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
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%
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%
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%
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.	$598,900	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%
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%
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.	$614,900	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%
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%
N156W19431 E Gate Dr Jackson, WI N156W19431 E Gate Dr, Jackson, WI 53037 \| Single Family Residential	4 beds \| 2 baths \| 2,314 sq.ft.	$488,600	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.14%
W203N16198 Pin Oak Cir #2 Jackson, WI W203N16198 Pin Oak Cir #2, Jackson, WI 53037 \| Condo/Coop	2 beds \| 2 baths \| 2,500 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.95% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: -0.95%
N167W19739 Spruce St #21A Jackson, WI N167W19739 Spruce St #21A, Jackson, WI 53037 \| Condo/Coop	3 beds \| 2 baths \| 1,426 sq.ft.	$320,000	Airbnb cash on cash: -3.6% Traditional cash on cash: 2.56% Airbnb Rental Income: $150 Traditional Rental Income: $1789 Airbnb ROI: -3.6% Traditional ROI: 2.56%
W203N16184 Pin Oak Cir Jackson, WI W203N16184 Pin Oak Cir, Jackson, WI 53037 \| Condo/Coop	2 beds \| 3 baths \| 2,008 sq.ft.	$454,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.93% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: -0.93%
Linden Plan Jackson, WI Linden Plan, Jackson, WI 53037 \| Multi Family	2 beds \| 2 baths \| 1,085 sq.ft.	$334,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.65% Airbnb Rental Income: $null Traditional Rental Income: $1187 Airbnb ROI: N/A Traditional ROI: 0.65%
Pine Plan Jackson, WI Pine Plan, Jackson, WI 53037 \| Single Family Residential	1 beds \| 1 baths \| 742 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.49% Airbnb Rental Income: $null Traditional Rental Income: $1211 Airbnb ROI: N/A Traditional ROI: 0.49%
W206N16182 Stonebrook Dr Jackson, WI W206N16182 Stonebrook Dr, Jackson, WI 53037 \| Condo/Coop	2 beds \| 2 baths \| 1,436 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.43% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: -0.43%
Cypress Plan Jackson, WI Cypress Plan, Jackson, WI 53037 \| Single Family Residential	2 beds \| 1 baths \| 905 sq.ft.	$319,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: 0.66%
W206N16178 Stonebrook Dr Jackson, WI W206N16178 Stonebrook Dr, Jackson, WI 53037 \| Condo/Coop	2 beds \| 2 baths \| 1,436 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.43% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: -0.43%
The Windsor Plan Jackson, WI	3 beds \| 2 baths \| 1,808 sq.ft.	$458,000	Airbnb cash on cash: -3.2% Traditional cash on cash: 1.12% Airbnb Rental Income: $150 Traditional Rental Income: $1789 Airbnb ROI: -3.2% Traditional ROI: 1.12%
N166W19840 Jackson Oaks Dr Lot 45 Jackson, WI N166W19840 Jackson Oaks Dr Lot 45, Jackson, WI 53037 \| Single Family Residential	2 beds \| 2 baths \| 1,312 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.14% Airbnb Rental Income: $null Traditional Rental Income: $1325 Airbnb ROI: N/A Traditional ROI: 1.14%
The Bradford Plan Jackson, WI	4 beds \| 2 baths \| 2,240 sq.ft.	$469,600	Airbnb cash on cash: N/A Traditional cash on cash: 1.36% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.36%
N167W19729 Spruce St #12A Jackson, WI N167W19729 Spruce St #12A, Jackson, WI 53037 \| Condo/Coop	3 beds \| 2 baths \| 1,426 sq.ft.	$320,000	Airbnb cash on cash: -3.6% Traditional cash on cash: 2.56% Airbnb Rental Income: $150 Traditional Rental Income: $1789 Airbnb ROI: -3.6% Traditional ROI: 2.56%
The Addison Plan Jackson, WI	4 beds \| 2 baths \| 2,314 sq.ft.	$477,200	Airbnb cash on cash: N/A Traditional cash on cash: 1.3% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.3%
The Bridgeport Plan Jackson, WI The Bridgeport Plan, Jackson, WI 53037 \| Single Family Residential	4 beds \| 2 baths \| 2,137 sq.ft.	$466,100	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.39%
The Atwater Plan Jackson, WI	4 beds \| 2 baths \| 2,355 sq.ft.	$477,800	Airbnb cash on cash: N/A Traditional cash on cash: 1.29% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.29%
The Hudson Plan Jackson, WI	4 beds \| 2 baths \| 2,165 sq.ft.	$466,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.39% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.39%
The Catalina Plan Jackson, WI	4 beds \| 2 baths \| 2,288 sq.ft.	$471,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.35% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.35%
The Sheridan Plan Jackson, WI	4 beds \| 2 baths \| 2,289 sq.ft.	$474,400	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $1937 Airbnb ROI: N/A Traditional ROI: 1.32%

Real Estate investment in Jackson, WI

There are 52 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 March 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 52 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

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%

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

Traditional ROI: 3.95%

W204n17685 Laurel Pl #801

Jackson, WI

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

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