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
166 N Dithridge Street #5G Oakland, PA Hampton Hall Condo â 2 Bed \| 2 Bath â Prime Oakland Location. Beautifully maintained ...	2 beds \| 2 baths \| N/A	$310,000	Airbnb cash on cash: -4.95% Traditional cash on cash: 0.55% Airbnb Rental Income: $637 Traditional Rental Income: $1944 Airbnb ROI: -4.95% Traditional ROI: 0.55%
307 S Dithridge St #207 Oakland, PA Beautifully updated two-story condo in the heart of Oaklandâjust minutes from Craig Stre...	2 beds \| 3 baths \| N/A	$379,000	Airbnb cash on cash: -5.01% Traditional cash on cash: 0.36% Airbnb Rental Income: $637 Traditional Rental Income: $2250 Airbnb ROI: -5.01% Traditional ROI: 0.36%
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: -4.05% Traditional cash on cash: 0.42% Airbnb Rental Income: $637 Traditional Rental Income: $2265 Airbnb ROI: -4.05% 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	$239,900	Airbnb cash on cash: -6.4% Traditional cash on cash: 0.13% Airbnb Rental Income: $637 Traditional Rental Income: $1823 Airbnb ROI: -6.4% Traditional ROI: 0.13%
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: -0.85% Traditional cash on cash: 0.74% Airbnb Rental Income: $840 Traditional Rental Income: $2719 Airbnb ROI: -0.85% Traditional ROI: 0.74%
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	$869,000	Airbnb cash on cash: -3.68% Traditional cash on cash: -1.6% Airbnb Rental Income: $805 Traditional Rental Income: $2162 Airbnb ROI: -3.68% Traditional ROI: -1.6%
3519 Bigelow Blvd Oakland, PA 3519 Bigelow Blvd, Pittsburgh, PA 15213 \| Multi Family	N/A beds \| N/A baths \| N/A	$599,900	Airbnb cash on cash: -1.87% Traditional cash on cash: -1.57% Airbnb Rental Income: $805 Traditional Rental Income: $651 Airbnb ROI: -1.87% Traditional ROI: -1.57%
144 N Dithridge St #711 Oakland, PA Welcome to this spacious condominium located in the Heart of the Civic Center, just steps ...	3 beds \| 3 baths \| N/A	$339,000	Airbnb cash on cash: -5.78% Traditional cash on cash: -1.79% Airbnb Rental Income: $805 Traditional Rental Income: $1755 Airbnb ROI: -5.78% Traditional ROI: -1.79%
128 N Craig St #303 Oakland, PA Located in the Park Plaza Condominium building, this 3-bedroom 2 bath corner unit is conve...	3 beds \| 2 baths \| N/A	$330,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 2.4% Airbnb Rental Income: $805 Traditional Rental Income: $1943 Airbnb ROI: -2.31% Traditional ROI: 2.4%
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: 0.08% Traditional cash on cash: 11.03% Airbnb Rental Income: $637 Traditional Rental Income: $1659 Airbnb ROI: 0.08% Traditional ROI: 11.03%
128 N Craig St #511 Oakland, PA Welcome to your new condo at 128 N Craig Street! This spacious 2-bedroom, 2-bath unit at P...	2 beds \| 2 baths \| N/A	$245,000	Airbnb cash on cash: -5.18% Traditional cash on cash: -1.53% Airbnb Rental Income: $637 Traditional Rental Income: $1186 Airbnb ROI: -5.18% Traditional ROI: -1.53%
144 N Dithridge St #401 Oakland, PA OUTSTANDING INTERIOR in this two bedroom condominium that has been totally renovated featu...	2 beds \| 1 baths \| N/A	$245,000	Airbnb cash on cash: -4.51% Traditional cash on cash: -0.32% Airbnb Rental Income: $637 Traditional Rental Income: $1313 Airbnb ROI: -4.51% Traditional ROI: -0.32%

Real Estate investment in Oakland, PA

There are 12 properties for sale in the city of Oakland . The median list price in Oakland is $698,000 and the average price per square foot is $413. In April 2026, the average monthly cash on cash return in Oakland is N/A%. The average monthly rental income in Oakland is $1,823.

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

There are 12 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 $1,823.

Your search for investment property begins and ends here

Investment Property for Sale in Oakland, PA

166 N Dithridge Street #5G

Oakland, PA

2 beds | 2 baths | N/A

$310,000

Airbnb cash on cash: -4.95%

Traditional cash on cash: 0.55%

Airbnb Rental Income: $637

Traditional Rental Income: $1944

Airbnb ROI: -4.95%

Traditional ROI: 0.55%

307 S Dithridge St #207

Oakland, PA

2 beds | 3 baths | N/A

$379,000

Airbnb cash on cash: -5.01%

Traditional cash on cash: 0.36%

Airbnb Rental Income: $637

Traditional Rental Income: $2250

Airbnb ROI: -5.01%

Traditional ROI: 0.36%

307 S DITHRIDGE #208

Oakland, PA

2 beds | 3 baths | N/A

$460,000

Airbnb cash on cash: -4.05%

Traditional cash on cash: 0.42%

Airbnb Rental Income: $637

Traditional Rental Income: $2265

Airbnb ROI: -4.05%

Traditional ROI: 0.42%

128 N Craig St #911

Oakland, PA

2 beds | 2 baths | N/A

$239,900

Airbnb cash on cash: -6.4%

Traditional cash on cash: 0.13%

Airbnb Rental Income: $637

Traditional Rental Income: $1823

Airbnb ROI: -6.4%

Traditional ROI: 0.13%

211 Coltart Ave

Oakland, PA

4 beds | 3 baths | N/A

$1,500,000

Airbnb cash on cash: -0.85%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $840

Traditional Rental Income: $2719

Airbnb ROI: -0.85%

Traditional ROI: 0.74%

146 N Bellefield Ave #203

Oakland, PA

3 beds | 2 baths | N/A

$869,000

Airbnb cash on cash: -3.68%

Traditional cash on cash: -1.6%

Airbnb Rental Income: $805

Traditional Rental Income: $2162

Airbnb ROI: -3.68%

Traditional ROI: -1.6%

3519 Bigelow Blvd

Oakland, PA

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

$599,900

Airbnb cash on cash: -1.87%

Traditional cash on cash: -1.57%

Airbnb Rental Income: $805

Traditional Rental Income: $651

Airbnb ROI: -1.87%

Traditional ROI: -1.57%

144 N Dithridge St #711

Oakland, PA

3 beds | 3 baths | N/A

$339,000

Airbnb cash on cash: -5.78%

Traditional cash on cash: -1.79%

Airbnb Rental Income: $805

Traditional Rental Income: $1755

Airbnb ROI: -5.78%