Real Estate Investment Properties for Sale in Oakland, PA

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
307 S DITHRIDGE #208 Oakland, PA Step into this bright and inviting 2-bedroom, 2.5 bathroom condo located in one of Oakland...	2 beds \| 3 baths \| N/A	$460,000	Airbnb cash on cash: -3.07% Traditional cash on cash: 0.42% Airbnb Rental Income: $1143 Traditional Rental Income: $2265 Airbnb ROI: -3.07% Traditional ROI: 0.42%
128 N Craig St #911 Oakland, PA Park Plaza Prime location Top floor Beautiful view Freshly painted Gleaming Parquet floors...	2 beds \| 2 baths \| N/A	$250,000	Airbnb cash on cash: -3.31% Traditional cash on cash: 1.18% Airbnb Rental Income: $1143 Traditional Rental Income: $1823 Airbnb ROI: -3.31% Traditional ROI: 1.18%
417 Lawn Street Oakland, PA Step into this unique 2-bedroom, 1-bath home where vintage charm meets comfortable living....	2 beds \| 1 baths \| N/A	$124,900	Airbnb cash on cash: 3.58% Traditional cash on cash: 11.03% Airbnb Rental Income: $1143 Traditional Rental Income: $1659 Airbnb ROI: 3.58% Traditional ROI: 11.03%
211 Coltart Ave Oakland, PA This triplex at 211 Coltart Avenue offers 3 separate units with a total of 4 bedrooms and ...	4 beds \| 3 baths \| N/A	$1,500,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.74% Airbnb Rental Income: $1244 Traditional Rental Income: $2719 Airbnb ROI: -0.61% Traditional ROI: 0.74%
166 N Dithridge #1-E Oakland, PA Welcome to Hampton Hall, an historic building centrally located in the heart of Oakland. C...	1 beds \| 1 baths \| N/A	$200,000	Airbnb cash on cash: -4.07% Traditional cash on cash: 3.89% Airbnb Rental Income: $863 Traditional Rental Income: $2040 Airbnb ROI: -4.07% Traditional ROI: 3.89%
146 N Bellefield Ave #203 Oakland, PA This desirable front facing condo is in arguably one of Oaklandâs nicest, meticulous wel...	3 beds \| 2 baths \| N/A	$929,000	Airbnb cash on cash: -3.11% Traditional cash on cash: -1.56% Airbnb Rental Income: $1214 Traditional Rental Income: $2162 Airbnb ROI: -3.11% Traditional ROI: -1.56%
3519 Bigelow Blvd Oakland, PA 3519 Bigelow Blvd, Pittsburgh, PA 15213 \| Multi Family	N/A beds \| N/A baths \| N/A	$625,000	Airbnb cash on cash: -1.32% Traditional cash on cash: -1.61% Airbnb Rental Income: $1214 Traditional Rental Income: $651 Airbnb ROI: -1.32% Traditional ROI: -1.61%
166 N Dithridge St PH5A Oakland, PA Remarkable bi-level penthouse in the heart of OaklandâPittsburghâs rapidly expanding h...	3 beds \| 3 baths \| N/A	$595,000	Airbnb cash on cash: -5.8% Traditional cash on cash: -2.52% Airbnb Rental Income: $1214 Traditional Rental Income: $2648 Airbnb ROI: -5.8% Traditional ROI: -2.52%
9 Virgila Place Oakland, PA Solid and well-built brick Oakland home featuring large rooms, high ceilings, a covered fr...	3 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 2.64% Airbnb Rental Income: $1214 Traditional Rental Income: $1154 Airbnb ROI: 1.36% Traditional ROI: 2.64%
3361 Parkview Ave Oakland, PA Fantastic opportunity in the heart of Oakland! Nestles on a quiet street and conveniently ...	2 beds \| 3 baths \| N/A	$329,900	Airbnb cash on cash: 0.81% Traditional cash on cash: 1.67% Airbnb Rental Income: $1143 Traditional Rental Income: $1032 Airbnb ROI: 0.81% Traditional ROI: 1.67%
307 S Dithridge St #207 Oakland, PA Beautifully updated 2-story condo in one of Oaklandâs most sought-after buildingsâjust...	2 beds \| 3 baths \| N/A	$399,000	Airbnb cash on cash: -3.68% Traditional cash on cash: 0.29% Airbnb Rental Income: $1143 Traditional Rental Income: $2250 Airbnb ROI: -3.68% Traditional ROI: 0.29%
220 N Bellefield #1003 Oakland, PA Welcome to effortless city living in the heart of Oakland! This spacious and light-filled ...	3 beds \| 2 baths \| N/A	$768,000	Airbnb cash on cash: -3.85% Traditional cash on cash: -2.02% Airbnb Rental Income: $1214 Traditional Rental Income: $2127 Airbnb ROI: -3.85% Traditional ROI: -2.02%
505 Herron Ave Oakland, PA Add this spectacular property to your real estate portfolio. Ultimate cash cow. Brand new ...	4 beds \| 2 baths \| N/A	$219,000	Airbnb cash on cash: 2.18% Traditional cash on cash: 7.14% Airbnb Rental Income: $1244 Traditional Rental Income: $1878 Airbnb ROI: 2.18% Traditional ROI: 7.14%

Real Estate investment in Oakland, PA

There are 13 properties for sale in the city of Oakland . The median list price in Oakland is $654,444 and the average price per square foot is $409. In January 2026, the average monthly cash on cash return in Oakland is 1.00%. The average monthly rental income in Oakland is $1,959.

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

There are 13 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 $1,959.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, PA

307 S DITHRIDGE #208

Oakland, PA

2 beds | 3 baths | N/A

$460,000

Airbnb cash on cash: -3.07%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $1143

Traditional Rental Income: $2265

Airbnb ROI: -3.07%

Traditional ROI: 0.42%

128 N Craig St #911

Oakland, PA

2 beds | 2 baths | N/A

$250,000

Airbnb cash on cash: -3.31%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $1143

Traditional Rental Income: $1823

Airbnb ROI: -3.31%

Traditional ROI: 1.18%

417 Lawn Street

Oakland, PA

2 beds | 1 baths | N/A

$124,900

Airbnb cash on cash: 3.58%

Traditional cash on cash: 11.03%

Airbnb Rental Income: $1143

Traditional Rental Income: $1659

Airbnb ROI: 3.58%

Traditional ROI: 11.03%

211 Coltart Ave

Oakland, PA

4 beds | 3 baths | N/A

$1,500,000

Airbnb cash on cash: -0.61%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $1244

Traditional Rental Income: $2719

Airbnb ROI: -0.61%

Traditional ROI: 0.74%

166 N Dithridge #1-E

Oakland, PA

1 beds | 1 baths | N/A

$200,000

Airbnb cash on cash: -4.07%

Traditional cash on cash: 3.89%

Airbnb Rental Income: $863

Traditional Rental Income: $2040

Airbnb ROI: -4.07%

Traditional ROI: 3.89%

146 N Bellefield Ave #203

Oakland, PA

3 beds | 2 baths | N/A

$929,000

Airbnb cash on cash: -3.11%

Traditional cash on cash: -1.56%

Airbnb Rental Income: $1214

Traditional Rental Income: $2162

Airbnb ROI: -3.11%

Traditional ROI: -1.56%

3519 Bigelow Blvd

Oakland, PA

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

$625,000

Airbnb cash on cash: -1.32%

Traditional cash on cash: -1.61%

Airbnb Rental Income: $1214

Traditional Rental Income: $651

Airbnb ROI: -1.32%

Traditional ROI: -1.61%

166 N Dithridge St PH5A

Oakland, PA

3 beds | 3 baths | N/A

$595,000

Airbnb cash on cash: -5.8%

Traditional cash on cash: -2.52%

Airbnb Rental Income: $1214

Traditional Rental Income: $2648

Airbnb ROI: -5.8%