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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
144 North Dithridge St #404 Oakland, PA Beautiful Condo in the heart of Oakland - Prime location near Universities & Hospitals. We...	1 beds \| 1 baths \| N/A	$185,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 2.3% Airbnb Rental Income: $863 Traditional Rental Income: $957 Airbnb ROI: -0.13% Traditional ROI: 2.3%
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%
3266 Ward St #3 Oakland, PA Charming 2-bed,1-bath garden-level condo in the desirable Holmes Court Condominiums offers...	2 beds \| 1 baths \| N/A	$194,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 1.79% Airbnb Rental Income: $1143 Traditional Rental Income: $1176 Airbnb ROI: -0.43% Traditional ROI: 1.79%
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%
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%
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: -5.73% Traditional cash on cash: -2.45% Airbnb Rental Income: $1214 Traditional Rental Income: $2648 Airbnb ROI: -5.73% Traditional ROI: -2.45%
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%

Real Estate investment in Oakland, PA

There are 7 properties for sale in the city of Oakland . The median list price in Oakland is $275,000 and the average price per square foot is $NaN. In December 2025, the average monthly cash on cash return in Oakland is 1.00%. The average monthly rental income in Oakland is $1,823.

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

There are 7 investment properties available for sale in Oakland.

In 2025, 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 $1,823.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, PA

144 North Dithridge St #404

Oakland, PA

1 beds | 1 baths | N/A

$185,000

Airbnb cash on cash: -0.13%

Traditional cash on cash: 2.3%

Airbnb Rental Income: $863

Traditional Rental Income: $957

Airbnb ROI: -0.13%

Traditional ROI: 2.3%

307 S Dithridge St #207

Oakland, PA

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%

3266 Ward St #3

Oakland, PA

2 beds | 1 baths | N/A

$194,900

Airbnb cash on cash: -0.43%

Traditional cash on cash: 1.79%

Airbnb Rental Income: $1143

Traditional Rental Income: $1176

Airbnb ROI: -0.43%

Traditional ROI: 1.79%

220 N Bellefield #1003

Oakland, PA

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%

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%

166 N Dithridge St PH5A

Oakland, PA

3 beds | 3 baths | N/A

$595,000

Airbnb cash on cash: -5.73%

Traditional cash on cash: -2.45%

Airbnb Rental Income: $1214

Traditional Rental Income: $2648

Airbnb ROI: -5.73%

Traditional ROI: -2.45%

9 Virgila Place

Oakland, PA

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%

Real Estate investment in Oakland, PA

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

How many investment properties are available for sale in Oakland?

Which neighborhoods in Oakland to invest in 2025?

Long-Term vs. Short-Term Rentals in Oakland, Pennsylvania: Which will earn the best returns?

Use analytics to find lucrative traditional or Airbnb properties in a matter of minutes.

No more spreadsheets, no more searching.