
598 230th Street Osceola, WI Sweet and cozy home on 33 country-comfort acres. Enjoy it all - included here is a lush & ...	1 beds \| 1 baths \| 1,280 sq.ft.	$450,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $1733 Airbnb ROI: N/A Traditional ROI: 2.32%
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%
330 Mill Street Osceola, WI To-Be-Built, NEW CONSTRUCTION! The Arbor III Plan: Experience the joy and ease of owning a...	3 beds \| 2 baths \| 1,300 sq.ft.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.54% Airbnb Rental Income: $null Traditional Rental Income: $2204 Airbnb ROI: N/A Traditional ROI: 5.54%
602 218th St. Osceola, WI Discover your dream country home! This newer custom built home situated on a peaceful 3 ac...	4 beds \| 3 baths \| 2,496 sq.ft.	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.66% Airbnb Rental Income: $null Traditional Rental Income: $3150 Airbnb ROI: N/A Traditional ROI: 5.66%
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.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $2129 Airbnb ROI: N/A Traditional ROI: 5.3%
1155 200th Street Osceola, WI Set on two parcels totaling 12.22 acres, this 2002 split-entry sits at the end of a long p...	3 beds \| 2 baths \| 1,700 sq.ft.	$520,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2541 Airbnb ROI: N/A Traditional ROI: 3.23%
516 Gerald Street Osceola, WI Welcome to your new home! This beautifully updated 3-bedroom, 2-bathroom home is nestled i...	3 beds \| 2 baths \| 1,208 sq.ft.	$299,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $2100 Airbnb ROI: N/A Traditional ROI: 5.11%
906 Maple Drive Osceola, WI Welcome home, totally updated, move in ready among all the Osceola amenities. 4 Bedrooms/2...	4 beds \| 2 baths \| 1,800 sq.ft.	$345,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.98% Airbnb Rental Income: $null Traditional Rental Income: $2669 Airbnb ROI: N/A Traditional ROI: 5.98%
2718 55th Avenue Osceola, WI Well maintained split entry ready for its new owner. Entering the large foyer, you have th...	4 beds \| 2 baths \| 2,206 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.08% Airbnb Rental Income: $null Traditional Rental Income: $2665 Airbnb ROI: N/A Traditional ROI: 5.08%
401 10th Avenue Osceola, WI Welcome to 401 10th Avenue, Osceola â A home that checks all the boxes. Generously sized...	4 beds \| 2 baths \| 1,900 sq.ft.	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.65% Airbnb Rental Income: $null Traditional Rental Income: $2718 Airbnb ROI: N/A Traditional ROI: 7.65%
912 Maple Drive Osceola, WI This charming 1Â½ story home is full of character and small-town appeal! Nestled on a corn...	3 beds \| 2 baths \| 2,210 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $2703 Airbnb ROI: N/A Traditional ROI: 6.93%

Real Estate investment in Osceola, WI

There are 16 properties for sale in the city of Osceola . The median list price in Osceola is $334,950 and the average price per square foot is $198. In November 2025, the average monthly cash on cash return in Osceola is 6.00%. The average monthly rental income in Osceola is $2,354.

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

There are 16 investment properties available for sale in Osceola.

In 2025, the best neighborhood to buy investment property is 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

2462 113th Avenue

Osceola, WI

4 beds | 2 baths | 2,034 sq.ft.

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.62%

Airbnb Rental Income: $null

Traditional Rental Income: $2129

Airbnb ROI: N/A

Traditional ROI: 3.62%

598 230th Street

Osceola, WI

1 beds | 1 baths | 1,280 sq.ft.

$450,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.32%

Airbnb Rental Income: $null

Traditional Rental Income: $1733

Airbnb ROI: N/A

Traditional ROI: 2.32%

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%

330 Mill Street

Osceola, WI

3 beds | 2 baths | 1,300 sq.ft.

$340,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2204

Airbnb ROI: N/A

Traditional ROI: 5.54%

602 218th St.

Osceola, WI

4 beds | 3 baths | 2,496 sq.ft.

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.66%

Airbnb Rental Income: $null

Traditional Rental Income: $3150

Airbnb ROI: N/A

Traditional ROI: 5.66%

260 Spring Street

Osceola, WI

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

$340,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2129

Airbnb ROI: N/A

Traditional ROI: 5.3%

1155 200th Street

Osceola, WI

3 beds | 2 baths | 1,700 sq.ft.

$520,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2541

Airbnb ROI: N/A

Traditional ROI: 3.23%

516 Gerald Street

Osceola, WI

3 beds | 2 baths | 1,208 sq.ft.

$299,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.11%

Airbnb Rental Income: $null

Traditional Rental Income: $2100

Airbnb ROI: N/A