Real Estate Investment Properties for Sale in Jackson, WI

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
W206n17471 Hidden Creek Rd Jackson, WI Welcome to this spacious and full of natural light, beautiful 4-bedroom home offering a ve...	4 beds \| 3 baths \| 2,200 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $2877 Airbnb ROI: N/A Traditional ROI: 3.17%
N174w20582 Laurel Springs Cir Jackson, WI **NEW PRICE 6.5.25 - Added washer/dryer and window treatments. This two-story home offers ...	5 beds \| 3 baths \| 2,034 sq.ft.	$575,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.27% Airbnb Rental Income: $null Traditional Rental Income: $2861 Airbnb ROI: N/A Traditional ROI: 2.27%
N174w20590 Laurel Springs Cir Jackson, WI ** Now Includes Driveway/Sod New Price 3/26/25. This smart, compact design separates the s...	3 beds \| 2 baths \| 1,670 sq.ft.	$545,900	Airbnb cash on cash: -2.2% Traditional cash on cash: 1.76% Airbnb Rental Income: $754 Traditional Rental Income: $2460 Airbnb ROI: -2.2% Traditional ROI: 1.76%
N174w20608 Laurel Springs Cir Jackson, WI ** Now Includes Driveway/Sod New Price 3/26/25. This home's focus is on spacious, first-f...	4 beds \| 3 baths \| 2,026 sq.ft.	$583,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $2861 Airbnb ROI: N/A Traditional ROI: 2.2%
W204n17665 Laurel Pl #601 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.83% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 1.83%
W204n17669 Laurel Pl #602 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.83% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 1.83%
N174w20671 Laurel Springs Cir Jackson, WI ** Now Includes Driveway/Sod New Price 3/26/25. This home includes the essential rooms for...	4 beds \| 3 baths \| 2,018 sq.ft.	$575,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $2915 Airbnb ROI: N/A Traditional ROI: 4.07%
N174w20616 Laurel Springs Cir Jackson, WI ** Now Includes Driveway/Sod New Price 3/26/25. This home includes the essential rooms for...	4 beds \| 3 baths \| 2,018 sq.ft.	$577,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $2861 Airbnb ROI: N/A Traditional ROI: 3.95%
W204n17683 Laurel Pl #802 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 1.73%
W204n17685 Laurel Pl #801 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 1.73%
W204n17695 Laurel Pl #702 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 1.73%
N162w21897 Poppy Rd Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	2 beds \| 2 baths \| 1,085 sq.ft.	$314,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.89% Airbnb Rental Income: $null Traditional Rental Income: $1838 Airbnb ROI: N/A Traditional ROI: 2.89%
N161w21960 Daisy Dr Jackson, WI Welcome home to The HUDSON by Stepping Stone Homes, an award-winning home builder. This op...	3 beds \| 3 baths \| 1,767 sq.ft.	$439,900	Airbnb cash on cash: -0.52% Traditional cash on cash: 5.23% Airbnb Rental Income: $754 Traditional Rental Income: $2811 Airbnb ROI: -0.52% Traditional ROI: 5.23%
Lt20 Stoffel Ct Jackson, WI Price Reduction! Due to reduced costs and contractor availability, Krause Family Homes is...	3 beds \| 2 baths \| 1,958 sq.ft.	$649,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 3.11% Airbnb Rental Income: $754 Traditional Rental Income: $2653 Airbnb ROI: -0.55% Traditional ROI: 3.11%
N174w20652 Laurel Springs Cir Jackson, WI This split-bedroom ranch lives large due to its open nature. The kitchen boasts plenty of ...	3 beds \| 2 baths \| 1,654 sq.ft.	$558,900	Airbnb cash on cash: -0.51% Traditional cash on cash: 3.34% Airbnb Rental Income: $754 Traditional Rental Income: $2449 Airbnb ROI: -0.51% Traditional ROI: 3.34%
3659 Cedar Creek Ct Jackson, WI Experience luxury living with soaring ceilings and high end finishes throughout this stunn...	4 beds \| 3 baths \| 5,515 sq.ft.	$1,100,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.18% Airbnb Rental Income: $null Traditional Rental Income: $3143 Airbnb ROI: N/A Traditional ROI: 1.18%
N162w21814 Poppy Rd Jackson, WI Welcome to the Birch model in The Villas at Morning Meadows by Stepping Stone Homes. This ...	3 beds \| 2 baths \| 1,405 sq.ft.	$394,900	Airbnb cash on cash: -1.66% Traditional cash on cash: 3.21% Airbnb Rental Income: $754 Traditional Rental Income: $2245 Airbnb ROI: -1.66% Traditional ROI: 3.21%
W204n17675 Laurel Pl #901 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.29% Airbnb Rental Income: $null Traditional Rental Income: $2377 Airbnb ROI: N/A Traditional ROI: 3.29%
W204n17671 Laurel Pl #902 Jackson, WI New Construction Ranch Condo at Laurel Springs Villas. These split bedroom homes features ...	2 beds \| 2 baths \| 1,440 sq.ft.	$454,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.34% Airbnb Rental Income: $null Traditional Rental Income: $2377 Airbnb ROI: N/A Traditional ROI: 3.34%
W206n16743 Blackberry Cir #1628 Jackson, WI Welcome Home! Move-In-Ready Pet Friendly 2 Bed 2 Full Bath Corner Unit Condo w/ 2 Car Unde...	2 beds \| 2 baths \| 1,291 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.21% Airbnb Rental Income: $null Traditional Rental Income: $2063 Airbnb ROI: N/A Traditional ROI: 7.21%
W219n16267 Primrose Ct Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	2 beds \| 2 baths \| 1,169 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.91% Airbnb Rental Income: $null Traditional Rental Income: $1995 Airbnb ROI: N/A Traditional ROI: 2.91%
W219n16270 Primrose Ct Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	2 beds \| 2 baths \| 1,169 sq.ft.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $2006 Airbnb ROI: N/A Traditional ROI: 2.64%
N174w20660 Laurel Springs Cir Jackson, WI This home's focus is on spacious, first-floor living spaces. From the gathering room, dini...	4 beds \| 3 baths \| 2,026 sq.ft.	$577,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.94% Airbnb Rental Income: $null Traditional Rental Income: $2849 Airbnb ROI: N/A Traditional ROI: 3.94%
N162w21835 Poppy Rd Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	2 beds \| 2 baths \| 1,167 sq.ft.	$374,667	Airbnb cash on cash: N/A Traditional cash on cash: 2.93% Airbnb Rental Income: $null Traditional Rental Income: $2067 Airbnb ROI: N/A Traditional ROI: 2.93%
N162w21870 Poppy Rd Jackson, WI Welcome to the Birch model in The Villas at Morning Meadows by Stepping Stone Homes, an aw...	3 beds \| 2 baths \| 1,317 sq.ft.	$389,900	Airbnb cash on cash: -1.67% Traditional cash on cash: 2.98% Airbnb Rental Income: $754 Traditional Rental Income: $2138 Airbnb ROI: -1.67% Traditional ROI: 2.98%
W219n16248 Primrose Ct Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	3 beds \| 3 baths \| 2,091 sq.ft.	$449,900	Airbnb cash on cash: -1.58% Traditional cash on cash: 4.05% Airbnb Rental Income: $754 Traditional Rental Income: $2812 Airbnb ROI: -1.58% Traditional ROI: 4.05%
N162w21849 Poppy Rd Jackson, WI Welcome to the Linden model in The Villas at Morning Meadows by Stepping Stone Homes, an a...	2 beds \| 2 baths \| 1,169 sq.ft.	$388,631	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2065 Airbnb ROI: N/A Traditional ROI: 4.17%
N170w20569 Parkview Dr Jackson, WI Solid built 3 bedroom ranch is ready for new owners. First time available on the market as...	3 beds \| 1 baths \| 1,000 sq.ft.	$299,900	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.84% Airbnb Rental Income: $754 Traditional Rental Income: $1468 Airbnb ROI: -0.8% Traditional ROI: 2.84%
W204n17637 Laurel Pl Jackson, WI Welcome home to Laurel Springs Villas! This beautifully finished ranch condo is designed f...	2 beds \| 2 baths \| 1,412 sq.ft.	$430,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.31% Airbnb Rental Income: $null Traditional Rental Income: $2300 Airbnb ROI: N/A Traditional ROI: 2.31%

Real Estate investment in Jackson, WI

There are 31 properties for sale in the city of Jackson . The median list price in Jackson is $459,900 and the average price per square foot is $253. In February 2026, the average monthly cash on cash return in Jackson is 3.00%. The average monthly rental income in Jackson is $2,430.

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

There are 31 investment properties available for sale in Jackson.

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

The ROI for Long-Term is higher than the Short-Term in Jackson with average rental income of $2,430.

Your search for investment property begins and ends here

Investment Property for Sale in Jackson, WI

W206n17471 Hidden Creek Rd

Jackson, WI

4 beds | 3 baths | 2,200 sq.ft.

$549,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.17%

Airbnb Rental Income: $null

Traditional Rental Income: $2877

Airbnb ROI: N/A

Traditional ROI: 3.17%

N174w20582 Laurel Springs Cir

Jackson, WI

5 beds | 3 baths | 2,034 sq.ft.

$575,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.27%

Airbnb Rental Income: $null

Traditional Rental Income: $2861

Airbnb ROI: N/A

Traditional ROI: 2.27%

N174w20590 Laurel Springs Cir

Jackson, WI

3 beds | 2 baths | 1,670 sq.ft.

$545,900

Airbnb cash on cash: -2.2%

Traditional cash on cash: 1.76%

Airbnb Rental Income: $754

Traditional Rental Income: $2460

Airbnb ROI: -2.2%

Traditional ROI: 1.76%

N174w20608 Laurel Springs Cir

Jackson, WI

4 beds | 3 baths | 2,026 sq.ft.

$583,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.2%

Airbnb Rental Income: $null

Traditional Rental Income: $2861

Airbnb ROI: N/A

Traditional ROI: 2.2%

W204n17665 Laurel Pl #601

Jackson, WI

2 beds | 2 baths | 1,440 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2430

Airbnb ROI: N/A

Traditional ROI: 1.83%

W204n17669 Laurel Pl #602

Jackson, WI

2 beds | 2 baths | 1,440 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2430

Airbnb ROI: N/A

Traditional ROI: 1.83%

N174w20671 Laurel Springs Cir

Jackson, WI

4 beds | 3 baths | 2,018 sq.ft.

$575,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.07%

Airbnb Rental Income: $null

Traditional Rental Income: $2915

Airbnb ROI: N/A

Traditional ROI: 4.07%

N174w20616 Laurel Springs Cir

Jackson, WI

4 beds | 3 baths | 2,018 sq.ft.

$577,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.95%

Airbnb Rental Income: $null

Traditional Rental Income: $2861

Airbnb ROI: N/A