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 21 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
3305 S 18th St Sheboygan, WI What HASN'T been redone is this adorable 3 Bedroom/1 Bath South Side Ranch?? If you're loo...	3 beds \| 1 baths \| 944 sq.ft.	$269,900	Airbnb cash on cash: 0.97% Traditional cash on cash: 3.62% Airbnb Rental Income: $1227 Traditional Rental Income: $1507 Airbnb ROI: 0.97% Traditional ROI: 3.62%
1803 ALEXANDER Court Sheboygan, WI Welcome to 1803 Alexander Ct in Sheboygan-nestled on a quiet cul-de-sac, this well-maintai...	2 beds \| 1 baths \| 768 sq.ft.	$149,900	Airbnb cash on cash: 2.41% Traditional cash on cash: 5.62% Airbnb Rental Income: $1162 Traditional Rental Income: $1239 Airbnb ROI: 2.41% Traditional ROI: 5.62%
2029 White Pine Ln Sheboygan, WI This is the ranch you've been waiting for!! The space, the open concept, the view, the wil...	3 beds \| 3 baths \| 3,605 sq.ft.	$559,900	Airbnb cash on cash: -0.85% Traditional cash on cash: 2.24% Airbnb Rental Income: $1227 Traditional Rental Income: $2450 Airbnb ROI: -0.85% Traditional ROI: 2.24%
W839 Lake Orchard Ct Sheboygan, WI Once in a lifetime opportunity to own the Wunsch farm that has been in this family's care ...	4 beds \| 3 baths \| 4,000 sq.ft.	$4,900,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.66% Airbnb Rental Income: $1777 Traditional Rental Income: $3288 Airbnb ROI: -1.1% Traditional ROI: -0.66%
1244 Trimberger Ct Sheboygan, WI This inviting Sheboygan home offers a bright and spacious layout with 4 bedrooms and 2.5 b...	4 beds \| 3 baths \| 2,150 sq.ft.	$275,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 7.78% Airbnb Rental Income: $1777 Traditional Rental Income: $2618 Airbnb ROI: 2.67% Traditional ROI: 7.78%
1217 North Ave Sheboygan, WI 4-bedroom ranch conveniently located near schools, parks, and local amenities. Spacious li...	4 beds \| 3 baths \| 1,762 sq.ft.	$279,900	Airbnb cash on cash: 2.67% Traditional cash on cash: 7.62% Airbnb Rental Income: $1777 Traditional Rental Income: $2598 Airbnb ROI: 2.67% Traditional ROI: 7.62%
1538 N 27TH Street Sheboygan, WI Charming and beautifully updated, this cozy 2-bedroom, 1.5 bath home blends comfort and st...	2 beds \| 2 baths \| 602 sq.ft.	$164,500	Airbnb cash on cash: 2.58% Traditional cash on cash: 6.07% Airbnb Rental Income: $1162 Traditional Rental Income: $1327 Airbnb ROI: 2.58% Traditional ROI: 6.07%
1429 S 9th St Sheboygan, WI This charmer has recent updates including new electrical breakers, new flooring throughout...	3 beds \| 1 baths \| 1,568 sq.ft.	$167,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 6.85% Airbnb Rental Income: $1227 Traditional Rental Income: $1582 Airbnb ROI: 2.15% Traditional ROI: 6.85%
4607 County Road J - Sheboygan, WI This is the charming 2 story farmhouse you have been searching for! Located in sought afte...	4 beds \| 2 baths \| 1,908 sq.ft.	$319,000	Airbnb cash on cash: 2.27% Traditional cash on cash: 6.31% Airbnb Rental Income: $1777 Traditional Rental Income: $2505 Airbnb ROI: 2.27% Traditional ROI: 6.31%
N6475 Rangeline Road Sheboygan, WI Fresh spring curb appeal and a light-filled interior make this 3 bedroom, 3 bathroom ranch...	3 beds \| 3 baths \| 2,028 sq.ft.	$432,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.39% Airbnb Rental Income: $1227 Traditional Rental Income: $2695 Airbnb ROI: -0.21% Traditional ROI: 4.39%
W2131 Playbird Rd Sheboygan, WI Country living with city convenience! This well-maintained 4-bedroom, 2-bath bi-level home...	4 beds \| 2 baths \| 1,976 sq.ft.	$350,000	Airbnb cash on cash: 1.84% Traditional cash on cash: 6.07% Airbnb Rental Income: $1777 Traditional Rental Income: $2682 Airbnb ROI: 1.84% Traditional ROI: 6.07%
2146 Waverly Ct Sheboygan, WI This timeless 2 story colonial is the home you have been searching for. Located in sought ...	3 beds \| 3 baths \| 2,746 sq.ft.	$400,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 5.59% Airbnb Rental Income: $1227 Traditional Rental Income: $2946 Airbnb ROI: -0.05% Traditional ROI: 5.59%
2114 N 22nd St Sheboygan, WI Vinyl sided 2-story home located near schools, parks and other conveniences. Enjoy a spac...	2 beds \| 2 baths \| 1,264 sq.ft.	$204,900	Airbnb cash on cash: 1.39% Traditional cash on cash: 6.86% Airbnb Rental Income: $1162 Traditional Rental Income: $1842 Airbnb ROI: 1.39% Traditional ROI: 6.86%
826 Geele Ave Sheboygan, WI Charm & Character shines both inside and outside of this open concept style 4br/1.5ba gem!...	4 beds \| 2 baths \| 2,030 sq.ft.	$269,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 7.64% Airbnb Rental Income: $1777 Traditional Rental Income: $2528 Airbnb ROI: 2.78% Traditional ROI: 7.64%
617 N 28th St Sheboygan, WI Welcome to 617 N 28th Street, a beautiful 3-bedroom, 1.5-bath ranch offering 2,026 square ...	3 beds \| 2 baths \| 2,026 sq.ft.	$314,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 5.86% Airbnb Rental Income: $1227 Traditional Rental Income: $2535 Airbnb ROI: 0.11% Traditional ROI: 5.86%
3205 N 10th St Sheboygan, WI Opportunity awaits with this spacious 4 bed, 2 bath tri-level offering over 2,100 sq/ft on...	4 beds \| 2 baths \| 2,108 sq.ft.	$375,000	Airbnb cash on cash: 1.41% Traditional cash on cash: 5.14% Airbnb Rental Income: $1777 Traditional Rental Income: $2604 Airbnb ROI: 1.41% Traditional ROI: 5.14%
2316 Main Ave Sheboygan, WI Looking for an affordable home with major updates already completed? This charming 3-bedro...	3 beds \| 1 baths \| 1,026 sq.ft.	$215,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 4.85% Airbnb Rental Income: $1227 Traditional Rental Income: $1467 Airbnb ROI: 1.74% Traditional ROI: 4.85%
2506 Geele Ave Sheboygan, WI Enjoy the gorgeous Park View from this quality built 2+ BD/1.5 BA Brick Ranch on Sheboyga...	2 beds \| 2 baths \| 1,610 sq.ft.	$274,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.99% Airbnb Rental Income: $1162 Traditional Rental Income: $2087 Airbnb ROI: -0.06% Traditional ROI: 4.99%
1823 N 7th St Sheboygan, WI This beautifully renovated 5-bedroom, 2-bath home has been thoughtfully updated from top t...	5 beds \| 2 baths \| 2,156 sq.ft.	$354,900	Airbnb cash on cash: 3.42% Traditional cash on cash: 5.85% Airbnb Rental Income: $2409 Traditional Rental Income: $2627 Airbnb ROI: 3.42% Traditional ROI: 5.85%
3107 Cherokee Dr Sheboygan, WI Beautifully refurbished 4-bedroom, 2.5 bath colonial on a quiet, tree-lined northside Dr. ...	4 beds \| 3 baths \| 2,587 sq.ft.	$433,800	Airbnb cash on cash: 0.98% Traditional cash on cash: 5.07% Airbnb Rental Income: $1777 Traditional Rental Income: $2952 Airbnb ROI: 0.98% Traditional ROI: 5.07%

Your search for investment property begins and ends here

Single Family Homes for Sale in Sheboygan, WI

3305 S 18th St

Sheboygan, WI

3 beds | 1 baths | 944 sq.ft.

$269,900

Airbnb cash on cash: 0.97%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $1227

Traditional Rental Income: $1507

Airbnb ROI: 0.97%

Traditional ROI: 3.62%

1803 ALEXANDER Court

Sheboygan, WI

2 beds | 1 baths | 768 sq.ft.

$149,900

Airbnb cash on cash: 2.41%

Traditional cash on cash: 5.62%

Airbnb Rental Income: $1162

Traditional Rental Income: $1239

Airbnb ROI: 2.41%

Traditional ROI: 5.62%

2029 White Pine Ln

Sheboygan, WI

3 beds | 3 baths | 3,605 sq.ft.

$559,900

Airbnb cash on cash: -0.85%

Traditional cash on cash: 2.24%

Airbnb Rental Income: $1227

Traditional Rental Income: $2450

Airbnb ROI: -0.85%

Traditional ROI: 2.24%

W839 Lake Orchard Ct

Sheboygan, WI

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

$4,900,000

Airbnb cash on cash: -1.1%

Traditional cash on cash: -0.66%

Airbnb Rental Income: $1777

Traditional Rental Income: $3288

Airbnb ROI: -1.1%

Traditional ROI: -0.66%

1244 Trimberger Ct

Sheboygan, WI

4 beds | 3 baths | 2,150 sq.ft.

$275,000

Airbnb cash on cash: 2.67%

Traditional cash on cash: 7.78%

Airbnb Rental Income: $1777

Traditional Rental Income: $2618

Airbnb ROI: 2.67%

Traditional ROI: 7.78%

1217 North Ave

Sheboygan, WI

4 beds | 3 baths | 1,762 sq.ft.

$279,900

Airbnb cash on cash: 2.67%

Traditional cash on cash: 7.62%

Airbnb Rental Income: $1777

Traditional Rental Income: $2598

Airbnb ROI: 2.67%

Traditional ROI: 7.62%

1538 N 27TH Street

Sheboygan, WI

2 beds | 2 baths | 602 sq.ft.

$164,500

Airbnb cash on cash: 2.58%

Traditional cash on cash: 6.07%

Airbnb Rental Income: $1162

Traditional Rental Income: $1327

Airbnb ROI: 2.58%

Traditional ROI: 6.07%

1429 S 9th St

Sheboygan, WI

3 beds | 1 baths | 1,568 sq.ft.

$167,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 6.85%

Airbnb Rental Income: $1227

Traditional Rental Income: $1582

Airbnb ROI: 2.15%