Real Estate Investments for Sale in Oregon, WI With High ROI

Are you looking for a vacation rental in Oregon, WI? Look no further! We have a wide variety of vacation available for sale, including beachfront condos, mountain single-family homes, townhouses, vacation homes and everything in between.

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
1206 Tivoli Circle Oregon, WI The Villas offer the ultimate in peace of mind living. This unique neighborhood of single-...	2 beds \| 2 baths \| 1,292 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $1925 Airbnb ROI: N/A Traditional ROI: 1.49%
1008 Brynhill Drive Oregon, WI WHEN ONLY THE BEST WILL DO! This custom-built, LIKE-NEW, ranch-style home boasts nearly 36...	4 beds \| 3 baths \| 3,596 sq.ft.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.83% Airbnb Rental Income: $null Traditional Rental Income: $2722 Airbnb ROI: N/A Traditional ROI: 0.83%
4890 County Road A Oregon, WI 34 beautiful acres right outside of the Village of Oregon, hemmed in by parks and greenspa...	4 beds \| 2 baths \| 2,628 sq.ft.	$2,550,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.06% Airbnb Rental Income: $null Traditional Rental Income: $2753 Airbnb ROI: N/A Traditional ROI: -0.06%
1028 Brynhill Drive Oregon, WI Beautiful custom built home with added features that set this outstanding 5 year old prope...	5 beds \| 3 baths \| 3,918 sq.ft.	$814,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.76% Airbnb Rental Income: $null Traditional Rental Income: $3352 Airbnb ROI: N/A Traditional ROI: 1.76%
2391 White Oak Trail Oregon, WI This home boasts 3,068sqft of living space and is nestled on a breathtaking and private 7-...	3 beds \| 4 baths \| 3,068 sq.ft.	$685,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $3743 Airbnb ROI: N/A Traditional ROI: 3.7%
5431 Lincoln Road Oregon, WI Rare 20 acre development opportunity on the edge of Oregon WI. Land has access from Lincol...	3 beds \| 2 baths \| 1,800 sq.ft.	$4,100,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.41% Airbnb Rental Income: $null Traditional Rental Income: $2586 Airbnb ROI: N/A Traditional ROI: -0.41%
1106 Oregon Parks Avenue Oregon, WI The Starling Model A at Highlands of Netherwood Lot 215. Estimated completion in April 202...	4 beds \| 3 baths \| 2,203 sq.ft.	$549,770	Airbnb cash on cash: N/A Traditional cash on cash: 2.95% Airbnb Rental Income: $null Traditional Rental Income: $3085 Airbnb ROI: N/A Traditional ROI: 2.95%
258 Peterson Trail Oregon, WI The Starling Model B at Highlands of Netherwood Lot 211. Estimated completion in July 2024...	4 beds \| 3 baths \| 2,203 sq.ft.	$574,990	Airbnb cash on cash: N/A Traditional cash on cash: 2.7% Airbnb Rental Income: $null Traditional Rental Income: $3085 Airbnb ROI: N/A Traditional ROI: 2.7%
224 Peterson Trail Oregon, WI The Meadowlark B Model at Highlands of Netherwood Lot 220. Estimated completion in July 20...	4 beds \| 3 baths \| 2,052 sq.ft.	$551,055	Airbnb cash on cash: N/A Traditional cash on cash: 3.04% Airbnb Rental Income: $null Traditional Rental Income: $3136 Airbnb ROI: N/A Traditional ROI: 3.04%
271 & 291 N Bergamont Boulevard Oregon, WI Rare find new construction Duplex in Oregon = Ready to move in June 2024. Located in the h...	6 beds \| N/A baths \| N/A	$839,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.12% Airbnb Rental Income: $null Traditional Rental Income: $2222 Airbnb ROI: N/A Traditional ROI: -0.12%
4685 Schneider Drive Oregon, WI Welcome home to this private retreat just minutes to Madison yet nestled away surrounded b...	4 beds \| 2 baths \| 3,704 sq.ft.	$765,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.22% Airbnb Rental Income: $null Traditional Rental Income: $2729 Airbnb ROI: N/A Traditional ROI: 1.22%
478 CAMPO Lane Oregon, WI Move-in Ready 5/20/24! This Harlow home features a smart, open layout and ticks off all yo...	3 beds \| 2 baths \| 1,572 sq.ft.	$504,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $2638 Airbnb ROI: N/A Traditional ROI: 2.47%
480 Medinah Street Oregon, WI Welcome to your dream home at 480 Medinah St., nestled in the heart of a wonderful golf co...	4 beds \| 4 baths \| 3,244 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.73% Airbnb Rental Income: $null Traditional Rental Income: $3831 Airbnb ROI: N/A Traditional ROI: 3.73%
6070 Sun Valley Parkway Oregon, WI Welcome to your upgraded sanctuary! This 4-bedroom, 3-bathroom home sits on a sprawling 2-...	4 beds \| 3 baths \| 2,648 sq.ft.	$589,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $3232 Airbnb ROI: N/A Traditional ROI: 3.52%
325 Oakmont Street Oregon, WI This Contemporary Colonial home offers 4 bedrooms and 3 full bathrooms. The 2-story foyer ...	4 beds \| 4 baths \| 3,000 sq.ft.	$659,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $3840 Airbnb ROI: N/A Traditional ROI: 3.48%
1201 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.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.01% Airbnb Rental Income: $null Traditional Rental Income: $2424 Airbnb ROI: N/A Traditional ROI: 3.01%
417 CAMPO Lane Oregon, WI Move-in Ready 5/28/24! This Costello home features a smart, open layout and ticks off all ...	3 beds \| 3 baths \| 1,812 sq.ft.	$479,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.42% Airbnb Rental Income: $null Traditional Rental Income: $2941 Airbnb ROI: N/A Traditional ROI: 3.42%
903 County Road MM Oregon, WI Watch the seasons unfold in this gorgeous private setting, contemporary style, one owner h...	2 beds \| 3 baths \| 2,498 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $2950 Airbnb ROI: N/A Traditional ROI: 3.81%
435 CAMPO Lane Oregon, WI Move-in Ready 6/4/24! This Morris home features a smart, open layout and ticks off all you...	3 beds \| 3 baths \| 1,678 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.55% Airbnb Rental Income: $null Traditional Rental Income: $2879 Airbnb ROI: N/A Traditional ROI: 3.55%
2359 White Oak Trail Oregon, WI This spacious property offers endless possibilities with its generous square footage and d...	4 beds \| 2 baths \| 1,925 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.8% Airbnb Rental Income: $null Traditional Rental Income: $2677 Airbnb ROI: N/A Traditional ROI: 6.8%
897 Ashworth Drive Oregon, WI Show 4/4. Donât miss the opportunity to call this amazing 4BR / 3BA ranch in Alpine Mead...	4 beds \| 3 baths \| 2,600 sq.ft.	$549,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.57% Airbnb Rental Income: $null Traditional Rental Income: $3168 Airbnb ROI: N/A Traditional ROI: 3.57%
535 Oakwood Drive Oregon, WI Showing 4/6. Recently refreshed 3-bed, 2-bath home in the highly desirable Oregon School D...	3 beds \| 2 baths \| 1,603 sq.ft.	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.44% Airbnb Rental Income: $null Traditional Rental Income: $2585 Airbnb ROI: N/A Traditional ROI: 4.44%
135 Jill Court Oregon, WI RUN DONâT WALK to see this delightful ranch-style home gem nestled in the heart of Orego...	3 beds \| 2 baths \| 1,848 sq.ft.	$380,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $2604 Airbnb ROI: N/A Traditional ROI: 4.81%
1088 Lindelse Street Oregon, WI The Wren C Model at Highland of Netherwood Lot 223. Estimated completion in July / August....	4 beds \| 3 baths \| 2,620 sq.ft.	$642,645	Airbnb cash on cash: N/A Traditional cash on cash: 2.24% Airbnb Rental Income: $null Traditional Rental Income: $3157 Airbnb ROI: N/A Traditional ROI: 2.24%
1096 Lindelse Street Oregon, WI The Rutherford Model B at Highlands of Netherwood Lot 222. Estimated completion of July / ...	3 beds \| 2 baths \| 1,723 sq.ft.	$561,135	Airbnb cash on cash: N/A Traditional cash on cash: 2.04% Airbnb Rental Income: $null Traditional Rental Income: $2668 Airbnb ROI: N/A Traditional ROI: 2.04%
1098 Lindelse Street Oregon, WI The Townsend Model A at Highlands of the Netherwood Lot 221. Estimated completion in July ...	4 beds \| 3 baths \| 2,386 sq.ft.	$598,965	Airbnb cash on cash: N/A Traditional cash on cash: 2.52% Airbnb Rental Income: $null Traditional Rental Income: $3108 Airbnb ROI: N/A Traditional ROI: 2.52%
968 Merri-Hill Drive Oregon, WI Move-in Ready 6/26/24! This Emerald home features a smart, open layout and ticks off all y...	3 beds \| 3 baths \| 1,650 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $2932 Airbnb ROI: N/A Traditional ROI: 3.15%
485 Walnut Street Oregon, WI Showings start 4/18/24 First-time homebuyers look no further than this beauty on a qu...	3 beds \| 1 baths \| 1,040 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $1850 Airbnb ROI: N/A Traditional ROI: 3.69%
399 Ash Street Oregon, WI Show 4/19. This updated ranch offers both comfort and convenience. As you step inside, yo...	4 beds \| 3 baths \| 2,849 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $3040 Airbnb ROI: N/A Traditional ROI: 4.09%

Real Estate investment in Oregon, WI

There are 29 properties for sale in the city of Oregon . The median list price in Oregon is $551,055 and the average price per square foot is $239. In April 2024, the average monthly cash on cash return in Oregon is 3.00%. The average monthly rental income in Oregon is $2,932.

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

There are 29 investment properties available for sale in Oregon.

In 2024, 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, WI

1206 Tivoli Circle

Oregon, WI

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

$399,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1925

Airbnb ROI: N/A

Traditional ROI: 1.49%

1008 Brynhill Drive

Oregon, WI

4 beds | 3 baths | 3,596 sq.ft.

$799,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2722

Airbnb ROI: N/A

Traditional ROI: 0.83%

4890 County Road A

Oregon, WI

4 beds | 2 baths | 2,628 sq.ft.

$2,550,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.06%

Airbnb Rental Income: $null

Traditional Rental Income: $2753

Airbnb ROI: N/A

Traditional ROI: -0.06%

1028 Brynhill Drive

Oregon, WI

5 beds | 3 baths | 3,918 sq.ft.

$814,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.76%

Airbnb Rental Income: $null

Traditional Rental Income: $3352

Airbnb ROI: N/A

Traditional ROI: 1.76%

2391 White Oak Trail

Oregon, WI

3 beds | 4 baths | 3,068 sq.ft.

$685,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.7%

Airbnb Rental Income: $null

Traditional Rental Income: $3743

Airbnb ROI: N/A

Traditional ROI: 3.7%

5431 Lincoln Road

Oregon, WI

3 beds | 2 baths | 1,800 sq.ft.

$4,100,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.41%

Airbnb Rental Income: $null

Traditional Rental Income: $2586

Airbnb ROI: N/A

Traditional ROI: -0.41%

1106 Oregon Parks Avenue

Oregon, WI

4 beds | 3 baths | 2,203 sq.ft.

$549,770

Airbnb cash on cash: N/A

Traditional cash on cash: 2.95%

Airbnb Rental Income: $null

Traditional Rental Income: $3085

Airbnb ROI: N/A

Traditional ROI: 2.95%

258 Peterson Trail

Oregon, WI

4 beds | 3 baths | 2,203 sq.ft.

$574,990

Airbnb cash on cash: N/A

Traditional cash on cash: 2.7%

Airbnb Rental Income: $null

Traditional Rental Income: $3085

Airbnb ROI: N/A