Real Estate Investment Properties for Sale in Greenfield, WI

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6215 W Leroy Ave Greenfield, WI Pride of ownership shines in this meticulously maintained one-owner ranch! Built in 1994, ...	3 beds \| 2 baths \| 1,294 sq.ft.	$315,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 2.38% Airbnb Rental Income: $892 Traditional Rental Income: $1598 Airbnb ROI: -1.14% Traditional ROI: 2.38%
4754 W Maple Leaf Cir Greenfield, WI First floor Condo in Greenfield: Private entry, full basement with a rec room, attached 2...	2 beds \| 2 baths \| 1,238 sq.ft.	$279,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 4.53% Airbnb Rental Income: $805 Traditional Rental Income: $1911 Airbnb ROI: -0.89% Traditional ROI: 4.53%
4635 S 50th St Greenfield, WI This move-in ready ranch features 3 bedrooms and 1.5 baths, all wrapped in a low-maintenan...	3 beds \| 2 baths \| 1,373 sq.ft.	$299,900	Airbnb cash on cash: -0.58% Traditional cash on cash: 4.91% Airbnb Rental Income: $892 Traditional Rental Income: $2104 Airbnb ROI: -0.58% Traditional ROI: 4.91%
7101 W Van Norman Ave Greenfield, WI Charming 3-bedroom, 1.5-bath ranch home featuring recently updated kitchen and bathrooms f...	3 beds \| 2 baths \| 1,425 sq.ft.	$325,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 4.23% Airbnb Rental Income: $892 Traditional Rental Income: $2102 Airbnb ROI: -0.84% Traditional ROI: 4.23%
7826 W Cold Spring Rd Greenfield, WI Old World charm meets modern comfort in this inviting 3BR, 2BA Greenfield bungalow! Relax ...	3 beds \| 2 baths \| 1,354 sq.ft.	$325,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 3.95% Airbnb Rental Income: $892 Traditional Rental Income: $2023 Airbnb ROI: -0.86% Traditional ROI: 3.95%
4898 W Abbott Ave Greenfield, WI This is the one! Turnkey luxury meets timeless design in this fully updated 4BR, 2.5BA Gre...	4 beds \| 3 baths \| 2,679 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $3032 Airbnb ROI: N/A Traditional ROI: 4.32%
5201 S Tuckaway Blvd Greenfield, WI Experience modern comfort in this stylish and spacious 2-bedroom, 2-bath condo nestled in ...	2 beds \| 2 baths \| 2,225 sq.ft.	$315,000	Airbnb cash on cash: -1.07% Traditional cash on cash: 5.61% Airbnb Rental Income: $805 Traditional Rental Income: $2460 Airbnb ROI: -1.07% Traditional ROI: 5.61%
5384 S Hidden Dr #A Greenfield, WI Experience the best of low maintenance living in this beautifully updated Greenfield condo...	2 beds \| 2 baths \| 1,320 sq.ft.	$314,900	Airbnb cash on cash: -2.8% Traditional cash on cash: 2.38% Airbnb Rental Income: $805 Traditional Rental Income: $2016 Airbnb ROI: -2.8% Traditional ROI: 2.38%
5200 S Tuckaway Blvd #111 Greenfield, WI Don't miss out on this first-floor 2-bedroom 2-bath condo in the sought-after Cloisters. ...	2 beds \| 2 baths \| 1,100 sq.ft.	$199,900	Airbnb cash on cash: -2.69% Traditional cash on cash: 3.93% Airbnb Rental Income: $805 Traditional Rental Income: $1738 Airbnb ROI: -2.69% Traditional ROI: 3.93%
5200 S Tuckaway Blvd #270D Greenfield, WI This 2 bedroom 2 bath condo has been loved for many years and is now available for a new o...	2 beds \| 2 baths \| 1,100 sq.ft.	$160,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 7.69% Airbnb Rental Income: $805 Traditional Rental Income: $1621 Airbnb ROI: 0.23% Traditional ROI: 7.69%
3601 S 32nd St Greenfield, WI Situated on a lovely corner lot with mature trees, this charming Greenfield home has so mu...	2 beds \| 1 baths \| 1,650 sq.ft.	$239,900	Airbnb cash on cash: -0.78% Traditional cash on cash: 3.95% Airbnb Rental Income: $805 Traditional Rental Income: $1556 Airbnb ROI: -0.78% Traditional ROI: 3.95%
5200 S Tuckaway Blvd #300 Greenfield, WI Welcome to the desirable Cloisters of Tuckaway! This well maintained 3rd floor condo offer...	2 beds \| 2 baths \| 1,022 sq.ft.	$150,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 8.02% Airbnb Rental Income: $805 Traditional Rental Income: $1576 Airbnb ROI: 0.4% Traditional ROI: 8.02%
5741 S 40th St Greenfield, WI Spacious Ranch in a great location of Greenfield. This home is sitting on one of the large...	3 beds \| 2 baths \| 1,270 sq.ft.	$339,900	Airbnb cash on cash: -0.89% Traditional cash on cash: 3.97% Airbnb Rental Income: $892 Traditional Rental Income: $2106 Airbnb ROI: -0.89% Traditional ROI: 3.97%
4961 S 92nd St Greenfield, WI Location, location, location! Greenfield three bedroom, one bath ranch located on a .82 ac...	3 beds \| 1 baths \| 916 sq.ft.	$247,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 2.05% Airbnb Rental Income: $892 Traditional Rental Income: $1198 Airbnb ROI: -0.7% Traditional ROI: 2.05%
4870 S 122nd St Greenfield, WI This Gorgeous Executive Trustway home is all ready for you to create new memories in. Thi...	3 beds \| 3 baths \| 3,070 sq.ft.	$620,000	Airbnb cash on cash: -1.56% Traditional cash on cash: 2.57% Airbnb Rental Income: $892 Traditional Rental Income: $2941 Airbnb ROI: -1.56% Traditional ROI: 2.57%
3827 S Oakbrook Dr Greenfield, WI Welcome home to this charming side-by-side ranch condo offering single-level living and mo...	2 beds \| 2 baths \| 1,488 sq.ft.	$369,900	Airbnb cash on cash: -1.33% Traditional cash on cash: 3.18% Airbnb Rental Income: $805 Traditional Rental Income: $2046 Airbnb ROI: -1.33% Traditional ROI: 3.18%
3822 S Oakbrook Dr Greenfield, WI 2 Bedroom side X side ranch Condo in Oakbrook Village. Vaulted beamed ceilings in living &...	2 beds \| 2 baths \| 1,540 sq.ft.	$365,000	Airbnb cash on cash: -1.38% Traditional cash on cash: 3.28% Airbnb Rental Income: $805 Traditional Rental Income: $2080 Airbnb ROI: -1.38% Traditional ROI: 3.28%
12375 W Holmes Ave Greenfield, WI Stunning 3,500 SqFt 4BR 3.5 BA Colonial in Whitnall SD! Foyer Entrance Leads to Rustic LR ...	4 beds \| 4 baths \| 3,500 sq.ft.	$569,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $3743 Airbnb ROI: N/A Traditional ROI: 4.41%
10570 W Pallottine Dr Greenfield, WI Stunning, Kingsway built ranch in the Whitnall School District with an upscale feel. Gourm...	3 beds \| 2 baths \| 1,835 sq.ft.	$529,900	Airbnb cash on cash: -1.23% Traditional cash on cash: 2.46% Airbnb Rental Income: $892 Traditional Rental Income: $2385 Airbnb ROI: -1.23% Traditional ROI: 2.46%
4224 S 91st St Greenfield, WI This move-in ready, 3-bedroom 1.5 bath ranch nestled in a quiet neighborhood and fully rem...	3 beds \| 2 baths \| 1,215 sq.ft.	$365,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 3.1% Airbnb Rental Income: $892 Traditional Rental Income: $1923 Airbnb ROI: -0.9% Traditional ROI: 3.1%
3685 S 104th St Greenfield, WI Beautifully maintained Greenfield home offering comfort, space and a prime location with e...	4 beds \| 2 baths \| 2,193 sq.ft.	$424,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $2658 Airbnb ROI: N/A Traditional ROI: 3.64%

Real Estate investment in Greenfield, WI

There are 22 properties for sale in the city of Greenfield . The median list price in Greenfield is $309,900 and the average price per square foot is $156. In May 2026, the average monthly cash on cash return in Greenfield is 4.00%. The average monthly rental income in Greenfield is $2,020.

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

There are 22 investment properties available for sale in Greenfield.

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

The ROI for Long-Term is higher than the Short-Term in Greenfield with average rental income of $2,020.

Your search for investment property begins and ends here

Investment Property for Sale in Greenfield, WI

6215 W Leroy Ave

Greenfield, WI

3 beds | 2 baths | 1,294 sq.ft.

$315,000

Airbnb cash on cash: -1.14%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $892

Traditional Rental Income: $1598

Airbnb ROI: -1.14%

Traditional ROI: 2.38%

4754 W Maple Leaf Cir

Greenfield, WI

2 beds | 2 baths | 1,238 sq.ft.

$279,900

Airbnb cash on cash: -0.89%

Traditional cash on cash: 4.53%

Airbnb Rental Income: $805

Traditional Rental Income: $1911

Airbnb ROI: -0.89%

Traditional ROI: 4.53%

4635 S 50th St

Greenfield, WI

3 beds | 2 baths | 1,373 sq.ft.

$299,900

Airbnb cash on cash: -0.58%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $892

Traditional Rental Income: $2104

Airbnb ROI: -0.58%

Traditional ROI: 4.91%

7101 W Van Norman Ave

Greenfield, WI

3 beds | 2 baths | 1,425 sq.ft.

$325,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $892

Traditional Rental Income: $2102

Airbnb ROI: -0.84%

Traditional ROI: 4.23%

7826 W Cold Spring Rd

Greenfield, WI

3 beds | 2 baths | 1,354 sq.ft.

$325,000

Airbnb cash on cash: -0.86%

Traditional cash on cash: 3.95%

Airbnb Rental Income: $892

Traditional Rental Income: $2023

Airbnb ROI: -0.86%

Traditional ROI: 3.95%

4898 W Abbott Ave

Greenfield, WI

4 beds | 3 baths | 2,679 sq.ft.

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.32%

Airbnb Rental Income: $null

Traditional Rental Income: $3032

Airbnb ROI: N/A

Traditional ROI: 4.32%

5201 S Tuckaway Blvd

Greenfield, WI

2 beds | 2 baths | 2,225 sq.ft.

$315,000

Airbnb cash on cash: -1.07%

Traditional cash on cash: 5.61%

Airbnb Rental Income: $805

Traditional Rental Income: $2460

Airbnb ROI: -1.07%

Traditional ROI: 5.61%

5384 S Hidden Dr #A

Greenfield, WI

2 beds | 2 baths | 1,320 sq.ft.

$314,900

Airbnb cash on cash: -2.8%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $805

Traditional Rental Income: $2016

Airbnb ROI: -2.8%