Real Estate Investment Properties for Sale in Woodruff, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
216 4TH AVE Woodruff, WI Discover versatility and value in this 2,300+/- sq ft duplex just minutes from town, shopp...	5 beds \| 3 baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 11.34% Airbnb Rental Income: $null Traditional Rental Income: $3155 Airbnb ROI: N/A Traditional ROI: 11.34%
10597 PINE ARBOR DR unit: 3 #3 Woodruff, WI Situated on the crystal-clear shores of the stunning 1060-acre Big Arbor Vitae Lake, this ...	3 beds \| 1 baths \| N/A	$465,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 1.9% Airbnb Rental Income: $1184 Traditional Rental Income: $2151 Airbnb ROI: -1.21% Traditional ROI: 1.9%
11337 CAGLE RD Woodruff, WI This charming 2-bedroom, 1-bathroom mobile home and pole building are perfectly situated o...	2 beds \| 1 baths \| N/A	$209,999	Airbnb cash on cash: 0.88% Traditional cash on cash: 7.16% Airbnb Rental Income: $830 Traditional Rental Income: $1753 Airbnb ROI: 0.88% Traditional ROI: 7.16%
Investment Properties for Sale in Other Cities of Wisconsin
8037 41st Ave #29C Kenosha , WI Seller will not complete any repairs to the subject property either lender or buyer reques...	2 beds \| 2 baths \| 1,082 sq.ft.	$184,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 6.75%
5607 N Argyle Ave Glendale , WI Well-kept 3BR, 1.5BA Brick Ranch in the Crestwood subdivision of Glendale. Conveniently lo...	3 beds \| 2 baths \| 1,709 sq.ft.	$284,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 5.52% Airbnb Rental Income: $1091 Traditional Rental Income: $2385 Airbnb ROI: -0.68% Traditional ROI: 5.52%
N26w26729 Prospect Ave Pewaukee , WI Location, location, location! This property is stunning inside and out! Situated on a priv...	3 beds \| 3 baths \| 2,100 sq.ft.	$584,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.19% Airbnb Rental Income: $1394 Traditional Rental Income: $2782 Airbnb ROI: -0.12% Traditional ROI: 3.19%
3666 S 21st St Milwaukee , WI Turn-key Cape Cod in desirable Southpoint neighborhood. Eat-in kitchen serves up modern ca...	3 beds \| 2 baths \| 1,501 sq.ft.	$300,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4.78% Airbnb Rental Income: $1126 Traditional Rental Income: $2202 Airbnb ROI: -0.37% Traditional ROI: 4.78%
234 E Reservoir Ave #203 Milwaukee , WI Stylish and full of character, this 2-bedroom, 2-bath condo with a den offers an open-conc...	2 beds \| 2 baths \| 1,200 sq.ft.	$295,000	Airbnb cash on cash: -1.8% Traditional cash on cash: 2.14% Airbnb Rental Income: $966 Traditional Rental Income: $1711 Airbnb ROI: -1.8% Traditional ROI: 2.14%
170 S 64th St Milwaukee , WI Looking for less maintenance on a house and ready to move in ready? Look no further. This ...	3 beds \| 1 baths \| 1,081 sq.ft.	$185,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 6.7% Airbnb Rental Income: $1454 Traditional Rental Income: $1614 Airbnb ROI: 3.34% Traditional ROI: 6.7%
904 E Pearson St #113 Milwaukee , WI Carefree condo living awaits at Western Leather Lofts! This desirable loft style condo boa...	2 beds \| 2 baths \| 1,147 sq.ft.	$270,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 2.67% Airbnb Rental Income: $1123 Traditional Rental Income: $1739 Airbnb ROI: -1.22% Traditional ROI: 2.67%
1820 N Oakland Ave Milwaukee , WI Great location! LOWER EAST SIDE gem with lots of updates! 3 bedroom, 1.5 bath, 3 parking...	3 beds \| 2 baths \| 1,946 sq.ft.	$399,900	Airbnb cash on cash: -0.46% Traditional cash on cash: 3.54% Airbnb Rental Income: $1391 Traditional Rental Income: $2472 Airbnb ROI: -0.46% Traditional ROI: 3.54%
1925 N Water St #100 Milwaukee , WI Riverbridge Condominiums are located right on the riverwalk for a convenient walk downtown...	2 beds \| 2 baths \| 1,490 sq.ft.	$364,900	Airbnb cash on cash: -0.86% Traditional cash on cash: 4.29% Airbnb Rental Income: $1123 Traditional Rental Income: $2511 Airbnb ROI: -0.86% Traditional ROI: 4.29%
1905 N Water St #409 Milwaukee , WI Located between Water Street and Brady--just minutes from the Fiserv Forum and with direct...	1 beds \| 1 baths \| 1,139 sq.ft.	$295,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.37% Airbnb Rental Income: $1144 Traditional Rental Income: $1647 Airbnb ROI: -0.81% Traditional ROI: 2.37%
1313 N Franklin Pl #1002 Milwaukee , WI Embrace elevated downtown living at the prestigious Breakwater. This 10th-floor 1BR, 1.5BA...	1 beds \| 2 baths \| 1,119 sq.ft.	$449,900	Airbnb cash on cash: -1.57% Traditional cash on cash: 1.25% Airbnb Rental Income: $1105 Traditional Rental Income: $1920 Airbnb ROI: -1.57% Traditional ROI: 1.25%
N16005 ISLAND LAKE RD Park Falls , WI Privacy at its best featuring a Completely Furnished 4+BR, 3BA home meticulously maintaine...	4 beds \| 3 baths \| N/A	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $3355 Airbnb ROI: N/A Traditional ROI: 3.88%
9811 DEER TRAIL ROAD #3 Tomahawk , WI Beautiful low maintenance condominium on Lake Nokomis! This unit features 3 bedrooms, 3 fu...	3 beds \| 3 baths \| 2,490 sq.ft.	$465,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 6.19% Airbnb Rental Income: $867 Traditional Rental Income: $3470 Airbnb ROI: -0.55% Traditional ROI: 6.19%

Real Estate investment in Woodruff, WI

There are 3 properties for sale in the city of Woodruff . The median list price in Woodruff is $249,900 and the average price per square foot is $NaN. In December 2025, the average monthly cash on cash return in Woodruff is 7.00%. The average monthly rental income in Woodruff is $2,151.

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

There are 3 investment properties available for sale in Woodruff.

In 2025, the best neighborhood to buy investment property is Woodruff.

The ROI for Short-Term is higher than the Long-Term in Woodruff with average rental income of $1,007.

Your search for investment property begins and ends here

Investment Property for Sale in Woodruff, WI

216 4TH AVE

Woodruff, WI

5 beds | 3 baths | N/A

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: 11.34%

Airbnb Rental Income: $null

Traditional Rental Income: $3155

Airbnb ROI: N/A

Traditional ROI: 11.34%

10597 PINE ARBOR DR unit: 3 #3

Woodruff, WI

3 beds | 1 baths | N/A

$465,000

Airbnb cash on cash: -1.21%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $1184

Traditional Rental Income: $2151

Airbnb ROI: -1.21%

Traditional ROI: 1.9%

11337 CAGLE RD

Woodruff, WI

2 beds | 1 baths | N/A

$209,999

Airbnb cash on cash: 0.88%

Traditional cash on cash: 7.16%

Airbnb Rental Income: $830

Traditional Rental Income: $1753

Airbnb ROI: 0.88%

Traditional ROI: 7.16%

Investment Properties for Sale in Other Cities of Wisconsin

Kenosha , WI

2 beds | 2 baths | 1,082 sq.ft.

$184,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.75%

Airbnb Rental Income: $null

Traditional Rental Income: $1679

Airbnb ROI: N/A

Traditional ROI: 6.75%

Glendale , WI

3 beds | 2 baths | 1,709 sq.ft.

$284,900

Airbnb cash on cash: -0.68%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1091

Traditional Rental Income: $2385

Airbnb ROI: -0.68%

Traditional ROI: 5.52%

Pewaukee , WI

3 beds | 3 baths | 2,100 sq.ft.

$584,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $1394

Traditional Rental Income: $2782

Airbnb ROI: -0.12%

Traditional ROI: 3.19%

Milwaukee , WI

3 beds | 2 baths | 1,501 sq.ft.

$300,000

Airbnb cash on cash: -0.37%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1126

Traditional Rental Income: $2202

Airbnb ROI: -0.37%

Traditional ROI: 4.78%

Milwaukee , WI

2 beds | 2 baths | 1,200 sq.ft.

$295,000

Airbnb cash on cash: -1.8%

Traditional cash on cash: 2.14%

Airbnb Rental Income: $966

Traditional Rental Income: $1711

Airbnb ROI: -1.8%

Traditional ROI: 2.14%

Milwaukee , WI

3 beds | 1 baths | 1,081 sq.ft.

$185,000