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
2904 Chancery Ln Waukesha, WI Beautifully updated Waukesha ranch on a spacious half-acre lot just minutes from I-94. Thi...	3 beds \| 2 baths \| 1,500 sq.ft.	$369,900	Airbnb cash on cash: 0.56% Traditional cash on cash: 3.8% Airbnb Rental Income: $1564 Traditional Rental Income: $2236 Airbnb ROI: 0.56% Traditional ROI: 3.8%
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.	$314,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.38% Airbnb Rental Income: $1564 Traditional Rental Income: $1700 Airbnb ROI: 1.4% Traditional ROI: 3.38%
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: 3.59% Traditional cash on cash: 2.93% Airbnb Rental Income: $1467 Traditional Rental Income: $922 Airbnb ROI: 3.59% Traditional ROI: 2.93%
Lt28 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.	$586,690	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 3.8%
Lt14 Viewpoint Ave 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.	$571,390	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.09% Airbnb Rental Income: $1564 Traditional Rental Income: $2495 Airbnb ROI: 0.51% Traditional ROI: 3.09%
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.	$265,000	Airbnb cash on cash: 0.33% Traditional cash on cash: 3.52% Airbnb Rental Income: $1121 Traditional Rental Income: $1543 Airbnb ROI: 0.33% Traditional ROI: 3.52%
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.	$595,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.05% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.05%
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.	$595,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.05% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.05%
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.	$599,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.03% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.03%
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.	$599,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.03% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.17% Traditional ROI: 3.03%
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.	$620,900	Airbnb cash on cash: -0.2% Traditional cash on cash: 2.89% Airbnb Rental Income: $1121 Traditional Rental Income: $2536 Airbnb ROI: -0.2% Traditional ROI: 2.89%
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: -0.83% Traditional cash on cash: 2.6% Airbnb Rental Income: $1121 Traditional Rental Income: $3455 Airbnb ROI: -0.83% Traditional ROI: 2.6%
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: -0.47% Traditional cash on cash: 0.68% Airbnb Rental Income: $1564 Traditional Rental Income: $2448 Airbnb ROI: -0.47% Traditional ROI: 0.68%
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: 0.28% Traditional cash on cash: 3.35% Airbnb Rental Income: $1564 Traditional Rental Income: $3018 Airbnb ROI: 0.28% 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: 1.95% Traditional cash on cash: 3.19% Airbnb Rental Income: $2921 Traditional Rental Income: $3054 Airbnb ROI: 1.95% 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: 2.03% Traditional cash on cash: 3.38% Airbnb Rental Income: $2921 Traditional Rental Income: $3092 Airbnb ROI: 2.03% 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: 0.25% Traditional cash on cash: 2.7% Airbnb Rental Income: $1564 Traditional Rental Income: $2644 Airbnb ROI: 0.25% Traditional ROI: 2.7%
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: 1.08% Traditional cash on cash: 6.83% Airbnb Rental Income: $1564 Traditional Rental Income: $2979 Airbnb ROI: 1.08% Traditional ROI: 6.83%
2912 N University Dr #305 Waukesha, WI Well maintained 3rd floor corner condo where comfort, style and convenience meet. Enjoy ne...	2 beds \| 2 baths \| 1,441 sq.ft.	$273,700	Airbnb cash on cash: 0.26% Traditional cash on cash: 5.33% Airbnb Rental Income: $1121 Traditional Rental Income: $2054 Airbnb ROI: 0.26% Traditional ROI: 5.33%
2312 Judith Ln Waukesha, WI Move right in to this beautiful 4 bed, 2.5 bath colonial! Multiple spaces on the main floo...	4 beds \| 3 baths \| 2,269 sq.ft.	$529,900	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.45% Airbnb Rental Income: $2921 Traditional Rental Income: $2929 Airbnb ROI: 2.07% Traditional ROI: 3.45%
512 E Main St Waukesha, WI This spacious and newly refreshed duplex in the heart of Waukesha offers a fantastic inves...	5 beds \| 2 baths \| N/A	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.42% Airbnb Rental Income: $null Traditional Rental Income: $2660 Airbnb ROI: N/A Traditional ROI: 6.42%
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.	$574,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.33% Airbnb Rental Income: $2921 Traditional Rental Income: $3115 Airbnb ROI: 1.71% Traditional ROI: 3.33%
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%
2708 Fox Hill Dr Waukesha, WI Welcome home to this bright and beautiful open concept custom ranch with exposed lower lev...	3 beds \| 2 baths \| 1,885 sq.ft.	$470,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.21% Airbnb Rental Income: $1564 Traditional Rental Income: $2592 Airbnb ROI: -0.15% Traditional ROI: 3.21%
3041 Minot Ln Waukesha, WI Beautifully designed ranch home in the desirable Merrill Crest subdivision. This spacious ...	4 beds \| 3 baths \| 3,439 sq.ft.	$427,900	Airbnb cash on cash: 2.89% Traditional cash on cash: 4.92% Airbnb Rental Income: $2921 Traditional Rental Income: $3059 Airbnb ROI: 2.89% Traditional ROI: 4.92%
2119 E Broadway - #C Waukesha, WI Welcome home to this spacious Waukesha condo featuring an open concept layout with a kitch...	2 beds \| 2 baths \| 1,574 sq.ft.	$249,900	Airbnb cash on cash: -0.06% Traditional cash on cash: 4.9% Airbnb Rental Income: $1121 Traditional Rental Income: $1915 Airbnb ROI: -0.06% Traditional ROI: 4.9%
3828 White Oak Way 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.	$681,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 2.63% Airbnb Rental Income: $1564 Traditional Rental Income: $2611 Airbnb ROI: 0.28% Traditional ROI: 2.63%
N26w22577 Oakwood Ln Waukesha, WI Spacious 5BR, 3BA RANCH in popular Springdale Estates! Pewaukee Schools...Freshly painted ...	5 beds \| 3 baths \| 2,925 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.77% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 4.77%
1139 White Rock Ave Waukesha, WI Charming and updated bungalow just steps from Frame Park and Downtown Waukesha. This 2-bed...	2 beds \| 2 baths \| 1,167 sq.ft.	$259,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.95% Airbnb Rental Income: $1121 Traditional Rental Income: $1785 Airbnb ROI: 0.71% Traditional ROI: 4.95%
812 Timber Ridge Ct #10 Waukesha, WI Tucked away in a quiet, serene location yet close to it all, this inviting townhouse-style...	2 beds \| 2 baths \| 1,297 sq.ft.	$257,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 5.63% Airbnb Rental Income: $1121 Traditional Rental Income: $2059 Airbnb ROI: 0.21% Traditional ROI: 5.63%
2912 N University Dr #208 Waukesha, WI Welcome to the Bastide! This beautiful south-facing second-floor unit offers gleaming hard...	2 beds \| 2 baths \| 1,453 sq.ft.	$295,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 5.25% Airbnb Rental Income: $1121 Traditional Rental Income: $2165 Airbnb ROI: 0.14% Traditional ROI: 5.25%
3402 Turnberry Oak Dr Waukesha, WI Move-in Ready. Beautifully maintained condo offers the perfect combination of comfort, sty...	2 beds \| 3 baths \| 2,192 sq.ft.	$499,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.35% Airbnb Rental Income: $1121 Traditional Rental Income: $2685 Airbnb ROI: -0.8% Traditional ROI: 3.35%
W258s4785 Red Clover Dr Waukesha, WI Thinking of moving to the village of Waukesha? This home is the perfect place for you! Loc...	3 beds \| 3 baths \| 2,183 sq.ft.	$599,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 3.59% Airbnb Rental Income: $1564 Traditional Rental Income: $2962 Airbnb ROI: 0.29% Traditional ROI: 3.59%
S31w26111 Sunset Dr Waukesha, WI Rare opportunity in the Village of Waukesha--known for its incredibly low taxes! This well...	3 beds \| 1 baths \| 1,232 sq.ft.	$360,000	Airbnb cash on cash: 1.4% Traditional cash on cash: 3.95% Airbnb Rental Income: $1564 Traditional Rental Income: $1976 Airbnb ROI: 1.4% Traditional ROI: 3.95%
3809 White Oak Way Waukesha, WI Are you seeking a spacious floor plan to accommodate your life's needs? Look no further th...	4 beds \| 3 baths \| 2,590 sq.ft.	$745,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 3% Airbnb Rental Income: $2921 Traditional Rental Income: $3087 Airbnb ROI: 1.78% Traditional ROI: 3%
2408 Fox River Pkwy #B Waukesha, WI The versatility of this floor plan is fantastic! There are two separate areas that can ser...	3 beds \| 3 baths \| 1,655 sq.ft.	$299,900	Airbnb cash on cash: 1.31% Traditional cash on cash: 6.52% Airbnb Rental Income: $1564 Traditional Rental Income: $2585 Airbnb ROI: 1.31% Traditional ROI: 6.52%
1400 Summit Ave #1402 Waukesha, WI Move in ready duplex- Lower unit has bonus dining space! Ideal set up to live in main unit...	4 beds \| 2 baths \| N/A	$429,900	Airbnb cash on cash: 3.15% Traditional cash on cash: 4.08% Airbnb Rental Income: $2921 Traditional Rental Income: $2621 Airbnb ROI: 3.15% Traditional ROI: 4.08%
340 Frame Ave Waukesha, WI Location, location, location! quiet residential neighborhood. Very hard to find 4 family w...	N/A beds \| N/A baths \| N/A	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.85% Airbnb Rental Income: $null Traditional Rental Income: $1456 Airbnb ROI: N/A Traditional ROI: 0.85%
317 Delafield St Waukesha, WI *Motivated Seller!* Beautiful Cape Cod steeped in the charm and elegance of colonial N...	4 beds \| 2 baths \| 1,383 sq.ft.	$354,900	Airbnb cash on cash: 4.58% Traditional cash on cash: 4.67% Airbnb Rental Income: $2921 Traditional Rental Income: $2275 Airbnb ROI: 4.58% Traditional ROI: 4.67%
1021 Aurora St Waukesha, WI Being sold as-is, this spacious 4 bedroom home has many updates already done. The interior...	4 beds \| 1 baths \| 1,607 sq.ft.	$209,900	Airbnb cash on cash: 8.42% Traditional cash on cash: 6.15% Airbnb Rental Income: $2921 Traditional Rental Income: $1793 Airbnb ROI: 8.42% Traditional ROI: 6.15%

Real Estate investment in Waukesha, WI

There are 64 properties for sale in the city of Waukesha . The median list price in Waukesha is $434,950 and the average price per square foot is $226. In December 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 64 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

2904 Chancery Ln

Waukesha, WI

3 beds | 2 baths | 1,500 sq.ft.

$369,900

Airbnb cash on cash: 0.56%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1564

Traditional Rental Income: $2236

Airbnb ROI: 0.56%

Traditional ROI: 3.8%

401 S Grand Ave

Waukesha, WI

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

$314,900

Airbnb cash on cash: 1.4%

Traditional cash on cash: 3.38%

Airbnb Rental Income: $1564

Traditional Rental Income: $1700

Airbnb ROI: 1.4%

Traditional ROI: 3.38%

608 N Grandview Boulevard

Waukesha, WI

1 beds | 1 baths | 500 sq.ft.

$179,000

Airbnb cash on cash: 3.59%

Traditional cash on cash: 2.93%

Airbnb Rental Income: $1467

Traditional Rental Income: $922

Airbnb ROI: 3.59%

Traditional ROI: 2.93%

Lt28 White Oak Way

Waukesha, WI

5 beds | 3 baths | 2,200 sq.ft.

$586,690

Airbnb cash on cash: N/A

Traditional cash on cash: 3.8%

Airbnb Rental Income: $null

Traditional Rental Income: $2946

Airbnb ROI: N/A

Traditional ROI: 3.8%

Lt14 Viewpoint Ave

Waukesha, WI

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

$571,390

Airbnb cash on cash: 0.51%

Traditional cash on cash: 3.09%

Airbnb Rental Income: $1564

Traditional Rental Income: $2495

Airbnb ROI: 0.51%

Traditional ROI: 3.09%

1825 E Racine Ave #5

Waukesha, WI

2 beds | 2 baths | 1,331 sq.ft.

$265,000

Airbnb cash on cash: 0.33%

Traditional cash on cash: 3.52%

Airbnb Rental Income: $1121

Traditional Rental Income: $1543

Airbnb ROI: 0.33%

Traditional ROI: 3.52%

2127 Bluestem Dr #0101

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$595,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%

Traditional ROI: 3.05%

2125 Bluestem Dr #0102

Waukesha, WI

2 beds | 2 baths | 1,600 sq.ft.

$595,900

Airbnb cash on cash: -0.17%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1121

Traditional Rental Income: $2536

Airbnb ROI: -0.17%