Real Estate Investment Properties for Sale in Oakland, OR

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
302 Scott Rd Oakland, OR Twenty beautiful acres with 2014 stick built home. 2 ponds, year long creek, rolling pastu...	3 beds \| 2 baths \| 1,560 sq.ft.	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.91% Airbnb Rental Income: $null Traditional Rental Income: $2331 Airbnb ROI: N/A Traditional ROI: 1.91%
839 Union Gap Loop Rd Oakland, OR Cute two bedroom home with gas and electric heat, newer roof, gas range, sun room, laundry...	2 beds \| 1 baths \| 1,176 sq.ft.	$214,000	Airbnb cash on cash: 2.69% Traditional cash on cash: 5.21% Airbnb Rental Income: $1310 Traditional Rental Income: $1415 Airbnb ROI: 2.69% Traditional ROI: 5.21%
721 COLE Rd Oakland, OR Welcome to 721 Cole Rd in beautiful Oakland, OR-a rare opportunity to own a charming multi...	2 beds \| 1 baths \| 737 sq.ft.	$595,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.3% Airbnb Rental Income: $1310 Traditional Rental Income: $2068 Airbnb ROI: 0.2% Traditional ROI: 2.3%
1488 RED HILL Rd Oakland, OR Cradled within the 100 Valleys of the Umpqua, between mountains and lush vineyards is a pr...	5 beds \| 3 baths \| 6,742 sq.ft.	$3,500,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.22% Airbnb Rental Income: $null Traditional Rental Income: $4550 Airbnb ROI: N/A Traditional ROI: 0.22%
773 UPPER RIDGE Rd Oakland, OR Here is your private Oregon mountain top getaway! Come experience a quiet and peaceful set...	3 beds \| 3 baths \| 2,040 sq.ft.	$443,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.07% Airbnb Rental Income: $null Traditional Rental Income: $3581 Airbnb ROI: N/A Traditional ROI: 7.07%
150 RIVERWOOD Ln Oakland, OR This special riverside retreat in Kellogg, near Elkton is ideal for extended family living...	4 beds \| 3 baths \| 4,480 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.41% Airbnb Rental Income: $null Traditional Rental Income: $3363 Airbnb ROI: N/A Traditional ROI: 1.41%
1000 WINDY MOUNTAIN Ln Oakland, OR DREAM PROPERTY-Rare opportunity to own this piece of PARADISE! Two Tax lots totaling 100.8...	3 beds \| 2 baths \| 2,998 sq.ft.	$1,498,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.4% Airbnb Rental Income: $null Traditional Rental Income: $3906 Airbnb ROI: N/A Traditional ROI: 1.4%
205 FAIR OAKS Rd Oakland, OR Rare opportunity to own flat land in this area! 4 bedroom 2 bath 3457 sq ft one level home...	4 beds \| 2 baths \| 3,457 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.87% Airbnb Rental Income: $null Traditional Rental Income: $3765 Airbnb ROI: N/A Traditional ROI: 4.87%
1066 RED HILL Rd Oakland, OR The most eye-catching feature of this sprawling piece of land is also its most unique and ...	3 beds \| 1 baths \| 1,748 sq.ft.	$3,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.26% Airbnb Rental Income: $null Traditional Rental Income: $2927 Airbnb ROI: N/A Traditional ROI: -0.26%
331 METZ HILL Rd Oakland, OR Nestled in Oregon's scenic Umpqua Valley, this extraordinary 2,670-acre ranch offers a rar...	5 beds \| 4 baths \| 7,936 sq.ft.	$17,500,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.64% Airbnb Rental Income: $null Traditional Rental Income: $8404 Airbnb ROI: N/A Traditional ROI: -0.64%
5290 Goodrich Highway Oakland, OR Enjoy peaceful country living in this spacious 3-bedroom, 2-bath manufactured home set on ...	3 beds \| 2 baths \| 1,566 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.84% Airbnb Rental Income: $null Traditional Rental Income: $2815 Airbnb ROI: N/A Traditional ROI: 5.84%
233 Crowsfoot Rd Oakland, OR 233 Crowsfoot Rd, Oakland, OR 97462 \| Single Family Residential	2 beds \| 1 baths \| 1,176 sq.ft.	$299,500	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.79% Airbnb Rental Income: $1310 Traditional Rental Income: $1714 Airbnb ROI: 0.91% Traditional ROI: 3.79%
115 NE EIGHTH St Oakland, OR Welcome home to this charming manufactured home that offers 3 bedrooms, 2 bathroom, and an...	3 beds \| 2 baths \| 1,568 sq.ft.	$268,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.28% Airbnb Rental Income: $null Traditional Rental Income: $2630 Airbnb ROI: N/A Traditional ROI: 8.28%
453 Riverwood Ln Oakland, OR 453 Riverwood Ln, Oakland, OR 97462 \| Manufactured Home	3 beds \| 2 baths \| 2,079 sq.ft.	$669,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.82% Airbnb Rental Income: $null Traditional Rental Income: $2456 Airbnb ROI: N/A Traditional ROI: 1.82%
670 Old Homestead Rd Oakland, OR 670 Old Homestead Rd, Oakland, OR 97462 \| Single Family Residential	2 beds \| 1 baths \| 1,573 sq.ft.	$480,000	Airbnb cash on cash: -0.16% Traditional cash on cash: 1.19% Airbnb Rental Income: $1310 Traditional Rental Income: $1507 Airbnb ROI: -0.16% Traditional ROI: 1.19%
0 SE Apple St Oakland, OR 0 SE Apple St, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$55,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.25% Airbnb Rental Income: $null Traditional Rental Income: $659 Airbnb ROI: N/A Traditional ROI: 8.25%
800 SE 5th St Oakland, OR 800 SE 5th St, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $685 Airbnb ROI: N/A Traditional ROI: 0.94%
State Highway 138 Oakland, OR State Highway 138, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.94% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: 0.94%
725 Wildflower Ln Oakland, OR 725 Wildflower Ln, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$339,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.1% Airbnb Rental Income: $null Traditional Rental Income: $685 Airbnb ROI: N/A Traditional ROI: -0.1%
0 NE Locust St Oakland, OR 0 NE Locust St, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.16% Airbnb Rental Income: $null Traditional Rental Income: $685 Airbnb ROI: N/A Traditional ROI: 1.16%
00 John Long Rd Oakland, OR 00 John Long Rd, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$2,100,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.51% Airbnb Rental Income: $null Traditional Rental Income: $979 Airbnb ROI: N/A Traditional ROI: -1.51%
John Long Rd Oakland, OR John Long Rd, Oakland, OR 97462 \| Other	N/A beds \| N/A baths \| N/A	$2,100,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.66% Airbnb Rental Income: $null Traditional Rental Income: $685 Airbnb ROI: N/A Traditional ROI: -1.66%

Real Estate investment in Oakland, OR

There are 22 properties for sale in the city of Oakland . The median list price in Oakland is $659,450 and the average price per square foot is $385. In January 2026, the average monthly cash on cash return in Oakland is 2.00%. The average monthly rental income in Oakland is $2,068.

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

There are 22 investment properties available for sale in Oakland.

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

The ROI for Long-Term is higher than the Short-Term in Oakland with average rental income of $2,068.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, OR

302 Scott Rd

Oakland, OR

3 beds | 2 baths | 1,560 sq.ft.

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.91%

Airbnb Rental Income: $null

Traditional Rental Income: $2331

Airbnb ROI: N/A

Traditional ROI: 1.91%

839 Union Gap Loop Rd

Oakland, OR

2 beds | 1 baths | 1,176 sq.ft.

$214,000

Airbnb cash on cash: 2.69%

Traditional cash on cash: 5.21%

Airbnb Rental Income: $1310

Traditional Rental Income: $1415

Airbnb ROI: 2.69%

Traditional ROI: 5.21%

721 COLE Rd

Oakland, OR

2 beds | 1 baths | 737 sq.ft.

$595,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $1310

Traditional Rental Income: $2068

Airbnb ROI: 0.2%

Traditional ROI: 2.3%

1488 RED HILL Rd

Oakland, OR

5 beds | 3 baths | 6,742 sq.ft.

$3,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.22%

Airbnb Rental Income: $null

Traditional Rental Income: $4550

Airbnb ROI: N/A

Traditional ROI: 0.22%

773 UPPER RIDGE Rd

Oakland, OR

3 beds | 3 baths | 2,040 sq.ft.

$443,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.07%

Airbnb Rental Income: $null

Traditional Rental Income: $3581

Airbnb ROI: N/A

Traditional ROI: 7.07%

150 RIVERWOOD Ln

Oakland, OR

4 beds | 3 baths | 4,480 sq.ft.

$1,250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.41%

Airbnb Rental Income: $null

Traditional Rental Income: $3363

Airbnb ROI: N/A

Traditional ROI: 1.41%

1000 WINDY MOUNTAIN Ln

Oakland, OR

3 beds | 2 baths | 2,998 sq.ft.

$1,498,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.4%

Airbnb Rental Income: $null

Traditional Rental Income: $3906

Airbnb ROI: N/A

Traditional ROI: 1.4%

205 FAIR OAKS Rd

Oakland, OR

4 beds | 2 baths | 3,457 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.87%

Airbnb Rental Income: $null

Traditional Rental Income: $3765

Airbnb ROI: N/A