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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5989 Sugarbush Ln Greendale, WI Fantastic Brick & Sided 3BR Greendale (not your typical bi-level) 3BR, 2.5 car att garage...	4 beds \| 2 baths \| 1,806 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $2195 Airbnb ROI: N/A Traditional ROI: 3.13%
5576 Angle Ln Greendale, WI Great small town feel, and within walking distance to shops, restaurants, and boutiques. ...	3 beds \| 1 baths \| 1,205 sq.ft.	$345,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.38% Airbnb Rental Income: $1232 Traditional Rental Income: $1506 Airbnb ROI: 0.32% Traditional ROI: 2.38%
6260 W College Ave Greendale, WI Fully Renovated Pet Friendly Village of Greendale townhouse condo offering modern updates ...	2 beds \| 1 baths \| 1,532 sq.ft.	$259,900	Airbnb cash on cash: -1.43% Traditional cash on cash: 5.1% Airbnb Rental Income: $929 Traditional Rental Income: $2188 Airbnb ROI: -1.43% Traditional ROI: 5.1%
4748 Sumac Ln Greendale, WI This is the kind of home that makes life easier--stylish, functional, and truly turn-key. ...	4 beds \| 2 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%
5544 Oakwood St Greendale, WI This inviting 3-bed, 1.5-bath ranch home sits in the heart of Greendale, one of the area's...	3 beds \| 2 baths \| 1,236 sq.ft.	$359,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.32% Airbnb Rental Income: $1232 Traditional Rental Income: $2012 Airbnb ROI: -0.16% Traditional ROI: 3.32%
6085 Trail Ridge Dr Greendale, WI Exceptionally maintained Greendale home with just over 2,000 sq ft of living space, extens...	4 beds \| 2 baths \| 2,160 sq.ft.	$419,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $2596 Airbnb ROI: N/A Traditional ROI: 4.1%
5249 Lakeside Dr Greendale, WI Pride of ownership is evident in this meticulously maintained home nestled on a quiet stre...	3 beds \| 2 baths \| 1,483 sq.ft.	$369,900	Airbnb cash on cash: -0.23% Traditional cash on cash: 3.59% Airbnb Rental Income: $1232 Traditional Rental Income: $2163 Airbnb ROI: -0.23% Traditional ROI: 3.59%
8480 W Edgerton Ave Greendale, WI 8480 W Edgerton Ave, Greendale, WI 53129 \| Single Family Residential	4 beds \| 2 baths \| 3,238 sq.ft.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.29% Airbnb Rental Income: $null Traditional Rental Income: $1928 Airbnb ROI: N/A Traditional ROI: 0.29%
5050 Spruce Ct Greendale, WI A must-see, character-filled home offering 9 large, distinctive rooms on a desirable corne...	5 beds \| 2 baths \| 3,012 sq.ft.	$645,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.75% Airbnb Rental Income: $null Traditional Rental Income: $3146 Airbnb ROI: N/A Traditional ROI: 2.75%
6401 W Edgerton Ave Greendale, WI 6401 W Edgerton Ave, Greendale, WI 53129 \| Single Family Residential	5 beds \| 2 baths \| 2,555 sq.ft.	$480,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.83% Airbnb Rental Income: $null Traditional Rental Income: $2189 Airbnb ROI: N/A Traditional ROI: 1.83%
5888 Riverside Dr Greendale, WI 5888 Riverside Dr, Greendale, WI 53129 \| Single Family Residential	4 beds \| 1 baths \| 1,846 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.33% Airbnb Rental Income: $null Traditional Rental Income: $1353 Airbnb ROI: N/A Traditional ROI: 0.33%
9111 Westlake Dr Greendale, WI 9111 Westlake Dr, Greendale, WI 53129 \| Condo/Coop	2 beds \| 2 baths \| 1,537 sq.ft.	$329,900	Airbnb cash on cash: -2.53% Traditional cash on cash: 0.88% Airbnb Rental Income: $929 Traditional Rental Income: $1642 Airbnb ROI: -2.53% Traditional ROI: 0.88%
5806 Glen Flora Dr Greendale, WI This Overlook West home is just you've been looking for & ready for you now! Spacious desi...	3 beds \| 1 baths \| 1,896 sq.ft.	$499,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 2.14% Airbnb Rental Income: $1232 Traditional Rental Income: $2270 Airbnb ROI: -0.93% Traditional ROI: 2.14%
6131 Twin Oak Dr Greendale, WI Welcome home to this sprawling Greendale ranch offering the perfect blend of space, livabi...	3 beds \| 2 baths \| 1,472 sq.ft.	$359,900	Airbnb cash on cash: -0.74% Traditional cash on cash: 2.61% Airbnb Rental Income: $1232 Traditional Rental Income: $1971 Airbnb ROI: -0.74% Traditional ROI: 2.61%
8807 Greenhill Ln Greendale, WI This beautifully updated contemporary offers plenty of space to gather, relax, and enterta...	4 beds \| 3 baths \| 2,577 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 3.13%
7222 Enfield Ave Greendale, WI Welcome home to this inviting brick ranch in Greendale's highly desirable ''E'' section! T...	3 beds \| 3 baths \| 1,728 sq.ft.	$375,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.23% Airbnb Rental Income: $1232 Traditional Rental Income: $2418 Airbnb ROI: -0.26% Traditional ROI: 4.23%
5611 Apricot Ct Greendale, WI Welcome to 5611 Apricot Ct, a Greendale Original full of potential in the heart of Greenda...	2 beds \| 1 baths \| 974 sq.ft.	$281,000	Airbnb cash on cash: -0.48% Traditional cash on cash: 1.91% Airbnb Rental Income: $929 Traditional Rental Income: $1218 Airbnb ROI: -0.48% Traditional ROI: 1.91%
5331 Orchard Ln Greendale, WI 5331 Orchard Ln, Greendale, WI 53129 \| Single Family Residential	2 beds \| 1 baths \| 1,602 sq.ft.	$354,900	Airbnb cash on cash: -1.35% Traditional cash on cash: 0.08% Airbnb Rental Income: $929 Traditional Rental Income: $1062 Airbnb ROI: -1.35% Traditional ROI: 0.08%
5792 Finch Ln Greendale, WI 5792 Finch Ln, Greendale, WI 53129 \| Single Family Residential	3 beds \| 3 baths \| 4,177 sq.ft.	$899,000	Airbnb cash on cash: -1.95% Traditional cash on cash: -0.41% Airbnb Rental Income: $1232 Traditional Rental Income: $2129 Airbnb ROI: -1.95% Traditional ROI: -0.41%
6011 W Edgerton Ave Greendale, WI 6011 W Edgerton Ave, Greendale, WI 53129 \| Single Family Residential	3 beds \| 1 baths \| 1,656 sq.ft.	$379,000	Airbnb cash on cash: -0.74% Traditional cash on cash: 0.72% Airbnb Rental Income: $1232 Traditional Rental Income: $1354 Airbnb ROI: -0.74% Traditional ROI: 0.72%
8246 Firwood Ln Greendale, WI 8246 Firwood Ln, Greendale, WI 53129 \| Single Family Residential	5 beds \| 3 baths \| 3,754 sq.ft.	$759,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.81% Airbnb Rental Income: $null Traditional Rental Income: $2678 Airbnb ROI: N/A Traditional ROI: 0.81%
8841 Greenhill Ln Greendale, WI 8841 Greenhill Ln, Greendale, WI 53129 \| Single Family Residential	3 beds \| 2 baths \| 1,817 sq.ft.	$369,900	Airbnb cash on cash: -0.68% Traditional cash on cash: 2.44% Airbnb Rental Income: $1232 Traditional Rental Income: $1923 Airbnb ROI: -0.68% Traditional ROI: 2.44%
5111 Maplewood Dr #5113 Greendale, WI 5111 Maplewood Dr #5113, Greendale, WI 53129 \| Multi Family	6 beds \| 2 baths \| 2,812 sq.ft.	$499,900	Airbnb cash on cash: -1.24% Traditional cash on cash: 2.08% Airbnb Rental Income: $1232 Traditional Rental Income: $2393 Airbnb ROI: -1.24% Traditional ROI: 2.08%
5576 Angle Lane Ln Greendale, WI 5576 Angle Lane Ln, Greendale, WI 53129 \| Single Family Residential	3 beds \| 1 baths \| 1,205 sq.ft.	$345,000	Airbnb cash on cash: -0.53% Traditional cash on cash: 0.64% Airbnb Rental Income: $1232 Traditional Rental Income: $1219 Airbnb ROI: -0.53% Traditional ROI: 0.64%
6712 Manchester Dr Greendale, WI 6712 Manchester Dr, Greendale, WI 53129 \| Single Family Residential	3 beds \| 2 baths \| 1,400 sq.ft.	$360,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 1.8% Airbnb Rental Income: $1232 Traditional Rental Income: $1658 Airbnb ROI: -0.63% Traditional ROI: 1.8%
5818 Currant Ln Greendale, WI 5818 Currant Ln, Greendale, WI 53219 \| Single Family Residential	3 beds \| 1 baths \| 1,356 sq.ft.	$350,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.7% Airbnb Rental Income: $1232 Traditional Rental Income: $1254 Airbnb ROI: -0.57% Traditional ROI: 0.7%

Real Estate investment in Greendale, WI

There are 26 properties for sale in the city of Greendale . The median list price in Greendale is $397,262 and the average price per square foot is $196. In August 2026, the average monthly cash on cash return in Greendale is 2.00%. The average monthly rental income in Greendale is $2,071.

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

There are 26 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 $2,071.

Your search for investment property begins and ends here

Investment Property for Sale in Greendale, WI

5989 Sugarbush Ln

Greendale, WI

4 beds | 2 baths | 1,806 sq.ft.

$419,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2195

Airbnb ROI: N/A

Traditional ROI: 3.13%

5576 Angle Ln

Greendale, WI

3 beds | 1 baths | 1,205 sq.ft.

$345,000

Airbnb cash on cash: 0.32%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $1232

Traditional Rental Income: $1506

Airbnb ROI: 0.32%

Traditional ROI: 2.38%

6260 W College Ave

Greendale, WI

2 beds | 1 baths | 1,532 sq.ft.

$259,900

Airbnb cash on cash: -1.43%

Traditional cash on cash: 5.1%

Airbnb Rental Income: $929

Traditional Rental Income: $2188

Airbnb ROI: -1.43%

Traditional ROI: 5.1%

4748 Sumac Ln

Greendale, WI

4 beds | 2 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%

5544 Oakwood St

Greendale, WI

3 beds | 2 baths | 1,236 sq.ft.

$359,900

Airbnb cash on cash: -0.16%

Traditional cash on cash: 3.32%

Airbnb Rental Income: $1232

Traditional Rental Income: $2012

Airbnb ROI: -0.16%

Traditional ROI: 3.32%

6085 Trail Ridge Dr

Greendale, WI

4 beds | 2 baths | 2,160 sq.ft.

$419,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.1%

Airbnb Rental Income: $null

Traditional Rental Income: $2596

Airbnb ROI: N/A

Traditional ROI: 4.1%

5249 Lakeside Dr

Greendale, WI

3 beds | 2 baths | 1,483 sq.ft.

$369,900

Airbnb cash on cash: -0.23%

Traditional cash on cash: 3.59%

Airbnb Rental Income: $1232

Traditional Rental Income: $2163

Airbnb ROI: -0.23%

Traditional ROI: 3.59%

8480 W Edgerton Ave

Greendale, WI

4 beds | 2 baths | 3,238 sq.ft.

$629,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1928

Airbnb ROI: N/A