Real Estate Investment Properties for Sale in Oregon, IL

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

Explore a variety of short-term homes & houses in Oregon, IL. Invest wisely with VRBO & Oregon, IL 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, IL

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
163 Russell Rd OREGON, IL Price Reduced 200K for quick sale. Best value in Northern Illinois!! - One of the most stu...	4 beds \| 4 baths \| 2,840 sq.ft.	$799,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.06% Airbnb Rental Income: $null Traditional Rental Income: $3562 Airbnb ROI: N/A Traditional ROI: 1.06%
2422 N River Road OREGON, IL This is a unique 4 bedroom, 3 bathroom house in a private wooded area just off River Road....	4 beds \| 3 baths \| N/A	$389,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $3042 Airbnb ROI: N/A Traditional ROI: 5.01%
707 Monroe Street OREGON, IL Incredible opportunity to own a cozy ranch in the heart of Oregon! This 1-bedroom, 1-bath ...	1 beds \| 1 baths \| 480 sq.ft.	$84,900	Airbnb cash on cash: 5.32% Traditional cash on cash: 11.46% Airbnb Rental Income: $1200 Traditional Rental Income: $1322 Airbnb ROI: 5.32% Traditional ROI: 11.46%
257 S Briar Court OREGON, IL Charming, fully renovated A-frame set on a private 1-acre wooded lot. This 3-bedroom, 2.5-...	3 beds \| 3 baths \| 2,100 sq.ft.	$350,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 4.98% Airbnb Rental Income: $2049 Traditional Rental Income: $2731 Airbnb ROI: 1.29% Traditional ROI: 4.98%
3261 N Silver Ridge Drive OREGON, IL Premier Golf Course Living on .75 Acres in Exclusive Silver Ridge Discover the perfect bal...	3 beds \| 5 baths \| 2,530 sq.ft.	$389,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 7.45% Airbnb Rental Income: $2049 Traditional Rental Income: $3850 Airbnb ROI: 1.06% Traditional ROI: 7.45%
410 N 4th OREGON, IL New Listing in the North End of Oregon! This adorable 3 bedroom, 2 bath home is full of ch...	3 beds \| 2 baths \| 1,642 sq.ft.	$164,900	Airbnb cash on cash: 7.01% Traditional cash on cash: 5.88% Airbnb Rental Income: $2049 Traditional Rental Income: $1340 Airbnb ROI: 7.01% Traditional ROI: 5.88%
311 S 3rd OREGON, IL Move in ready and full of charm, this well kept 2 bedroom ranch offers comfortable living ...	2 beds \| 1 baths \| N/A	$129,900	Airbnb cash on cash: 3.71% Traditional cash on cash: 9.48% Airbnb Rental Income: $1255 Traditional Rental Income: $1577 Airbnb ROI: 3.71% Traditional ROI: 9.48%
709 Franklin OREGON, IL Rare investment opportunity in the heart of Oregon! This exceptional offering includes a f...	N/A beds \| N/A baths \| N/A	$790,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.49% Airbnb Rental Income: $null Traditional Rental Income: $1756 Airbnb ROI: N/A Traditional ROI: -1.49%
959 N River OREGON, IL Perched high on a wooded hillside in Oregon, this truly one of a kind historic home offers...	4 beds \| 2 baths \| N/A	$425,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $2852 Airbnb ROI: N/A Traditional ROI: 4.13%
109 N 13th OREGON, IL This inviting ranch combines a great location with thoughtful updates and a layout designe...	3 beds \| 3 baths \| N/A	$229,900	Airbnb cash on cash: 3.29% Traditional cash on cash: 7.15% Airbnb Rental Income: $2049 Traditional Rental Income: $2357 Airbnb ROI: 3.29% Traditional ROI: 7.15%
406 Williams OREGON, IL Beautifully maintained three bedroom tri level home in a fantastic location. This move in ...	3 beds \| 2 baths \| N/A	$199,000	Airbnb cash on cash: 4.89% Traditional cash on cash: 8.67% Airbnb Rental Income: $2049 Traditional Rental Income: $2232 Airbnb ROI: 4.89% Traditional ROI: 8.67%
501 S 1st OREGON, IL Welcome to this traditional 4 bedroom, 1.5 bath home on a large corner lot, offering a smo...	4 beds \| 2 baths \| N/A	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.37% Airbnb Rental Income: $null Traditional Rental Income: $1574 Airbnb ROI: N/A Traditional ROI: 4.37%

Real Estate investment in Oregon, IL

There are 12 properties for sale in the city of Oregon . The median list price in Oregon is $227,450 and the average price per square foot is $116. In May 2026, the average monthly cash on cash return in Oregon is 6.00%. The average monthly rental income in Oregon is $1,935.

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

There are 12 investment properties available for sale in Oregon.

In 2026, the best neighborhood to buy investment property is OREGON.

The ROI for Long-Term is higher than the Short-Term in Oregon with average rental income of $1,935.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, IL

163 Russell Rd

OREGON, IL

4 beds | 4 baths | 2,840 sq.ft.

$799,500

Airbnb cash on cash: N/A

Traditional cash on cash: 1.06%

Airbnb Rental Income: $null

Traditional Rental Income: $3562

Airbnb ROI: N/A

Traditional ROI: 1.06%

2422 N River Road

OREGON, IL

4 beds | 3 baths | N/A

$389,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.01%

Airbnb Rental Income: $null

Traditional Rental Income: $3042

Airbnb ROI: N/A

Traditional ROI: 5.01%

707 Monroe Street

OREGON, IL

1 beds | 1 baths | 480 sq.ft.

$84,900

Airbnb cash on cash: 5.32%

Traditional cash on cash: 11.46%

Airbnb Rental Income: $1200

Traditional Rental Income: $1322

Airbnb ROI: 5.32%

Traditional ROI: 11.46%

257 S Briar Court

OREGON, IL

3 beds | 3 baths | 2,100 sq.ft.

$350,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 4.98%

Airbnb Rental Income: $2049

Traditional Rental Income: $2731

Airbnb ROI: 1.29%

Traditional ROI: 4.98%

3261 N Silver Ridge Drive

OREGON, IL

3 beds | 5 baths | 2,530 sq.ft.

$389,000

Airbnb cash on cash: 1.06%

Traditional cash on cash: 7.45%

Airbnb Rental Income: $2049

Traditional Rental Income: $3850

Airbnb ROI: 1.06%

Traditional ROI: 7.45%

410 N 4th

OREGON, IL

3 beds | 2 baths | 1,642 sq.ft.

$164,900

Airbnb cash on cash: 7.01%

Traditional cash on cash: 5.88%

Airbnb Rental Income: $2049

Traditional Rental Income: $1340

Airbnb ROI: 7.01%

Traditional ROI: 5.88%

311 S 3rd

OREGON, IL

2 beds | 1 baths | N/A

$129,900

Airbnb cash on cash: 3.71%

Traditional cash on cash: 9.48%

Airbnb Rental Income: $1255

Traditional Rental Income: $1577

Airbnb ROI: 3.71%

Traditional ROI: 9.48%

709 Franklin

OREGON, IL

N/A beds | N/A baths | N/A

$790,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1756

Airbnb ROI: N/A