Real Estate Investment Properties for Sale in Pleasant Prairie, WI

Looking for investment property in Pleasant Prairie, WI with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
11262 3rd Ave Pleasant Prairie, WI Welcome to this beautifully updated home in desirable Carol Beach, just a short walk from ...	3 beds \| 3 baths \| 1,968 sq.ft.	$529,900	Airbnb cash on cash: 3.11% Traditional cash on cash: 3.58% Airbnb Rental Income: $3272 Traditional Rental Income: $2768 Airbnb ROI: 3.11% Traditional ROI: 3.58%
4751 98th Street Pleasant Prairie, WI Remarks: Arbor IV is a showstopper from the moment you walk in the door! This 2 bed, 2 bat...	2 beds \| 2 baths \| 1,451 sq.ft.	$680,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 0.78% Airbnb Rental Income: $1955 Traditional Rental Income: $1771 Airbnb ROI: 0.25% Traditional ROI: 0.78%
9461 River Rd Pleasant Prairie, WI This could be your potential hobby farm! Tucked away near the end of a quiet dead-end road...	4 beds \| 2 baths \| 1,750 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.42% Airbnb Rental Income: $null Traditional Rental Income: $2652 Airbnb ROI: N/A Traditional ROI: 2.42%
11102 82nd St Pleasant Prairie, WI ''Trust Owned'' cozy & charming Pleasant Prairie 1950's ranch. Modern convenient upgrades;...	2 beds \| 2 baths \| 1,620 sq.ft.	$285,000	Airbnb cash on cash: 3.23% Traditional cash on cash: 4.08% Airbnb Rental Income: $1955 Traditional Rental Income: $1669 Airbnb ROI: 3.23% Traditional ROI: 4.08%
10818 86th Place Pleasant Prairie, WI Welcome to a truly special 4BR Pleasant Prairie home, custom designed by its original owne...	4 beds \| 2 baths \| 2,148 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.23% Airbnb Rental Income: $null Traditional Rental Income: $2103 Airbnb ROI: N/A Traditional ROI: 2.23%
10633 WILMOT Road Pleasant Prairie, WI Welcome home to this pristine, well-cared-for all-brick ranch on 1.04 acres! Ideally locat...	4 beds \| 2 baths \| 1,288 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.27% Airbnb Rental Income: $null Traditional Rental Income: $1358 Airbnb ROI: N/A Traditional ROI: 1.27%
8743 3rd Ave Pleasant Prairie, WI Beautiful home tucked away in Carol Beach Estates on a quiet street just blocks from the L...	3 beds \| 2 baths \| 2,006 sq.ft.	$429,900	Airbnb cash on cash: 3.24% Traditional cash on cash: 1.99% Airbnb Rental Income: $3272 Traditional Rental Income: $2035 Airbnb ROI: 3.24% Traditional ROI: 1.99%
10007 66th Ave #9 Pleasant Prairie, WI Three bedrooms, three private en-suite baths, and a half bath for guests. This meticulousl...	3 beds \| 4 baths \| 1,873 sq.ft.	$435,900	Airbnb cash on cash: 3.22% Traditional cash on cash: 2.56% Airbnb Rental Income: $3272 Traditional Rental Income: $2270 Airbnb ROI: 3.22% Traditional ROI: 2.56%
6661 105th St #31 Pleasant Prairie, WI Rare ranch style condo living in one of Pleasant Prairie's most convenient locations. Buil...	2 beds \| 2 baths \| 1,626 sq.ft.	$429,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 1.85% Airbnb Rental Income: $1955 Traditional Rental Income: $2111 Airbnb ROI: 0.18% Traditional ROI: 1.85%
6620 Meadowlands Cir #8C Pleasant Prairie, WI Come Live the Carefree Life! Beautiful Well Maintained upper Level Condo in Desirable Plea...	2 beds \| 2 baths \| 1,490 sq.ft.	$330,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 1.94% Airbnb Rental Income: $1955 Traditional Rental Income: $1648 Airbnb ROI: 1.27% Traditional ROI: 1.94%
7801 88th Ave #133 Pleasant Prairie, WI Welcome to Westwood Estates, a vibrant community where you can find yourself in your dream...	4 beds \| 2 baths \| 1,560 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.24% Airbnb Rental Income: $null Traditional Rental Income: $1934 Airbnb ROI: N/A Traditional ROI: 9.24%
4675 98th Street #60 Pleasant Prairie, WI This former Augusta model is anything but ordinary! From the sleek exterior to the upgrade...	2 beds \| 3 baths \| 2,329 sq.ft.	$640,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 1.9% Airbnb Rental Income: $1955 Traditional Rental Income: $2656 Airbnb ROI: -0.13% Traditional ROI: 1.9%
10052 3rd Ave Pleasant Prairie, WI After more than 40 yrs in the home, seller is moving on and a RARE OPPORTUNITY IS YOURS! T...	3 beds \| 1 baths \| 968 sq.ft.	$324,900	Airbnb cash on cash: 6.42% Traditional cash on cash: 2.56% Airbnb Rental Income: $3272 Traditional Rental Income: $1358 Airbnb ROI: 6.42% Traditional ROI: 2.56%
6757 99th Pl #Hh Pleasant Prairie, WI OUTSTANDING VALUE! Bright, fresh, and spotless. This spacious 2-bedroom, 2-bath condo is d...	2 beds \| 2 baths \| 1,437 sq.ft.	$255,500	Airbnb cash on cash: 3.48% Traditional cash on cash: 5.9% Airbnb Rental Income: $1955 Traditional Rental Income: $2024 Airbnb ROI: 3.48% Traditional ROI: 5.9%
6620 Meadowlands Circle #C-8 Pleasant Prairie, WI Come Live the Carefree Life! Beautiful Well Maintained Upper Level Condo in Desirable Plea...	2 beds \| 2 baths \| 1,490 sq.ft.	$330,000	Airbnb cash on cash: 2.38% Traditional cash on cash: 4.63% Airbnb Rental Income: $1955 Traditional Rental Income: $2139 Airbnb ROI: 2.38% Traditional ROI: 4.63%
4706 N Cottage Lane Pleasant Prairie, WI This 2 bedroom, 2 bathroom home offers a bright, open layout with impressive ceiling heigh...	2 beds \| 2 baths \| 1,756 sq.ft.	$480,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.87% Airbnb Rental Income: $1955 Traditional Rental Income: $1995 Airbnb ROI: -0.36% Traditional ROI: 0.87%

Real Estate investment in Pleasant-prairie, WI

There are 16 properties for sale in the city of Pleasant Prairie . The median list price in Pleasant Prairie is $504,198 and the average price per square foot is $325. In November 2026, the average monthly cash on cash return in Pleasant Prairie is 2.00%. The average monthly rental income in Pleasant Prairie is $1,886.

Pleasant-prairie, WI Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 16 investment properties available for sale in Pleasant-prairie.

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

The ROI for Short-Term is higher than the Long-Term in Pleasant-prairie with average rental income of $1,955.

Your search for investment property begins and ends here

Investment Property for Sale in Pleasant Prairie, WI

11262 3rd Ave

Pleasant Prairie, WI

3 beds | 3 baths | 1,968 sq.ft.

$529,900

Airbnb cash on cash: 3.11%

Traditional cash on cash: 3.58%

Airbnb Rental Income: $3272

Traditional Rental Income: $2768

Airbnb ROI: 3.11%

Traditional ROI: 3.58%

4751 98th Street

Pleasant Prairie, WI

2 beds | 2 baths | 1,451 sq.ft.

$680,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 0.78%

Airbnb Rental Income: $1955

Traditional Rental Income: $1771

Airbnb ROI: 0.25%

Traditional ROI: 0.78%

9461 River Rd

Pleasant Prairie, WI

4 beds | 2 baths | 1,750 sq.ft.

$675,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.42%

Airbnb Rental Income: $null

Traditional Rental Income: $2652

Airbnb ROI: N/A

Traditional ROI: 2.42%

11102 82nd St

Pleasant Prairie, WI

2 beds | 2 baths | 1,620 sq.ft.

$285,000

Airbnb cash on cash: 3.23%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1955

Traditional Rental Income: $1669

Airbnb ROI: 3.23%

Traditional ROI: 4.08%

10818 86th Place

Pleasant Prairie, WI

4 beds | 2 baths | 2,148 sq.ft.

$499,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2103

Airbnb ROI: N/A

Traditional ROI: 2.23%

10633 WILMOT Road

Pleasant Prairie, WI

4 beds | 2 baths | 1,288 sq.ft.

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.27%

Airbnb Rental Income: $null

Traditional Rental Income: $1358

Airbnb ROI: N/A

Traditional ROI: 1.27%

8743 3rd Ave

Pleasant Prairie, WI

3 beds | 2 baths | 2,006 sq.ft.

$429,900

Airbnb cash on cash: 3.24%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $3272

Traditional Rental Income: $2035

Airbnb ROI: 3.24%

Traditional ROI: 1.99%

10007 66th Ave #9

Pleasant Prairie, WI

3 beds | 4 baths | 1,873 sq.ft.

$435,900

Airbnb cash on cash: 3.22%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $3272

Traditional Rental Income: $2270

Airbnb ROI: 3.22%