Real Estate Investments for Sale in Winter, WI With High ROI

Are you looking for a vacation rental in Winter, WI? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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
4850n CTH G Winter, WI (227/IK) Located 7.5 miles W of Winter on CTH G, is a wonderful retreat in a park like set...	2 beds \| 2 baths \| 1,300 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $1862 Airbnb ROI: N/A Traditional ROI: 3.54%
5020w Bumblebee Road Winter, WI Ready to experience the peacefulness of lake life? Here is your chance! Enjoy your morning...	4 beds \| 3 baths \| 2,400 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $2508 Airbnb ROI: N/A Traditional ROI: 3.72%
4362 N Price Dam Rd Winter, WI This wonderfully unique 2 bed, 1 bath cabin combines all the character of an original log ...	2 beds \| 1 baths \| 1,182 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.89% Airbnb Rental Income: $null Traditional Rental Income: $1247 Airbnb ROI: N/A Traditional ROI: 3.89%
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.	$325,000	Airbnb cash on cash: 3.99% Traditional cash on cash: 4.83% Airbnb Rental Income: $2337 Traditional Rental Income: $2016 Airbnb ROI: 3.99% Traditional ROI: 4.83%
4782 N County Hwy W Winter, WI Don't miss out on this cozy home sitting on 5 beautiful acres of land. Everything about th...	4 beds \| 1 baths \| 1,300 sq.ft.	$162,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.68% Airbnb Rental Income: $null Traditional Rental Income: $1474 Airbnb ROI: N/A Traditional ROI: 7.68%
6342w Canestorp Road Winter, WI Come take a look at this very well maintained home located in the heart of Winter, Wiscons...	3 beds \| 2 baths \| 1,793 sq.ft.	$364,900	Airbnb cash on cash: 3.53% Traditional cash on cash: 3.97% Airbnb Rental Income: $2337 Traditional Rental Income: $1911 Airbnb ROI: 3.53% Traditional ROI: 3.97%
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: 2.69% Traditional cash on cash: 3.38% Airbnb Rental Income: $2337 Traditional Rental Income: $2009 Airbnb ROI: 2.69% Traditional ROI: 3.38%
7043 W Fadness Road Winter, WI Presenting a charming 3-bedroom, 2-bathroom home nestled on 40 acres, offering a rare oppo...	3 beds \| 2 baths \| 1,780 sq.ft.	$425,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 3.32% Airbnb Rental Income: $2337 Traditional Rental Income: $2011 Airbnb ROI: 2.68% Traditional ROI: 3.32%
6841 W Golf Course Road Winter, WI Discover this exquisite waterfront property situated on the serene shores of Barker Lake, ...	4 beds \| 6 baths \| 4,080 sq.ft.	$624,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $4632 Airbnb ROI: N/A Traditional ROI: 6.11%
5158 South Main St Winter, WI Thriving restaurant business in a small, quaint tourist area located on Main Street in the...	2 beds \| 4 baths \| 5,216 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.4% Airbnb Rental Income: $null Traditional Rental Income: $2778 Airbnb ROI: N/A Traditional ROI: 6.4%
5975 GRANDBOUCHE RD Winter, WI (925/IK) You are not going to want to miss this opportunity!! Secluded, well built, off gr...	2 beds \| N/A baths \| 1,067 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.39% Airbnb Rental Income: $null Traditional Rental Income: $1394 Airbnb ROI: N/A Traditional ROI: 7.39%
3681 ADAMS RD Winter, WI Your Northwoods getaway is calling! This charming full log 2 BR 1 BA cottage offers panora...	2 beds \| 1 baths \| 480 sq.ft.	$158,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.39% Airbnb Rental Income: $null Traditional Rental Income: $1017 Airbnb ROI: N/A Traditional ROI: 4.39%

Real Estate investment in Winter, WI

There are 12 properties for sale in the city of Winter . The median list price in Winter is $349,000 and the average price per square foot is $178. In April 2024, the average monthly cash on cash return in Winter is 4.00%. The average monthly rental income in Winter is $1,887.

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

There are 12 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 $2,337.

Your search for investment property begins and ends here

Investment Property for Sale in Winter, WI

4850n CTH G

Winter, WI

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

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.54%

Airbnb Rental Income: $null

Traditional Rental Income: $1862

Airbnb ROI: N/A

Traditional ROI: 3.54%

5020w Bumblebee Road

Winter, WI

4 beds | 3 baths | 2,400 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.72%

Airbnb Rental Income: $null

Traditional Rental Income: $2508

Airbnb ROI: N/A

Traditional ROI: 3.72%

4362 N Price Dam Rd

Winter, WI

2 beds | 1 baths | 1,182 sq.ft.

$224,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.89%

Airbnb Rental Income: $null

Traditional Rental Income: $1247

Airbnb ROI: N/A

Traditional ROI: 3.89%

5992w Burlum Road

Winter, WI

3 beds | 2 baths | 1,708 sq.ft.

$325,000

Airbnb cash on cash: 3.99%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $2337

Traditional Rental Income: $2016

Airbnb ROI: 3.99%

Traditional ROI: 4.83%

4782 N County Hwy W

Winter, WI

4 beds | 1 baths | 1,300 sq.ft.

$162,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.68%

Airbnb Rental Income: $null

Traditional Rental Income: $1474

Airbnb ROI: N/A

Traditional ROI: 7.68%

6342w Canestorp Road

Winter, WI

3 beds | 2 baths | 1,793 sq.ft.

$364,900

Airbnb cash on cash: 3.53%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $2337

Traditional Rental Income: $1911

Airbnb ROI: 3.53%

Traditional ROI: 3.97%

5605 N Lake Winter Road

Winter, WI

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

$389,000

Airbnb cash on cash: 2.69%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $2337

Traditional Rental Income: $2009

Airbnb ROI: 2.69%

Traditional ROI: 3.38%

7043 W Fadness Road

Winter, WI

3 beds | 2 baths | 1,780 sq.ft.

$425,000

Airbnb cash on cash: 2.68%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $2337

Traditional Rental Income: $2011

Airbnb ROI: 2.68%