Real Estate Investment Properties for Sale in Waukesha, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
420 Richard St Waukesha, WI This adorable 3 Bedroom Ranch with hardwood floors welcomes you in with neutral colors. T...	3 beds \| 1 baths \| 1,350 sq.ft.	$324,900	Airbnb cash on cash: 4.11% Traditional cash on cash: 3.8% Airbnb Rental Income: $2558 Traditional Rental Income: $1848 Airbnb ROI: 4.11% Traditional ROI: 3.8%
W257S2719 Genesee Rd Waukesha, WI Nestled on 1.16 picturesque acres in the Village of Waukesha, this 3-bedroom, 1.5-bath ran...	3 beds \| 2 baths \| 1,208 sq.ft.	$375,000	Airbnb cash on cash: 3.8% Traditional cash on cash: 4.03% Airbnb Rental Income: $2558 Traditional Rental Income: $2025 Airbnb ROI: 3.8% Traditional ROI: 4.03%
2408 Deercrest Ct Waukesha, WI Relocation is the only reason this meticulously maintained 3 bed, 3 bath condo in Turnberr...	3 beds \| 3 baths \| 3,465 sq.ft.	$579,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 1.39% Airbnb Rental Income: $2558 Traditional Rental Income: $2565 Airbnb ROI: 0.24% Traditional ROI: 1.39%
2301 Linda Ct Waukesha, WI One-owner, beautiful home in desirable Rolling Ridge South on quiet cul de sac! Priced und...	3 beds \| 2 baths \| 2,180 sq.ft.	$469,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 2.36% Airbnb Rental Income: $2558 Traditional Rental Income: $2133 Airbnb ROI: 1.92% Traditional ROI: 2.36%
1903 Sunkist Ave Waukesha, WI 3 Bedroom 2 Bath Ranch with Walk Out Basement. Kitchen with hardwood cabinets and stainles...	3 beds \| 2 baths \| 1,584 sq.ft.	$369,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.47% Airbnb Rental Income: $2558 Traditional Rental Income: $1992 Airbnb ROI: 3.33% Traditional ROI: 3.47%
2124 Harris-Highland Dr Waukesha, WI Gorgeously remodeled & landscaped 2618 sq ft, 4bd/2.5ba on .68 acres awaits you! Welcome h...	4 beds \| 3 baths \| 3,150 sq.ft.	$539,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 3.21% Airbnb Rental Income: $2991 Traditional Rental Income: $2686 Airbnb ROI: 2.45% Traditional ROI: 3.21%
1531 Birch Dr Waukesha, WI Coming Soon! This home is a great find! This lovely mid-century 3 bedroom, 1.5 bath brick ...	3 beds \| 2 baths \| 956 sq.ft.	$339,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 2.74% Airbnb Rental Income: $2558 Traditional Rental Income: $1615 Airbnb ROI: 3.77% Traditional ROI: 2.74%
1444 Big Bend Rd #C Waukesha, WI Step into this multi-level condo in the heart of Waukesha! Featuring 3 spacious bedrooms a...	3 beds \| 2 baths \| 1,176 sq.ft.	$174,900	Airbnb cash on cash: 8.87% Traditional cash on cash: 8.7% Airbnb Rental Income: $2558 Traditional Rental Income: $1914 Airbnb ROI: 8.87% Traditional ROI: 8.7%
304 Oxford Rd Waukesha, WI Nestled in the heart of Waukesha, this home is full of character and curb appeal, featurin...	3 beds \| 1 baths \| 2,010 sq.ft.	$409,900	Airbnb cash on cash: 2.5% Traditional cash on cash: 1.8% Airbnb Rental Income: $2558 Traditional Rental Income: $1672 Airbnb ROI: 2.5% Traditional ROI: 1.8%
612 Lee Ct Waukesha, WI Come see this beautiful updated Waukesha home. This three-bedroom, one-and-a-half-bath mul...	3 beds \| 2 baths \| 1,319 sq.ft.	$369,000	Airbnb cash on cash: 3.09% Traditional cash on cash: 3.27% Airbnb Rental Income: $2558 Traditional Rental Income: $2002 Airbnb ROI: 3.09% Traditional ROI: 3.27%
1237 Cavalier Dr Waukesha, WI Welcome to this beautifully maintained Colonial in the sought-after Seitz Estates neighbor...	3 beds \| 3 baths \| 2,100 sq.ft.	$485,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 3.57% Airbnb Rental Income: $2558 Traditional Rental Income: $2744 Airbnb ROI: 1.8% Traditional ROI: 3.57%
2002 Dixie Dr Waukesha, WI Welcome home! Looking for a home you can move right into? This is the one. This lovely r...	3 beds \| 1 baths \| 2,378 sq.ft.	$389,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 2.84% Airbnb Rental Income: $2558 Traditional Rental Income: $1829 Airbnb ROI: 3.15% Traditional ROI: 2.84%
1535 Jefferson Ave Waukesha, WI Welcome home to this charming and affordable Waukesha property--an ideal opportunity if yo...	3 beds \| 2 baths \| 1,272 sq.ft.	$289,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 4.16% Airbnb Rental Income: $2558 Traditional Rental Income: $1838 Airbnb ROI: 4.54% Traditional ROI: 4.16%
223 NW Barstow St Waukesha, WI Charming, updated, and full of potential--this 3-bedroom, 2 full bath Waukesha home offers...	3 beds \| 2 baths \| 1,281 sq.ft.	$230,000	Airbnb cash on cash: 6.38% Traditional cash on cash: 6.26% Airbnb Rental Income: $2558 Traditional Rental Income: $1917 Airbnb ROI: 6.38% Traditional ROI: 6.26%
2222 Norton Ave Waukesha, WI Don't miss out on this completely updated ranch that will take your breath away the minute...	2 beds \| 1 baths \| 1,213 sq.ft.	$335,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 2.18% Airbnb Rental Income: $2050 Traditional Rental Income: $1413 Airbnb ROI: 2.52% Traditional ROI: 2.18%
431 Dunbar Ave Waukesha, WI Great Victorian home located near Carroll University, parks, restaurants and public transp...	4 beds \| 1 baths \| 1,424 sq.ft.	$320,000	Airbnb cash on cash: 5.41% Traditional cash on cash: 2.94% Airbnb Rental Income: $2991 Traditional Rental Income: $1563 Airbnb ROI: 5.41% Traditional ROI: 2.94%
315 Endfield Cir #37 Waukesha, WI This beautiful side x side ranch condo offers all of the conveniences of single family liv...	3 beds \| 3 baths \| 2,115 sq.ft.	$400,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.28% Airbnb Rental Income: $2558 Traditional Rental Income: $2504 Airbnb ROI: 1.78% Traditional ROI: 3.28%
2040 Garland Ave Waukesha, WI Only a transfer makes this wonderful, newly remodeled 3 Bedroom, 1.5-bath ranch available....	3 beds \| 1 baths \| 1,237 sq.ft.	$385,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 1.95% Airbnb Rental Income: $2558 Traditional Rental Income: $1535 Airbnb ROI: 3.07% Traditional ROI: 1.95%
1210 E Broadway Waukesha, WI Charming home bursting with character in Waukesha's Historic District! You will find this...	4 beds \| 2 baths \| 2,429 sq.ft.	$465,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 3.34% Airbnb Rental Income: $2991 Traditional Rental Income: $2423 Airbnb ROI: 3.07% Traditional ROI: 3.34%
103 Debbie Ct Waukesha, WI Tucked into a quiet neighborhood with easy access to I-94, I-43, Hwy 59, and the Waukesha ...	4 beds \| 2 baths \| 2,029 sq.ft.	$395,000	Airbnb cash on cash: 3.9% Traditional cash on cash: 4.97% Airbnb Rental Income: $2991 Traditional Rental Income: $2702 Airbnb ROI: 3.9% Traditional ROI: 4.97%
2101 Oaklawn Ave Waukesha, WI Super cute home for a first home buyer or a great rental opportunity to add to your portfo...	3 beds \| 1 baths \| 1,041 sq.ft.	$278,000	Airbnb cash on cash: 5.11% Traditional cash on cash: 2.46% Airbnb Rental Income: $2558 Traditional Rental Income: $1248 Airbnb ROI: 5.11% Traditional ROI: 2.46%
3622 Applewood Dr Waukesha, WI Buyers had cold feet, and we are back on the market! Fantastic Property! Enter the wide-op...	4 beds \| 4 baths \| 2,504 sq.ft.	$550,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 3.72% Airbnb Rental Income: $2991 Traditional Rental Income: $3234 Airbnb ROI: 1.91% Traditional ROI: 3.72%
1109 Lawndale Ave Waukesha, WI Updated and impeccably cared for 3-bedroom ranch in a desirable Waukesha location! This in...	3 beds \| 1 baths \| 1,596 sq.ft.	$324,900	Airbnb cash on cash: 3.85% Traditional cash on cash: 3.29% Airbnb Rental Income: $2558 Traditional Rental Income: $1771 Airbnb ROI: 3.85% Traditional ROI: 3.29%
1119 Dogwood Ln Waukesha, WI Immaculate 3BR/1.5BA, 1,400+ sq. ft. Ranch in Waukesha's South Park Estates! LVP flooring ...	3 beds \| 2 baths \| 1,492 sq.ft.	$400,000	Airbnb cash on cash: 2.79% Traditional cash on cash: 3.56% Airbnb Rental Income: $2558 Traditional Rental Income: $2233 Airbnb ROI: 2.79% Traditional ROI: 3.56%
1116 E Racine Ave Waukesha, WI Welcome Home! Move-In Ready 3 Bed, 2 Bath Ranch Home with 1,908 Sq. Ft. in a convenient Wa...	3 beds \| 2 baths \| 1,908 sq.ft.	$359,900	Airbnb cash on cash: 3.32% Traditional cash on cash: 4.82% Airbnb Rental Income: $2558 Traditional Rental Income: $2450 Airbnb ROI: 3.32% Traditional ROI: 4.82%
3640 Madison St Waukesha, WI This beautifully finished home offers the best of new construction without the wait, expen...	4 beds \| 3 baths \| 2,403 sq.ft.	$674,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.16% Airbnb Rental Income: $2991 Traditional Rental Income: $3024 Airbnb ROI: 1.01% Traditional ROI: 2.16%
990 S Springdale Rd Waukesha, WI Pride of ownership is evident in this 4/5 bedroom home near all conveniences. Extensive h...	5 beds \| 3 baths \| 4,185 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $3167 Airbnb ROI: N/A Traditional ROI: 3.31%
1434 Big Bend Rd #H Waukesha, WI Why Rent? Clean and ready to move right in! Newer water heater, furnace and central air,...	3 beds \| 1 baths \| 1,176 sq.ft.	$189,500	Airbnb cash on cash: 6.78% Traditional cash on cash: 5.18% Airbnb Rental Income: $2558 Traditional Rental Income: $1656 Airbnb ROI: 6.78% Traditional ROI: 5.18%
2912 N University Dr #204 Waukesha, WI Step into this stylish, light filled Waukesha condo with great architectural details! This...	2 beds \| 2 baths \| 1,445 sq.ft.	$279,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.47% Airbnb Rental Income: $2050 Traditional Rental Income: $2115 Airbnb ROI: 1.21% Traditional ROI: 3.47%
410 Prairie Song Ct Waukesha, WI The newest condominium development in Waukesha is now available! Prairie Song Villas offer...	3 beds \| 3 baths \| 2,731 sq.ft.	$575,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.59% Airbnb Rental Income: $2558 Traditional Rental Income: $2971 Airbnb ROI: -0.32% Traditional ROI: 1.59%
105 Joellen Dr Waukesha, WI Welcome to this wonderfully updated tri-level! Within the past 8 years, updates completed ...	3 beds \| 2 baths \| 1,540 sq.ft.	$365,000	Airbnb cash on cash: 3.3% Traditional cash on cash: 3.31% Airbnb Rental Income: $2558 Traditional Rental Income: $1946 Airbnb ROI: 3.3% Traditional ROI: 3.31%
1128 Lindbergh Ave Waukesha, WI Welcome home to this charming 3-bedroom Cape Cod nestled on a quiet, tree-lined street in ...	3 beds \| 1 baths \| 1,629 sq.ft.	$320,000	Airbnb cash on cash: 4.09% Traditional cash on cash: 2.57% Airbnb Rental Income: $2558 Traditional Rental Income: $1486 Airbnb ROI: 4.09% Traditional ROI: 2.57%
2304 Brookstone Ln Waukesha, WI 3BR/3.5BA, 2,200 + sq. ft., freshly painted Colonial with a finished LL! Soaring 2-Story f...	3 beds \| 3 baths \| 2,223 sq.ft.	$479,900	Airbnb cash on cash: 2% Traditional cash on cash: 3.18% Airbnb Rental Income: $2558 Traditional Rental Income: $2471 Airbnb ROI: 2% Traditional ROI: 3.18%
1809 Coldwater Creek Dr Waukesha, WI This 4-bed, 3.5-bath Craftsman home in Rolling Ridge South, built in 2016, is a blend of s...	4 beds \| 3 baths \| 3,346 sq.ft.	$674,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.38% Airbnb Rental Income: $2991 Traditional Rental Income: $3586 Airbnb ROI: 1.35% Traditional ROI: 3.38%
735 E North St Waukesha, WI Waukesha home revamped and ready for a new owner! Near Fox River, Frame Park and within wa...	3 beds \| 2 baths \| 1,373 sq.ft.	$289,999	Airbnb cash on cash: 4.97% Traditional cash on cash: 5.19% Airbnb Rental Income: $2558 Traditional Rental Income: $2003 Airbnb ROI: 4.97% Traditional ROI: 5.19%
370 S Allen Rd Waukesha, WI Location Location LocationConvenient area close to shops and restaurants yet tucked away i...	3 beds \| 1 baths \| 1,080 sq.ft.	$354,900	Airbnb cash on cash: 3.87% Traditional cash on cash: 2.42% Airbnb Rental Income: $2558 Traditional Rental Income: $1460 Airbnb ROI: 3.87% Traditional ROI: 2.42%
W238S5976 Prairie Wolf Ct Waukesha, WI This executive retreat located in prestigious Coyote Crossing subdivision is convenient to...	4 beds \| 3 baths \| 3,431 sq.ft.	$779,000	Airbnb cash on cash: 1.39% Traditional cash on cash: 3.23% Airbnb Rental Income: $2991 Traditional Rental Income: $3635 Airbnb ROI: 1.39% Traditional ROI: 3.23%
2837 Willard Ln Waukesha, WI Beautiful open concept Ranch! Southern exposure with 2 elevated decks overlooking the Priv...	3 beds \| 2 baths \| 1,582 sq.ft.	$439,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 2.86% Airbnb Rental Income: $2558 Traditional Rental Income: $2231 Airbnb ROI: 2.17% Traditional ROI: 2.86%
3741 Howell Oaks Dr Waukesha, WI Essential living spaces get an upgrade in this home starting with the kitchen, which featu...	4 beds \| 2 baths \| 2,404 sq.ft.	$685,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 2.81% Airbnb Rental Income: $2991 Traditional Rental Income: $2744 Airbnb ROI: 2.13% Traditional ROI: 2.81%

Real Estate investment in Waukesha, WI

There are 469 properties for sale in the city of Waukesha . The median list price in Waukesha is $383,492 and the average price per square foot is $174. In October 2026, the average monthly cash on cash return in Waukesha is 1.00%. The average monthly rental income in Waukesha is $2,144.

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

There are 469 investment properties available for sale in Waukesha.

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

The ROI for Short-Term is higher than the Long-Term in Waukesha with average rental income of $2,558.

Your search for investment property begins and ends here

Investment Property for Sale in Waukesha, WI

420 Richard St

Waukesha, WI

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

$324,900

Airbnb cash on cash: 4.11%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2558

Traditional Rental Income: $1848

Airbnb ROI: 4.11%

Traditional ROI: 3.8%

W257S2719 Genesee Rd

Waukesha, WI

3 beds | 2 baths | 1,208 sq.ft.

$375,000

Airbnb cash on cash: 3.8%

Traditional cash on cash: 4.03%

Airbnb Rental Income: $2558

Traditional Rental Income: $2025

Airbnb ROI: 3.8%

Traditional ROI: 4.03%

2408 Deercrest Ct

Waukesha, WI

3 beds | 3 baths | 3,465 sq.ft.

$579,900

Airbnb cash on cash: 0.24%

Traditional cash on cash: 1.39%

Airbnb Rental Income: $2558

Traditional Rental Income: $2565

Airbnb ROI: 0.24%

Traditional ROI: 1.39%

2301 Linda Ct

Waukesha, WI

3 beds | 2 baths | 2,180 sq.ft.

$469,900

Airbnb cash on cash: 1.92%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2558

Traditional Rental Income: $2133

Airbnb ROI: 1.92%

Traditional ROI: 2.36%

1903 Sunkist Ave

Waukesha, WI

3 beds | 2 baths | 1,584 sq.ft.

$369,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $2558

Traditional Rental Income: $1992

Airbnb ROI: 3.33%

Traditional ROI: 3.47%

2124 Harris-Highland Dr

Waukesha, WI

4 beds | 3 baths | 3,150 sq.ft.

$539,900

Airbnb cash on cash: 2.45%

Traditional cash on cash: 3.21%

Airbnb Rental Income: $2991

Traditional Rental Income: $2686

Airbnb ROI: 2.45%

Traditional ROI: 3.21%

1531 Birch Dr

Waukesha, WI

3 beds | 2 baths | 956 sq.ft.

$339,000

Airbnb cash on cash: 3.77%

Traditional cash on cash: 2.74%

Airbnb Rental Income: $2558

Traditional Rental Income: $1615

Airbnb ROI: 3.77%

Traditional ROI: 2.74%

1444 Big Bend Rd #C

Waukesha, WI

3 beds | 2 baths | 1,176 sq.ft.

$174,900

Airbnb cash on cash: 8.87%

Traditional cash on cash: 8.7%

Airbnb Rental Income: $2558

Traditional Rental Income: $1914

Airbnb ROI: 8.87%