Real Estate Investment Properties for Sale in Oregon, WI

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

Explore a variety of short-term homes & houses in Oregon, WI. Invest wisely with VRBO & Oregon, WI Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Boro Investment Property for Sale in Oregon, WI

Search for Boro Investment Property for Sale in Oregon, Wisconsin. Browse all of Mashvisor’s Boro Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 28 Boro Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
849 Ashworth Drive Oregon, WI This beautifully maintained 3-bedroom, 2.5-bath gem offers the perfect blend of comfort, s...	3 beds \| 3 baths \| 2,683 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.55% Airbnb Rental Income: $null Traditional Rental Income: $2951 Airbnb ROI: N/A Traditional ROI: 2.55%
694 Inverness Street Oregon, WI Welcome to your own slice of Tuscany! A truly remarkable Tuscan inspired estate nestled on...	5 beds \| 7 baths \| 8,831 sq.ft.	$1,845,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.68% Airbnb Rental Income: $null Traditional Rental Income: $5919 Airbnb ROI: N/A Traditional ROI: 0.68%
1214 Denmark Circle #50 Oregon, WI The Siena B will be available for move in Jan/Feb'26. This stunning ranch home offers 3 b...	3 beds \| 2 baths \| 1,965 sq.ft.	$569,031	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $2661 Airbnb ROI: N/A Traditional ROI: 3.7%
409 Peterson Trail Oregon, WI Welcome to this beautifully designed ranch-style home featuring 9-foot ceilings & an invit...	4 beds \| 3 baths \| 3,280 sq.ft.	$725,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.9% Airbnb Rental Income: $2289 Traditional Rental Income: $3110 Airbnb ROI: -0.16% Traditional ROI: 1.9%
1257 Tivoli Circle Oregon, WI The Villas are the ultimate in peace of mind living. Located within the Highlands of Nethe...	2 beds \| 2 baths \| 1,292 sq.ft.	$441,444	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.57% Airbnb Rental Income: $1077 Traditional Rental Income: $2082 Airbnb ROI: 0.25% Traditional ROI: 3.57%
507 Janesville Street Oregon, WI This beautifully updated home offers a fully remodeled main level with a modern kitchen fe...	3 beds \| 2 baths \| 1,728 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.68% Airbnb Rental Income: $null Traditional Rental Income: $2385 Airbnb ROI: N/A Traditional ROI: 4.68%
468 Stoddard Drive Oregon, WI This Everest home features a smart, open layout and checks off all your boxes. 4 bedrooms,...	4 beds \| 3 baths \| 2,087 sq.ft.	$549,900	Airbnb cash on cash: 1.96% Traditional cash on cash: 4.23% Airbnb Rental Income: $2289 Traditional Rental Income: $2886 Airbnb ROI: 1.96% Traditional ROI: 4.23%
981 Merri Hill Drive Oregon, WI This Weston home features a smart, open layout and checks off all your boxes. 3 bedrooms, ...	3 beds \| 3 baths \| 1,615 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2521 Airbnb ROI: N/A Traditional ROI: 3.99%
1082 Tundra Avenue Oregon, WI This Tribeca home features a smart, open layout and checks off all your boxes. 3 bedrooms,...	3 beds \| 3 baths \| 1,533 sq.ft.	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.58% Airbnb Rental Income: $null Traditional Rental Income: $2445 Airbnb ROI: N/A Traditional ROI: 4.58%
110 Saratoga Circle Oregon, WI PRICE REDUCED! This inviting Oregon home welcomes you with timeless curb appeal and a fron...	3 beds \| 4 baths \| 2,642 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $3050 Airbnb ROI: N/A Traditional ROI: 3.93%
920 Carnoustie Way Oregon, WI This stunning new construction home features an exceptional blend of modern design and con...	5 beds \| 4 baths \| 3,557 sq.ft.	$989,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $3919 Airbnb ROI: N/A Traditional ROI: 2.95%
1226 Denmark Circle #49 Oregon, WI The Wren A will be available for move in Jan/Feb'26. This stunning 2-story home offers 4 ...	4 beds \| 3 baths \| 2,607 sq.ft.	$609,900	Airbnb cash on cash: 1.73% Traditional cash on cash: 4.06% Airbnb Rental Income: $2289 Traditional Rental Income: $3047 Airbnb ROI: 1.73% Traditional ROI: 4.06%
655 Cypress Way Oregon, WI Proposed Construction: The Stonehaven by Eldon Homes, an exceptional 4-bed, 4 bath Custom...	4 beds \| 4 baths \| 3,340 sq.ft.	$829,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.82% Airbnb Rental Income: $2289 Traditional Rental Income: $3847 Airbnb ROI: 1.07% Traditional ROI: 3.82%
939 Carnoustie Way Oregon, WI Experience exceptional views overlooking the 3rd fairway of The Legend at Bergamont Golf C...	4 beds \| 5 baths \| 4,891 sq.ft.	$1,275,000	Airbnb cash on cash: -0.79% Traditional cash on cash: 1.82% Airbnb Rental Income: $2289 Traditional Rental Income: $4801 Airbnb ROI: -0.79% Traditional ROI: 1.82%
2257 S Syene Road Oregon, WI Welcome to this bright and airy ranch in the heart of Fitchburg, perfectly situated on a s...	3 beds \| 2 baths \| 2,002 sq.ft.	$460,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.51% Airbnb Rental Income: $null Traditional Rental Income: $2559 Airbnb ROI: N/A Traditional ROI: 3.51%
429 Meander Wood Rd Oregon, WI Welcome home to this highly sought after Old Stone Estates Subdivision home! Main level gr...	3 beds \| 2 baths \| 2,000 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.99% Airbnb Rental Income: $null Traditional Rental Income: $2530 Airbnb ROI: N/A Traditional ROI: 3.99%
195 ASH Street Oregon, WI Showings begin 12/6. Inviting ranch home in Oregonâs Greenacre Heights neighborhood clos...	3 beds \| 2 baths \| 1,536 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $2169 Airbnb ROI: N/A Traditional ROI: 4.35%
150 Jwana Circle Oregon, WI Step inside your new home in The Legend at Bergamont, a premier gated community where warm...	5 beds \| 4 baths \| 4,211 sq.ft.	$920,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.06% Airbnb Rental Income: $null Traditional Rental Income: $3979 Airbnb ROI: N/A Traditional ROI: 2.06%

Your search for investment property begins and ends here

Boro Investment Property for Sale in Oregon, WI

849 Ashworth Drive

Oregon, WI

3 beds | 3 baths | 2,683 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.55%

Airbnb Rental Income: $null

Traditional Rental Income: $2951

Airbnb ROI: N/A

Traditional ROI: 2.55%

694 Inverness Street

Oregon, WI

5 beds | 7 baths | 8,831 sq.ft.

$1,845,900

Airbnb cash on cash: N/A

Traditional cash on cash: 0.68%

Airbnb Rental Income: $null

Traditional Rental Income: $5919

Airbnb ROI: N/A

Traditional ROI: 0.68%

1214 Denmark Circle #50

Oregon, WI

3 beds | 2 baths | 1,965 sq.ft.

$569,031

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2661

Airbnb ROI: N/A

Traditional ROI: 3.7%

409 Peterson Trail

Oregon, WI

4 beds | 3 baths | 3,280 sq.ft.

$725,000

Airbnb cash on cash: -0.16%

Traditional cash on cash: 1.9%

Airbnb Rental Income: $2289

Traditional Rental Income: $3110

Airbnb ROI: -0.16%

Traditional ROI: 1.9%

1257 Tivoli Circle

Oregon, WI

2 beds | 2 baths | 1,292 sq.ft.

$441,444

Airbnb cash on cash: 0.25%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1077

Traditional Rental Income: $2082

Airbnb ROI: 0.25%

Traditional ROI: 3.57%

507 Janesville Street

Oregon, WI

3 beds | 2 baths | 1,728 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.68%

Airbnb Rental Income: $null

Traditional Rental Income: $2385

Airbnb ROI: N/A

Traditional ROI: 4.68%

468 Stoddard Drive

Oregon, WI

4 beds | 3 baths | 2,087 sq.ft.

$549,900

Airbnb cash on cash: 1.96%

Traditional cash on cash: 4.23%

Airbnb Rental Income: $2289

Traditional Rental Income: $2886

Airbnb ROI: 1.96%

Traditional ROI: 4.23%

981 Merri Hill Drive

Oregon, WI

3 beds | 3 baths | 1,615 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2521

Airbnb ROI: N/A