Real Estate Investment Properties for Sale in Winter, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4734n CTH G Winter, WI (222/IK) Welcome to your Chippewa River retreat! Bring your boat, kayak or canoe and enjoy...	2 beds \| 1 baths \| 975 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.69% Airbnb Rental Income: $null Traditional Rental Income: $1803 Airbnb ROI: N/A Traditional ROI: 8.69%
5968 EHN RD Winter, WI If you are looking for a Northwoods cabin for your family, a rental property opportunity o...	3 beds \| 1 baths \| 960 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.35% Airbnb Rental Income: $null Traditional Rental Income: $1858 Airbnb ROI: N/A Traditional ROI: 8.35%
5167n DOAK RD Winter, WI (226/IK) - Located 4 mi. from Winter, WI on Doak Rd or 30 min. from Hayward on a 733 acre ...	4 beds \| 2 baths \| 1,700 sq.ft.	$899,900	Airbnb cash on cash: N/A Traditional cash on cash: 2% Airbnb Rental Income: $null Traditional Rental Income: $2860 Airbnb ROI: N/A Traditional ROI: 2%
5605 N Lake Winter Road Winter, WI Own this one of a kind historic Wisconsin Supper club. Serving travelers and locals for 40...	3 beds \| 2 baths \| 2,200 sq.ft.	$389,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.98% Airbnb Rental Income: $null Traditional Rental Income: $2594 Airbnb ROI: N/A Traditional ROI: 4.98%
4362 N Price Dam Road Winter, WI Motivated Seller! The garage and workshop heated. This 3 Bedroom, 2 Full Bath single fa...	3 beds \| 2 baths \| 1,482 sq.ft.	$348,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2215 Airbnb ROI: N/A Traditional ROI: 5.21%
5627 W Tower Road Winter, WI What's your outdoor passion? Bowhunting, rifle season, fishing, ice-fishing, boating, ATV-...	2 beds \| 1 baths \| 864 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $1765 Airbnb ROI: N/A Traditional ROI: 5.45%
8272n Blaisdell Lake Road Winter, WI This 1260 square foot house has been meticulously maintained and has over 420 feet of owne...	2 beds \| 1 baths \| 1,260 sq.ft.	$399,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2027 Airbnb ROI: N/A Traditional ROI: 3.83%
8655 Bluegill Lake Road Winter, WI Welcome to this absolutely charming log home nestled on the tranquil shores of Blue Gill L...	2 beds \| 1 baths \| 925 sq.ft.	$365,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $1710 Airbnb ROI: N/A Traditional ROI: 3.13%
5209w BLACK DAN RD Winter, WI (224/IK) MOTIVATED SELLER Located 8 miles east of Winter WI on Black Dan Rd is the perfect...	3 beds \| 2 baths \| 1,210 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $2358 Airbnb ROI: N/A Traditional ROI: 5.8%

Real Estate investment in Winter, WI

There are 9 properties for sale in the city of Winter . The median list price in Winter is $348,500 and the average price per square foot is $271. In December 2024, the average monthly cash on cash return in Winter is 5.00%. The average monthly rental income in Winter is $2,027.

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

There are 9 investment properties available for sale in Winter.

In 2024, the best neighborhood to buy investment property is Winter.

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

Your search for investment property begins and ends here

Investment Property for Sale in Winter, WI

4734n CTH G

Winter, WI

2 beds | 1 baths | 975 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1803

Airbnb ROI: N/A

Traditional ROI: 8.69%

5968 EHN RD

Winter, WI

3 beds | 1 baths | 960 sq.ft.

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.35%

Airbnb Rental Income: $null

Traditional Rental Income: $1858

Airbnb ROI: N/A

Traditional ROI: 8.35%

5167n DOAK RD

Winter, WI

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

$899,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2%

Airbnb Rental Income: $null

Traditional Rental Income: $2860

Airbnb ROI: N/A

Traditional ROI: 2%

5605 N Lake Winter Road

Winter, WI

3 beds | 2 baths | 2,200 sq.ft.

$389,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2594

Airbnb ROI: N/A

Traditional ROI: 4.98%

4362 N Price Dam Road

Winter, WI

3 beds | 2 baths | 1,482 sq.ft.

$348,500

Airbnb cash on cash: N/A

Traditional cash on cash: 5.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2215

Airbnb ROI: N/A

Traditional ROI: 5.21%

5627 W Tower Road

Winter, WI

2 beds | 1 baths | 864 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1765

Airbnb ROI: N/A

Traditional ROI: 5.45%

8272n Blaisdell Lake Road

Winter, WI

2 beds | 1 baths | 1,260 sq.ft.

$399,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2027

Airbnb ROI: N/A

Traditional ROI: 3.83%

8655 Bluegill Lake Road

Winter, WI

2 beds | 1 baths | 925 sq.ft.

$365,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.13%

Airbnb Rental Income: $null

Traditional Rental Income: $1710

Airbnb ROI: N/A