Real Estate Investment Properties for Sale in Sheboygan, WI

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

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

Search for Single Family Residential for Sale in Sheboygan, 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 14 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
W839 Lake Orchard Ct Sheboygan, WI Rare opportunity to own the Wunsch Farm. This farm has been in the same family for 176 ye...	4 beds \| 3 baths \| 4,000 sq.ft.	$5,900,000	Airbnb cash on cash: -0.72% Traditional cash on cash: -0.62% Airbnb Rental Income: $3557 Traditional Rental Income: $3288 Airbnb ROI: -0.72% Traditional ROI: -0.62%
W2939 County Road FF - Sheboygan, WI SEE IMPROVEMENTS LIST in the MLS under SELLER UPDATES doc! Enjoy country living just 2 mil...	4 beds \| 1 baths \| 1,728 sq.ft.	$289,875	Airbnb cash on cash: 7.75% Traditional cash on cash: 4.72% Airbnb Rental Income: $3557 Traditional Rental Income: $1949 Airbnb ROI: 7.75% Traditional ROI: 4.72%
4222 N 31st St Sheboygan, WI Absolutely gorgeous former Parade of Homes house. Fine finishes throughout like French do...	4 beds \| 4 baths \| 3,472 sq.ft.	$619,900	Airbnb cash on cash: 2.54% Traditional cash on cash: 4.03% Airbnb Rental Income: $3557 Traditional Rental Income: $3636 Airbnb ROI: 2.54% Traditional ROI: 4.03%
1924 S 8th St Sheboygan, WI Gorgeous 3 Bedroom/1.5 Bath Craftsman styled 2 Story with all the details of yesteryear! Y...	3 beds \| 2 baths \| 1,684 sq.ft.	$269,900	Airbnb cash on cash: 7.64% Traditional cash on cash: 7.04% Airbnb Rental Income: $3295 Traditional Rental Income: $2405 Airbnb ROI: 7.64% Traditional ROI: 7.04%
N6215 Woodland Meadows Dr Sheboygan, WI Located in the Town of Sheboygan (minutes from Kohler) in the ever popular Woodland Meadow...	3 beds \| 3 baths \| 1,782 sq.ft.	$479,900	Airbnb cash on cash: 3.86% Traditional cash on cash: 3.97% Airbnb Rental Income: $3295 Traditional Rental Income: $2605 Airbnb ROI: 3.86% Traditional ROI: 3.97%
1519 Florida Ave Sheboygan, WI This amazing home is currently looking for new owners! Seeking an owner who wants lots of ...	4 beds \| 2 baths \| 1,906 sq.ft.	$379,900	Airbnb cash on cash: 5.57% Traditional cash on cash: 4.64% Airbnb Rental Income: $3557 Traditional Rental Income: $2445 Airbnb ROI: 5.57% Traditional ROI: 4.64%
725 Clara Avenue Sheboygan, WI Check out this updated 4-bedroom home in the King Park neighborhood! Youâll love the bri...	4 beds \| 2 baths \| 1,359 sq.ft.	$269,900	Airbnb cash on cash: 8.96% Traditional cash on cash: 6.07% Airbnb Rental Income: $3557 Traditional Rental Income: $2038 Airbnb ROI: 8.96% Traditional ROI: 6.07%
4911 Baronwood Way Sheboygan, WI This exquisite, custom build home resides in the sought after NE location on cul-de-sac. ...	5 beds \| 7 baths \| 10,500 sq.ft.	$2,375,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 0.88% Airbnb Rental Income: $3901 Traditional Rental Income: $5891 Airbnb ROI: -0.41% Traditional ROI: 0.88%
1624 Ohio Ave Sheboygan, WI Welcome home is written all over this sweet ranch home with a super huge playground just o...	3 beds \| 1 baths \| 1,030 sq.ft.	$229,900	Airbnb cash on cash: 9.29% Traditional cash on cash: 4.73% Airbnb Rental Income: $3295 Traditional Rental Income: $1567 Airbnb ROI: 9.29% Traditional ROI: 4.73%
112 Lake Ct Sheboygan, WI 3 bedroom, 2.5 bath Cape Cod 1 block from Lake Michigan on a very quiet court. Completely...	3 beds \| 3 baths \| 1,987 sq.ft.	$449,700	Airbnb cash on cash: 3.81% Traditional cash on cash: 4.13% Airbnb Rental Income: $3295 Traditional Rental Income: $2690 Airbnb ROI: 3.81% Traditional ROI: 4.13%
5830 Sherwood Dr Sheboygan, WI Seller prefers closing after Jan 10, 2025. Desirable Town of Wilson colonial with half acr...	3 beds \| 4 baths \| 1,784 sq.ft.	$449,900	Airbnb cash on cash: 4.06% Traditional cash on cash: 4% Airbnb Rental Income: $3295 Traditional Rental Income: $2529 Airbnb ROI: 4.06% Traditional ROI: 4%
1643 S 22nd Street Sheboygan, WI I may look small on the outside, but I'm spacious on the inside. Completely remodeled 5-be...	5 beds \| 2 baths \| 1,555 sq.ft.	$267,000	Airbnb cash on cash: 9.5% Traditional cash on cash: 7.57% Airbnb Rental Income: $3901 Traditional Rental Income: $2578 Airbnb ROI: 9.5% Traditional ROI: 7.57%
1405 Heermann Ct Sheboygan, WI You will appreciate modern touches throughout this recently updated Ranch style home. Roof...	2 beds \| 1 baths \| 720 sq.ft.	$169,000	Airbnb cash on cash: 7.08% Traditional cash on cash: 5.92% Airbnb Rental Income: $2036 Traditional Rental Income: $1320 Airbnb ROI: 7.08% Traditional ROI: 5.92%
504 Bluff Ave Sheboygan, WI Available for the first time in 55yrs! This 1923 Dutch Colonial is filled with the charact...	4 beds \| 2 baths \| 2,212 sq.ft.	$349,900	Airbnb cash on cash: 5.93% Traditional cash on cash: 5.26% Airbnb Rental Income: $3557 Traditional Rental Income: $2555 Airbnb ROI: 5.93% Traditional ROI: 5.26%

Your search for investment property begins and ends here

Single Family Homes for Sale in Sheboygan, WI

W839 Lake Orchard Ct

Sheboygan, WI

4 beds | 3 baths | 4,000 sq.ft.

$5,900,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: -0.62%

Airbnb Rental Income: $3557

Traditional Rental Income: $3288

Airbnb ROI: -0.72%

Traditional ROI: -0.62%

W2939 County Road FF -

Sheboygan, WI

4 beds | 1 baths | 1,728 sq.ft.

$289,875

Airbnb cash on cash: 7.75%

Traditional cash on cash: 4.72%

Airbnb Rental Income: $3557

Traditional Rental Income: $1949

Airbnb ROI: 7.75%

Traditional ROI: 4.72%

4222 N 31st St

Sheboygan, WI

4 beds | 4 baths | 3,472 sq.ft.

$619,900

Airbnb cash on cash: 2.54%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $3557

Traditional Rental Income: $3636

Airbnb ROI: 2.54%

Traditional ROI: 4.03%

1924 S 8th St

Sheboygan, WI

3 beds | 2 baths | 1,684 sq.ft.

$269,900

Airbnb cash on cash: 7.64%

Traditional cash on cash: 7.04%

Airbnb Rental Income: $3295

Traditional Rental Income: $2405

Airbnb ROI: 7.64%

Traditional ROI: 7.04%

N6215 Woodland Meadows Dr

Sheboygan, WI

3 beds | 3 baths | 1,782 sq.ft.

$479,900

Airbnb cash on cash: 3.86%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $3295

Traditional Rental Income: $2605

Airbnb ROI: 3.86%

Traditional ROI: 3.97%

1519 Florida Ave

Sheboygan, WI

4 beds | 2 baths | 1,906 sq.ft.

$379,900

Airbnb cash on cash: 5.57%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $3557

Traditional Rental Income: $2445

Airbnb ROI: 5.57%

Traditional ROI: 4.64%

725 Clara Avenue

Sheboygan, WI

4 beds | 2 baths | 1,359 sq.ft.

$269,900

Airbnb cash on cash: 8.96%

Traditional cash on cash: 6.07%

Airbnb Rental Income: $3557

Traditional Rental Income: $2038

Airbnb ROI: 8.96%

Traditional ROI: 6.07%

4911 Baronwood Way

Sheboygan, WI

5 beds | 7 baths | 10,500 sq.ft.

$2,375,000

Airbnb cash on cash: -0.41%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $3901

Traditional Rental Income: $5891

Airbnb ROI: -0.41%