Real Estate Investment Properties for Sale in Greendale, WI

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6009 Oriole Ln Greendale, WI Well-maintained 3-bedroom, 2-bath tri-level home in Greendale's desirable O-Section. Brigh...	3 beds \| 2 baths \| 1,444 sq.ft.	$370,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 3.26% Airbnb Rental Income: $1045 Traditional Rental Income: $2093 Airbnb ROI: -0.8% Traditional ROI: 3.26%
5890 Lakeview Dr Greendale, WI Enjoy all that the Village of Greendale has to offer! Spacious ranch situated on a large c...	3 beds \| 1 baths \| 1,549 sq.ft.	$389,900	Airbnb cash on cash: -0.69% Traditional cash on cash: 2.9% Airbnb Rental Income: $1045 Traditional Rental Income: $1994 Airbnb ROI: -0.69% Traditional ROI: 2.9%
8621 W Midland Dr Greendale, WI 8621 W Midland Dr, Greendale, WI 53129 \| Other	N/A beds \| N/A baths \| N/A	$290,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 1% Airbnb Rental Income: $916 Traditional Rental Income: $1137 Airbnb ROI: -1.06% Traditional ROI: 1%
5826 Sugarbush Ln Greendale, WI One Owner Gem close schools, shopping, restaurants and more! This home is move-in ready an...	3 beds \| 2 baths \| 1,566 sq.ft.	$454,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.75% Airbnb Rental Income: $1045 Traditional Rental Income: $2197 Airbnb ROI: -0.8% Traditional ROI: 2.75%
6057 Thornapple Dr Greendale, WI Rare opportunity to own this 1st time offered / original family-owned ranch in highly soug...	3 beds \| 2 baths \| 1,668 sq.ft.	$350,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 3.96% Airbnb Rental Income: $1045 Traditional Rental Income: $2264 Airbnb ROI: -0.85% Traditional ROI: 3.96%
6909 Darnell Ln Greendale, WI First time available! Loving owners of 66 years have pampered this sensational home. Almos...	3 beds \| 2 baths \| 2,105 sq.ft.	$424,900	Airbnb cash on cash: -0.93% Traditional cash on cash: 3.83% Airbnb Rental Income: $1045 Traditional Rental Income: $2575 Airbnb ROI: -0.93% Traditional ROI: 3.83%
5864 Ramona Dr Greendale, WI COMING SOON.	4 beds \| 2 baths \| 1,986 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.55% Airbnb Rental Income: $null Traditional Rental Income: $2520 Airbnb ROI: N/A Traditional ROI: 4.55%
5400 Mansfield Dr Greendale, WI Beautifully updated 3-bedroom, 2.5-bath home on a desirable corner lot just blocks from hi...	3 beds \| 2 baths \| 1,805 sq.ft.	$375,000	Airbnb cash on cash: -0.71% Traditional cash on cash: 4.9% Airbnb Rental Income: $1045 Traditional Rental Income: $2656 Airbnb ROI: -0.71% Traditional ROI: 4.9%
4748 Sumac Ln Greendale, WI This is the kind of home that makes life easier--stylish, functional, and truly turn-key. ...	4 beds \| 1 baths \| 2,550 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $2651 Airbnb ROI: N/A Traditional ROI: 3.92%
5782 Rustic Ln Greendale, WI Who is ready to move to Greendale? Step inside this turnkey house and immediately feel at ...	4 beds \| 2 baths \| 2,005 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.5% Airbnb Rental Income: $null Traditional Rental Income: $2544 Airbnb ROI: N/A Traditional ROI: 5.5%
5616 Beaver Ct Greendale, WI Welcome home to this charming Greendale gem nestled on a quiet cul-de-sac in the heart of ...	3 beds \| 1 baths \| 1,228 sq.ft.	$265,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.66% Airbnb Rental Income: $1045 Traditional Rental Income: $1653 Airbnb ROI: -0.22% Traditional ROI: 3.66%
5319 Lakeside Dr Greendale, WI 5319 Lakeside Dr, Greendale, WI 53129 \| Single Family Residential	3 beds \| 1 baths \| 1,380 sq.ft.	$340,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 1.34% Airbnb Rental Income: $1045 Traditional Rental Income: $1425 Airbnb ROI: -0.98% Traditional ROI: 1.34%

Real Estate investment in Greendale, WI

There are 12 properties for sale in the city of Greendale . The median list price in Greendale is $372,500 and the average price per square foot is $212. In May 2026, the average monthly cash on cash return in Greendale is 3.00%. The average monthly rental income in Greendale is $2,044.

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

There are 12 investment properties available for sale in Greendale.

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

The ROI for Long-Term is higher than the Short-Term in Greendale with average rental income of $2,044.

Your search for investment property begins and ends here

Investment Property for Sale in Greendale, WI

6009 Oriole Ln

Greendale, WI

3 beds | 2 baths | 1,444 sq.ft.

$370,000

Airbnb cash on cash: -0.8%

Traditional cash on cash: 3.26%

Airbnb Rental Income: $1045

Traditional Rental Income: $2093

Airbnb ROI: -0.8%

Traditional ROI: 3.26%

5890 Lakeview Dr

Greendale, WI

3 beds | 1 baths | 1,549 sq.ft.

$389,900

Airbnb cash on cash: -0.69%

Traditional cash on cash: 2.9%

Airbnb Rental Income: $1045

Traditional Rental Income: $1994

Airbnb ROI: -0.69%

Traditional ROI: 2.9%

8621 W Midland Dr

Greendale, WI

N/A beds | N/A baths | N/A

$290,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: 1%

Airbnb Rental Income: $916

Traditional Rental Income: $1137

Airbnb ROI: -1.06%

Traditional ROI: 1%

5826 Sugarbush Ln

Greendale, WI

3 beds | 2 baths | 1,566 sq.ft.

$454,900

Airbnb cash on cash: -0.8%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $1045

Traditional Rental Income: $2197

Airbnb ROI: -0.8%

Traditional ROI: 2.75%

6057 Thornapple Dr

Greendale, WI

3 beds | 2 baths | 1,668 sq.ft.

$350,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1045

Traditional Rental Income: $2264

Airbnb ROI: -0.85%

Traditional ROI: 3.96%

6909 Darnell Ln

Greendale, WI

3 beds | 2 baths | 2,105 sq.ft.

$424,900

Airbnb cash on cash: -0.93%

Traditional cash on cash: 3.83%

Airbnb Rental Income: $1045

Traditional Rental Income: $2575

Airbnb ROI: -0.93%

Traditional ROI: 3.83%

5864 Ramona Dr

Greendale, WI

4 beds | 2 baths | 1,986 sq.ft.

$334,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2520

Airbnb ROI: N/A

Traditional ROI: 4.55%

5400 Mansfield Dr

Greendale, WI

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

$375,000

Airbnb cash on cash: -0.71%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $1045

Traditional Rental Income: $2656

Airbnb ROI: -0.71%