Real Estate Investment Properties for Sale in Riddle, OR

Looking for investment property in Riddle, OR with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1138 YOKUM Rd Riddle, OR This beautiful log home features soaring ceilings and large windows, along with French doo...	3 beds \| 2 baths \| 2,622 sq.ft.	$735,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.72% Airbnb Rental Income: $null Traditional Rental Income: $3569 Airbnb ROI: N/A Traditional ROI: 3.72%
181 OAK HOLLOW Ln Riddle, OR Concessions available!! Seller is open to negotiating concessions for interest rate buy do...	3 beds \| 2 baths \| 2,349 sq.ft.	$492,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $2341 Airbnb ROI: N/A Traditional ROI: 3.58%
4359 Canyonville Riddle Rd Riddle, OR Cozy mountain retreat situated on over 22 acres with creek access, water rights & multiple...	2 beds \| 1 baths \| 1,032 sq.ft.	$435,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.63% Airbnb Rental Income: $929 Traditional Rental Income: $2561 Airbnb ROI: -0.21% Traditional ROI: 4.63%
333 S OLD PACIFIC Hwy Riddle, OR Major Price Reduction - Investment Opportunity! This fully occupied 7-unit property genera...	10 beds \| 7 baths \| 7,700 sq.ft.	$589,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.73% Airbnb Rental Income: $null Traditional Rental Income: $1861 Airbnb ROI: N/A Traditional ROI: 1.73%
221 MAIN St Riddle, OR Restored Victorian, .89 Acre Lot! Located in the charming small town of Riddle, this home ...	4 beds \| 2 baths \| 2,755 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.26% Airbnb Rental Income: $null Traditional Rental Income: $3844 Airbnb ROI: N/A Traditional ROI: 6.26%
711 PLIN St Riddle, OR Wow Great Price Just Reduced ! Two Lots and Home Financing available Peaceful Retreat with...	3 beds \| 2 baths \| 1,539 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.94% Airbnb Rental Income: $null Traditional Rental Income: $2665 Airbnb ROI: N/A Traditional ROI: 7.94%
663 E 4TH Ave Riddle, OR Beautiful ranch-style home in a serene rural setting with breathtaking mountain views. Thi...	3 beds \| 1 baths \| 1,152 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.79% Airbnb Rental Income: $null Traditional Rental Income: $2615 Airbnb ROI: N/A Traditional ROI: 7.79%
125 SUSAN St Riddle, OR Are you looking for a large, well-maintained home in the country? Look no further than thi...	3 beds \| 2 baths \| 1,934 sq.ft.	$370,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.17% Airbnb Rental Income: $null Traditional Rental Income: $3143 Airbnb ROI: N/A Traditional ROI: 7.17%
1263 Yokum Rd Riddle, OR 1263 Yokum Rd, Riddle, OR 97469 \| Other	N/A beds \| N/A baths \| N/A	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.21% Airbnb Rental Income: $null Traditional Rental Income: $898 Airbnb ROI: N/A Traditional ROI: 0.21%
3450 Shoestring Rd Riddle, OR 3450 Shoestring Rd, Riddle, OR 97469 \| Single Family Residential	4 beds \| 2 baths \| 1,856 sq.ft.	$570,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.09% Airbnb Rental Income: $null Traditional Rental Income: $2783 Airbnb ROI: N/A Traditional ROI: 3.09%
214 Thompson Rd Riddle, OR 214 Thompson Rd, Riddle, OR 97469 \| Manufactured Home	2 beds \| 2 baths \| 924 sq.ft.	$289,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 3.43% Airbnb Rental Income: $929 Traditional Rental Income: $1564 Airbnb ROI: -0.16% Traditional ROI: 3.43%
2100 Boyer Rd Riddle, OR 2100 Boyer Rd, Riddle, OR 97469 \| Single Family Residential	3 beds \| 1 baths \| 1,268 sq.ft.	$499,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.08% Airbnb Rental Income: $null Traditional Rental Income: $1981 Airbnb ROI: N/A Traditional ROI: 2.08%
4696 Cow Creek Rd Riddle, OR 4696 Cow Creek Rd, Riddle, OR 97469 \| Single Family Residential	2 beds \| 2 baths \| 1,344 sq.ft.	$875,000	Airbnb cash on cash: -1.36% Traditional cash on cash: 0.37% Airbnb Rental Income: $929 Traditional Rental Income: $1995 Airbnb ROI: -1.36% Traditional ROI: 0.37%
450 E 3rd Ave Riddle, OR 450 E 3rd Ave, Riddle, OR 97469 \| Single Family Residential	3 beds \| 1 baths \| 1,800 sq.ft.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $2525 Airbnb ROI: N/A Traditional ROI: 7.42%
375 Jordan Creek Rd Riddle, OR 375 Jordan Creek Rd, Riddle, OR 97469 \| Single Family Residential	3 beds \| 2 baths \| 1,344 sq.ft.	$445,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.16% Airbnb Rental Income: $null Traditional Rental Income: $2227 Airbnb ROI: N/A Traditional ROI: 3.16%
449 Evergreen Ridge Rd Riddle, OR 449 Evergreen Ridge Rd, Riddle, OR 97469 \| Manufactured Home	3 beds \| 2 baths \| 1,344 sq.ft.	$300,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.71% Airbnb Rental Income: $null Traditional Rental Income: $2259 Airbnb ROI: N/A Traditional ROI: 5.71%
2263 Canyonville Riddle Rd Riddle, OR 2263 Canyonville Riddle Rd, Riddle, OR 97469 \| Manufactured Home	3 beds \| 2 baths \| 1,080 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.85% Airbnb Rental Income: $null Traditional Rental Income: $2271 Airbnb ROI: N/A Traditional ROI: 3.85%
187 Hackett Ln Riddle, OR 187 Hackett Ln, Riddle, OR 97469 \| Single Family Residential	4 beds \| 2 baths \| 1,321 sq.ft.	$849,900	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $2316 Airbnb ROI: N/A Traditional ROI: 0.84%
1757 Riddle BY Pass Rd Riddle, OR 1757 Riddle BY Pass Rd, Riddle, OR 97469 \| Single Family Residential	2 beds \| 3 baths \| 3,956 sq.ft.	$2,300,000	Airbnb cash on cash: -1.73% Traditional cash on cash: -1.28% Airbnb Rental Income: $929 Traditional Rental Income: $1564 Airbnb ROI: -1.73% Traditional ROI: -1.28%
1320 Shoestring Rd Riddle, OR 1320 Shoestring Rd, Riddle, OR 97469 \| Manufactured Home	3 beds \| 2 baths \| 1,620 sq.ft.	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.52% Airbnb Rental Income: $null Traditional Rental Income: $2366 Airbnb ROI: N/A Traditional ROI: 1.52%
Cow Creek Rd #100 Riddle, OR Cow Creek Rd #100, Riddle, OR 97469 \| Other	N/A beds \| N/A baths \| N/A	$12,495,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.88% Airbnb Rental Income: $null Traditional Rental Income: $1074 Airbnb ROI: N/A Traditional ROI: -1.88%
0 Yokum Rd Riddle, OR 0 Yokum Rd, Riddle, OR 97469 \| Other	N/A beds \| N/A baths \| N/A	$550,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.4% Airbnb Rental Income: $null Traditional Rental Income: $898 Airbnb ROI: N/A Traditional ROI: -0.4%
0 Second Ave Riddle, OR 0 Second Ave, Riddle, OR 97469 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.05% Airbnb Rental Income: $null Traditional Rental Income: $903 Airbnb ROI: N/A Traditional ROI: 3.05%
795 E St Riddle, OR 795 E St, Riddle, OR 97469 \| Single Family Residential	3 beds \| 2 baths \| 3,463 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.49% Airbnb Rental Income: $null Traditional Rental Income: $2170 Airbnb ROI: N/A Traditional ROI: 2.49%

Real Estate investment in Riddle, OR

There are 24 properties for sale in the city of Riddle . The median list price in Riddle is $440,450 and the average price per square foot is $223. In February 2026, the average monthly cash on cash return in Riddle is 5.00%. The average monthly rental income in Riddle is $2,199.

Riddle, OR Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 24 investment properties available for sale in Riddle.

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

The ROI for Short-Term is higher than the Long-Term in Riddle with average rental income of $929.

Your search for investment property begins and ends here

Investment Property for Sale in Riddle, OR

1138 YOKUM Rd

Riddle, OR

3 beds | 2 baths | 2,622 sq.ft.

$735,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.72%

Airbnb Rental Income: $null

Traditional Rental Income: $3569

Airbnb ROI: N/A

Traditional ROI: 3.72%

181 OAK HOLLOW Ln

Riddle, OR

3 beds | 2 baths | 2,349 sq.ft.

$492,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.58%

Airbnb Rental Income: $null

Traditional Rental Income: $2341

Airbnb ROI: N/A

Traditional ROI: 3.58%

4359 Canyonville Riddle Rd

Riddle, OR

2 beds | 1 baths | 1,032 sq.ft.

$435,900

Airbnb cash on cash: -0.21%

Traditional cash on cash: 4.63%

Airbnb Rental Income: $929

Traditional Rental Income: $2561

Airbnb ROI: -0.21%

Traditional ROI: 4.63%

333 S OLD PACIFIC Hwy

Riddle, OR

10 beds | 7 baths | 7,700 sq.ft.

$589,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.73%

Airbnb Rental Income: $null

Traditional Rental Income: $1861

Airbnb ROI: N/A

Traditional ROI: 1.73%

221 MAIN St

Riddle, OR

4 beds | 2 baths | 2,755 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 6.26%

Airbnb Rental Income: $null

Traditional Rental Income: $3844

Airbnb ROI: N/A

Traditional ROI: 6.26%

711 PLIN St

Riddle, OR

3 beds | 2 baths | 1,539 sq.ft.

$295,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.94%

Airbnb Rental Income: $null

Traditional Rental Income: $2665

Airbnb ROI: N/A

Traditional ROI: 7.94%

663 E 4TH Ave

Riddle, OR

3 beds | 1 baths | 1,152 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.79%

Airbnb Rental Income: $null

Traditional Rental Income: $2615

Airbnb ROI: N/A

Traditional ROI: 7.79%

125 SUSAN St

Riddle, OR

3 beds | 2 baths | 1,934 sq.ft.

$370,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.17%

Airbnb Rental Income: $null

Traditional Rental Income: $3143

Airbnb ROI: N/A