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
W251n2367 Valleyview Cir Pewaukee, WI Move-in-ready! The Camille offers a 1st-floor primary bedroom featuring a large WIC along ...	4 beds \| 3 baths \| 2,403 sq.ft.	$726,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.62% Airbnb Rental Income: $2347 Traditional Rental Income: $2972 Airbnb ROI: 0.85% Traditional ROI: 2.62%
W251n2371 Valleyview Cir Pewaukee, WI New Construction Completed! The Sophia 1818 is a 3 bedroom, 2 bath split ranch offers open...	3 beds \| 2 baths \| 1,818 sq.ft.	$710,900	Airbnb cash on cash: 0% Traditional cash on cash: 2.49% Airbnb Rental Income: $1394 Traditional Rental Income: $2624 Airbnb ROI: 0% Traditional ROI: 2.49%
W251n2385 Valleyview Cir Pewaukee, WI This home is under construction. Est. completion 3/26.The Bristol's impressive 2-story gat...	3 beds \| 3 baths \| 2,216 sq.ft.	$701,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.05% Airbnb Rental Income: $1394 Traditional Rental Income: $2959 Airbnb ROI: 0.02% Traditional ROI: 3.05%
W251n2399 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION-COMPLETED! The Lauren 1805 is a cleverly designed home that places the g...	3 beds \| 2 baths \| 1,805 sq.ft.	$652,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 2.72% Airbnb Rental Income: $1394 Traditional Rental Income: $2575 Airbnb ROI: 0.09% Traditional ROI: 2.72%
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.	$671,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.67% Airbnb Rental Income: $1394 Traditional Rental Income: $2611 Airbnb ROI: 0.06% Traditional ROI: 2.67%
N21w24305 Cumberland Dr #38N Pewaukee, WI Meticulously maintained including new carpet in the living room and main floor bedroom. P...	2 beds \| 3 baths \| 2,526 sq.ft.	$486,500	Airbnb cash on cash: -1.62% Traditional cash on cash: 2.64% Airbnb Rental Income: $1121 Traditional Rental Income: $2680 Airbnb ROI: -1.62% Traditional ROI: 2.64%
N20w28282 Oakton Rd Pewaukee, WI Enjoy shared access to Pewaukee Lake for Block C Residents! Perfect for kayaking, paddlebo...	3 beds \| 2 baths \| 1,566 sq.ft.	$569,999	Airbnb cash on cash: 0.22% Traditional cash on cash: 2.49% Airbnb Rental Income: $1394 Traditional Rental Income: $2185 Airbnb ROI: 0.22% Traditional ROI: 2.49%
W251n2437 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION est. completion March 2026. The Rylee 1809 is a split-bedroom open concep...	3 beds \| 2 baths \| 1,809 sq.ft.	$658,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 2.71% Airbnb Rental Income: $1394 Traditional Rental Income: $2597 Airbnb ROI: 0.07% Traditional ROI: 2.71%
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.	$707,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 2.94% Airbnb Rental Income: $1394 Traditional Rental Income: $2926 Airbnb ROI: -0.02% Traditional ROI: 2.94%
W226n1933 Cedar Court Ct #202 Pewaukee, WI Luxury at its Best. High end quality open concept units. Elegant Foyer w/wood floors & 10'...	3 beds \| 3 baths \| 2,543 sq.ft.	$679,900	Airbnb cash on cash: -1.45% Traditional cash on cash: 1.97% Airbnb Rental Income: $1394 Traditional Rental Income: $3142 Airbnb ROI: -1.45% Traditional ROI: 1.97%
W226n2020 Cedar Lane Ln #1004 Pewaukee, WI Luxury at its Best. high end quality open concept units. Elegant Foyer w/wood floors & 10'...	3 beds \| 3 baths \| 2,661 sq.ft.	$749,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 1.56% Airbnb Rental Income: $1394 Traditional Rental Income: $3168 Airbnb ROI: -1.58% Traditional ROI: 1.56%
W226n2020 Cedar Lane Ln #1003 Pewaukee, WI Luxury at its best. High end quality open concept units. Elegant Foyer w/wood floors & 10'...	3 beds \| 3 baths \| 2,661 sq.ft.	$749,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 1.51% Airbnb Rental Income: $1394 Traditional Rental Income: $3130 Airbnb ROI: -1.58% Traditional ROI: 1.51%
W226n2020 Cedar Lane Ln #1002 Pewaukee, WI Luxury at its Best. High end quality open concept units. Elegant Foyer w/wood floors & 10'...	3 beds \| 3 baths \| 2,543 sq.ft.	$729,900	Airbnb cash on cash: -1.54% Traditional cash on cash: 1.64% Airbnb Rental Income: $1394 Traditional Rental Income: $3142 Airbnb ROI: -1.54% Traditional ROI: 1.64%
W226n2020 Cedar Lane Ln #1001 Pewaukee, WI Luxury at its Best. High end quality open concept units. Elegant Foyer w/wood floors & 10'...	3 beds \| 3 baths \| 2,543 sq.ft.	$729,900	Airbnb cash on cash: -1.54% Traditional cash on cash: 1.59% Airbnb Rental Income: $1394 Traditional Rental Income: $3104 Airbnb ROI: -1.54% Traditional ROI: 1.59%
N17w26475 Meadowgrass Cir #G Pewaukee, WI Townhouse-style, 2 story condo offers space, privacy & resort-style amenities. This well ...	2 beds \| 3 baths \| 1,450 sq.ft.	$369,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 2.66% Airbnb Rental Income: $1121 Traditional Rental Income: $1589 Airbnb ROI: 0.23% Traditional ROI: 2.66%
W251n2469 Valleyview Cir #Lt15 Pewaukee, WI NEW CONSTRUCTION- Est. completion July 2026. The Arielle, Plan 2215 is a spacious and simp...	4 beds \| 4 baths \| 2,215 sq.ft.	$669,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.57% Airbnb Rental Income: $2347 Traditional Rental Income: $3173 Airbnb ROI: 1.32% Traditional ROI: 3.57%
360 Park Hill Dr #G Pewaukee, WI WOW!! You've Just Found SPECTACULAR UPDATES in this MOVE IN READY Open Concept 1Br + DEN P...	1 beds \| 1 baths \| 816 sq.ft.	$189,900	Airbnb cash on cash: 3.22% Traditional cash on cash: 5.52% Airbnb Rental Income: $1454 Traditional Rental Income: $1438 Airbnb ROI: 3.22% Traditional ROI: 5.52%
Lt8 Kharsia Ct Pewaukee, WI Lt8 Kharsia Ct, Pewaukee, WI 53072 \| Other	N/A beds \| N/A baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.72% Airbnb Rental Income: $null Traditional Rental Income: $498 Airbnb ROI: N/A Traditional ROI: -1.72%
N44w28076 Capitol Dr Pewaukee, WI An opportunity to replace renting with owning, or an investment property to transform.This...	2 beds \| 1 baths \| 680 sq.ft.	$248,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.93% Airbnb Rental Income: $1121 Traditional Rental Income: $1147 Airbnb ROI: 1.21% Traditional ROI: 2.93%
1044 Waterstone Ct Pewaukee, WI 1044 Waterstone Ct, Pewaukee, WI 53072 \| Single Family Residential	3 beds \| 2 baths \| 1,834 sq.ft.	$589,990	Airbnb cash on cash: -1.24% Traditional cash on cash: 0.89% Airbnb Rental Income: $1394 Traditional Rental Income: $2147 Airbnb ROI: -1.24% Traditional ROI: 0.89%
394 Sandy Cir Pewaukee, WI 394 Sandy Cir, Pewaukee, WI 53072 \| Single Family Residential	3 beds \| 2 baths \| 1,786 sq.ft.	$684,999	Airbnb cash on cash: -1.46% Traditional cash on cash: 0.29% Airbnb Rental Income: $1394 Traditional Rental Income: $2091 Airbnb ROI: -1.46% Traditional ROI: 0.29%
N17W29663 Caldicot North Cir Pewaukee, WI N17W29663 Caldicot North Cir, Pewaukee, WI 53072 \| Condo/Coop	2 beds \| 2 baths \| 1,631 sq.ft.	$549,900	Airbnb cash on cash: -2.32% Traditional cash on cash: 0.21% Airbnb Rental Income: $1121 Traditional Rental Income: $2046 Airbnb ROI: -2.32% Traditional ROI: 0.21%

Real Estate investment in Pewaukee, WI

There are 42 properties for sale in the city of Pewaukee . The median list price in Pewaukee is $673,400 and the average price per square foot is $314. In February 2026, the average monthly cash on cash return in Pewaukee is 2.00%. The average monthly rental income in Pewaukee is $2,217.

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

There are 42 investment properties available for sale in Pewaukee.

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

The ROI for Long-Term is higher than the Short-Term in Pewaukee with average rental income of $2,217.

Your search for investment property begins and ends here

Investment Property for Sale in Pewaukee, WI

W251n2367 Valleyview Cir

Pewaukee, WI

4 beds | 3 baths | 2,403 sq.ft.

$726,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $2347

Traditional Rental Income: $2972

Airbnb ROI: 0.85%

Traditional ROI: 2.62%

W251n2371 Valleyview Cir

Pewaukee, WI

3 beds | 2 baths | 1,818 sq.ft.

$710,900

Airbnb cash on cash: 0%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $1394

Traditional Rental Income: $2624

Airbnb ROI: 0%

Traditional ROI: 2.49%

W251n2385 Valleyview Cir

Pewaukee, WI

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

$701,900

Airbnb cash on cash: 0.02%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1394

Traditional Rental Income: $2959

Airbnb ROI: 0.02%

Traditional ROI: 3.05%

W251n2399 Valleyview Cir

Pewaukee, WI

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

$652,900

Airbnb cash on cash: 0.09%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $1394

Traditional Rental Income: $2575

Airbnb ROI: 0.09%

Traditional ROI: 2.72%

W251n2413 Valleyview Cir

Pewaukee, WI

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

$671,900

Airbnb cash on cash: 0.06%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $1394

Traditional Rental Income: $2611

Airbnb ROI: 0.06%

Traditional ROI: 2.67%

N21w24305 Cumberland Dr #38N

Pewaukee, WI

2 beds | 3 baths | 2,526 sq.ft.

$486,500

Airbnb cash on cash: -1.62%

Traditional cash on cash: 2.64%

Airbnb Rental Income: $1121

Traditional Rental Income: $2680

Airbnb ROI: -1.62%

Traditional ROI: 2.64%

N20w28282 Oakton Rd

Pewaukee, WI

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

$569,999

Airbnb cash on cash: 0.22%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $1394

Traditional Rental Income: $2185

Airbnb ROI: 0.22%

Traditional ROI: 2.49%

W251n2437 Valleyview Cir

Pewaukee, WI

3 beds | 2 baths | 1,809 sq.ft.

$658,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: 2.71%

Airbnb Rental Income: $1394

Traditional Rental Income: $2597

Airbnb ROI: 0.07%