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
852 Augusta Drive Oregon, WI Beautifully designed two-story home featuring an open main level with exceptional finishes...	3 beds \| 4 baths \| 3,257 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.09% Airbnb Rental Income: $null Traditional Rental Income: $3610 Airbnb ROI: N/A Traditional ROI: 2.09%
673 Prairie Grass Rd Oregon, WI Are you looking for your dream home in Oregon? Look no further! This stunning 2-story is f...	4 beds \| 5 baths \| 4,884 sq.ft.	$824,900	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.79% Airbnb Rental Income: $2289 Traditional Rental Income: $3040 Airbnb ROI: 0.07% Traditional ROI: 1.79%
4805 Schneider Dr Oregon, WI Very rare opportunity,over 4 acres,w/trails,Cleary building (48x30),9 car garage(s),lots o...	4 beds \| 3 baths \| 2,288 sq.ft.	$999,900	Airbnb cash on cash: 0.04% Traditional cash on cash: 1.46% Airbnb Rental Income: $2289 Traditional Rental Income: $3040 Airbnb ROI: 0.04% Traditional ROI: 1.46%
5431 Lincoln Rd Oregon, WI Rare 20 acre development opportunity on the edge of Oregon WI. Land has access from Lincol...	N/A beds \| N/A baths \| 1,800 sq.ft.	$3,500,000	Airbnb cash on cash: -1.08% Traditional cash on cash: -0.37% Airbnb Rental Income: $337 Traditional Rental Income: $2381 Airbnb ROI: -1.08% Traditional ROI: -0.37%
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%
1087 Tundra Avenue Oregon, WI This Davis home features a thoughtfully designed, open-concept layout ideal for modern liv...	3 beds \| 3 baths \| 1,523 sq.ft.	$414,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.7% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 4.7%
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: 4.85% Airbnb Rental Income: $null Traditional Rental Income: $2381 Airbnb ROI: N/A Traditional ROI: 4.85%
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%
1232 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.	$434,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 2.91% Airbnb Rental Income: $1077 Traditional Rental Income: $2000 Airbnb ROI: -0.26% Traditional ROI: 2.91%
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%
1331 County Road D Oregon, WI Seller is offering special incentive of $10,000 seller credit and Ultimate Home Warranty i...	5 beds \| 5 baths \| 4,599 sq.ft.	$1,299,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.15% Airbnb Rental Income: $null Traditional Rental Income: $5247 Airbnb ROI: N/A Traditional ROI: 2.15%
2001 Timber Lake Road Oregon, WI Tucked among the trees on over an acre, this private ranch-style retreat offers warmth, co...	4 beds \| 3 baths \| 2,846 sq.ft.	$800,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 1.58% Airbnb Rental Income: $2289 Traditional Rental Income: $3051 Airbnb ROI: -0.21% Traditional ROI: 1.58%
495 Foxfield Court Oregon, WI New construction nearing completion, designed with both style and functionality. The main ...	4 beds \| 3 baths \| 2,764 sq.ft.	$715,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.91% Airbnb Rental Income: $2289 Traditional Rental Income: $2852 Airbnb ROI: 1.21% Traditional ROI: 2.91%
477 Foxfield Ct Oregon, WI 477 Foxfield Ct, Oregon, WI 53575 \| Single Family Residential	5 beds \| 3 baths \| 2,880 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.9% Airbnb Rental Income: $null Traditional Rental Income: $2707 Airbnb ROI: N/A Traditional ROI: 0.9%
2395 White Oak Trl Oregon, WI 2395 White Oak Trl, Oregon, WI 53575 \| Single Family Residential	4 beds \| 4 baths \| 5,263 sq.ft.	$1,699,900	Airbnb cash on cash: -1.81% Traditional cash on cash: -0.95% Airbnb Rental Income: $2289 Traditional Rental Income: $3086 Airbnb ROI: -1.81% Traditional ROI: -0.95%
315 Liberty Park Dr. Dr Oregon, WI 315 Liberty Park Dr. Dr, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,847 sq.ft.	$674,900	Airbnb cash on cash: -0.25% Traditional cash on cash: 0.76% Airbnb Rental Income: $2289 Traditional Rental Income: $2360 Airbnb ROI: -0.25% Traditional ROI: 0.76%
The Margot Plan Oregon, WI The Margot Plan, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,404 sq.ft.	$569,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 0.78% Airbnb Rental Income: $2289 Traditional Rental Income: $2014 Airbnb ROI: 0.22% Traditional ROI: 0.78%
The Conrad Plan Oregon, WI The Conrad Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,974 sq.ft.	$551,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $1939 Airbnb ROI: N/A Traditional ROI: 0.74%
The Hendrix Plan Oregon, WI The Hendrix Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,841 sq.ft.	$523,100	Airbnb cash on cash: N/A Traditional cash on cash: 0.76% Airbnb Rental Income: $null Traditional Rental Income: $1848 Airbnb ROI: N/A Traditional ROI: 0.76%
The Sawyer Plan Oregon, WI The Sawyer Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,880 sq.ft.	$502,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.96% Airbnb Rental Income: $null Traditional Rental Income: $1877 Airbnb ROI: N/A Traditional ROI: 0.96%
The Cooper Plan Oregon, WI The Cooper Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,764 sq.ft.	$521,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $1797 Airbnb ROI: N/A Traditional ROI: 0.66%
The Bryant I Plan Oregon, WI The Bryant I Plan, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,406 sq.ft.	$572,500	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.67% Airbnb Rental Income: $2289 Traditional Rental Income: $3040 Airbnb ROI: 0.2% Traditional ROI: 2.67%
The Collette Plan Oregon, WI	2 beds \| 2 baths \| 1,204 sq.ft.	$410,200	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.09% Airbnb Rental Income: $1077 Traditional Rental Income: $1216 Airbnb ROI: -1.23% Traditional ROI: 0.09%
The Emerald Plan Oregon, WI The Emerald Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,650 sq.ft.	$487,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $1766 Airbnb ROI: N/A Traditional ROI: 0.84%
The Carmichael Plan Oregon, WI The Carmichael Plan, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,616 sq.ft.	$594,900	Airbnb cash on cash: 0.09% Traditional cash on cash: 0.69% Airbnb Rental Income: $2289 Traditional Rental Income: $2053 Airbnb ROI: 0.09% Traditional ROI: 0.69%
The Jade Plan Oregon, WI The Jade Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,520 sq.ft.	$419,300	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $1698 Airbnb ROI: N/A Traditional ROI: 1.25%
The Tribeca Plan Oregon, WI	3 beds \| 2 baths \| 1,525 sq.ft.	$415,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $3610 Airbnb ROI: N/A Traditional ROI: 6.2%
The Costello Plan Oregon, WI	3 beds \| 2 baths \| 1,860 sq.ft.	$452,600	Airbnb cash on cash: N/A Traditional cash on cash: 1.32% Airbnb Rental Income: $null Traditional Rental Income: $1855 Airbnb ROI: N/A Traditional ROI: 1.32%
The Gramercy Plan Oregon, WI	3 beds \| 2 baths \| 1,615 sq.ft.	$427,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.25% Airbnb Rental Income: $null Traditional Rental Income: $1729 Airbnb ROI: N/A Traditional ROI: 1.25%

Real Estate investment in Oregon, WI

There are 72 properties for sale in the city of Oregon . The median list price in Oregon is $521,500 and the average price per square foot is $213. In March 2026, the average monthly cash on cash return in Oregon is 2.00%. The average monthly rental income in Oregon is $2,429.

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

There are 72 investment properties available for sale in Oregon.

The ROI for Short-Term is higher than the Long-Term in Oregon with average rental income of $2,289.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, WI

852 Augusta Drive

Oregon, WI

3 beds | 4 baths | 3,257 sq.ft.

$849,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.09%

Airbnb Rental Income: $null

Traditional Rental Income: $3610

Airbnb ROI: N/A

Traditional ROI: 2.09%

673 Prairie Grass Rd

Oregon, WI

4 beds | 5 baths | 4,884 sq.ft.

$824,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: 1.79%

Airbnb Rental Income: $2289

Traditional Rental Income: $3040

Airbnb ROI: 0.07%

Traditional ROI: 1.79%

4805 Schneider Dr

Oregon, WI

4 beds | 3 baths | 2,288 sq.ft.

$999,900

Airbnb cash on cash: 0.04%

Traditional cash on cash: 1.46%

Airbnb Rental Income: $2289

Traditional Rental Income: $3040

Airbnb ROI: 0.04%

Traditional ROI: 1.46%

5431 Lincoln Rd

Oregon, WI

N/A beds | N/A baths | 1,800 sq.ft.

$3,500,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: -0.37%

Airbnb Rental Income: $337

Traditional Rental Income: $2381

Airbnb ROI: -1.08%

Traditional ROI: -0.37%

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%

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: 4.7%

Airbnb Rental Income: $null

Traditional Rental Income: $2381

Airbnb ROI: N/A

Traditional ROI: 4.7%

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: 4.85%

Airbnb Rental Income: $null

Traditional Rental Income: $2381

Airbnb ROI: N/A

Traditional ROI: 4.85%

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%