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
6183 N River Dr OREGON, IL This is your chance to live right on the river! This lovely ranch home sits on the Rock Ri...	2 beds \| 1 baths \| 1,156 sq.ft.	$275,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 5.42% Airbnb Rental Income: $1317 Traditional Rental Income: $2013 Airbnb ROI: 1.16% Traditional ROI: 5.42%
1000 Illinois St OREGON, IL 1000 Illinois St, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$50,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.31% Airbnb Rental Income: $null Traditional Rental Income: $625 Airbnb ROI: N/A Traditional ROI: 7.31%
990 Illinois St OREGON, IL 990 Illinois St, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$37,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.6% Airbnb Rental Income: $null Traditional Rental Income: $625 Airbnb ROI: N/A Traditional ROI: 10.6%
410 Lillemor Ln OREGON, IL 410 Lillemor Ln, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$37,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.6% Airbnb Rental Income: $null Traditional Rental Income: $625 Airbnb ROI: N/A Traditional ROI: 10.6%
000 (35Acres) W Pines Rd OREGON, IL 000 (35Acres) W Pines Rd, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| 1,250 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.37% Airbnb Rental Income: $null Traditional Rental Income: $1037 Airbnb ROI: N/A Traditional ROI: -0.37%
510 E Washington St OREGON, IL 510 E Washington St, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.47% Airbnb Rental Income: $null Traditional Rental Income: $708 Airbnb ROI: N/A Traditional ROI: 0.47%
0000 SE Indian Heights Dr OREGON, IL 0000 SE Indian Heights Dr, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.63% Airbnb Rental Income: $null Traditional Rental Income: $708 Airbnb ROI: N/A Traditional ROI: -0.63%
257 S Briar Ct OREGON, IL Charming, fully renovated A-frame set on a private 1-acre lot. This 3-bedroom, 2.5-bath ho...	3 beds \| 2 baths \| 2,100 sq.ft.	$330,000	Airbnb cash on cash: 3.74% Traditional cash on cash: 5.33% Airbnb Rental Income: $2912 Traditional Rental Income: $2731 Airbnb ROI: 3.74% Traditional ROI: 5.33%
3261 N Silver Ridge Dr OREGON, IL Premier Golf Course Living on .75 Acres in Exclusive Silver Ridge Discover the perfect bal...	3 beds \| 4 baths \| 2,530 sq.ft.	$334,900	Airbnb cash on cash: 3.67% Traditional cash on cash: 8.79% Airbnb Rental Income: $2912 Traditional Rental Income: $3850 Airbnb ROI: 3.67% Traditional ROI: 8.79%
000 Indian Cove Dr OREGON, IL 000 Indian Cove Dr, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$799,900	Airbnb cash on cash: N/A Traditional cash on cash: -2.41% Airbnb Rental Income: $null Traditional Rental Income: $725 Airbnb ROI: N/A Traditional ROI: -2.41%
411 N 6th St OREGON, IL 411 N 6th St, OREGON, IL 61061 \| Multi Family	6 beds \| N/A baths \| N/A	$295,000	Airbnb cash on cash: 4.48% Traditional cash on cash: 3.19% Airbnb Rental Income: $2912 Traditional Rental Income: $1880 Airbnb ROI: 4.48% Traditional ROI: 3.19%
XXXX N Sauk Trl OREGON, IL XXXX N Sauk Trl, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$49,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.13% Airbnb Rental Income: $null Traditional Rental Income: $725 Airbnb ROI: N/A Traditional ROI: 9.13%
110 Trestle Ridge Dr OREGON, IL 110 Trestle Ridge Dr, OREGON, IL 61061 \| Townhouse	2 beds \| 2 baths \| 1,437 sq.ft.	$325,000	Airbnb cash on cash: -1.66% Traditional cash on cash: 2.77% Airbnb Rental Income: $1317 Traditional Rental Income: $2265 Airbnb ROI: -1.66% Traditional ROI: 2.77%
503 S 2nd St OREGON, IL 503 S 2nd St, OREGON, IL 61061 \| Single Family Residential	4 beds \| 2 baths \| 1,700 sq.ft.	$158,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.9% Airbnb Rental Income: $null Traditional Rental Income: $2073 Airbnb ROI: N/A Traditional ROI: 9.9%
709 S 2nd St OREGON, IL 709 S 2nd St, OREGON, IL 61061 \| Single Family Residential	3 beds \| 1 baths \| 1,474 sq.ft.	$197,500	Airbnb cash on cash: 8.21% Traditional cash on cash: 3.99% Airbnb Rental Income: $2912 Traditional Rental Income: $1447 Airbnb ROI: 8.21% Traditional ROI: 3.99%
809 Adams St OREGON, IL 809 Adams St, OREGON, IL 61061 \| Single Family Residential	4 beds \| 1 baths \| 1,671 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $1499 Airbnb ROI: N/A Traditional ROI: 3.23%
000 Orchid Ln OREGON, IL 000 Orchid Ln, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$54,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $725 Airbnb ROI: N/A Traditional ROI: 8.25%
3237 W Wilderness Rd OREGON, IL 3237 W Wilderness Rd, OREGON, IL 61061 \| Single Family Residential	3 beds \| 2 baths \| 3,556 sq.ft.	$425,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 1.39% Airbnb Rental Income: $2912 Traditional Rental Income: $1938 Airbnb ROI: 2.14% Traditional ROI: 1.39%
2763 S Brooks Island Rd OREGON, IL 2763 S Brooks Island Rd, OREGON, IL 61061 \| Single Family Residential	2 beds \| 2 baths \| 744 sq.ft.	$160,000	Airbnb cash on cash: 2.12% Traditional cash on cash: 6.01% Airbnb Rental Income: $1317 Traditional Rental Income: $1504 Airbnb ROI: 2.12% Traditional ROI: 6.01%
6475 Possum Trl OREGON, IL 6475 Possum Trl, OREGON, IL 61061 \| Single Family Residential	4 beds \| 2 baths \| 2,000 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $2235 Airbnb ROI: N/A Traditional ROI: 3.22%
304 Mix St OREGON, IL 304 Mix St, OREGON, IL 61061 \| Single Family Residential	4 beds \| 2 baths \| 1,934 sq.ft.	$242,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.59% Airbnb Rental Income: $null Traditional Rental Income: $2112 Airbnb ROI: N/A Traditional ROI: 5.59%
6475 E Possum Trl OREGON, IL 6475 E Possum Trl, OREGON, IL 61061 \| Single Family Residential	4 beds \| 2 baths \| 2,000 sq.ft.	$349,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.22% Airbnb Rental Income: $null Traditional Rental Income: $2235 Airbnb ROI: N/A Traditional ROI: 3.22%
3222 Silver Ridge Dr OREGON, IL 3222 Silver Ridge Dr, OREGON, IL 61061 \| Single Family Residential	4 beds \| 3 baths \| 3,036 sq.ft.	$349,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.98% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 4.98%
6215 River Dr OREGON, IL 6215 River Dr, OREGON, IL 61061 \| Other	N/A beds \| N/A baths \| N/A	$99,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $731 Airbnb ROI: N/A Traditional ROI: 3.38%
152 Century Hill Dr OREGON, IL 152 Century Hill Dr, OREGON, IL 61061 \| Single Family Residential	5 beds \| 3 baths \| 3,700 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.7% Airbnb Rental Income: $null Traditional Rental Income: $2699 Airbnb ROI: N/A Traditional ROI: 3.7%
505 S 10th St OREGON, IL 505 S 10th St, OREGON, IL 61061 \| Single Family Residential	4 beds \| 1 baths \| 1,477 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $1559 Airbnb ROI: N/A Traditional ROI: 6.39%
705 S 3rd St OREGON, IL 705 S 3rd St, OREGON, IL 61061 \| Single Family Residential	3 beds \| 2 baths \| 1,024 sq.ft.	$189,000	Airbnb cash on cash: 8.71% Traditional cash on cash: 6.25% Airbnb Rental Income: $2912 Traditional Rental Income: $1796 Airbnb ROI: 8.71% Traditional ROI: 6.25%
601 Fair Park Dr OREGON, IL 601 Fair Park Dr, OREGON, IL 61061 \| Single Family Residential	4 beds \| 3 baths \| 2,926 sq.ft.	$375,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $2812 Airbnb ROI: N/A Traditional ROI: 4.48%
706 S 2nd St OREGON, IL 706 S 2nd St, OREGON, IL 61061 \| Single Family Residential	1 beds \| 1 baths \| 616 sq.ft.	$125,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.04% Airbnb Rental Income: $813 Traditional Rental Income: $965 Airbnb ROI: 0.08% Traditional ROI: 4.04%
710 S 2nd St OREGON, IL 710 S 2nd St, OREGON, IL 61061 \| Single Family Residential	3 beds \| 2 baths \| 1,358 sq.ft.	$259,900	Airbnb cash on cash: 5.51% Traditional cash on cash: 4.08% Airbnb Rental Income: $2912 Traditional Rental Income: $1888 Airbnb ROI: 5.51% Traditional ROI: 4.08%
2019 S Daysville Rd OREGON, IL 2019 S Daysville Rd, OREGON, IL 61061 \| Single Family Residential	3 beds \| 1 baths \| 1,500 sq.ft.	$185,000	Airbnb cash on cash: 8.97% Traditional cash on cash: 4.42% Airbnb Rental Income: $2912 Traditional Rental Income: $1438 Airbnb ROI: 8.97% Traditional ROI: 4.42%
2645 N Limekiln Rd OREGON, IL 2645 N Limekiln Rd, OREGON, IL 61061 \| Single Family Residential	3 beds \| 2 baths \| 2,560 sq.ft.	$399,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.41% Airbnb Rental Income: $2912 Traditional Rental Income: $2213 Airbnb ROI: 2.48% Traditional ROI: 2.41%
706 Adams St OREGON, IL 706 Adams St, OREGON, IL 61061 \| Single Family Residential	4 beds \| 2 baths \| 1,396 sq.ft.	$198,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $2006 Airbnb ROI: N/A Traditional ROI: 6.93%
6151 N River Dr OREGON, IL 6151 N River Dr, OREGON, IL 61061 \| Single Family Residential	N/A beds \| 1 baths \| 416 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: -0.82% Airbnb Rental Income: $null Traditional Rental Income: $549 Airbnb ROI: N/A Traditional ROI: -0.82%
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 \| 7,200 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%
205 N Jones Terrace OREGON, IL Cozy ranch-style home perfectly situated across from Oregon Park with scenic Rock River vi...	1 beds \| 1 baths \| 688 sq.ft.	$77,000	Airbnb cash on cash: 2.65% Traditional cash on cash: 8.72% Airbnb Rental Income: $813 Traditional Rental Income: $950 Airbnb ROI: 2.65% Traditional ROI: 8.72%
803 W Washington Street OREGON, IL Meticulously maintained and freshly painted, this spacious 2,700+ sq ft. 4-bedroom, 3-bath...	4 beds \| 3 baths \| 2,745 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.78% Airbnb Rental Income: $null Traditional Rental Income: $3039 Airbnb ROI: N/A Traditional ROI: 10.78%

Real Estate investment in Oregon, IL

There are 38 properties for sale in the city of Oregon . The median list price in Oregon is $169,898 and the average price per square foot is $88. In September 2026, the average monthly cash on cash return in Oregon is 5.00%. The average monthly rental income in Oregon is $1,459.

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

There are 38 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 $1,459.

Your search for investment property begins and ends here

Investment Property for Sale in Oregon, IL

6183 N River Dr

OREGON, IL

2 beds | 1 baths | 1,156 sq.ft.

$275,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 5.42%

Airbnb Rental Income: $1317

Traditional Rental Income: $2013

Airbnb ROI: 1.16%

Traditional ROI: 5.42%

1000 Illinois St

OREGON, IL

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

$50,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.31%

Airbnb Rental Income: $null

Traditional Rental Income: $625

Airbnb ROI: N/A

Traditional ROI: 7.31%

990 Illinois St

OREGON, IL

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

$37,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.6%

Airbnb Rental Income: $null

Traditional Rental Income: $625

Airbnb ROI: N/A

Traditional ROI: 10.6%

410 Lillemor Ln

OREGON, IL

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

$37,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.6%

Airbnb Rental Income: $null

Traditional Rental Income: $625

Airbnb ROI: N/A

Traditional ROI: 10.6%

000 (35Acres) W Pines Rd

OREGON, IL

N/A beds | N/A baths | 1,250 sq.ft.

$350,000

Airbnb cash on cash: N/A

Traditional cash on cash: -0.37%

Airbnb Rental Income: $null

Traditional Rental Income: $1037

Airbnb ROI: N/A

Traditional ROI: -0.37%

510 E Washington St

OREGON, IL

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

$175,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.47%

Airbnb Rental Income: $null

Traditional Rental Income: $708

Airbnb ROI: N/A

Traditional ROI: 0.47%

0000 SE Indian Heights Dr

OREGON, IL

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

$249,900

Airbnb cash on cash: N/A

Traditional cash on cash: -0.63%

Airbnb Rental Income: $null

Traditional Rental Income: $708

Airbnb ROI: N/A

Traditional ROI: -0.63%

257 S Briar Ct

OREGON, IL

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

$330,000

Airbnb cash on cash: 3.74%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $2912

Traditional Rental Income: $2731

Airbnb ROI: 3.74%