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
805 Violet Lane Oregon, WI Move-in ready 2-story home situated on a desirable corner lot! The welcoming entryway flow...	3 beds \| 4 baths \| 2,702 sq.ft.	$485,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.06% Airbnb Rental Income: $null Traditional Rental Income: $3017 Airbnb ROI: N/A Traditional ROI: 4.06%
4700 Holm Road Oregon, WI Showings start Jan.30! Sun Filled ranch on a quiet cul de sac with an amazing lot! This be...	3 beds \| 2 baths \| 1,400 sq.ft.	$435,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.65% Airbnb Rental Income: $null Traditional Rental Income: $1988 Airbnb ROI: N/A Traditional ROI: 2.65%
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%
912 OREGON PARKS Avenue Oregon, WI Showings begin 1/17. Stylish half-duplex home in Oregon close to gorgeous parks and the Or...	3 beds \| 3 baths \| 2,223 sq.ft.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $2784 Airbnb ROI: N/A Traditional ROI: 3.22%
1077 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 \| 1,532 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.03% Airbnb Rental Income: $null Traditional Rental Income: $2374 Airbnb ROI: N/A Traditional ROI: 5.03%
409 Peterson Trail Oregon, WI Welcome to this beautifully designed ranch-style home featuring 9-foot ceilings and an inv...	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%
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.	$429,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.64% Airbnb Rental Income: $null Traditional Rental Income: $2445 Airbnb ROI: N/A Traditional ROI: 4.64%
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: -0.87% Traditional cash on cash: 1.74% Airbnb Rental Income: $2289 Traditional Rental Income: $4801 Airbnb ROI: -0.87% Traditional ROI: 1.74%
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: 3.91% Airbnb Rental Income: $null Traditional Rental Income: $2530 Airbnb ROI: N/A Traditional ROI: 3.91%
948 Timber Ridge Drive Oregon, WI Tucked away at the end of a cul-de-sac, this show-stopping home provides over 4,600 finish...	5 beds \| 4 baths \| 4,626 sq.ft.	$950,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.96% Airbnb Rental Income: $null Traditional Rental Income: $3908 Airbnb ROI: N/A Traditional ROI: 1.96%
1331 County Road D Oregon, WI Stunning 5.7 acre ranch offering the perfect balance of peaceful country living and conven...	5 beds \| 5 baths \| 4,599 sq.ft.	$1,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.93% Airbnb Rental Income: $null Traditional Rental Income: $5247 Airbnb ROI: N/A Traditional ROI: 1.93%
1484 Ravenoaks Trail Oregon, WI Showings start 1/15 Tucked away in the beautiful Ravenoaks neighborhood, this stunning hom...	3 beds \| 3 baths \| 4,057 sq.ft.	$775,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.78% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 1.78%
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 home nearing completion, designed with both style and functionality. The ...	4 beds \| 3 baths \| 2,395 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%
4415 Old Stone Road Oregon, WI This beautiful 3 bedroom, 3 bath ranch home is set on 17.56 serene acres surrounded by mat...	3 beds \| 3 baths \| 2,968 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $2906 Airbnb ROI: N/A Traditional ROI: 1.98%
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.	$699,900	Airbnb cash on cash: -0.35% Traditional cash on cash: 0.64% Airbnb Rental Income: $2289 Traditional Rental Income: $2360 Airbnb ROI: -0.35% Traditional ROI: 0.64%
Raleigh Plan Oregon, WI	4 beds \| 2 baths \| 2,907 sq.ft.	$676,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 0.41% Airbnb Rental Income: $2289 Traditional Rental Income: $2141 Airbnb ROI: -0.26% Traditional ROI: 0.41%
The Margot Plan Oregon, WI The Margot Plan, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,404 sq.ft.	$591,400	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.64% Airbnb Rental Income: $2289 Traditional Rental Income: $2014 Airbnb ROI: 0.11% Traditional ROI: 0.64%
The Emerson Twin Home Plan Oregon, WI The Emerson Twin Home Plan, Oregon, WI 53575 \| Multi Family	3 beds \| 2 baths \| 1,486 sq.ft.	$388,400	Airbnb cash on cash: 1.63% Traditional cash on cash: 1.39% Airbnb Rental Income: $2289 Traditional Rental Income: $1631 Airbnb ROI: 1.63% Traditional ROI: 1.39%
The Hendrix Plan Oregon, WI The Hendrix Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,841 sq.ft.	$546,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.6% Airbnb Rental Income: $null Traditional Rental Income: $1848 Airbnb ROI: N/A Traditional ROI: 0.6%
Starling Plan Oregon, WI	4 beds \| 2 baths \| 2,193 sq.ft.	$573,900	Airbnb cash on cash: 0.2% Traditional cash on cash: 0.72% Airbnb Rental Income: $2289 Traditional Rental Income: $1997 Airbnb ROI: 0.2% Traditional ROI: 0.72%
The Cooper Plan Oregon, WI The Cooper Plan, Oregon, WI 53575 \| Single Family Residential	3 beds \| 2 baths \| 1,764 sq.ft.	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.51% Airbnb Rental Income: $null Traditional Rental Income: $1797 Airbnb ROI: N/A Traditional ROI: 0.51%
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.	$616,700	Airbnb cash on cash: -0.01% Traditional cash on cash: 0.57% Airbnb Rental Income: $2289 Traditional Rental Income: $2053 Airbnb ROI: -0.01% Traditional ROI: 0.57%
The Atwood Plan Oregon, WI	4 beds \| 2 baths \| 2,446 sq.ft.	$590,700	Airbnb cash on cash: 0.11% Traditional cash on cash: 0.69% Airbnb Rental Income: $2289 Traditional Rental Income: $2040 Airbnb ROI: 0.11% Traditional ROI: 0.69%
1085 Autumn Blaze Ct Oregon, WI 1085 Autumn Blaze Ct, Oregon, WI 53575 \| Other	N/A beds \| N/A baths \| N/A	$135,000	Airbnb cash on cash: -2.81% Traditional cash on cash: 0.3% Airbnb Rental Income: $337 Traditional Rental Income: $496 Airbnb ROI: -2.81% Traditional ROI: 0.3%
130 Jwana Cir Oregon, WI 130 Jwana Cir, Oregon, WI 53575 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: -2.82% Traditional cash on cash: -0.7% Airbnb Rental Income: $337 Traditional Rental Income: $494 Airbnb ROI: -2.82% Traditional ROI: -0.7%
LOT 97 Foxfield Ct Oregon, WI LOT 97 Foxfield Ct, Oregon, WI 53575 \| Other	N/A beds \| N/A baths \| N/A	$130,900	Airbnb cash on cash: -2.81% Traditional cash on cash: 0.4% Airbnb Rental Income: $337 Traditional Rental Income: $496 Airbnb ROI: -2.81% Traditional ROI: 0.4%
The Hudson Plan Oregon, WI The Hudson Plan, Oregon, WI 53575 \| Single Family Residential	4 beds \| 2 baths \| 2,172 sq.ft.	$564,300	Airbnb cash on cash: 0.25% Traditional cash on cash: 0.78% Airbnb Rental Income: $2289 Traditional Rental Income: $1997 Airbnb ROI: 0.25% Traditional ROI: 0.78%
The Weston Plan Oregon, WI	3 beds \| 2 baths \| 1,600 sq.ft.	$484,500	Airbnb cash on cash: N/A Traditional cash on cash: 0.78% Airbnb Rental Income: $null Traditional Rental Income: $1729 Airbnb ROI: N/A Traditional ROI: 0.78%

Real Estate investment in Oregon, WI

There are 47 properties for sale in the city of Oregon . The median list price in Oregon is $539,900 and the average price per square foot is $213. In February 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 47 investment properties available for sale in Oregon.

In 2026, 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 $2,289.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, WI

805 Violet Lane

Oregon, WI

3 beds | 4 baths | 2,702 sq.ft.

$485,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3017

Airbnb ROI: N/A

Traditional ROI: 4.06%

4700 Holm Road

Oregon, WI

3 beds | 2 baths | 1,400 sq.ft.

$435,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.65%

Airbnb Rental Income: $null

Traditional Rental Income: $1988

Airbnb ROI: N/A

Traditional ROI: 2.65%

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%

912 OREGON PARKS Avenue

Oregon, WI

3 beds | 3 baths | 2,223 sq.ft.

$395,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.22%

Airbnb Rental Income: $null

Traditional Rental Income: $2784

Airbnb ROI: N/A

Traditional ROI: 3.22%

1077 Tundra Avenue

Oregon, WI

3 beds | 3 baths | 1,532 sq.ft.

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2374

Airbnb ROI: N/A

Traditional ROI: 5.03%

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%

1082 Tundra Avenue

Oregon, WI

3 beds | 3 baths | 1,533 sq.ft.

$429,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.64%

Airbnb Rental Income: $null

Traditional Rental Income: $2445

Airbnb ROI: N/A