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.

Single Family Homes for Sale in Winter, WI

Search for Single Family Residential for Sale in Winter, Wisconsin. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 9 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
7043 W Fadness Road Winter, WI Rare opportunity to own over 10 acres of beautiful Northwoods land! This property is a hob...	3 beds \| 2 baths \| 1,300 sq.ft.	$369,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 5.4% Airbnb Rental Income: $1513 Traditional Rental Income: $2509 Airbnb ROI: 1.25% Traditional ROI: 5.4%
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 \| N/A	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $2860 Airbnb ROI: N/A Traditional ROI: 2.85%
3480 HWY 70 Winter, WI The Loretta Steakhouse offers the perfect blend of comfort and opportunity, nestled in the...	3 beds \| 4 baths \| N/A	$290,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 9.89% Airbnb Rental Income: $1513 Traditional Rental Income: $3231 Airbnb ROI: 1.99% Traditional ROI: 9.89%
6305 N Dam Road Winter, WI Northwoods Living on Dam Rd, 1.8 miles from Big Chip Flowage boat launch, mins from the Wa...	3 beds \| 2 baths \| 1,385 sq.ft.	$242,000	Airbnb cash on cash: 3.04% Traditional cash on cash: 8.01% Airbnb Rental Income: $1513 Traditional Rental Income: $2209 Airbnb ROI: 3.04% Traditional ROI: 8.01%
3108 W Howard Street Winter, WI Looking for a 4-season Northwoods chalet in the perfect spot to snowmobile, ATV, hunt, or ...	3 beds \| 1 baths \| 1,310 sq.ft.	$275,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 5.18% Airbnb Rental Income: $1513 Traditional Rental Income: $1827 Airbnb ROI: 2.27% Traditional ROI: 5.18%
4878N Fur Farm Trail Winter, WI Your beautiful getaway awaits! This 3 bed, 2 bath home offers one level living with zero e...	3 beds \| 2 baths \| 2,220 sq.ft.	$345,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 6.97% Airbnb Rental Income: $1513 Traditional Rental Income: $2819 Airbnb ROI: 1.58% Traditional ROI: 6.97%
4735 N Lake Winter Road Winter, WI Set along the peaceful shores of Lake Winterâfamous for its excellent musky fishingâth...	2 beds \| 1 baths \| 704 sq.ft.	$255,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.5% Airbnb Rental Income: $1033 Traditional Rental Income: $1556 Airbnb ROI: 0.83% Traditional ROI: 4.5%
7756W Old Hwy 70 Winter, WI Over 114 acres of pure privacy and outdoor beauty! Tucked 1,500 feet back from the road, t...	3 beds \| 1 baths \| 1,786 sq.ft.	$749,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.39% Airbnb Rental Income: $1513 Traditional Rental Income: $1926 Airbnb ROI: 0.17% Traditional ROI: 1.39%
8050 N Barker Lake Road Winter, WI Located just north of Winter on the 100+ acre Hunter Lake, this 0.77-acre lot is perfect f...	1 beds \| N/A baths \| 576 sq.ft.	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.75% Airbnb Rental Income: $null Traditional Rental Income: $1513 Airbnb ROI: N/A Traditional ROI: 9.75%

Your search for investment property begins and ends here

Single Family Homes for Sale in Winter, WI

7043 W Fadness Road

Winter, WI

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

$369,000

Airbnb cash on cash: 1.25%

Traditional cash on cash: 5.4%

Airbnb Rental Income: $1513

Traditional Rental Income: $2509

Airbnb ROI: 1.25%

Traditional ROI: 5.4%

5167N DOAK RD

Winter, WI

4 beds | 2 baths | N/A

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2860

Airbnb ROI: N/A

Traditional ROI: 2.85%

3480 HWY 70

Winter, WI

3 beds | 4 baths | N/A

$290,000

Airbnb cash on cash: 1.99%

Traditional cash on cash: 9.89%

Airbnb Rental Income: $1513

Traditional Rental Income: $3231

Airbnb ROI: 1.99%

Traditional ROI: 9.89%

6305 N Dam Road

Winter, WI

3 beds | 2 baths | 1,385 sq.ft.

$242,000

Airbnb cash on cash: 3.04%

Traditional cash on cash: 8.01%

Airbnb Rental Income: $1513

Traditional Rental Income: $2209

Airbnb ROI: 3.04%

Traditional ROI: 8.01%

3108 W Howard Street

Winter, WI

3 beds | 1 baths | 1,310 sq.ft.

$275,000

Airbnb cash on cash: 2.27%

Traditional cash on cash: 5.18%

Airbnb Rental Income: $1513

Traditional Rental Income: $1827

Airbnb ROI: 2.27%

Traditional ROI: 5.18%

4878N Fur Farm Trail

Winter, WI

3 beds | 2 baths | 2,220 sq.ft.

$345,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 6.97%

Airbnb Rental Income: $1513

Traditional Rental Income: $2819

Airbnb ROI: 1.58%

Traditional ROI: 6.97%

4735 N Lake Winter Road

Winter, WI

2 beds | 1 baths | 704 sq.ft.

$255,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $1033

Traditional Rental Income: $1556

Airbnb ROI: 0.83%

Traditional ROI: 4.5%

7756W Old Hwy 70

Winter, WI

3 beds | 1 baths | 1,786 sq.ft.

$749,900

Airbnb cash on cash: 0.17%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $1513

Traditional Rental Income: $1926

Airbnb ROI: 0.17%