Real Estate Investment Properties for Sale in Sherwood, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
N7864 Edgewater Ct Sherwood, WI Extraordinary detail in this custom home near High Cliff State Park, and Lake Winnebago. ...	4 beds \| 2 baths \| 4,268 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.34% Airbnb Rental Income: $null Traditional Rental Income: $2338 Airbnb ROI: N/A Traditional ROI: 1.34%
W671 Veterans Ave Sherwood, WI Great opportunity for privacy & space on this 4 bedroom, 1.5 bath home. Spacious eat-in ki...	N/A beds \| N/A baths \| 1,726 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.43% Airbnb Rental Income: $null Traditional Rental Income: $1121 Airbnb ROI: N/A Traditional ROI: 1.43%
N269 Forest Ave Sherwood, WI This home has so much to offer with its generous size living room with vaulted ceiling and...	4 beds \| 2 baths \| 1,905 sq.ft.	$330,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $2476 Airbnb ROI: N/A Traditional ROI: 5.8%
N7629 Pigeon Rd Sherwood, WI Enjoy the luxuries of lake life without the taxes! This magnificent homestead, set just st...	3 beds \| 2 baths \| 2,256 sq.ft.	$444,900	Airbnb cash on cash: 1.45% Traditional cash on cash: 3.82% Airbnb Rental Income: $1945 Traditional Rental Income: $2418 Airbnb ROI: 1.45% Traditional ROI: 3.82%
W5071 Cherrywood Ct Sherwood, WI Boasting .74 acres well-manicured yard with expansive patio, perfect for entertaining. NEW...	5 beds \| 4 baths \| 4,566 sq.ft.	$699,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.45% Airbnb Rental Income: $null Traditional Rental Income: $5061 Airbnb ROI: N/A Traditional ROI: 5.45%
W4962 Cottage Ln Sherwood, WI Construction is underway on this beautiful new 2-bed, 2-bath home on Cottage Lane-your cha...	2 beds \| 2 baths \| 1,560 sq.ft.	$450,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 4.34% Airbnb Rental Income: $1649 Traditional Rental Income: $2394 Airbnb ROI: 1.47% Traditional ROI: 4.34%
State Road 10 & 114 Sherwood, WI State Road 10 & 114, Sherwood, WI 54169 \| Other	N/A beds \| N/A baths \| N/A	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.76% Airbnb Rental Income: $null Traditional Rental Income: $876 Airbnb ROI: N/A Traditional ROI: 1.76%
7938 N Stommel Rd Sherwood, WI 7938 N Stommel Rd, Sherwood, WI 54169 \| Other	N/A beds \| N/A baths \| N/A	$149,990	Airbnb cash on cash: N/A Traditional cash on cash: 1.87% Airbnb Rental Income: $null Traditional Rental Income: $765 Airbnb ROI: N/A Traditional ROI: 1.87%
N8061 Blue Heron Cir Sherwood, WI N8061 Blue Heron Cir, Sherwood, WI 54169 \| Single Family Residential	4 beds \| 2 baths \| 2,406 sq.ft.	$544,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.28% Airbnb Rental Income: $null Traditional Rental Income: $2696 Airbnb ROI: N/A Traditional ROI: 2.28%
W4847 Cliff View Dr Sherwood, WI You'll feel right at home the moment you step inside this beautiful, sun-filled ranch with...	3 beds \| 2 baths \| 2,258 sq.ft.	$520,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.02% Airbnb Rental Income: $1945 Traditional Rental Income: $2559 Airbnb ROI: 0.7% Traditional ROI: 3.02%
N7827 State Park Rd Sherwood, WI N7827 State Park Rd, Sherwood, WI 54169 \| Other	N/A beds \| N/A baths \| N/A	$579,990	Airbnb cash on cash: N/A Traditional cash on cash: -1.39% Airbnb Rental Income: $null Traditional Rental Income: $876 Airbnb ROI: N/A Traditional ROI: -1.39%
W5085 FOX Lane Sherwood, WI Beautiful all brick home located on High cliff Golf Course 10 fairway. This home is on a c...	4 beds \| 4 baths \| 4,838 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.97% Airbnb Rental Income: $null Traditional Rental Income: $3869 Airbnb ROI: N/A Traditional ROI: 3.97%
W5168 Natures Way Dr Sherwood, WI RARE opportunity to own a new construction home in one of Sherwood's most desirable establ...	4 beds \| 3 baths \| 2,704 sq.ft.	$569,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $3130 Airbnb ROI: N/A Traditional ROI: 4.61%
N7914 Creekside Dr Sherwood, WI N7914 Creekside Dr, Sherwood, WI 54169 \| Single Family Residential	4 beds \| 2 baths \| 2,857 sq.ft.	$519,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $2576 Airbnb ROI: N/A Traditional ROI: 2.27%
N447 Kankapot Ct Sherwood, WI N447 Kankapot Ct, Sherwood, WI 54169 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.02% Airbnb Rental Income: $null Traditional Rental Income: $876 Airbnb ROI: N/A Traditional ROI: 2.02%
N8231 BIG LAKE Court Sherwood, WI Welcome home to this beautiful Alexander Home-built ranch featuring an open-concept layout...	3 beds \| 3 baths \| 1,940 sq.ft.	$519,900	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.6% Airbnb Rental Income: $1945 Traditional Rental Income: $2853 Airbnb ROI: 0.68% Traditional ROI: 3.6%
W5025 Blue Heron Cir Sherwood, WI W5025 Blue Heron Cir, Sherwood, WI 54169 \| Single Family Residential	3 beds \| 2 baths \| 1,759 sq.ft.	$494,900	Airbnb cash on cash: 0.05% Traditional cash on cash: 2.46% Airbnb Rental Income: $1945 Traditional Rental Income: $2547 Airbnb ROI: 0.05% Traditional ROI: 2.46%
N8049 Oakwood Dr Sherwood, WI N8049 Oakwood Dr, Sherwood, WI 54169 \| Single Family Residential	3 beds \| 2 baths \| 1,774 sq.ft.	$479,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 2.62% Airbnb Rental Income: $1945 Traditional Rental Income: $2547 Airbnb ROI: 0.14% Traditional ROI: 2.62%
W5049 Blue Heron Cir Sherwood, WI W5049 Blue Heron Cir, Sherwood, WI 54169 \| Single Family Residential	3 beds \| 2 baths \| 1,570 sq.ft.	$429,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 2.81% Airbnb Rental Income: $1945 Traditional Rental Income: $2369 Airbnb ROI: 0.48% Traditional ROI: 2.81%
W5261 Arbor Vitae Ct Sherwood, WI Beautiful 2 story custom built home located in Sherwood area close to High Cliff State Par...	4 beds \| 2 baths \| 2,286 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.87% Airbnb Rental Income: $null Traditional Rental Income: $2572 Airbnb ROI: N/A Traditional ROI: 2.87%
W5008 Golf Course Rd #607 Sherwood, WI W5008 Golf Course Rd #607, Sherwood, WI 54169 \| Townhouse	3 beds \| 2 baths \| 1,228 sq.ft.	$214,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 4.55% Airbnb Rental Income: $1945 Traditional Rental Income: $1837 Airbnb ROI: 2.56% Traditional ROI: 4.55%

Real Estate investment in Sherwood, WI

There are 21 properties for sale in the city of Sherwood . The median list price in Sherwood is $504,698 and the average price per square foot is $174. In September 2026, the average monthly cash on cash return in Sherwood is 3.00%. The average monthly rental income in Sherwood is $2,476.

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

There are 21 investment properties available for sale in Sherwood.

In 2026, the best neighborhood to buy investment property is Sherwood.

The ROI for Long-Term is higher than the Short-Term in Sherwood with average rental income of $2,476.

Your search for investment property begins and ends here

Investment Property for Sale in Sherwood, WI

N7864 Edgewater Ct

Sherwood, WI

4 beds | 2 baths | 4,268 sq.ft.

$699,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.34%

Airbnb Rental Income: $null

Traditional Rental Income: $2338

Airbnb ROI: N/A

Traditional ROI: 1.34%

W671 Veterans Ave

Sherwood, WI

N/A beds | N/A baths | 1,726 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.43%

Airbnb Rental Income: $null

Traditional Rental Income: $1121

Airbnb ROI: N/A

Traditional ROI: 1.43%

N269 Forest Ave

Sherwood, WI

4 beds | 2 baths | 1,905 sq.ft.

$330,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2476

Airbnb ROI: N/A

Traditional ROI: 5.8%

N7629 Pigeon Rd

Sherwood, WI

3 beds | 2 baths | 2,256 sq.ft.

$444,900

Airbnb cash on cash: 1.45%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1945

Traditional Rental Income: $2418

Airbnb ROI: 1.45%

Traditional ROI: 3.82%

W5071 Cherrywood Ct

Sherwood, WI

5 beds | 4 baths | 4,566 sq.ft.

$699,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.45%

Airbnb Rental Income: $null

Traditional Rental Income: $5061

Airbnb ROI: N/A

Traditional ROI: 5.45%

W4962 Cottage Ln

Sherwood, WI

2 beds | 2 baths | 1,560 sq.ft.

$450,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 4.34%

Airbnb Rental Income: $1649

Traditional Rental Income: $2394

Airbnb ROI: 1.47%

Traditional ROI: 4.34%

State Road 10 & 114

Sherwood, WI

N/A beds | N/A baths | N/A

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.76%

Airbnb Rental Income: $null

Traditional Rental Income: $876

Airbnb ROI: N/A

Traditional ROI: 1.76%

7938 N Stommel Rd

Sherwood, WI

N/A beds | N/A baths | N/A

$149,990

Airbnb cash on cash: N/A

Traditional cash on cash: 1.87%

Airbnb Rental Income: $null

Traditional Rental Income: $765

Airbnb ROI: N/A