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
817 Quinlan Dr #E Pewaukee, WI Highly sought after 2 bedroom 2 bath second floor condo with private outside entrance in S...	2 beds \| 2 baths \| 1,260 sq.ft.	$265,000	Airbnb cash on cash: 3.79% Traditional cash on cash: 2.37% Airbnb Rental Income: $2394 Traditional Rental Income: $1451 Airbnb ROI: 3.79% Traditional ROI: 2.37%
W307N2873 Fieldwood Dr Pewaukee, WI This exquisite home in Foxwood estates has a fresh new interior with beautifully renovated...	5 beds \| 4 baths \| 5,273 sq.ft.	$1,399,000	Airbnb cash on cash: -1.11% Traditional cash on cash: 1.18% Airbnb Rental Income: $1110 Traditional Rental Income: $3711 Airbnb ROI: -1.11% Traditional ROI: 1.18%
310 Hickory St Pewaukee, WI Probably a bit more than a handyman special. Riverfront home on a nice little wooded lot. ...	2 beds \| 1 baths \| 1,000 sq.ft.	$244,000	Airbnb cash on cash: 5.83% Traditional cash on cash: 2.52% Airbnb Rental Income: $2394 Traditional Rental Income: $1043 Airbnb ROI: 5.83% Traditional ROI: 2.52%
W223N4648 Seven Oaks Dr Pewaukee, WI This two-story home has plenty of everyday living space with the Gourmet kitchen, morning ...	4 beds \| 2 baths \| 2,403 sq.ft.	$759,900	Airbnb cash on cash: 3.25% Traditional cash on cash: 2.38% Airbnb Rental Income: $4184 Traditional Rental Income: $2683 Airbnb ROI: 3.25% Traditional ROI: 2.38%
W288N3341 Lost Creek Ct Pewaukee, WI Welcome home to this outstanding and meticulously maintained custom built home! This 3 Bed...	4 beds \| 3 baths \| 4,400 sq.ft.	$989,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 1.29% Airbnb Rental Income: $4184 Traditional Rental Income: $2880 Airbnb ROI: 1.74% Traditional ROI: 1.29%
384 Willow Grove Dr #F Pewaukee, WI Great location just minutes from Capitol Dr for this townhouse style condo. Generous room ...	2 beds \| 1 baths \| 1,328 sq.ft.	$289,900	Airbnb cash on cash: 2.86% Traditional cash on cash: 1.55% Airbnb Rental Income: $2394 Traditional Rental Income: $1450 Airbnb ROI: 2.86% Traditional ROI: 1.55%
N34W23849 Grace Ave #C Pewaukee, WI Tranquil condo located in a quiet setting in desirable Cross Wind Cove. Large kitchen, br...	3 beds \| 2 baths \| 1,803 sq.ft.	$366,500	Airbnb cash on cash: 2.75% Traditional cash on cash: 3.27% Airbnb Rental Income: $2747 Traditional Rental Income: $2278 Airbnb ROI: 2.75% Traditional ROI: 3.27%
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%
W273N2473 Arlington Dr Pewaukee, WI With a gathering room featuring a soaring 2-story ceiling, picturesque windows and grand f...	4 beds \| 2 baths \| 2,511 sq.ft.	$849,900	Airbnb cash on cash: 2.79% Traditional cash on cash: 1.96% Airbnb Rental Income: $4184 Traditional Rental Income: $2646 Airbnb ROI: 2.79% Traditional ROI: 1.96%
W273N2420 Arlington Ct Pewaukee, WI Move right into this like-new meticulously maintained home in Desirable Edgewood Farms. Th...	4 beds \| 2 baths \| 3,542 sq.ft.	$875,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 2.27% Airbnb Rental Income: $4184 Traditional Rental Income: $3365 Airbnb ROI: 2.19% Traditional ROI: 2.27%
W276N1228 Spring Hill Dr Pewaukee, WI Welcome to your hilltop oasis! This stunning tri-level home is situated on an acre and boa...	3 beds \| 1 baths \| 2,108 sq.ft.	$489,900	Airbnb cash on cash: 2.8% Traditional cash on cash: 2.25% Airbnb Rental Income: $2747 Traditional Rental Income: $1847 Airbnb ROI: 2.8% Traditional ROI: 2.25%
241 Parkview Ct Pewaukee, WI When opportunity comes knocking, be ready to say YES! This amazing 2 story IS that opportu...	3 beds \| 1 baths \| 1,706 sq.ft.	$479,900	Airbnb cash on cash: 2.67% Traditional cash on cash: 2.09% Airbnb Rental Income: $2747 Traditional Rental Income: $1843 Airbnb ROI: 2.67% Traditional ROI: 2.09%
N29W29951 Shel-Mar Dr Pewaukee, WI Do not delay, this property will not last long! Gorgeous home on an incredible 1.5 acre lo...	4 beds \| 3 baths \| 3,372 sq.ft.	$759,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 2.06% Airbnb Rental Income: $4184 Traditional Rental Income: $2558 Airbnb ROI: 3.1% Traditional ROI: 2.06%
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%
100 Main St #201 Pewaukee, WI Unique lifestyle benefits in this Beachside Pewaukee corner unit loft style condo! Step in...	1 beds \| 1 baths \| 749 sq.ft.	$225,000	Airbnb cash on cash: -1.68% Traditional cash on cash: 1.25% Airbnb Rental Income: $1084 Traditional Rental Income: $1339 Airbnb ROI: -1.68% Traditional ROI: 1.25%
100 Main St #105 Pewaukee, WI Superb corner unit 1 bedroom 1st floor condo with walk out patio. Open-concept floor plan...	1 beds \| 1 baths \| 777 sq.ft.	$218,500	Airbnb cash on cash: -1.64% Traditional cash on cash: 0.92% Airbnb Rental Income: $1084 Traditional Rental Income: $1245 Airbnb ROI: -1.64% Traditional ROI: 0.92%
N16W26443 Meadowgrass Cir #F Pewaukee, WI Escape to your own private oasis in this stunning end unit condo bordering Pewaukee Golf C...	2 beds \| 2 baths \| 1,481 sq.ft.	$398,500	Airbnb cash on cash: 2.06% Traditional cash on cash: 3.1% Airbnb Rental Income: $2394 Traditional Rental Income: $2195 Airbnb ROI: 2.06% Traditional ROI: 3.1%
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%
N37W26687 Kopmeier Dr Pewaukee, WI Beautiful deep lot with 50' of south-facing frontage! Once a vintage cottage, that was exp...	3 beds \| 1 baths \| 1,680 sq.ft.	$1,100,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.7% Airbnb Rental Income: $2747 Traditional Rental Income: $2513 Airbnb ROI: 0.29% Traditional ROI: 0.7%
W251N2385 Valleyview Cir Pewaukee, WI This home is COMPLETED! The Bristol's impressive 2-story gathering room makes an immediate...	3 beds \| 2 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.	$569,900	Airbnb cash on cash: 2.26% Traditional cash on cash: 2.42% Airbnb Rental Income: $2747 Traditional Rental Income: $2185 Airbnb ROI: 2.26% Traditional ROI: 2.42%
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 \| 2 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%
W304N2426 Maple Ave Pewaukee, WI W304N2426 Maple Ave, Pewaukee, WI 53072 \| Single Family Residential	5 beds \| 3 baths \| 3,054 sq.ft.	$1,799,000	Airbnb cash on cash: -2.46% Traditional cash on cash: -1.35% Airbnb Rental Income: $1110 Traditional Rental Income: $2591 Airbnb ROI: -2.46% Traditional ROI: -1.35%
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%
W221N4564 Timber Ct Lot 175 Pewaukee, WI W221N4564 Timber Ct Lot 175, Delafield, WI 53072 \| Single Family Residential	3 beds \| 2 baths \| 2,320 sq.ft.	$839,900	Airbnb cash on cash: -0.32% Traditional cash on cash: 0.05% Airbnb Rental Income: $2747 Traditional Rental Income: $2394 Airbnb ROI: -0.32% Traditional ROI: 0.05%
Aspen Plan Pewaukee, WI Aspen Plan, Pewaukee, WI 53072 \| Single Family Residential	2 beds \| 2 baths \| 1,740 sq.ft.	$714,999	Airbnb cash on cash: -0.77% Traditional cash on cash: -1.01% Airbnb Rental Income: $2394 Traditional Rental Income: $1645 Airbnb ROI: -0.77% Traditional ROI: -1.01%
W220N4606 Timber Loop Lot 158 Pewaukee, WI W220N4606 Timber Loop Lot 158, Pewaukee, WI 53072 \| Other	4 beds \| N/A baths \| 2,372 sq.ft.	$839,900	Airbnb cash on cash: 1.21% Traditional cash on cash: -2.37% Airbnb Rental Income: $4184 Traditional Rental Income: $500 Airbnb ROI: 1.21% Traditional ROI: -2.37%
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.	$649,900	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.88% Airbnb Rental Income: $2394 Traditional Rental Income: $2738 Airbnb ROI: 0.35% Traditional ROI: 1.88%
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%
N35W23668 Auburn Ct Pewaukee, WI N35W23668 Auburn Ct, Pewaukee, WI 53072 \| Condo/Coop	3 beds \| 2 baths \| 3,700 sq.ft.	$799,000	Airbnb cash on cash: -1.03% Traditional cash on cash: -1.54% Airbnb Rental Income: $2747 Traditional Rental Income: $1719 Airbnb ROI: -1.03% Traditional ROI: -1.54%
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%
668 Westfield Way #B Pewaukee, WI Don't miss this condo in the heart of Lake Country! This beautifully maintained Pewaukee c...	2 beds \| 2 baths \| 1,265 sq.ft.	$295,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 3.54% Airbnb Rental Income: $2394 Traditional Rental Income: $1943 Airbnb ROI: 3.05% Traditional ROI: 3.54%
N81W27685 Sunflower Pass Pewaukee, WI N81 W27685 Sunflower Pass, Pewaukee, WI 53072 \| Single Family Residential	4 beds \| 2 baths \| 2,305 sq.ft.	$759,990	Airbnb cash on cash: 1.69% Traditional cash on cash: 0.41% Airbnb Rental Income: $4184 Traditional Rental Income: $2394 Airbnb ROI: 1.69% Traditional ROI: 0.41%
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%
N29W30593 Foxwood Dr Pewaukee, WI N29W30593 Foxwood Dr, Pewaukee, WI 53072 \| Single Family Residential	5 beds \| 5 baths \| 5,679 sq.ft.	$1,395,000	Airbnb cash on cash: -2.41% Traditional cash on cash: 0.5% Airbnb Rental Income: $1110 Traditional Rental Income: $4504 Airbnb ROI: -2.41% Traditional ROI: 0.5%
W220 N4600 Timber Loop Pewaukee, WI W220 N4600 Timber Loop, Pewaukee, WI 53072 \| Single Family Residential	4 beds \| 2 baths \| 2,748 sq.ft.	$799,990	Airbnb cash on cash: 1.46% Traditional cash on cash: 0.35% Airbnb Rental Income: $4184 Traditional Rental Income: $2469 Airbnb ROI: 1.46% Traditional ROI: 0.35%

Real Estate investment in Pewaukee, WI

There are 97 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 $241. In September 2026, the average monthly cash on cash return in Pewaukee is 1.00%. The average monthly rental income in Pewaukee is $2,166.

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

There are 97 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

817 Quinlan Dr #E

Pewaukee, WI

2 beds | 2 baths | 1,260 sq.ft.

$265,000

Airbnb cash on cash: 3.79%

Traditional cash on cash: 2.37%

Airbnb Rental Income: $2394

Traditional Rental Income: $1451

Airbnb ROI: 3.79%

Traditional ROI: 2.37%

W307N2873 Fieldwood Dr

Pewaukee, WI

5 beds | 4 baths | 5,273 sq.ft.

$1,399,000

Airbnb cash on cash: -1.11%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $1110

Traditional Rental Income: $3711

Airbnb ROI: -1.11%

Traditional ROI: 1.18%

310 Hickory St

Pewaukee, WI

2 beds | 1 baths | 1,000 sq.ft.

$244,000

Airbnb cash on cash: 5.83%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $2394

Traditional Rental Income: $1043

Airbnb ROI: 5.83%

Traditional ROI: 2.52%

W223N4648 Seven Oaks Dr

Pewaukee, WI

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

$759,900

Airbnb cash on cash: 3.25%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $4184

Traditional Rental Income: $2683

Airbnb ROI: 3.25%

Traditional ROI: 2.38%

W288N3341 Lost Creek Ct

Pewaukee, WI

4 beds | 3 baths | 4,400 sq.ft.

$989,900

Airbnb cash on cash: 1.74%

Traditional cash on cash: 1.29%

Airbnb Rental Income: $4184

Traditional Rental Income: $2880

Airbnb ROI: 1.74%

Traditional ROI: 1.29%

384 Willow Grove Dr #F

Pewaukee, WI

2 beds | 1 baths | 1,328 sq.ft.

$289,900

Airbnb cash on cash: 2.86%

Traditional cash on cash: 1.55%

Airbnb Rental Income: $2394

Traditional Rental Income: $1450

Airbnb ROI: 2.86%

Traditional ROI: 1.55%

N34W23849 Grace Ave #C

Pewaukee, WI

3 beds | 2 baths | 1,803 sq.ft.

$366,500

Airbnb cash on cash: 2.75%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $2747

Traditional Rental Income: $2278

Airbnb ROI: 2.75%

Traditional ROI: 3.27%

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%