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
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.	$159,000	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%
515 Wynnewood Ct Waukesha, WI Fantastic Executive Ranch with manicured landscape! Over 3800 sqft of custom design and fi...	3 beds \| 4 baths \| 3,819 sq.ft.	$659,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.78% Airbnb Rental Income: $1564 Traditional Rental Income: $3262 Airbnb ROI: -0.66% Traditional ROI: 2.78%
W224n2507 Ridgewood Ln Waukesha, WI Completely updated 2 Story with one of the largest Lots in the Neighborhood! Open floor pl...	3 beds \| 2 baths \| 2,132 sq.ft.	$524,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 3.18% Airbnb Rental Income: $1564 Traditional Rental Income: $2475 Airbnb ROI: 0.41% Traditional ROI: 3.18%
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.	$593,690	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $2946 Airbnb ROI: N/A Traditional ROI: 3.76%
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 \| 1,851 sq.ft.	$591,390	Airbnb cash on cash: 0.5% Traditional cash on cash: 3.06% Airbnb Rental Income: $1564 Traditional Rental Income: $2495 Airbnb ROI: 0.5% Traditional ROI: 3.06%
2412 Fox River Pkwy #L Waukesha, WI Sellers offer this large 3 BR, 2.5 bath condo in Fox River Condos near the Fox River Coun...	3 beds \| 3 baths \| 1,655 sq.ft.	$310,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 4.65% Airbnb Rental Income: $1564 Traditional Rental Income: $2127 Airbnb ROI: 1.18% Traditional ROI: 4.65%
3817 White Oak Way Waukesha, WI Now Completed! The Bristol's impressive two-story gathering room makes an immediate impact...	3 beds \| 3 baths \| 2,216 sq.ft.	$722,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 3.29% Airbnb Rental Income: $1564 Traditional Rental Income: $3018 Airbnb ROI: 0.26% Traditional ROI: 3.29%
805 Viewpoint Ave Waukesha, WI Completed! The Skylar, Plan 2210 makes the most of everyday living spaces. This 2-story ho...	4 beds \| 3 baths \| 2,210 sq.ft.	$748,900	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.22% Airbnb Rental Income: $2921 Traditional Rental Income: $3054 Airbnb ROI: 1.99% Traditional ROI: 3.22%
801 Viewpoint Dr Waukesha, WI Now Completed! This unique living space includes everything that a family needs - a kitche...	4 beds \| 3 baths \| 2,350 sq.ft.	$723,900	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 Now Completed! This split-bedroom ranch home provides ample elbow room due to its open nat...	3 beds \| 2 baths \| 1,809 sq.ft.	$719,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 2.74% Airbnb Rental Income: $1564 Traditional Rental Income: $2644 Airbnb ROI: 0.3% Traditional ROI: 2.74%
512 E Main St Waukesha, WI Large Duplex in the heart of Waukesha presents a strong investment opportunity with immedi...	5 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.15% Airbnb Rental Income: $null Traditional Rental Income: $2660 Airbnb ROI: N/A Traditional ROI: 7.15%
3828 White Oak Way 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: 0.31% Traditional cash on cash: 2.67% Airbnb Rental Income: $1564 Traditional Rental Income: $2611 Airbnb ROI: 0.31% Traditional ROI: 2.67%
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.	$790,900	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%
114 Retzer View Ct Waukesha, WI This is an ideal home for the family that needs both communal and private spaces. The firs...	4 beds \| 1 baths \| 2,428 sq.ft.	$790,900	Airbnb cash on cash: 1.81% Traditional cash on cash: 1.62% Airbnb Rental Income: $2921 Traditional Rental Income: $2115 Airbnb ROI: 1.81% Traditional ROI: 1.62%
110 Retzer View Ct Waukesha, WI This open-concept, split bedroom home features a centrally located kitchen with an abundan...	3 beds \| 1 baths \| 2,043 sq.ft.	$767,900	Airbnb cash on cash: 0.24% Traditional cash on cash: 1.62% Airbnb Rental Income: $1564 Traditional Rental Income: $2042 Airbnb ROI: 0.24% Traditional ROI: 1.62%
1542 Whiterock Ave #1544 Waukesha, WI Fantastic investment opportunity in a desirable Waukesha neighborhood! This well-maintaine...	6 beds \| 4 baths \| N/A	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.95% Airbnb Rental Income: $null Traditional Rental Income: $3807 Airbnb ROI: N/A Traditional ROI: 6.95%
S30w29839 Sunset Dr Waukesha, WI Rare opportunity to own a 3-bedroom, 2-bath home on 4 acres with multiple outbuildings, in...	3 beds \| 2 baths \| 1,472 sq.ft.	$500,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.36% Airbnb Rental Income: $1564 Traditional Rental Income: $2394 Airbnb ROI: 0.62% Traditional ROI: 3.36%
3804 Oakmont Trl Waukesha, WI This 2-story home has plenty of everyday living space with the kitchen, morning room and g...	4 beds \| 3 baths \| 2,431 sq.ft.	$778,900	Airbnb cash on cash: 1.88% Traditional cash on cash: 3% Airbnb Rental Income: $2921 Traditional Rental Income: $3010 Airbnb ROI: 1.88% Traditional ROI: 3%
3716 Oakmont Trl Waukesha, WI Essential living spaces get an upgrade in this home starting with the kitchen, which featu...	4 beds \| 3 baths \| 2,404 sq.ft.	$768,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 2.97% Airbnb Rental Income: $2921 Traditional Rental Income: $2964 Airbnb ROI: 1.9% Traditional ROI: 2.97%
S53W26764 Gemstone Ct Waukesha, WI S53W26764 Gemstone Ct, Waukesha, WI 53189 \| Single Family Residential	6 beds \| 3 baths \| 4,393 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.36% Airbnb Rental Income: $null Traditional Rental Income: $3096 Airbnb ROI: N/A Traditional ROI: -0.36%
The Kennedy Plan Waukesha, WI The Kennedy Plan, Waukesha, WI 53188 \| Single Family Residential	3 beds \| 2 baths \| 1,806 sq.ft.	$500,100	Airbnb cash on cash: -0.65% Traditional cash on cash: 0.9% Airbnb Rental Income: $1564 Traditional Rental Income: $1841 Airbnb ROI: -0.65% Traditional ROI: 0.9%
S76W25745 Prairieside Dr Waukesha, WI S76W25745 Prairieside Dr, Waukesha, WI 53189 \| Single Family Residential	4 beds \| 4 baths \| 5,581 sq.ft.	$1,275,000	Airbnb cash on cash: -1.12% Traditional cash on cash: -0.33% Airbnb Rental Income: $2921 Traditional Rental Income: $3228 Airbnb ROI: -1.12% Traditional ROI: -0.33%
The Jade Plan Waukesha, WI The Jade Plan, Waukesha, WI 53188 \| Single Family Residential	3 beds \| 2 baths \| 1,520 sq.ft.	$455,700	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.97% Airbnb Rental Income: $1564 Traditional Rental Income: $1717 Airbnb ROI: -0.44% Traditional ROI: 0.97%
The Bryant II Plan Waukesha, WI The Bryant II Plan, Waukesha, WI 53188 \| Single Family Residential	4 beds \| 2 baths \| 2,876 sq.ft.	$680,600	Airbnb cash on cash: 0.55% Traditional cash on cash: 0.39% Airbnb Rental Income: $2921 Traditional Rental Income: $2144 Airbnb ROI: 0.55% Traditional ROI: 0.39%
The Bryant I Plan Waukesha, WI The Bryant I Plan, Waukesha, WI 53188 \| Single Family Residential	4 beds \| 2 baths \| 2,406 sq.ft.	$620,300	Airbnb cash on cash: 0.88% Traditional cash on cash: 0.49% Airbnb Rental Income: $2921 Traditional Rental Income: $2016 Airbnb ROI: 0.88% Traditional ROI: 0.49%
The Carmichael Plan Waukesha, WI The Carmichael Plan, Waukesha, WI 53188 \| Single Family Residential	4 beds \| 2 baths \| 2,616 sq.ft.	$642,300	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.44% Airbnb Rental Income: $2921 Traditional Rental Income: $2056 Airbnb ROI: 0.75% Traditional ROI: 0.44%
The Hudson Plan Waukesha, WI The Hudson Plan, Waukesha, WI 53188 \| Single Family Residential	4 beds \| 2 baths \| 2,172 sq.ft.	$589,800	Airbnb cash on cash: 1.07% Traditional cash on cash: 0.63% Airbnb Rental Income: $2921 Traditional Rental Income: $2000 Airbnb ROI: 1.07% Traditional ROI: 0.63%
The Olive Plan Waukesha, WI	4 beds \| 3 baths \| 3,832 sq.ft.	$978,500	Airbnb cash on cash: -0.48% Traditional cash on cash: 0.01% Airbnb Rental Income: $2921 Traditional Rental Income: $2691 Airbnb ROI: -0.48% Traditional ROI: 0.01%
The Francesca, Plan 2428 Plan Waukesha, WI	4 beds \| 2 baths \| 2,428 sq.ft.	$615,290	Airbnb cash on cash: 0.35% Traditional cash on cash: 0% Airbnb Rental Income: $2921 Traditional Rental Income: $2042 Airbnb ROI: 0.35% Traditional ROI: 0%
The Bryant I Plan Waukesha, WI	4 beds \| 2 baths \| 2,406 sq.ft.	$638,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 0.7% Airbnb Rental Income: $2921 Traditional Rental Income: $2196 Airbnb ROI: 0.78% Traditional ROI: 0.7%
S54W25451 Pebble Brook Ct Waukesha, WI S54W25451 Pebble Brook Ct, Waukesha, WI 53189 \| Other	N/A beds \| N/A baths \| N/A	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.18% Airbnb Rental Income: $null Traditional Rental Income: $721 Airbnb ROI: N/A Traditional ROI: 1.18%
Lt1 Corporate Dr Waukesha, WI Lt1 Corporate Dr, Waukesha, WI 53189 \| Other	N/A beds \| N/A baths \| N/A	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: -1.67% Airbnb Rental Income: $null Traditional Rental Income: $716 Airbnb ROI: N/A Traditional ROI: -1.67%
W275S3617 Payne Stewart Ct Waukesha, WI W275S3617 Payne Stewart Ct, Waukesha, WI 53189 \| Other	N/A beds \| N/A baths \| N/A	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.73% Airbnb Rental Income: $null Traditional Rental Income: $716 Airbnb ROI: N/A Traditional ROI: -0.73%
LtD46 White Deer Trl Waukesha, WI LtD46 White Deer Trl, Waukesha, WI 53189 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.91% Airbnb Rental Income: $null Traditional Rental Income: $722 Airbnb ROI: N/A Traditional ROI: 0.91%
Lt13 Viewpoint Ave Waukesha, WI Lt13 Viewpoint Ave, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.32% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.32%
Lot 113 Shade Tree Ct Waukesha, WI Lot 113 Shade Tree Ct, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$129,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.1% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.1%
Lt40 Vista Ave Waukesha, WI Lt40 Vista Ave, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.47% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.47%
Lt32 White Oak Way Waukesha, WI Lt32 White Oak Way, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.53%
Lt35 White Oak Way Waukesha, WI Lt35 White Oak Way, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.53% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.53%
Lt11 Viewpoint Ave Waukesha, WI Lt11 Viewpoint Ave, Waukesha, WI 53188 \| Other	N/A beds \| N/A baths \| N/A	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.39% Airbnb Rental Income: $null Traditional Rental Income: $500 Airbnb ROI: N/A Traditional ROI: -0.39%

Real Estate investment in Waukesha, WI

There are 110 properties for sale in the city of Waukesha . The median list price in Waukesha is $404,900 and the average price per square foot is $194. In March 2026, the average monthly cash on cash return in Waukesha is 2.00%. The average monthly rental income in Waukesha is $2,104.

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

There are 110 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 $1,564.

Your search for investment property begins and ends here

Investment Property for Sale in Waukesha, WI

608 N Grandview Boulevard

Waukesha, WI

1 beds | 1 baths | 500 sq.ft.

$159,000

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%

515 Wynnewood Ct

Waukesha, WI

3 beds | 4 baths | 3,819 sq.ft.

$659,900

Airbnb cash on cash: -0.66%

Traditional cash on cash: 2.78%

Airbnb Rental Income: $1564

Traditional Rental Income: $3262

Airbnb ROI: -0.66%

Traditional ROI: 2.78%

W224n2507 Ridgewood Ln

Waukesha, WI

3 beds | 2 baths | 2,132 sq.ft.

$524,900

Airbnb cash on cash: 0.41%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $1564

Traditional Rental Income: $2475

Airbnb ROI: 0.41%

Traditional ROI: 3.18%

Lt28 White Oak Way

Waukesha, WI

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

$593,690

Airbnb cash on cash: N/A

Traditional cash on cash: 3.76%

Airbnb Rental Income: $null

Traditional Rental Income: $2946

Airbnb ROI: N/A

Traditional ROI: 3.76%

Lt14 Viewpoint Ave

Waukesha, WI

3 beds | 2 baths | 1,851 sq.ft.

$591,390

Airbnb cash on cash: 0.5%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1564

Traditional Rental Income: $2495

Airbnb ROI: 0.5%

Traditional ROI: 3.06%

2412 Fox River Pkwy #L

Waukesha, WI

3 beds | 3 baths | 1,655 sq.ft.

$310,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 4.65%

Airbnb Rental Income: $1564

Traditional Rental Income: $2127

Airbnb ROI: 1.18%

Traditional ROI: 4.65%

3817 White Oak Way

Waukesha, WI

3 beds | 3 baths | 2,216 sq.ft.

$722,900

Airbnb cash on cash: 0.26%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1564

Traditional Rental Income: $3018

Airbnb ROI: 0.26%

Traditional ROI: 3.29%

805 Viewpoint Ave

Waukesha, WI

4 beds | 3 baths | 2,210 sq.ft.

$748,900

Airbnb cash on cash: 1.99%

Traditional cash on cash: 3.22%

Airbnb Rental Income: $2921

Traditional Rental Income: $3054

Airbnb ROI: 1.99%