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
4410 S 47th St Greenfield, WI Welcome home to this beautifully updated 3-bed, 1.5-bath home in a convenient location clo...	3 beds \| 2 baths \| 1,600 sq.ft.	$375,000	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.33% Airbnb Rental Income: $1633 Traditional Rental Income: $2237 Airbnb ROI: 0.3% Traditional ROI: 3.33%
4451 S 51st St Greenfield, WI Now is your chance to own a simply charming home on almost one acre of property for under ...	1 beds \| 1 baths \| 720 sq.ft.	$263,900	Airbnb cash on cash: -2.08% Traditional cash on cash: 1.75% Airbnb Rental Income: $558 Traditional Rental Income: $1229 Airbnb ROI: -2.08% Traditional ROI: 1.75%
5175 S Root River Pkwy #6 Greenfield, WI This condo offers the perfect blend of comfort, convenience, and community without sacrifi...	2 beds \| 2 baths \| 1,096 sq.ft.	$195,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 7.5% Airbnb Rental Income: $1123 Traditional Rental Income: $1890 Airbnb ROI: 1.32% 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.	$329,900	Airbnb cash on cash: 0.82% Traditional cash on cash: 5.16% Airbnb Rental Income: $1633 Traditional Rental Income: $2517 Airbnb ROI: 0.82% Traditional ROI: 5.16%
5970 S 28th St Greenfield, WI Charming 2 Bedroom Ranch - Move-In Ready! Step into this bright and cheery 2-bedroom, 1-ba...	2 beds \| 1 baths \| 730 sq.ft.	$199,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.72% Airbnb Rental Income: $1123 Traditional Rental Income: $1260 Airbnb ROI: 1.02% Traditional ROI: 3.72%
3020 W Edgerton Ave Greenfield, WI Step inside this fully renovated 3 bed, 2 bath stunner where modern design meets everyday ...	3 beds \| 2 baths \| 1,732 sq.ft.	$339,900	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.62% Airbnb Rental Income: $1633 Traditional Rental Income: $1620 Airbnb ROI: 1.21% Traditional ROI: 2.62%
12395 W Waterford Ave Greenfield, WI Large 2 Bedroom Greenfield Ranch SideXSide Condo! This unit has been freshly painted, Feat...	2 beds \| 2 baths \| 1,908 sq.ft.	$350,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 4.36% Airbnb Rental Income: $1123 Traditional Rental Income: $2394 Airbnb ROI: -0.65% Traditional ROI: 4.36%
3616 S 53rd St Greenfield, WI Recently exterior painting was completed on this charming 3-Bedroom, 2.5-Bath Ranch in Gre...	3 beds \| 3 baths \| 2,033 sq.ft.	$410,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.38% Airbnb Rental Income: $1633 Traditional Rental Income: $2750 Airbnb ROI: 0.27% Traditional ROI: 4.38%
4420 W Van Beck Ave Greenfield, WI Welcome home to this 3-bedroom, 1-bathroom home located in vibrant Greenfield. The expansi...	3 beds \| 1 baths \| 1,132 sq.ft.	$249,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 4.24% Airbnb Rental Income: $1633 Traditional Rental Income: $1675 Airbnb ROI: 2.11% Traditional ROI: 4.24%
3306 W Edgerton Ave Greenfield, WI All Brick 3 BR Ranch Home has a HUGE Finished LL Vintage Rec Room w/a Dry Bar plus a NEWLY...	3 beds \| 1 baths \| 1,837 sq.ft.	$319,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.18% Airbnb Rental Income: $1633 Traditional Rental Income: $1776 Airbnb ROI: 1.18% Traditional ROI: 3.18%
6927 W Bottsford Ave Greenfield, WI Discover the perfect blend of comfort and convenience with this charming 3-bedroom, 1.5-ba...	3 beds \| 2 baths \| 1,380 sq.ft.	$255,000	Airbnb cash on cash: 2.15% Traditional cash on cash: 5.92% Airbnb Rental Income: $1633 Traditional Rental Income: $2080 Airbnb ROI: 2.15% Traditional ROI: 5.92%
5610 W BOTTSFORD AVENUE Greenfield, WI Welcome to your charming ranch on a generous corner lot in a well-established, highly desi...	3 beds \| 2 baths \| 1,226 sq.ft.	$340,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.58% Airbnb Rental Income: $1633 Traditional Rental Income: $1939 Airbnb ROI: 1.18% Traditional ROI: 3.58%
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: 0.97% Traditional cash on cash: 5.85% Airbnb Rental Income: $1633 Traditional Rental Income: $2820 Airbnb ROI: 0.97% 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.	$459,900	Airbnb cash on cash: 0.25% Traditional cash on cash: 2.72% Airbnb Rental Income: $1633 Traditional Rental Income: $2235 Airbnb ROI: 0.25% Traditional ROI: 2.72%
4646 S Woodland Dr Greenfield, WI Welcome home to this private-entry, townhome-style condo in Greenfield. Step inside to an ...	2 beds \| 2 baths \| 1,427 sq.ft.	$215,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 6.98% Airbnb Rental Income: $1123 Traditional Rental Income: $1977 Airbnb ROI: 0.94% Traditional ROI: 6.98%
5110 S Hidden Dr Greenfield, WI Looking for a ranch condo with finished lower level, this is the jewel in the crown! Absol...	2 beds \| 3 baths \| 1,425 sq.ft.	$364,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 3.64% Airbnb Rental Income: $1123 Traditional Rental Income: $2196 Airbnb ROI: -0.59% Traditional ROI: 3.64%
3971 S 41st St Greenfield, WI Charming 3BR, 1BA Cape Cod on a quiet no-thru street in Greenfield! Just steps from the Po...	3 beds \| 1 baths \| 1,673 sq.ft.	$250,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 4.03% Airbnb Rental Income: $1633 Traditional Rental Income: $1643 Airbnb ROI: 2.04% Traditional ROI: 4.03%
6114 S 37th St Greenfield, WI This charming ranch is ready for you to call it home! Home features 3 bedrooms, 2.5 Baths...	3 beds \| 3 baths \| 1,974 sq.ft.	$339,900	Airbnb cash on cash: 0.58% Traditional cash on cash: 5.38% Airbnb Rental Income: $1633 Traditional Rental Income: $2702 Airbnb ROI: 0.58% Traditional ROI: 5.38%
4739 W Edgerton Ave Greenfield, WI Welcome home to this 3-bedroom, 1.5-bath ranch on a spacious ⅓-acre corner lot! The ...	3 beds \| 2 baths \| 1,596 sq.ft.	$389,900	Airbnb cash on cash: 0.44% Traditional cash on cash: 3.34% Airbnb Rental Income: $1633 Traditional Rental Income: $2233 Airbnb ROI: 0.44% Traditional ROI: 3.34%
3965 S 84th St #5 Greenfield, WI Great condominium with a wonderful view off the balcony towards the western sun and of the...	1 beds \| 1 baths \| 680 sq.ft.	$135,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 5.36% Airbnb Rental Income: $558 Traditional Rental Income: $1072 Airbnb ROI: -0.78% Traditional ROI: 5.36%
3939 S 85th St Greenfield, WI Beautiful lannon stone bungalow with elegant touch on a rare half-acre lot. This home off...	3 beds \| 3 baths \| 3,079 sq.ft.	$449,800	Airbnb cash on cash: 0.17% Traditional cash on cash: 4.73% Airbnb Rental Income: $1633 Traditional Rental Income: $3094 Airbnb ROI: 0.17% Traditional ROI: 4.73%
9000 W Cold Spring Rd Greenfield, WI This sweet little cape cod in Greenfield blends granny chic with modern updates and it's r...	2 beds \| 1 baths \| 863 sq.ft.	$214,900	Airbnb cash on cash: 1.09% Traditional cash on cash: 4.03% Airbnb Rental Income: $1123 Traditional Rental Income: $1346 Airbnb ROI: 1.09% Traditional ROI: 4.03%
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.	$369,900	Airbnb cash on cash: -0.56% Traditional cash on cash: 3.86% Airbnb Rental Income: $1123 Traditional Rental Income: $2281 Airbnb ROI: -0.56% Traditional ROI: 3.86%
4710 S 35th St Greenfield, WI Conveniently located in the heart of Greenfield, this 3-bedroom, 2.5-bathroom ranch offers...	3 beds \| 3 baths \| 1,444 sq.ft.	$299,900	Airbnb cash on cash: 1.19% Traditional cash on cash: 5.87% Airbnb Rental Income: $1633 Traditional Rental Income: $2493 Airbnb ROI: 1.19% Traditional ROI: 5.87%
5970 S 34th St Greenfield, WI Dreaming of a beautifully updated home in a fantastic location? 🏡✨ Check ou...	4 beds \| 2 baths \| 1,204 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $1965 Airbnb ROI: N/A Traditional ROI: 3.64%
5601 W Forest Home Ave Greenfield, WI Want to own your own castle? This unique 1927 classic certainly feels like one! Located ...	3 beds \| 1 baths \| 1,710 sq.ft.	$315,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.03% Airbnb Rental Income: $1633 Traditional Rental Income: $1794 Airbnb ROI: 0.93% Traditional ROI: 3.03%

Real Estate investment in Greenfield, WI

There are 26 properties for sale in the city of Greenfield . The median list price in Greenfield is $334,900 and the average price per square foot is $222. In November 2025, the average monthly cash on cash return in Greenfield is 4.00%. The average monthly rental income in Greenfield is $2,029.

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

There are 26 investment properties available for sale in Greenfield.

In 2025, 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 $2,029.

Your search for investment property begins and ends here

Investment Property for Sale in Greenfield, WI

4410 S 47th St

Greenfield, WI

3 beds | 2 baths | 1,600 sq.ft.

$375,000

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.33%

Airbnb Rental Income: $1633

Traditional Rental Income: $2237

Airbnb ROI: 0.3%

Traditional ROI: 3.33%

4451 S 51st St

Greenfield, WI

1 beds | 1 baths | 720 sq.ft.

$263,900

Airbnb cash on cash: -2.08%

Traditional cash on cash: 1.75%

Airbnb Rental Income: $558

Traditional Rental Income: $1229

Airbnb ROI: -2.08%

Traditional ROI: 1.75%

5175 S Root River Pkwy #6

Greenfield, WI

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

$195,000

Airbnb cash on cash: 1.32%

Traditional cash on cash: 7.5%

Airbnb Rental Income: $1123

Traditional Rental Income: $1890

Airbnb ROI: 1.32%

Traditional ROI: 7.5%

7911 W Cold Spring Rd

Greenfield, WI

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

$329,900

Airbnb cash on cash: 0.82%

Traditional cash on cash: 5.16%

Airbnb Rental Income: $1633

Traditional Rental Income: $2517

Airbnb ROI: 0.82%

Traditional ROI: 5.16%

5970 S 28th St

Greenfield, WI

2 beds | 1 baths | 730 sq.ft.

$199,900

Airbnb cash on cash: 1.02%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $1123

Traditional Rental Income: $1260

Airbnb ROI: 1.02%

Traditional ROI: 3.72%

3020 W Edgerton Ave

Greenfield, WI

3 beds | 2 baths | 1,732 sq.ft.

$339,900

Airbnb cash on cash: 1.21%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $1633

Traditional Rental Income: $1620

Airbnb ROI: 1.21%

Traditional ROI: 2.62%

12395 W Waterford Ave

Greenfield, WI

2 beds | 2 baths | 1,908 sq.ft.

$350,000

Airbnb cash on cash: -0.65%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $1123

Traditional Rental Income: $2394

Airbnb ROI: -0.65%

Traditional ROI: 4.36%

3616 S 53rd St

Greenfield, WI

3 beds | 3 baths | 2,033 sq.ft.

$410,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 4.38%

Airbnb Rental Income: $1633

Traditional Rental Income: $2750

Airbnb ROI: 0.27%