Real Estate Investment Properties for Sale in Pewaukee, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1128 Lake Park Dr Pewaukee, WI Immaculate 4-bedroom, 2-bath multilevel home tucked away in a prime, secluded Pewaukee nei...	4 beds \| 2 baths \| 2,260 sq.ft.	$485,000	Airbnb cash on cash: 5.07% Traditional cash on cash: 3.73% Airbnb Rental Income: $4184 Traditional Rental Income: $2693 Airbnb ROI: 5.07% Traditional ROI: 3.73%
N16W26539 Tall Reeds Ln #A Pewaukee, WI Stylish, updated, & perfectly located! This sought-after first-floor Spice Creek condo is ...	2 beds \| 2 baths \| 1,350 sq.ft.	$359,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 3.92% Airbnb Rental Income: $2394 Traditional Rental Income: $1999 Airbnb ROI: 3.34% Traditional ROI: 3.92%
N37W22910 Wyndemere Dr Pewaukee, WI SELLERS TO OFFER CREDIT TO BUYERS for any desired updates. LOCATION LOCATION LOCATION. Boa...	5 beds \| 5 baths \| 4,450 sq.ft.	$1,099,900	Airbnb cash on cash: -1.12% Traditional cash on cash: 2.99% Airbnb Rental Income: $1110 Traditional Rental Income: $4940 Airbnb ROI: -1.12% Traditional ROI: 2.99%
W251N2385 Valleyview Cir Pewaukee, WI This home is COMPLETED! The Bristol's impressive 2-story gathering room makes an immediate...	3 beds \| 3 baths \| 2,216 sq.ft.	$744,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 2.82% Airbnb Rental Income: $2747 Traditional Rental Income: $2959 Airbnb ROI: 1.58% Traditional ROI: 2.82%
W251N2399 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION-COMPLETED! The Lauren 1805 is a cleverly designed home that places the ge...	3 beds \| 2 baths \| 1,805 sq.ft.	$695,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 2.49% Airbnb Rental Income: $2747 Traditional Rental Income: $2575 Airbnb ROI: 1.76% Traditional ROI: 2.49%
W251N2413 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION-COMPLETED! The Hannah 1806 is an open-concept split bedroom ranch home. T...	3 beds \| 2 baths \| 1,806 sq.ft.	$725,900	Airbnb cash on cash: 1.65% Traditional cash on cash: 2.4% Airbnb Rental Income: $2747 Traditional Rental Income: $2611 Airbnb ROI: 1.65% Traditional ROI: 2.4%
N21W24305 Cumberland Dr #38N Pewaukee, WI Welcome to this beautiful two-story spacious condominium perfect for hosting large or smal...	2 beds \| 3 baths \| 2,548 sq.ft.	$450,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 2.77% Airbnb Rental Income: $2394 Traditional Rental Income: $2680 Airbnb ROI: 0.7% Traditional ROI: 2.77%
N20W28282 Oakton Rd Pewaukee, WI Share neighborhood access to Pewaukee Lake while enjoying the space and versatility of a n...	3 beds \| 2 baths \| 1,566 sq.ft.	$579,900	Airbnb cash on cash: 2.2% Traditional cash on cash: 2.36% Airbnb Rental Income: $2747 Traditional Rental Income: $2185 Airbnb ROI: 2.2% Traditional ROI: 2.36%
W251N2437 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION COMPLTED! The Rylee 1809 is a split-bedroom open concept ranch home. The ...	3 beds \| 2 baths \| 1,809 sq.ft.	$703,900	Airbnb cash on cash: 1.72% Traditional cash on cash: 2.48% Airbnb Rental Income: $2747 Traditional Rental Income: $2597 Airbnb ROI: 1.72% Traditional ROI: 2.48%
W251N2459 Valleyview Cir Pewaukee, WI Step inside this stunning 2-story home for sale in Pewaukee and immediately feel the diffe...	3 beds \| 3 baths \| 2,200 sq.ft.	$753,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.7% Airbnb Rental Income: $2747 Traditional Rental Income: $2926 Airbnb ROI: 1.53% Traditional ROI: 2.7%
N39W27485 Hillside Grove Rd Pewaukee, WI Affordable lake living! This home is perfectly situated on the quieter north side of Pewau...	3 beds \| 2 baths \| 1,996 sq.ft.	$750,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 0.61% Airbnb Rental Income: $2747 Traditional Rental Income: $1924 Airbnb ROI: 0.86% Traditional ROI: 0.61%
N28W25285 Parkway Ridge Cir #C Pewaukee, WI Move-In Ready New Construction Luxury Ranch Condo by Halen Homes, Aspen Floor plan. This 2...	2 beds \| 2 baths \| 1,863 sq.ft.	$659,900	Airbnb cash on cash: 0.33% Traditional cash on cash: 1.84% Airbnb Rental Income: $2394 Traditional Rental Income: $2738 Airbnb ROI: 0.33% Traditional ROI: 1.84%
N32W22121 Hill N Dale Cir Pewaukee, WI Welcome Home to this one owner meticulously maintained quality built Ranch in a convenient...	4 beds \| 3 baths \| 2,169 sq.ft.	$759,900	Airbnb cash on cash: 2.93% Traditional cash on cash: 2.33% Airbnb Rental Income: $4184 Traditional Rental Income: $2873 Airbnb ROI: 2.93% Traditional ROI: 2.33%
N21w24327 Cumberland Dr #36K Pewaukee, WI The pool is open and summer is calling! Move in now and enjoy everything this sought-after...	2 beds \| 4 baths \| 2,326 sq.ft.	$415,000	Airbnb cash on cash: 0.85% Traditional cash on cash: 3.31% Airbnb Rental Income: $2394 Traditional Rental Income: $2762 Airbnb ROI: 0.85% Traditional ROI: 3.31%
N17w26865 E Fieldhack Dr #D Pewaukee, WI Welcome to Spice Creek Condominiums! Enjoy resort-style living with pickleball courts, out...	2 beds \| 2 baths \| 1,121 sq.ft.	$319,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 2.92% Airbnb Rental Income: $2394 Traditional Rental Income: $1813 Airbnb ROI: 2.9% Traditional ROI: 2.92%
N27W26292 Crestview Dr Pewaukee, WI Move right into this 5+ brm 4 full bath 5,000+ sq ft home in Pewaukee's Premier Subdivisio...	5 beds \| 4 baths \| 5,238 sq.ft.	$925,000	Airbnb cash on cash: -1.21% Traditional cash on cash: 2.53% Airbnb Rental Income: $1110 Traditional Rental Income: $3960 Airbnb ROI: -1.21% Traditional ROI: 2.53%
W276N1875 Spring Creek Dr Pewaukee, WI Located in desirable Spring Creek Estates, this charming ranch home offers peaceful living...	2 beds \| 2 baths \| 1,712 sq.ft.	$399,500	Airbnb cash on cash: 2.95% Traditional cash on cash: 4.09% Airbnb Rental Income: $2394 Traditional Rental Income: $2234 Airbnb ROI: 2.95% Traditional ROI: 4.09%
W243N2205 Deer Park Ct #B Pewaukee, WI Exceptional Stillwater Ranch condo w/walkout LL overlooking a breathtaking backdrop of mat...	2 beds \| 3 baths \| 2,816 sq.ft.	$489,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 4% Airbnb Rental Income: $2394 Traditional Rental Income: $2724 Airbnb ROI: 1.99% Traditional ROI: 4%
494 Quinlan Ct Pewaukee, WI Move right into this updated 4 bedroom 3 full bath ranch with 3-car garage only 3 blocks f...	4 beds \| 3 baths \| 3,062 sq.ft.	$575,000	Airbnb cash on cash: 4.13% Traditional cash on cash: 4.04% Airbnb Rental Income: $4184 Traditional Rental Income: $3248 Airbnb ROI: 4.13% Traditional ROI: 4.04%
N16W26593 Tall Reeds Ln #H Pewaukee, WI Beautiful 2BR/2BA upper condo w/ loft offering spacious living across the 2nd and 3rd floo...	2 beds \| 2 baths \| 1,600 sq.ft.	$344,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 3.9% Airbnb Rental Income: $2394 Traditional Rental Income: $2265 Airbnb ROI: 2.48% Traditional ROI: 3.9%
W241N2533 E Parkway Meadows Cir #2 Pewaukee, WI Welcome home to this spacious and well-appointed 1st floor - 2-bedroom, 2-bath condominium...	2 beds \| 2 baths \| 1,508 sq.ft.	$284,999	Airbnb cash on cash: 3.27% Traditional cash on cash: 4.5% Airbnb Rental Income: $2394 Traditional Rental Income: $2137 Airbnb ROI: 3.27% Traditional ROI: 4.5%
W251 N2464 Valleyview Cir Pewaukee, WI New Construction- estimated completion February 2027. This two-story home offers both esse...	5 beds \| 3 baths \| 2,200 sq.ft.	$665,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 3.28% Airbnb Rental Income: $1110 Traditional Rental Income: $2981 Airbnb ROI: -0.33% Traditional ROI: 3.28%
353 Tower Ct Pewaukee, WI A 10 minute walk to downtown Pewaukee Lake boat launches and sandy beachfront, Peffer Park...	4 beds \| 2 baths \| 1,333 sq.ft.	$389,900	Airbnb cash on cash: 6.9% Traditional cash on cash: 3.8% Airbnb Rental Income: $4184 Traditional Rental Income: $2163 Airbnb ROI: 6.9% Traditional ROI: 3.8%
W244N4501 Swan Rd Pewaukee, WI Country charm meets modern updates in this remodeled farmhouse set on a picturesque 1.3-ac...	3 beds \| 2 baths \| 2,027 sq.ft.	$499,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.48% Airbnb Rental Income: $2747 Traditional Rental Income: $2524 Airbnb ROI: 2.58% Traditional ROI: 3.48%
W229N4328 Baker Ct Pewaukee, WI Located in the award-winning Pewaukee School District, this exceptional 4-bedroom home off...	4 beds \| 4 baths \| 4,105 sq.ft.	$844,900	Airbnb cash on cash: 2.1% Traditional cash on cash: 2.85% Airbnb Rental Income: $4184 Traditional Rental Income: $3887 Airbnb ROI: 2.1% Traditional ROI: 2.85%
N28W25172 Parkway Ridge Cir #B Pewaukee, WI Enjoy one of the premier locations in The Reserve at Parkway Ridge! This exceptional walk-...	2 beds \| 2 baths \| 1,979 sq.ft.	$724,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 2.13% Airbnb Rental Income: $2394 Traditional Rental Income: $2767 Airbnb ROI: 0.71% Traditional ROI: 2.13%
W250N5002 William Dr Pewaukee, WI Move right into this Neat As A Pin well-maintained stairless-entry ranch condo located in ...	2 beds \| 2 baths \| 1,877 sq.ft.	$530,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 2.91% Airbnb Rental Income: $2394 Traditional Rental Income: $2532 Airbnb ROI: 1.44% Traditional ROI: 2.91%
N17W26495 Meadowgrass Cir #E Pewaukee, WI Spacious 2 Bedroom 2 Bathroom 1st Floor Meadowbrook Village Condo features a Bright and Su...	2 beds \| 2 baths \| 1,347 sq.ft.	$374,900	Airbnb cash on cash: 3.22% Traditional cash on cash: 3.89% Airbnb Rental Income: $2394 Traditional Rental Income: $2043 Airbnb ROI: 3.22% Traditional ROI: 3.89%
W225N3524 Wethersfield Rd Pewaukee, WI Welcome home to the Wethersfield Subdivision! This custom-built exposed ranch sits on a pi...	5 beds \| 3 baths \| 3,640 sq.ft.	$849,900	Airbnb cash on cash: -1.02% Traditional cash on cash: 1.82% Airbnb Rental Income: $1110 Traditional Rental Income: $2987 Airbnb ROI: -1.02% Traditional ROI: 1.82%
W232N3011 Emerald Ln #A Pewaukee, WI Welcome home to this beautifully maintained condo in Emerald Acres, conveniently located n...	2 beds \| 2 baths \| 1,305 sq.ft.	$399,900	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.91% Airbnb Rental Income: $2394 Traditional Rental Income: $1883 Airbnb ROI: 2.71% Traditional ROI: 2.91%
N16W26553 Conservancy Dr #C Pewaukee, WI Welcome to Spice Creek, where comfort and convenience come together! This beautifully main...	2 beds \| 2 baths \| 1,249 sq.ft.	$359,000	Airbnb cash on cash: 2.45% Traditional cash on cash: 2.5% Airbnb Rental Income: $2394 Traditional Rental Income: $1823 Airbnb ROI: 2.45% Traditional ROI: 2.5%

Real Estate investment in Pewaukee, WI

There are 31 properties for sale in the city of Pewaukee . The median list price in Pewaukee is $536,929 and the average price per square foot is $225. In July 2026, the average monthly cash on cash return in Pewaukee is 2.00%. The average monthly rental income in Pewaukee is $2,422.

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

There are 31 investment properties available for sale in Pewaukee.

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

The ROI for Short-Term is higher than the Long-Term in Pewaukee with average rental income of $2,747.

Your search for investment property begins and ends here

Investment Property for Sale in Pewaukee, WI

1128 Lake Park Dr

Pewaukee, WI

4 beds | 2 baths | 2,260 sq.ft.

$485,000

Airbnb cash on cash: 5.07%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $4184

Traditional Rental Income: $2693

Airbnb ROI: 5.07%

Traditional ROI: 3.73%

N16W26539 Tall Reeds Ln #A

Pewaukee, WI

2 beds | 2 baths | 1,350 sq.ft.

$359,900

Airbnb cash on cash: 3.34%

Traditional cash on cash: 3.92%

Airbnb Rental Income: $2394

Traditional Rental Income: $1999

Airbnb ROI: 3.34%

Traditional ROI: 3.92%

N37W22910 Wyndemere Dr

Pewaukee, WI

5 beds | 5 baths | 4,450 sq.ft.

$1,099,900

Airbnb cash on cash: -1.12%

Traditional cash on cash: 2.99%

Airbnb Rental Income: $1110

Traditional Rental Income: $4940

Airbnb ROI: -1.12%

Traditional ROI: 2.99%

W251N2385 Valleyview Cir

Pewaukee, WI

3 beds | 3 baths | 2,216 sq.ft.

$744,900

Airbnb cash on cash: 1.58%

Traditional cash on cash: 2.82%

Airbnb Rental Income: $2747

Traditional Rental Income: $2959

Airbnb ROI: 1.58%

Traditional ROI: 2.82%

W251N2399 Valleyview Cir

Pewaukee, WI

3 beds | 2 baths | 1,805 sq.ft.

$695,900

Airbnb cash on cash: 1.76%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $2747

Traditional Rental Income: $2575

Airbnb ROI: 1.76%

Traditional ROI: 2.49%

W251N2413 Valleyview Cir

Pewaukee, WI

3 beds | 2 baths | 1,806 sq.ft.

$725,900

Airbnb cash on cash: 1.65%

Traditional cash on cash: 2.4%

Airbnb Rental Income: $2747

Traditional Rental Income: $2611

Airbnb ROI: 1.65%

Traditional ROI: 2.4%

N21W24305 Cumberland Dr #38N

Pewaukee, WI

2 beds | 3 baths | 2,548 sq.ft.

$450,000

Airbnb cash on cash: 0.7%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $2394

Traditional Rental Income: $2680

Airbnb ROI: 0.7%

Traditional ROI: 2.77%

N20W28282 Oakton Rd

Pewaukee, WI

3 beds | 2 baths | 1,566 sq.ft.

$579,900

Airbnb cash on cash: 2.2%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2747

Traditional Rental Income: $2185

Airbnb ROI: 2.2%