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: 3.57% Traditional cash on cash: 8.66% Airbnb Rental Income: $1344 Traditional Rental Income: $1803 Airbnb ROI: 3.57% Traditional ROI: 8.66%
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: -0.27% Traditional cash on cash: 4.98% Airbnb Rental Income: $1039 Traditional Rental Income: $2594 Airbnb ROI: -0.27% Traditional ROI: 4.98%
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: 0.33% Traditional cash on cash: 5.75% Airbnb Rental Income: $1039 Traditional Rental Income: $2358 Airbnb ROI: 0.33% Traditional ROI: 5.75%
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: 1.81% Traditional cash on cash: 8.35% Airbnb Rental Income: $1039 Traditional Rental Income: $1858 Airbnb ROI: 1.81% Traditional ROI: 8.35%
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: 0.51% Traditional cash on cash: 5.21% Airbnb Rental Income: $1039 Traditional Rental Income: $2215 Airbnb ROI: 0.51% 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: 2.05% Traditional cash on cash: 5.45% Airbnb Rental Income: $1344 Traditional Rental Income: $1765 Airbnb ROI: 2.05% Traditional ROI: 5.45%
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: 0.86% Traditional cash on cash: 3.13% Airbnb Rental Income: $1344 Traditional Rental Income: $1710 Airbnb ROI: 0.86% Traditional ROI: 3.13%
7290n UNIVERSAL DR Winter, WI (124/IK) Get away from the hustle-bustle of life and make this home/cabin yours today. Loc...	2 beds \| 1 baths \| 1,320 sq.ft.	$259,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.85% Airbnb Rental Income: $1344 Traditional Rental Income: $1660 Airbnb ROI: 1.88% Traditional ROI: 4.85%
5992w Burlum Road Winter, WI Located on a quiet back road, this expansive lakefront property span almost 17 acres of la...	3 beds \| 2 baths \| 1,708 sq.ft.	$279,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 8.53% Airbnb Rental Income: $1039 Traditional Rental Income: $2740 Airbnb ROI: 0.68% Traditional ROI: 8.53%

Real Estate investment in Winter, WI

There are 9 properties for sale in the city of Winter . The median list price in Winter is $279,000 and the average price per square foot is $216. In November 2024, the average monthly cash on cash return in Winter is 5.00%. The average monthly rental income in Winter is $1,858.

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 Long-Term is higher than the Short-Term in Winter with average rental income of $1,858.

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: 3.57%

Traditional cash on cash: 8.66%

Airbnb Rental Income: $1344

Traditional Rental Income: $1803

Airbnb ROI: 3.57%

Traditional ROI: 8.66%

5605 N Lake Winter Road

Winter, WI

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

$389,000

Airbnb cash on cash: -0.27%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $1039

Traditional Rental Income: $2594

Airbnb ROI: -0.27%

Traditional ROI: 4.98%

5209w BLACK DAN RD

Winter, WI

3 beds | 2 baths | 1,210 sq.ft.

$329,900

Airbnb cash on cash: 0.33%

Traditional cash on cash: 5.75%

Airbnb Rental Income: $1039

Traditional Rental Income: $2358

Airbnb ROI: 0.33%

Traditional ROI: 5.75%

5968 EHN RD

Winter, WI

3 beds | 1 baths | 960 sq.ft.

$189,900

Airbnb cash on cash: 1.81%

Traditional cash on cash: 8.35%

Airbnb Rental Income: $1039

Traditional Rental Income: $1858

Airbnb ROI: 1.81%

Traditional ROI: 8.35%

4362 N Price Dam Road

Winter, WI

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

$348,500

Airbnb cash on cash: 0.51%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1039

Traditional Rental Income: $2215

Airbnb ROI: 0.51%

Traditional ROI: 5.21%

5627 W Tower Road

Winter, WI

2 beds | 1 baths | 864 sq.ft.

$259,900

Airbnb cash on cash: 2.05%

Traditional cash on cash: 5.45%

Airbnb Rental Income: $1344

Traditional Rental Income: $1765

Airbnb ROI: 2.05%

Traditional ROI: 5.45%

8655 Bluegill Lake Road

Winter, WI

2 beds | 1 baths | 925 sq.ft.

$365,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 3.13%

Airbnb Rental Income: $1344

Traditional Rental Income: $1710

Airbnb ROI: 0.86%

Traditional ROI: 3.13%

7290n UNIVERSAL DR

Winter, WI

2 beds | 1 baths | 1,320 sq.ft.

$259,900

Airbnb cash on cash: 1.88%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $1344

Traditional Rental Income: $1660

Airbnb ROI: 1.88%