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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
5175 S Root River Pkwy #6 Greenfield, WI This condo offers the perfect blend of comfort, convenience, and community! Whether you're...	2 beds \| 2 baths \| 1,096 sq.ft.	$195,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 7.5% Airbnb Rental Income: $975 Traditional Rental Income: $1890 Airbnb ROI: 0.66% Traditional ROI: 7.5%
7911 W Cold Spring Rd Greenfield, WI Welcome to this inviting 3-bedroom, 2-bath Greenfield home offering comfort and practicali...	3 beds \| 2 baths \| 1,510 sq.ft.	$314,900	Airbnb cash on cash: -0.02% Traditional cash on cash: 5.44% Airbnb Rental Income: $1306 Traditional Rental Income: $2517 Airbnb ROI: -0.02% Traditional ROI: 5.44%
3731 S 56th St Greenfield, WI This beautifully renovated home blends timeless character with modern updates. A Tudor-sty...	3 beds \| 3 baths \| 1,998 sq.ft.	$359,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 5.85% Airbnb Rental Income: $1306 Traditional Rental Income: $2820 Airbnb ROI: 0.16% Traditional ROI: 5.85%
4013 S 106th St Greenfield, WI Move right into this Chalet. Secluded down a tree line street you never knew existed, step...	3 beds \| 2 baths \| 1,597 sq.ft.	$449,900	Airbnb cash on cash: -0.37% Traditional cash on cash: 2.8% Airbnb Rental Income: $1306 Traditional Rental Income: $2235 Airbnb ROI: -0.37% Traditional ROI: 2.8%
4739 W Edgerton Ave Greenfield, WI Back on the market after multiple offers above list! Welcome home to this 3BR, 1.5BA ranch...	3 beds \| 2 baths \| 1,596 sq.ft.	$379,900	Airbnb cash on cash: -0.29% Traditional cash on cash: 3.45% Airbnb Rental Income: $1306 Traditional Rental Income: $2233 Airbnb ROI: -0.29% Traditional ROI: 3.45%
3965 S 84th St #5 Greenfield, WI Why rent when you can own this beautiful condo! Even better is that heat & water are inclu...	1 beds \| 1 baths \| 680 sq.ft.	$128,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 5.69% Airbnb Rental Income: $496 Traditional Rental Income: $1072 Airbnb ROI: -1.19% Traditional ROI: 5.69%
5332 S Butterfield Way Greenfield, WI This stunning and immaculate Fountainview condo features 2 bedrooms, 2 baths, and a conven...	2 beds \| 2 baths \| 1,692 sq.ft.	$349,900	Airbnb cash on cash: -0.91% Traditional cash on cash: 4.13% Airbnb Rental Income: $975 Traditional Rental Income: $2281 Airbnb ROI: -0.91% Traditional ROI: 4.13%
3725 W Abbott Ave Greenfield, WI Stunning Ranch Retreat on a Quiet Cul-de-Sac - 2 Large Bedrooms, 2 Full Baths.This spaciou...	2 beds \| 2 baths \| 1,400 sq.ft.	$334,900	Airbnb cash on cash: -0.72% Traditional cash on cash: 3.74% Airbnb Rental Income: $975 Traditional Rental Income: $2027 Airbnb ROI: -0.72% Traditional ROI: 3.74%
7001 W Allerton Ave Greenfield, WI Charming 4-BR Home for Sale in Greenfield! Discover your next home in the quiet pocket of ...	4 beds \| 1 baths \| 1,210 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $1784 Airbnb ROI: N/A Traditional ROI: 4.84%
4805 S 39th St Greenfield, WI Welcome to 4805 S 39th St -- the perfect blend of space, comfort, and convenience!This bea...	4 beds \| 2 baths \| 1,857 sq.ft.	$420,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.92% Airbnb Rental Income: $null Traditional Rental Income: $2588 Airbnb ROI: N/A Traditional ROI: 3.92%
5325 S Hidden Dr Greenfield, WI Peaceful and private 2-bedroom, 2-bath condo with a den, located on the second floor overl...	2 beds \| 2 baths \| 1,546 sq.ft.	$300,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 5.08% Airbnb Rental Income: $975 Traditional Rental Income: $2213 Airbnb ROI: -0.55% Traditional ROI: 5.08%
3975 S 119th St Greenfield, WI Interior photos up Nov. 14. Welcome to this classic Colonial in the sought-after Whitnall ...	4 beds \| 3 baths \| 2,996 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $3029 Airbnb ROI: N/A Traditional ROI: 3.34%
4834 W Maple Leaf Cir Greenfield, WI Beautifully updated 2 beds, 2 bath main floor condo with a great layout and incredible sto...	2 beds \| 2 baths \| 1,944 sq.ft.	$267,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 6.75% Airbnb Rental Income: $975 Traditional Rental Income: $2460 Airbnb ROI: -0.54% Traditional ROI: 6.75%
4050 S Shady Lane Ct Greenfield, WI Welcome to 4050 S Shady Lane Ct, a beautifully maintained 3-bedroom, 1.5-bath home nestled...	3 beds \| 2 baths \| 1,626 sq.ft.	$459,999	Airbnb cash on cash: -0.41% Traditional cash on cash: 2.76% Airbnb Rental Income: $1306 Traditional Rental Income: $2263 Airbnb ROI: -0.41% Traditional ROI: 2.76%
4005 S 83rd St Greenfield, WI Tucked into a quiet Greenfield location right off a paved trail for easy recreation, this ...	3 beds \| 2 baths \| 1,218 sq.ft.	$299,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 4.37% Airbnb Rental Income: $1306 Traditional Rental Income: $2010 Airbnb ROI: 0.44% Traditional ROI: 4.37%
5147 S Camelot Ln Greenfield, WI Camelot Village End unit condo that features a spacious main floor plan with a wall of win...	2 beds \| 2 baths \| 1,381 sq.ft.	$239,900	Airbnb cash on cash: 0.17% Traditional cash on cash: 6.09% Airbnb Rental Income: $975 Traditional Rental Income: $1966 Airbnb ROI: 0.17% Traditional ROI: 6.09%
4526 S Greenridge Cir Greenfield, WI Hard to find 2 bedroom 2 full bath Main Level End Unit condo in the highly desirable ...	2 beds \| 2 baths \| 1,287 sq.ft.	$200,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 6.8% Airbnb Rental Income: $975 Traditional Rental Income: $1863 Airbnb ROI: 0.27% Traditional ROI: 6.8%
3405 W Wilbur Ave Greenfield, WI Warm, updated duplex offering two bright 2 bed/1 bath units - perfect for owner-occupants ...	4 beds \| 2 baths \| N/A	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $2507 Airbnb ROI: N/A Traditional ROI: 6.88%
3010 W Kimberly Ave Greenfield, WI Stunning Custom designed Kaerek home offers 4-Bedroom, 3-Bathroom Split-Level Home - Move-...	4 beds \| 3 baths \| 3,000 sq.ft.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $3074 Airbnb ROI: N/A Traditional ROI: 4.33%
12353 W Waterford Ave Greenfield, WI Rare Wildcat Creek offering featuring balcony view of the pond. Spacious great room with v...	2 beds \| 3 baths \| 1,908 sq.ft.	$399,900	Airbnb cash on cash: -1.13% Traditional cash on cash: 3.94% Airbnb Rental Income: $975 Traditional Rental Income: $2524 Airbnb ROI: -1.13% Traditional ROI: 3.94%

Real Estate investment in Greenfield, WI

There are 20 properties for sale in the city of Greenfield . The median list price in Greenfield is $324,900 and the average price per square foot is $196. In December 2025, the average monthly cash on cash return in Greenfield is 5.00%. The average monthly rental income in Greenfield is $2,249.

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

There are 20 investment properties available for sale in Greenfield.

In 2025, the best neighborhood to buy investment property is Greenfield.

The ROI for Short-Term is higher than the Long-Term in Greenfield with average rental income of $975.

Your search for investment property begins and ends here

Investment Property for Sale in Greenfield, WI

5175 S Root River Pkwy #6

Greenfield, WI

2 beds | 2 baths | 1,096 sq.ft.

$195,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $975

Traditional Rental Income: $1890

Airbnb ROI: 0.66%

Traditional ROI: 7.5%

7911 W Cold Spring Rd

Greenfield, WI

3 beds | 2 baths | 1,510 sq.ft.

$314,900

Airbnb cash on cash: -0.02%

Traditional cash on cash: 5.44%

Airbnb Rental Income: $1306

Traditional Rental Income: $2517

Airbnb ROI: -0.02%

Traditional ROI: 5.44%

3731 S 56th St

Greenfield, WI

3 beds | 3 baths | 1,998 sq.ft.

$359,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 5.85%

Airbnb Rental Income: $1306

Traditional Rental Income: $2820

Airbnb ROI: 0.16%

Traditional ROI: 5.85%

4013 S 106th St

Greenfield, WI

3 beds | 2 baths | 1,597 sq.ft.

$449,900

Airbnb cash on cash: -0.37%

Traditional cash on cash: 2.8%

Airbnb Rental Income: $1306

Traditional Rental Income: $2235

Airbnb ROI: -0.37%

Traditional ROI: 2.8%

4739 W Edgerton Ave

Greenfield, WI

3 beds | 2 baths | 1,596 sq.ft.

$379,900

Airbnb cash on cash: -0.29%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $1306

Traditional Rental Income: $2233

Airbnb ROI: -0.29%

Traditional ROI: 3.45%

3965 S 84th St #5

Greenfield, WI

1 beds | 1 baths | 680 sq.ft.

$128,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $496

Traditional Rental Income: $1072

Airbnb ROI: -1.19%

Traditional ROI: 5.69%

5332 S Butterfield Way

Greenfield, WI

2 beds | 2 baths | 1,692 sq.ft.

$349,900

Airbnb cash on cash: -0.91%

Traditional cash on cash: 4.13%

Airbnb Rental Income: $975

Traditional Rental Income: $2281

Airbnb ROI: -0.91%

Traditional ROI: 4.13%

3725 W Abbott Ave

Greenfield, WI

2 beds | 2 baths | 1,400 sq.ft.

$334,900

Airbnb cash on cash: -0.72%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $975

Traditional Rental Income: $2027

Airbnb ROI: -0.72%