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
W204n16640 Jackson Dr Jackson, WI Experience the perfect blend of historic soul and modern convenience! This stunning 4-bedr...	4 beds \| 2 baths \| 1,768 sq.ft.	$489,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.13% Airbnb Rental Income: $null Traditional Rental Income: $2374 Airbnb ROI: N/A Traditional ROI: 3.13%
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%
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%
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: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $2430 Airbnb ROI: N/A Traditional ROI: 2.52%
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%
N161w18890 Jared Dr #251 Jackson, WI Step into this inviting 3-bedroom condo and instantly feel at home. The beautifully design...	3 beds \| 3 baths \| 1,514 sq.ft.	$384,900	Airbnb cash on cash: -3.38% Traditional cash on cash: 3.14% Airbnb Rental Income: $151 Traditional Rental Income: $2291 Airbnb ROI: -3.38% Traditional ROI: 3.14%
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: -1.38% Traditional cash on cash: 3.11% Airbnb Rental Income: $151 Traditional Rental Income: $2653 Airbnb ROI: -1.38% 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: -1.44% Traditional cash on cash: 3.05% Airbnb Rental Income: $151 Traditional Rental Income: $2449 Airbnb ROI: -1.44% Traditional ROI: 3.05%
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: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $3143 Airbnb ROI: N/A Traditional ROI: 1.16%
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: 4.57% Airbnb Rental Income: $151 Traditional Rental Income: $2245 Airbnb ROI: -1.66% Traditional ROI: 4.57%
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%
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.	$359,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.79% Airbnb Rental Income: $null Traditional Rental Income: $2006 Airbnb ROI: N/A Traditional ROI: 2.79%
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: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $2849 Airbnb ROI: N/A Traditional ROI: 3.65%
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: 4.36% Airbnb Rental Income: $null Traditional Rental Income: $2067 Airbnb ROI: N/A Traditional ROI: 4.36%
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%
N162w21836 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.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $1959 Airbnb ROI: N/A Traditional ROI: 3.86%
4413 Magna Vista Dr Jackson, WI Spacious and filled with natural light, this inviting 3 bed 3.5 bath home offers a warm, o...	3 beds \| 4 baths \| 2,931 sq.ft.	$569,900	Airbnb cash on cash: -2.03% Traditional cash on cash: 4.17% Airbnb Rental Income: $151 Traditional Rental Income: $3238 Airbnb ROI: -2.03% Traditional ROI: 4.17%
W197n16894 Stonewall Dr Jackson, WI Move-in ready for downsizers or first-time buyers! This 2BD/2BA first floor condo delivers...	2 beds \| 2 baths \| 1,268 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $2204 Airbnb ROI: N/A Traditional ROI: 5.33%
W206n16159 Stonebrook Dr Jackson, WI Better than new and built in 2023, this move-in ready ranch condo in Jackson offers easy l...	2 beds \| 2 baths \| 1,610 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.94% Airbnb Rental Income: $null Traditional Rental Income: $2516 Airbnb ROI: N/A Traditional ROI: 3.94%
N169w20242 Wilshire Dr Jackson, WI Beautifully updated 3-bedroom ranch offering style, comfort, and privacy. Enjoy indoor-out...	3 beds \| 2 baths \| 1,196 sq.ft.	$339,900	Airbnb cash on cash: -2.53% Traditional cash on cash: 3.75% Airbnb Rental Income: $151 Traditional Rental Income: $1943 Airbnb ROI: -2.53% Traditional ROI: 3.75%
W219n16394 Jasmine Ct Jackson, WI Welcome home to The BIRCH by Stepping Stone Homes, an award-winning home builder. Open flo...	3 beds \| 2 baths \| 1,317 sq.ft.	$419,857	Airbnb cash on cash: -1.62% Traditional cash on cash: 3.95% Airbnb Rental Income: $151 Traditional Rental Income: $2129 Airbnb ROI: -1.62% Traditional ROI: 3.95%
W197n16455 Hawthorne Cir Jackson, WI Welcome home to this inviting colonial tucked away on a private, cul-de-sac lot. Enjoy a s...	3 beds \| 2 baths \| 1,980 sq.ft.	$457,900	Airbnb cash on cash: -2.35% Traditional cash on cash: 3.71% Airbnb Rental Income: $151 Traditional Rental Income: $2533 Airbnb ROI: -2.35% Traditional ROI: 3.71%
W206n16731 Blackberry Cir #1526 Jackson, WI Beautiful open concept second floor unit offering vaulted ceilings. LVP throughout main li...	2 beds \| 2 baths \| 1,246 sq.ft.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $1897 Airbnb ROI: N/A Traditional ROI: 6.26%
N162w20270 Butternut Ln Jackson, WI Welcome home to this beautifully maintained 2-bed, 2-bath ranch-style condo in Jackson! Th...	2 beds \| 2 baths \| 1,450 sq.ft.	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 4% Airbnb Rental Income: $null Traditional Rental Income: $2084 Airbnb ROI: N/A Traditional ROI: 4%
N165w20522 Berry Patch Rd Jackson, WI Rare top-floor unit offering a quiet setting and abundant natural light throughout. Vaulte...	3 beds \| 3 baths \| 1,964 sq.ft.	$339,900	Airbnb cash on cash: -2.63% Traditional cash on cash: 6% Airbnb Rental Income: $151 Traditional Rental Income: $2691 Airbnb ROI: -2.63% Traditional ROI: 6%
2649 Oak Knoll Dr Jackson, WI Lovingly maintained 4BR, 3BA split-bedroom ranch set on nearly a half-acre lot overlooking...	4 beds \| 3 baths \| 3,014 sq.ft.	$574,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $3250 Airbnb ROI: N/A Traditional ROI: 4.17%

Real Estate investment in Jackson, WI

There are 28 properties for sale in the city of Jackson . The median list price in Jackson is $458,900 and the average price per square foot is $172. In May 2026, the average monthly cash on cash return in Jackson is 4.00%. The average monthly rental income in Jackson is $2,404.

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

There are 28 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 $2,404.

Your search for investment property begins and ends here

Investment Property for Sale in Jackson, WI

W204n16640 Jackson Dr

Jackson, WI

4 beds | 2 baths | 1,768 sq.ft.

$489,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.13%

Airbnb Rental Income: $null

Traditional Rental Income: $2374

Airbnb ROI: N/A

Traditional ROI: 3.13%

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%

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%

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: 2.52%

Airbnb Rental Income: $null

Traditional Rental Income: $2430

Airbnb ROI: N/A

Traditional ROI: 2.52%

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

Traditional ROI: 1.73%

N161w18890 Jared Dr #251

Jackson, WI

3 beds | 3 baths | 1,514 sq.ft.

$384,900

Airbnb cash on cash: -3.38%

Traditional cash on cash: 3.14%

Airbnb Rental Income: $151

Traditional Rental Income: $2291

Airbnb ROI: -3.38%

Traditional ROI: 3.14%

Lt20 Stoffel Ct

Jackson, WI

3 beds | 2 baths | 1,958 sq.ft.

$649,000

Airbnb cash on cash: -1.38%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $151

Traditional Rental Income: $2653

Airbnb ROI: -1.38%