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
N15w29972 Brookstone Cir Pewaukee, WI CAN'T BE DUPLICATED! DON'T JUST TAKE MY WORD FOR IT, CHECK IT OUT YOURSELF...YOU WON'T FIN...	4 beds \| 3 baths \| 2,669 sq.ft.	$639,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.09% Airbnb Rental Income: $2972 Traditional Rental Income: $2984 Airbnb ROI: 1.92% Traditional ROI: 3.09%
1334 Greenhedge Rd #B7 Pewaukee, WI Welcome to easy living in Pewaukee! This beautifully maintained 2-bedroom, 1-bath condo of...	2 beds \| 1 baths \| 975 sq.ft.	$184,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 2.44% Airbnb Rental Income: $1192 Traditional Rental Income: $877 Airbnb ROI: 2.03% Traditional ROI: 2.44%
339 Jonathan Dr Pewaukee, WI This beautifully maintained home is just a short walk to Pewaukee Lake and blends modern a...	3 beds \| 4 baths \| 3,100 sq.ft.	$575,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 3.98% Airbnb Rental Income: $1876 Traditional Rental Income: $3323 Airbnb ROI: 0.35% Traditional ROI: 3.98%
823 Quinlan Dr #H Pewaukee, WI You'll love this freshly cleaned second-floor condo in Pewaukee's desirable Sunset Meadows...	2 beds \| 2 baths \| 1,200 sq.ft.	$265,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.87% Airbnb Rental Income: $1192 Traditional Rental Income: $1815 Airbnb ROI: 0.83% Traditional ROI: 4.87%
N18w28978 Golf Ridge S - #A Pewaukee, WI This thoughtfully designed, side-by-side ranch-style condo, just minutes from I-94 and Pew...	3 beds \| 3 baths \| 3,635 sq.ft.	$689,900	Airbnb cash on cash: 0.22% Traditional cash on cash: 2.32% Airbnb Rental Income: $1876 Traditional Rental Income: $2725 Airbnb ROI: 0.22% Traditional ROI: 2.32%
N42w27633 Alexander Ct Pewaukee, WI At the end of a quiet cul-de-sac, this striking brick ranch sits on 5 acres only a few min...	5 beds \| 5 baths \| 5,794 sq.ft.	$1,375,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.77% Airbnb Rental Income: $null Traditional Rental Income: $4751 Airbnb ROI: N/A Traditional ROI: 1.77%
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: 1.94% Traditional cash on cash: 2.95% Airbnb Rental Income: $2972 Traditional Rental Income: $2972 Airbnb ROI: 1.94% Traditional ROI: 2.95%
W251n2371 Valleyview Cir Pewaukee, WI New Construction Open Living! The Sophia 1818 is a 3 bedroom, 2 bath split ranch offers op...	3 beds \| 2 baths \| 1,818 sq.ft.	$710,900	Airbnb cash on cash: 0.63% Traditional cash on cash: 2.51% Airbnb Rental Income: $1876 Traditional Rental Income: $2624 Airbnb ROI: 0.63% 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.	$639,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.22% Airbnb Rental Income: $2972 Traditional Rental Income: $3193 Airbnb ROI: 1.71% Traditional ROI: 3.22%
N37w26687 Kopmeier Dr Pewaukee, WI Beautiful deep lot with 50' of south-facing frontage! Once a vintage cottage, that was exp...	3 beds \| 2 baths \| 1,680 sq.ft.	$1,150,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.62% Airbnb Rental Income: $1876 Traditional Rental Income: $2513 Airbnb ROI: -0.44% Traditional ROI: 0.62%
N21w24191 Dorchester Dr #22C Pewaukee, WI Wonderful sunlit unit has everything you need on the first level. Total convenience to I-9...	2 beds \| 3 baths \| 2,004 sq.ft.	$324,900	Airbnb cash on cash: 0.46% Traditional cash on cash: 6.28% Airbnb Rental Income: $1192 Traditional Rental Income: $2582 Airbnb ROI: 0.46% Traditional ROI: 6.28%
N16w26571 Tall Reeds Ln #B Pewaukee, WI Step inside and breathe in that new home freshness! Fresh paint, brand-new carpet, and gle...	2 beds \| 2 baths \| 1,249 sq.ft.	$332,500	Airbnb cash on cash: 0.68% Traditional cash on cash: 4.24% Airbnb Rental Income: $1192 Traditional Rental Income: $1918 Airbnb ROI: 0.68% Traditional ROI: 4.24%
W251n2385 Valleyview Cir Pewaukee, WI This home is under construction. The Bristol's impressive 2-story gathering room makes an ...	3 beds \| 3 baths \| 2,216 sq.ft.	$701,900	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.07% Airbnb Rental Income: $1876 Traditional Rental Income: $2959 Airbnb ROI: 0.65% Traditional ROI: 3.07%
W251n2399 Valleyview Cir Pewaukee, WI This home is framed. The Lauren 1805 is a cleverly designed home that places the generous...	3 beds \| 2 baths \| 1,805 sq.ft.	$650,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.75% Airbnb Rental Income: $1876 Traditional Rental Income: $2575 Airbnb ROI: 0.77% Traditional ROI: 2.75%
W251n2413 Valleyview Cir Pewaukee, WI This home is freamed. The Hannah 1806 is an open-concept split bedroom ranch home. The kit...	3 beds \| 2 baths \| 1,806 sq.ft.	$671,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.69% Airbnb Rental Income: $1876 Traditional Rental Income: $2611 Airbnb ROI: 0.72% Traditional ROI: 2.69%
W251n2425 Valleyview Cir Pewaukee, WI This home is framed. The Peyton 1831 is an inviting ranch floor plan. The kitchen features...	3 beds \| 2 baths \| 1,831 sq.ft.	$668,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.74% Airbnb Rental Income: $1876 Traditional Rental Income: $2633 Airbnb ROI: 0.72% Traditional ROI: 2.74%
N21w24305 Cumberland Dr #38 N Pewaukee, WI Meticulously maintained including new carpet in the living room and main floor bedroom. C...	2 beds \| 3 baths \| 2,526 sq.ft.	$486,500	Airbnb cash on cash: -0.11% Traditional cash on cash: 4.02% Airbnb Rental Income: $1192 Traditional Rental Income: $2680 Airbnb ROI: -0.11% 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.	$1,599,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.48% Airbnb Rental Income: $null Traditional Rental Income: $4998 Airbnb ROI: N/A Traditional ROI: 1.48%
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: 1.51% Traditional cash on cash: 2.71% Airbnb Rental Income: $2972 Traditional Rental Income: $3048 Airbnb ROI: 1.51% Traditional ROI: 2.71%
N20w28282 Oakton Rd Pewaukee, WI Enjoy shared access to Pewaukee Lake! Perfect for kayaking, paddleboarding, swimming, or r...	3 beds \| 2 baths \| 1,566 sq.ft.	$589,999	Airbnb cash on cash: 0.91% Traditional cash on cash: 2.38% Airbnb Rental Income: $1876 Traditional Rental Income: $2185 Airbnb ROI: 0.91% Traditional ROI: 2.38%
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: 0.75% Traditional cash on cash: 4.79% Airbnb Rental Income: $1192 Traditional Rental Income: $2017 Airbnb ROI: 0.75% Traditional ROI: 4.79%
1055 Quinlan Dr #A Pewaukee, WI Welcome to easy condo living in the heart of Pewaukee! This inviting 2-bedroom, 2-bath hom...	2 beds \| 2 baths \| 1,200 sq.ft.	$242,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 5.85% Airbnb Rental Income: $1192 Traditional Rental Income: $1897 Airbnb ROI: 1.09% Traditional ROI: 5.85%
W251n2437 Valleyview Cir Pewaukee, WI Too early to show, this home is at foundation. The Rylee 1809 is a split-bedroom open conc...	3 beds \| 2 baths \| 1,809 sq.ft.	$658,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 2.71% Airbnb Rental Income: $1876 Traditional Rental Income: $2597 Airbnb ROI: 0.72% Traditional ROI: 2.71%
N16w26539 Tall Reeds Ln #D Pewaukee, WI Beautiful 2-bedroom, 2-bathroom main floor unit located in the desirable Spice Creek commu...	2 beds \| 2 baths \| 1,305 sq.ft.	$324,900	Airbnb cash on cash: 0.72% Traditional cash on cash: 4.61% Airbnb Rental Income: $1192 Traditional Rental Income: $1993 Airbnb ROI: 0.72% Traditional ROI: 4.61%
N26w26388 Quail Hollow Rd #A Pewaukee, WI Step into style at Quail Hollow! Vaulted ceilings and skylights create a light-filled, air...	3 beds \| 3 baths \| 2,237 sq.ft.	$484,900	Airbnb cash on cash: 1.1% Traditional cash on cash: 4.35% Airbnb Rental Income: $1876 Traditional Rental Income: $2847 Airbnb ROI: 1.1% Traditional ROI: 4.35%
N32w23360 Fieldside Rd Pewaukee, WI Beautifully updated 2 Story in Five Fields! Almost 2800 square feet with 4 BR's, 2.5 baths...	4 beds \| 3 baths \| 2,763 sq.ft.	$679,900	Airbnb cash on cash: 1.52% Traditional cash on cash: 3.02% Airbnb Rental Income: $2972 Traditional Rental Income: $3238 Airbnb ROI: 1.52% Traditional ROI: 3.02%
N16w26573 Tall Reeds Ln #A Pewaukee, WI Welcome home to this move in ready, main level spacious condo! Walk directly in to your ne...	2 beds \| 2 baths \| 1,249 sq.ft.	$314,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 4.88% Airbnb Rental Income: $1192 Traditional Rental Income: $2029 Airbnb ROI: 0.75% Traditional ROI: 4.88%
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: 1.22% Traditional cash on cash: 5.5% Airbnb Rental Income: $1192 Traditional Rental Income: $1894 Airbnb ROI: 1.22% Traditional ROI: 5.5%
W282n4343 Somerset Ln Pewaukee, WI Immaculate 4BR, 3.5BA Trustway-built home in sought-after Arrowhead School District on a p...	4 beds \| 4 baths \| 4,025 sq.ft.	$825,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.02% Airbnb Rental Income: $2972 Traditional Rental Income: $3779 Airbnb ROI: 1.08% Traditional ROI: 3.02%
N24w24030 Brandon Oaks Dr #A Pewaukee, WI Attractive Side x Side Ranch condo with a private entrance in a great Pewaukee location! E...	2 beds \| 2 baths \| 1,327 sq.ft.	$345,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 4.14% Airbnb Rental Income: $1192 Traditional Rental Income: $1996 Airbnb ROI: 0.47% Traditional ROI: 4.14%
1322 Greenhedge Rd #5 Pewaukee, WI Open concept, desirable end unit with Airy feel & good size private deck with amazing suns...	2 beds \| 1 baths \| 981 sq.ft.	$195,900	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.79% Airbnb Rental Income: $1192 Traditional Rental Income: $1385 Airbnb ROI: 1.67% Traditional ROI: 4.79%
W268n1947 Shooting Star Rd #B Pewaukee, WI Impressive 2BR, 2BA side-by-side ranch condo in a desirable Pewaukee blends open design w/...	2 beds \| 2 baths \| 1,980 sq.ft.	$449,900	Airbnb cash on cash: 0% Traditional cash on cash: 3.92% Airbnb Rental Income: $1192 Traditional Rental Income: $2458 Airbnb ROI: 0% Traditional ROI: 3.92%
W238n4620 Woods Edge Dr Pewaukee, WI This stunning home has it all! Set on over two acres in Pewaukee, this 4 bedroom, 3 full b...	4 beds \| 3 baths \| 2,321 sq.ft.	$639,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.08% Airbnb Rental Income: $2972 Traditional Rental Income: $2980 Airbnb ROI: 1.92% Traditional ROI: 3.08%
1343 Meadowcreek Dr #B Pewaukee, WI Beautifully updated 2nd floor condo with private entry. Interior updates thoughtfully cura...	2 beds \| 1 baths \| 1,016 sq.ft.	$214,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 4.95% Airbnb Rental Income: $1192 Traditional Rental Income: $1486 Airbnb ROI: 1.6% Traditional ROI: 4.95%
W250n5015 Wlliam 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.	$549,900	Airbnb cash on cash: -0.54% Traditional cash on cash: 3.04% Airbnb Rental Income: $1192 Traditional Rental Income: $2643 Airbnb ROI: -0.54% Traditional ROI: 3.04%
W251 N2459 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: -0.04% Traditional cash on cash: 2.31% Airbnb Rental Income: $1876 Traditional Rental Income: $2926 Airbnb ROI: -0.04% 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: 0.31% Traditional cash on cash: 5.56% Airbnb Rental Income: $1192 Traditional Rental Income: $2651 Airbnb ROI: 0.31% Traditional ROI: 5.56%

Real Estate investment in Pewaukee, WI

There are 39 properties for sale in the city of Pewaukee . The median list price in Pewaukee is $639,900 and the average price per square foot is $282. In November 2025, the average monthly cash on cash return in Pewaukee is 3.00%. The average monthly rental income in Pewaukee is $2,624.

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

There are 39 investment properties available for sale in Pewaukee.

In 2025, 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 $2,624.

Your search for investment property begins and ends here

Investment Property for Sale in Pewaukee, WI

N15w29972 Brookstone Cir

Pewaukee, WI

4 beds | 3 baths | 2,669 sq.ft.

$639,900

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $2972

Traditional Rental Income: $2984

Airbnb ROI: 1.92%

Traditional ROI: 3.09%

1334 Greenhedge Rd #B7

Pewaukee, WI

2 beds | 1 baths | 975 sq.ft.

$184,900

Airbnb cash on cash: 2.03%

Traditional cash on cash: 2.44%

Airbnb Rental Income: $1192

Traditional Rental Income: $877

Airbnb ROI: 2.03%

Traditional ROI: 2.44%

339 Jonathan Dr

Pewaukee, WI

3 beds | 4 baths | 3,100 sq.ft.

$575,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 3.98%

Airbnb Rental Income: $1876

Traditional Rental Income: $3323

Airbnb ROI: 0.35%

Traditional ROI: 3.98%

823 Quinlan Dr #H

Pewaukee, WI

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

$265,000

Airbnb cash on cash: 0.83%

Traditional cash on cash: 4.87%

Airbnb Rental Income: $1192

Traditional Rental Income: $1815

Airbnb ROI: 0.83%

Traditional ROI: 4.87%

N18w28978 Golf Ridge S - #A

Pewaukee, WI

3 beds | 3 baths | 3,635 sq.ft.

$689,900

Airbnb cash on cash: 0.22%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $1876

Traditional Rental Income: $2725

Airbnb ROI: 0.22%

Traditional ROI: 2.32%

N42w27633 Alexander Ct

Pewaukee, WI

5 beds | 5 baths | 5,794 sq.ft.

$1,375,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.77%

Airbnb Rental Income: $null

Traditional Rental Income: $4751

Airbnb ROI: N/A

Traditional ROI: 1.77%

W251n2367 Valleyview Cir

Pewaukee, WI

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

$726,900

Airbnb cash on cash: 1.94%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $2972

Traditional Rental Income: $2972

Airbnb ROI: 1.94%

Traditional ROI: 2.95%

W251n2371 Valleyview Cir

Pewaukee, WI

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

$710,900

Airbnb cash on cash: 0.63%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1876

Traditional Rental Income: $2624

Airbnb ROI: 0.63%