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.

Investment Property for Sale in Oregon, WI

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
168 Hickory Court Oregon, WI NEW: Seller offering a $10,000 credit! Great for closing costs or rate buy-down. This invi...	3 beds \| 2 baths \| 2,300 sq.ft.	$448,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2576 Airbnb ROI: N/A Traditional ROI: 3.09%
182 Ames Street Oregon, WI Nestled in the heart of Oregon, this beautiful home offers the perfect blend of comfort, s...	3 beds \| 3 baths \| 1,857 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $2543 Airbnb ROI: N/A Traditional ROI: 3.44%
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.	$583,481	Airbnb cash on cash: N/A Traditional cash on cash: 3.59% Airbnb Rental Income: $null Traditional Rental Income: $2661 Airbnb ROI: N/A Traditional ROI: 3.59%
1087 Tundra Avenue Oregon, WI This Davis home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2...	3 beds \| 3 baths \| 1,523 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.69% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 4.69%
1085 Tundra Avenue Oregon, WI This Davis home features a smart, open layout and checks off all your boxes. 3 bedrooms, 2...	3 beds \| 3 baths \| 1,523 sq.ft.	$404,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.84% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 4.84%
1094 Tundra Avenue Oregon, WI This Gramercy home features a smart, open layout and checks off all your boxes. 3 bedrooms...	3 beds \| 3 baths \| 1,620 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.5% Airbnb Rental Income: $null Traditional Rental Income: $2434 Airbnb ROI: N/A Traditional ROI: 4.5%
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: $1074 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.	$390,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.61% Airbnb Rental Income: $null Traditional Rental Income: $2385 Airbnb ROI: N/A Traditional ROI: 4.61%
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.	$564,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.1% Airbnb Rental Income: $null Traditional Rental Income: $2886 Airbnb ROI: N/A Traditional ROI: 4.1%
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%
1232 Tivoli Circle Oregon, WI The Villas is the ultimate in peace of mind living. Located within the Highlands of Nether...	2 beds \| 2 baths \| 1,292 sq.ft.	$424,444	Airbnb cash on cash: -2.44% Traditional cash on cash: 0.81% Airbnb Rental Income: $1074 Traditional Rental Income: $2000 Airbnb ROI: -2.44% Traditional ROI: 0.81%
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%
1090 Tundra Avenue Oregon, WI Move-in Ready 10/23/25! This Jade home features a smart, open layout and checks off all yo...	3 beds \| 3 baths \| 1,526 sq.ft.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.51% Airbnb Rental Income: $null Traditional Rental Income: $2394 Airbnb ROI: N/A Traditional ROI: 4.51%
500 Stoddard Drive Oregon, WI Move-in Ready 10/23/25! This Emerald home features a smart, open layout and checks off all...	3 beds \| 3 baths \| 1,647 sq.ft.	$494,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2480 Airbnb ROI: N/A Traditional ROI: 3.93%
110 Saratoga Circle Oregon, WI This inviting Oregon home welcomes you with timeless curb appeal and a front porch made fo...	3 beds \| 4 baths \| 2,642 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.88% Airbnb Rental Income: $null Traditional Rental Income: $3050 Airbnb ROI: N/A Traditional ROI: 3.88%
562 Lexington Drive Oregon, WI Experience the perfect balance of comfort and convenience in this Hawthorne Park Estates c...	3 beds \| 3 baths \| 1,787 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $2446 Airbnb ROI: N/A Traditional ROI: 4.29%
370 Riviera St Oregon, WI Quality home built by Classic Homes of Madison at Bergamont! Walk to the new library, Berg...	4 beds \| 4 baths \| 3,352 sq.ft.	$769,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.62% Airbnb Rental Income: $null Traditional Rental Income: $3728 Airbnb ROI: N/A Traditional ROI: 2.62%
141 AMANDA Court Oregon, WI Welcome to this inviting, well-maintained, home on a quiet cul de sac. The main level con...	4 beds \| 3 baths \| 2,132 sq.ft.	$498,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.44% Airbnb Rental Income: $null Traditional Rental Income: $2796 Airbnb ROI: N/A Traditional ROI: 3.44%
302 Oakmont Street Oregon, WI Welcome home to this sprawling 4BR/3.5BA home in Oregonâs finest Bergamont Golf Communit...	4 beds \| 4 baths \| 3,514 sq.ft.	$664,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.64% Airbnb Rental Income: $null Traditional Rental Income: $3733 Airbnb ROI: N/A Traditional ROI: 3.64%
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.	$999,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.91% Airbnb Rental Income: $null Traditional Rental Income: $3919 Airbnb ROI: N/A Traditional ROI: 2.91%
1256 Denmark Circle #45 Oregon, WI Eligible buyers may qualify for a 3/2/1 buy-down (10%+ down): Year 1 at 2.5%, Year 2 at 3....	4 beds \| 3 baths \| 2,607 sq.ft.	$603,082	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $3054 Airbnb ROI: N/A Traditional ROI: 4.15%
574 Stoddard Drive Oregon, WI Move-in Ready 11/21/25! This Sawyer home features a smart, open layout and checks off all ...	3 beds \| 3 baths \| 1,879 sq.ft.	$539,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $2771 Airbnb ROI: N/A Traditional ROI: 4.09%
669 N Woods Edge Drive Oregon, WI Welcome home to this inviting 4 Bedroom, 3-bath retreat positioned in a prime location wit...	4 beds \| 3 baths \| 2,699 sq.ft.	$449,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.47% Airbnb Rental Income: $null Traditional Rental Income: $3036 Airbnb ROI: N/A Traditional ROI: 4.47%
161 Glenway Road Oregon, WI Country Living at its best! Situated on a secluded 18+ acre rolling property w/ hardwoods,...	3 beds \| 3 baths \| 3,534 sq.ft.	$1,385,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $3037 Airbnb ROI: N/A Traditional ROI: 0.6%
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.	$643,061	Airbnb cash on cash: N/A Traditional cash on cash: 3.8% Airbnb Rental Income: $null Traditional Rental Income: $3047 Airbnb ROI: N/A Traditional ROI: 3.8%
441 Jefferson Street Oregon, WI Whether you're looking for a starter home or a peaceful retreat, this property offers the ...	2 beds \| 1 baths \| 1,318 sq.ft.	$305,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 2.52% Airbnb Rental Income: $1074 Traditional Rental Income: $1491 Airbnb ROI: -0.21% Traditional ROI: 2.52%

Real Estate investment in Oregon, WI

There are 40 properties for sale in the city of Oregon . The median list price in Oregon is $496,450 and the average price per square foot is $204. In November 2025, the average monthly cash on cash return in Oregon is 4.00%. The average monthly rental income in Oregon is $2,688.

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

There are 40 investment properties available for sale in Oregon.

In 2025, the best neighborhood to buy investment property is Oregon.

The ROI for Short-Term is higher than the Long-Term in Oregon with average rental income of $1,074.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, WI

168 Hickory Court

Oregon, WI

3 beds | 2 baths | 2,300 sq.ft.

$448,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.09%

Airbnb Rental Income: $null

Traditional Rental Income: $2576

Airbnb ROI: N/A

Traditional ROI: 3.09%

182 Ames Street

Oregon, WI

3 beds | 3 baths | 1,857 sq.ft.

$449,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.44%

Airbnb Rental Income: $null

Traditional Rental Income: $2543

Airbnb ROI: N/A

Traditional ROI: 3.44%

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.

$583,481

Airbnb cash on cash: N/A

Traditional cash on cash: 3.59%

Airbnb Rental Income: $null

Traditional Rental Income: $2661

Airbnb ROI: N/A

Traditional ROI: 3.59%

1087 Tundra Avenue

Oregon, WI

3 beds | 3 baths | 1,523 sq.ft.

$414,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2381

Airbnb ROI: N/A

Traditional ROI: 4.69%

1085 Tundra Avenue

Oregon, WI

3 beds | 3 baths | 1,523 sq.ft.

$404,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2381

Airbnb ROI: N/A

Traditional ROI: 4.84%

1094 Tundra Avenue

Oregon, WI

3 beds | 3 baths | 1,620 sq.ft.

$439,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.5%

Airbnb Rental Income: $null

Traditional Rental Income: $2434

Airbnb ROI: N/A

Traditional ROI: 4.5%

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: $1074

Traditional Rental Income: $2082

Airbnb ROI: 0.25%