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
N26w26729 Prospect Ave Pewaukee, WI Location, location, location! This property is stunning inside and out! Situated on a priv...	3 beds \| 3 baths \| 2,100 sq.ft.	$584,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 3.19% Airbnb Rental Income: $1394 Traditional Rental Income: $2782 Airbnb ROI: -0.12% Traditional ROI: 3.19%
823 Quinlan Dr #H Pewaukee, WI You can still be home for the holidays in Pewaukee's desirable Sunset Meadows! This spacio...	2 beds \| 2 baths \| 1,200 sq.ft.	$250,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.22% Airbnb Rental Income: $1121 Traditional Rental Income: $1815 Airbnb ROI: 0.68% Traditional ROI: 5.22%
W250n5015 William Dr Pewaukee, WI Beautifully maintained 2-bedroom, 2-bath condo in the prestigious Glen at Seven Stones com...	2 beds \| 2 baths \| 1,861 sq.ft.	$539,900	Airbnb cash on cash: -0.65% Traditional cash on cash: 3.11% Airbnb Rental Income: $1121 Traditional Rental Income: $2642 Airbnb ROI: -0.65% Traditional ROI: 3.11%
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: 1.17% Traditional cash on cash: 2.95% Airbnb Rental Income: $2347 Traditional Rental Income: $2972 Airbnb ROI: 1.17% Traditional ROI: 2.95%
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: 0.02% Traditional cash on cash: 2.51% Airbnb Rental Income: $1394 Traditional Rental Income: $2624 Airbnb ROI: 0.02% Traditional ROI: 2.51%
N21w29727 Glen Cove Rd Pewaukee, WI A quiet street and lovely yard is only second to sweeping views of Pewaukee Lake. This tur...	4 beds \| 4 baths \| 2,400 sq.ft.	$599,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 3.5% Airbnb Rental Income: $2347 Traditional Rental Income: $3193 Airbnb ROI: 0.96% Traditional ROI: 3.5%
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: 0.04% Traditional cash on cash: 3.07% Airbnb Rental Income: $1394 Traditional Rental Income: $2959 Airbnb ROI: 0.04% Traditional ROI: 3.07%
W251n2399 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION-est. completion Jan/Feb 2026. The Lauren 1805 is a cleverly designed hom...	3 beds \| 2 baths \| 1,805 sq.ft.	$650,900	Airbnb cash on cash: 0.11% Traditional cash on cash: 2.75% Airbnb Rental Income: $1394 Traditional Rental Income: $2575 Airbnb ROI: 0.11% Traditional ROI: 2.75%
W251n2413 Valleyview Cir Pewaukee, WI NEW CONSTRUCTION Est. completion Jan/Feb 2026. The Hannah 1806 is an open-concept split be...	3 beds \| 2 baths \| 1,806 sq.ft.	$671,900	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.69% Airbnb Rental Income: $1394 Traditional Rental Income: $2611 Airbnb ROI: 0.08% Traditional ROI: 2.69%
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: -0.24% Traditional cash on cash: 4.02% Airbnb Rental Income: $1121 Traditional Rental Income: $2680 Airbnb ROI: -0.24% Traditional ROI: 4.02%
N28w30264 Red Hawk Ct Pewaukee, WI Timeless architecture meets resort-style living in this 5 BR, 4.5 BA home w/ over 7000 sf ...	5 beds \| 5 baths \| 7,149 sq.ft.	$1,475,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.68% Airbnb Rental Income: $null Traditional Rental Income: $4998 Airbnb ROI: N/A Traditional ROI: 1.68%
N45w22742 Charlotte Way Pewaukee, WI Step inside this light-filled, impeccably maintained home where comfort and functionality ...	4 beds \| 3 baths \| 2,459 sq.ft.	$680,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 2.71% Airbnb Rental Income: $2347 Traditional Rental Income: $3048 Airbnb ROI: 0.69% Traditional ROI: 2.71%
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%
N15w26518 Tall Reeds Ln #C Pewaukee, WI Well-maintained first-floor condo in the highly sought-after Spice Creek Condominiums, Pew...	2 beds \| 2 baths \| 1,350 sq.ft.	$319,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 4.79% Airbnb Rental Income: $1121 Traditional Rental Income: $2017 Airbnb ROI: 0.55% Traditional ROI: 4.79%
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%
N26w26388 Quail Hollow Rd #A Pewaukee, WI Updates galore in this great condo! Vaulted ceilings and skylights create a light-filled, ...	3 beds \| 3 baths \| 2,237 sq.ft.	$484,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 4.35% Airbnb Rental Income: $1394 Traditional Rental Income: $2847 Airbnb ROI: 0.22% Traditional ROI: 4.35%
N25w24117 River Park Dr #2 Pewaukee, WI Welcome to the Meadows of Riverpark! You will fall in love with this updated first floor u...	2 beds \| 2 baths \| 1,200 sq.ft.	$269,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 5.5% Airbnb Rental Income: $1121 Traditional Rental Income: $1894 Airbnb ROI: 0.99% Traditional ROI: 5.5%
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: -0.65% Traditional cash on cash: 2.31% Airbnb Rental Income: $1394 Traditional Rental Income: $2926 Airbnb ROI: -0.65% Traditional ROI: 2.31%
N21w24202 Cumberland Dr #23 I Pewaukee, WI Immaculately maintained throughout in prestigious Avondale. Perfect floor plan as the main...	2 beds \| 3 baths \| 2,084 sq.ft.	$374,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 5.64% Airbnb Rental Income: $1121 Traditional Rental Income: $2651 Airbnb ROI: 0.22% Traditional ROI: 5.64%
509 Westfield Way #F Pewaukee, WI Step inside to a light-filled great room featuring vaulted ceilings & a cozy gas fireplace...	3 beds \| 2 baths \| 1,867 sq.ft.	$334,999	Airbnb cash on cash: 1.01% Traditional cash on cash: 5.84% Airbnb Rental Income: $1394 Traditional Rental Income: $2493 Airbnb ROI: 1.01% Traditional ROI: 5.84%
N25w30832 Overlook Ct Pewaukee, WI Come and see this custom built home just minutes from Pewaukee Lake, Nagawaukee Golf Cours...	3 beds \| 4 baths \| 4,768 sq.ft.	$795,000	Airbnb cash on cash: -0.64% Traditional cash on cash: 2.6% Airbnb Rental Income: $1394 Traditional Rental Income: $3374 Airbnb ROI: -0.64% Traditional ROI: 2.6%
152 Westfield Way - #D Pewaukee, WI Live the easy life in this cheerful 3-bedroom, 2-bath condo at Riverview Condos in Pewauke...	3 beds \| 2 baths \| 1,610 sq.ft.	$299,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 5.75% Airbnb Rental Income: $1394 Traditional Rental Income: $2294 Airbnb ROI: 1.07% Traditional ROI: 5.75%
823 Quinlan Dr #E Pewaukee, WI Welcome to Sunset Meadows in the heart of Pewaukee! This move-in ready 2BR, 2BA condo feat...	2 beds \| 2 baths \| 1,200 sq.ft.	$245,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 5.75% Airbnb Rental Income: $1121 Traditional Rental Income: $1881 Airbnb ROI: 0.84% Traditional ROI: 5.75%
853 Quinlan Dr #C Pewaukee, WI Step inside this updated main-floor condo and instantly feel at home! Modern LVP floors fl...	2 beds \| 2 baths \| 1,200 sq.ft.	$268,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 5.06% Airbnb Rental Income: $1121 Traditional Rental Income: $1881 Airbnb ROI: 0.58% Traditional ROI: 5.06%
N16w26500 Meadowgrass Cir #B Pewaukee, WI Immaculate, stylish & move-in ready! This updated 1BR/1BA 2nd fl condo impresses with LVP ...	1 beds \| 1 baths \| 1,087 sq.ft.	$274,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 4.32% Airbnb Rental Income: $1454 Traditional Rental Income: $1645 Airbnb ROI: 1.92% Traditional ROI: 4.32%
1083 Quinlan Dr #C Pewaukee, WI It's time for easy condo living just minutes from downtown Pewaukee! This 2 bedroom, 2 bat...	2 beds \| 2 baths \| 1,200 sq.ft.	$254,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 5.45% Airbnb Rental Income: $1121 Traditional Rental Income: $1871 Airbnb ROI: 0.75% Traditional ROI: 5.45%
W273n2543 Arlington Dr Pewaukee, WI Welcome home! This beautifully designed property features a bright sitting room, formal di...	4 beds \| 4 baths \| 2,664 sq.ft.	$759,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 3.22% Airbnb Rental Income: $2347 Traditional Rental Income: $3753 Airbnb ROI: 0.41% Traditional ROI: 3.22%
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%

Real Estate investment in Pewaukee, WI

There are 32 properties for sale in the city of Pewaukee . The median list price in Pewaukee is $625,400 and the average price per square foot is $283. In December 2025, the average monthly cash on cash return in Pewaukee is 3.00%. The average monthly rental income in Pewaukee is $2,647.

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

There are 32 investment properties available for sale in Pewaukee.

In 2025, 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 $1,394.

Your search for investment property begins and ends here

Investment Property for Sale in Pewaukee, WI

N26w26729 Prospect Ave

Pewaukee, WI

3 beds | 3 baths | 2,100 sq.ft.

$584,900

Airbnb cash on cash: -0.12%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $1394

Traditional Rental Income: $2782

Airbnb ROI: -0.12%

Traditional ROI: 3.19%

823 Quinlan Dr #H

Pewaukee, WI

2 beds | 2 baths | 1,200 sq.ft.

$250,000

Airbnb cash on cash: 0.68%

Traditional cash on cash: 5.22%

Airbnb Rental Income: $1121

Traditional Rental Income: $1815

Airbnb ROI: 0.68%

Traditional ROI: 5.22%

W250n5015 William Dr

Pewaukee, WI

2 beds | 2 baths | 1,861 sq.ft.

$539,900

Airbnb cash on cash: -0.65%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1121

Traditional Rental Income: $2642

Airbnb ROI: -0.65%

Traditional ROI: 3.11%

W251n2367 Valleyview Cir

Pewaukee, WI

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

$726,900

Airbnb cash on cash: 1.17%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $2347

Traditional Rental Income: $2972

Airbnb ROI: 1.17%

Traditional ROI: 2.95%

W251n2371 Valleyview Cir

Pewaukee, WI

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

$710,900

Airbnb cash on cash: 0.02%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1394

Traditional Rental Income: $2624

Airbnb ROI: 0.02%

Traditional ROI: 2.51%

N21w29727 Glen Cove Rd

Pewaukee, WI

4 beds | 4 baths | 2,400 sq.ft.

$599,900

Airbnb cash on cash: 0.96%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $2347

Traditional Rental Income: $3193

Airbnb ROI: 0.96%

Traditional ROI: 3.5%

W251n2385 Valleyview Cir

Pewaukee, WI

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

$701,900

Airbnb cash on cash: 0.04%

Traditional cash on cash: 3.07%

Airbnb Rental Income: $1394

Traditional Rental Income: $2959

Airbnb ROI: 0.04%

Traditional ROI: 3.07%

W251n2399 Valleyview Cir

Pewaukee, WI

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

$650,900

Airbnb cash on cash: 0.11%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $1394

Traditional Rental Income: $2575

Airbnb ROI: 0.11%