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
401 S Grand Ave Waukesha, WI Charming 3-bedroom, 1-bath home with a perfect mix of old-world character and modern updat...	3 beds \| 1 baths \| 1,621 sq.ft.	$319,900	Airbnb cash on cash: 2.57% Traditional cash on cash: 3.31% Airbnb Rental Income: $2000 Traditional Rental Income: $1700 Airbnb ROI: 2.57% Traditional ROI: 3.31%
511 N Washington Ave Waukesha, WI Welcome to this charming Cape Cod in the heart of Waukesha. This 3 Bedroom 2 bath home is ...	3 beds \| 2 baths \| 1,404 sq.ft.	$299,900	Airbnb cash on cash: 2.62% Traditional cash on cash: 4.67% Airbnb Rental Income: $2000 Traditional Rental Income: $2058 Airbnb ROI: 2.62% Traditional ROI: 4.67%
608 N Grandview Boulevard Waukesha, WI Whimsical and unique, this 1930s tiny home has been beautifully renovated to offer modern ...	1 beds \| 1 baths \| 500 sq.ft.	$179,000	Airbnb cash on cash: 4.19% Traditional cash on cash: 2.93% Airbnb Rental Income: $1591 Traditional Rental Income: $922 Airbnb ROI: 4.19% Traditional ROI: 2.93%
1614 Legend Hill Ln Waukesha, WI Beautifully updated 4-bedroom, 3.5-bath Colonial that perfectly blends classic charm with ...	4 beds \| 4 baths \| 3,153 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $3866 Airbnb ROI: N/A Traditional ROI: 4.61%
926 E Broadway - Waukesha, WI This gorgeous home is stunning from top to bottom and ready to impress from the moment you...	3 beds \| 3 baths \| 1,700 sq.ft.	$399,000	Airbnb cash on cash: 1.74% Traditional cash on cash: 4.5% Airbnb Rental Income: $2000 Traditional Rental Income: $2508 Airbnb ROI: 1.74% Traditional ROI: 4.5%
2207 Norwood Dr Waukesha, WI Spacious 4 Bedroom 2 Bathroom Home Conveniently Located just blocks away from Lowell Park ...	4 beds \| 2 baths \| 1,703 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.82% Airbnb Rental Income: $null Traditional Rental Income: $2406 Airbnb ROI: N/A Traditional ROI: 4.82%
W249s6145 Deerfield Cir Waukesha, WI Tucked away on just under 2 acres of stunning, private wooded land, this home offers a rar...	4 beds \| 3 baths \| 3,079 sq.ft.	$714,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.99% Airbnb Rental Income: $null Traditional Rental Income: $3205 Airbnb ROI: N/A Traditional ROI: 2.99%
1424 White Deer Trail Waukesha, WI A masterpiece is design, light and space, this magnificent home combines the exquisite com...	4 beds \| 4 baths \| 3,500 sq.ft.	$925,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.19% Airbnb Rental Income: $null Traditional Rental Income: $3947 Airbnb ROI: N/A Traditional ROI: 2.19%
2824 Burton Dr Waukesha, WI Beautiful, Inviting 4-bedroom, 2.5-bath home with vaulted ceilings and a spacious, functio...	4 beds \| 3 baths \| 2,486 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.68% Airbnb Rental Income: $null Traditional Rental Income: $2503 Airbnb ROI: N/A Traditional ROI: 2.68%
Lt27 White Oak Way Waukesha, WI This home is a representation of the starting price to build in Skyline for the home, lot,...	5 beds \| 3 baths \| 2,200 sq.ft.	$581,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.84% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 3.84%
Lt26 White Oak Way Waukesha, WI This home is a representation of the starting price to build in Skyline for the home, lot,...	3 beds \| 2 baths \| 1,805 sq.ft.	$566,390	Airbnb cash on cash: 1.21% Traditional cash on cash: 3.13% Airbnb Rental Income: $2000 Traditional Rental Income: $2495 Airbnb ROI: 1.21% Traditional ROI: 3.13%
1825 E Racine Ave #5 Waukesha, WI Welcome Home to this inviting 2-bedroom, 2-bath end unit, filled with natural light and an...	2 beds \| 2 baths \| 1,331 sq.ft.	$295,500	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.07% Airbnb Rental Income: $1192 Traditional Rental Income: $1543 Airbnb ROI: 0.42% Traditional ROI: 3.07%
3645 Olde Howell Rd Waukesha, WI Like-new custom ranch built in 2022 by David & Goliath Builders with over $80K in updates ...	5 beds \| 4 baths \| 3,060 sq.ft.	$759,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.99% Airbnb Rental Income: $null Traditional Rental Income: $3678 Airbnb ROI: N/A Traditional ROI: 2.99%
713 Panorama Dr Waukesha, WI Generously sized and simplified everyday living spaces are at the heart of this open-conce...	3 beds \| 2 baths \| 1,805 sq.ft.	$698,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.31% Airbnb Rental Income: $2000 Traditional Rental Income: $2495 Airbnb ROI: 0.75% Traditional ROI: 2.31%
2127 Bluestem Dr #0101 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$611,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.95% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.08% Traditional ROI: 2.95%
2125 Bluestem Dr #0102 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$611,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 2.95% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.08% Traditional ROI: 2.95%
2119 Bluestem Dr #0201 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$615,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.92% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.09% Traditional ROI: 2.92%
2117 Bluestem Dr #0202 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$615,900	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.92% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.09% Traditional ROI: 2.92%
2106 Bluestem Dr #1301 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$636,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.79% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.12% Traditional ROI: 2.79%
2108 Bluestem Dr #1302 Waukesha, WI Located less than 5 minutes off I-94 this condominium is MOVE-IN-READY. This ranch style c...	2 beds \| 2 baths \| 1,600 sq.ft.	$636,900	Airbnb cash on cash: -0.12% Traditional cash on cash: 2.79% Airbnb Rental Income: $1192 Traditional Rental Income: $2536 Airbnb ROI: -0.12% Traditional ROI: 2.79%
N19w22081 Fox View Ct #2B Waukesha, WI Location, Location, Location! Enjoy the peaceful wooded area surrounding this end unit. J...	2 beds \| 4 baths \| 4,329 sq.ft.	$849,900	Airbnb cash on cash: -0.75% Traditional cash on cash: 2.6% Airbnb Rental Income: $1192 Traditional Rental Income: $3455 Airbnb ROI: -0.75% Traditional ROI: 2.6%
S51w29202 Ridgefield Rd Waukesha, WI Custom designed and built by Hickory Hill Homes! 230 feet of frontage on Saylesville Pond!...	4 beds \| 5 baths \| 4,917 sq.ft.	$1,399,500	Airbnb cash on cash: N/A Traditional cash on cash: 2.44% Airbnb Rental Income: $null Traditional Rental Income: $5366 Airbnb ROI: N/A Traditional ROI: 2.44%
S64w22000 National Ave Waukesha, WI Incredible opportunity in the Village of Vernon--14.75 acres of versatile land currently u...	3 beds \| 2 baths \| 1,600 sq.ft.	$1,250,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 0.68% Airbnb Rental Income: $2000 Traditional Rental Income: $2448 Airbnb ROI: -0.16% Traditional ROI: 0.68%
407 Century Oak Dr Waukesha, WI NEW LVP across entire first floor! One-owner 3 bedroom, 2.5 bath townhome-style condo, on ...	3 beds \| 3 baths \| 1,648 sq.ft.	$399,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 3.85% Airbnb Rental Income: $2000 Traditional Rental Income: $2488 Airbnb ROI: 1.16% Traditional ROI: 3.85%
314 Coolidge Ave Waukesha, WI Tenant lease ends January 1, 2026. Current rent is $1,500. Pride of ownership is evident t...	3 beds \| 2 baths \| 1,363 sq.ft.	$335,900	Airbnb cash on cash: 2.45% Traditional cash on cash: 4.26% Airbnb Rental Income: $2000 Traditional Rental Income: $2050 Airbnb ROI: 2.45% Traditional ROI: 4.26%
3817 White Oak Way Waukesha, WI The Bristol's impressive two-story gathering room makes an immediate impact as you enter t...	3 beds \| 3 baths \| 2,216 sq.ft.	$663,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.35% Airbnb Rental Income: $2000 Traditional Rental Income: $3018 Airbnb ROI: 0.87% Traditional ROI: 3.35%
805 Viewpoint Ave Waukesha, WI The Skylar, Plan 2210 makes the most of everyday living spaces. This 2-story home includes...	4 beds \| 3 baths \| 2,210 sq.ft.	$702,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.19% Airbnb Rental Income: $null Traditional Rental Income: $3054 Airbnb ROI: N/A Traditional ROI: 3.19%
801 Viewpoint Dr Waukesha, WI This unique living space includes everything that a family needs - a kitchen with plenty o...	4 beds \| 3 baths \| 2,350 sq.ft.	$671,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $3092 Airbnb ROI: N/A Traditional ROI: 3.38%
804 Viewpoint Ave Waukesha, WI This split-bedroom ranch home provides ample elbow room due to its open nature. The oversi...	3 beds \| 2 baths \| 1,809 sq.ft.	$670,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.7% Airbnb Rental Income: $2000 Traditional Rental Income: $2644 Airbnb ROI: 0.84% Traditional ROI: 2.7%
1981 Foxcroft Ln Waukesha, WI Spacious & well-built 4BR/3.5BA Colonial in sought-after Deer Path on 1/3 acre! Flex den/o...	4 beds \| 4 baths \| 3,240 sq.ft.	$609,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.31% Airbnb Rental Income: $null Traditional Rental Income: $3760 Airbnb ROI: N/A Traditional ROI: 4.31%
1210 Woodbury Cmn #C Waukesha, WI Welcome home! Tucked at the end of a quiet dead-end, this private first-floor condo offers...	3 beds \| 3 baths \| 2,200 sq.ft.	$345,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 6.83% Airbnb Rental Income: $2000 Traditional Rental Income: $2979 Airbnb ROI: 2.2% Traditional ROI: 6.83%
2912 N University Dr #305 Waukesha, WI Do you desire home ownership minus the yard work and stairs? Here it is.This 2-bed, 2-bath...	2 beds \| 2 baths \| 1,441 sq.ft.	$278,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 5.23% Airbnb Rental Income: $1192 Traditional Rental Income: $2054 Airbnb ROI: 0.46% Traditional ROI: 5.23%
2844 Fox Lake Cir #101 Waukesha, WI Beautiful 2bed 2bath 1st floor condo in Waukesha! Built in 2022 by Kings Way, you'll love ...	2 beds \| 2 baths \| 1,632 sq.ft.	$439,999	Airbnb cash on cash: -0.66% Traditional cash on cash: 3.75% Airbnb Rental Income: $1192 Traditional Rental Income: $2620 Airbnb ROI: -0.66% Traditional ROI: 3.75%
2312 Judith Ln Waukesha, WI Move right in to this beautiful 4 bed, 2.5 bath colonial in Waukesha! Multiple spaces on t...	4 beds \| 3 baths \| 2,269 sq.ft.	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2929 Airbnb ROI: N/A Traditional ROI: 3.29%
2217 Deer Path Waukesha, WI Tucked away on a quiet cul-de-sac in a desirable family-friendly Waukesha neighborhood, th...	4 beds \| 4 baths \| 3,341 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $3115 Airbnb ROI: N/A Traditional ROI: 3.22%
2735 Coventry Ln Waukesha, WI Welcome to this 3 bed, 2.5 bath Waukesha home on a .32 acre lot near schools! Enjoy peace ...	3 beds \| 3 baths \| 2,151 sq.ft.	$414,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.64% Airbnb Rental Income: $2000 Traditional Rental Income: $2780 Airbnb ROI: 1.29% Traditional ROI: 4.64%
2700 Wyngate Way Waukesha, WI Experience unparalleled flexibility and space in this beautiful SW Waukesha home, offering...	5 beds \| 4 baths \| 3,465 sq.ft.	$589,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $3849 Airbnb ROI: N/A Traditional ROI: 4.47%
1901 Wall St Waukesha, WI Move right in to this Charming and Updated ranch home in Waukesha. This beautifully mainta...	2 beds \| 1 baths \| 920 sq.ft.	$260,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.36% Airbnb Rental Income: $1192 Traditional Rental Income: $1414 Airbnb ROI: 0.88% Traditional ROI: 3.36%
2112 Woodburn Rd #E Waukesha, WI End unit offers privacy with prime location! Easy access to Pewaukee, shops, parks, and I-...	2 beds \| 2 baths \| 1,240 sq.ft.	$259,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 5.22% Airbnb Rental Income: $1192 Traditional Rental Income: $1917 Airbnb ROI: 0.69% Traditional ROI: 5.22%
331 Jasper Ln Waukesha, WI First time on the market in 67 years, this charming 3 bedroom home is tucked away in the h...	3 beds \| 1 baths \| 1,360 sq.ft.	$329,900	Airbnb cash on cash: 2.18% Traditional cash on cash: 2.67% Airbnb Rental Income: $2000 Traditional Rental Income: $1629 Airbnb ROI: 2.18% Traditional ROI: 2.67%

Real Estate investment in Waukesha, WI

There are 78 properties for sale in the city of Waukesha . The median list price in Waukesha is $455,000 and the average price per square foot is $220. In November 2025, the average monthly cash on cash return in Waukesha is 4.00%. The average monthly rental income in Waukesha is $2,536.

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

There are 78 investment properties available for sale in Waukesha.

In 2025, the best neighborhood to buy investment property is Waukesha.

The ROI for Long-Term is higher than the Short-Term in Waukesha with average rental income of $2,536.

Your search for investment property begins and ends here

Investment Property for Sale in Waukesha, WI

401 S Grand Ave

Waukesha, WI

3 beds | 1 baths | 1,621 sq.ft.

$319,900

Airbnb cash on cash: 2.57%

Traditional cash on cash: 3.31%

Airbnb Rental Income: $2000

Traditional Rental Income: $1700

Airbnb ROI: 2.57%

Traditional ROI: 3.31%

511 N Washington Ave

Waukesha, WI

3 beds | 2 baths | 1,404 sq.ft.

$299,900

Airbnb cash on cash: 2.62%

Traditional cash on cash: 4.67%

Airbnb Rental Income: $2000

Traditional Rental Income: $2058

Airbnb ROI: 2.62%

Traditional ROI: 4.67%

608 N Grandview Boulevard

Waukesha, WI

1 beds | 1 baths | 500 sq.ft.

$179,000

Airbnb cash on cash: 4.19%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $1591

Traditional Rental Income: $922

Airbnb ROI: 4.19%

Traditional ROI: 2.93%

1614 Legend Hill Ln

Waukesha, WI

4 beds | 4 baths | 3,153 sq.ft.

$589,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.61%

Airbnb Rental Income: $null

Traditional Rental Income: $3866

Airbnb ROI: N/A

Traditional ROI: 4.61%

926 E Broadway -

Waukesha, WI

3 beds | 3 baths | 1,700 sq.ft.

$399,000

Airbnb cash on cash: 1.74%

Traditional cash on cash: 4.5%

Airbnb Rental Income: $2000

Traditional Rental Income: $2508

Airbnb ROI: 1.74%

Traditional ROI: 4.5%

2207 Norwood Dr

Waukesha, WI

4 beds | 2 baths | 1,703 sq.ft.

$334,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2406

Airbnb ROI: N/A

Traditional ROI: 4.82%

W249s6145 Deerfield Cir

Waukesha, WI

4 beds | 3 baths | 3,079 sq.ft.

$714,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.99%

Airbnb Rental Income: $null

Traditional Rental Income: $3205

Airbnb ROI: N/A

Traditional ROI: 2.99%

1424 White Deer Trail

Waukesha, WI

4 beds | 4 baths | 3,500 sq.ft.

$925,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.19%

Airbnb Rental Income: $null

Traditional Rental Income: $3947

Airbnb ROI: N/A