Real Estate Investment Properties for Sale in Oakland, MD

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

Explore a variety of short-term homes & houses in Oakland, MD. Invest wisely with VRBO & Oakland, MD Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Single Family Homes for Sale in Oakland, MD

Search for Single Family Residential for Sale in Oakland, Maryland. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 6 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
609 Southern Pines Drive Oakland, MD Welcome to your next dream home! Nestled on a 4-acre wooded lot, this custom built residen...	4 beds \| 3 baths \| 2,250 sq.ft.	$440,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 5.89% Airbnb Rental Income: $1896 Traditional Rental Income: $3296 Airbnb ROI: 1.27% Traditional ROI: 5.89%
1256 BOILING SPRING Road Oakland, MD Priced to sell 3BR, 2BA home on 1.72 acres with fenced in backyard and plenty of privacy. ...	3 beds \| 2 baths \| 1,456 sq.ft.	$215,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 9.64% Airbnb Rental Income: $1333 Traditional Rental Income: $2438 Airbnb ROI: 2.2% Traditional ROI: 9.64%
11 SUNSET Drive Oakland, MD Welcome to this beautiful 3-bedroom, 2-bathroom ranch home nestled in the quiet community ...	3 beds \| 2 baths \| 1,400 sq.ft.	$299,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 6.4% Airbnb Rental Income: $1333 Traditional Rental Income: $2360 Airbnb ROI: 1.29% Traditional ROI: 6.4%
723 KINGS Oakland, MD ""Charming two-story home situated on a beautiful .292-acre level lot in a prime location ...	4 beds \| 3 baths \| N/A	$380,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 6.39% Airbnb Rental Income: $1896 Traditional Rental Income: $2986 Airbnb ROI: 1.91% Traditional ROI: 6.39%
1989 LAKE SHORE Drive Oakland, MD Welcome to your dream getaway at Deep Creek Lake! This fully renovated 4-bedroom, 3.5-bath...	4 beds \| 4 baths \| 3,008 sq.ft.	$1,699,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 1.32% Airbnb Rental Income: $1896 Traditional Rental Income: $4703 Airbnb ROI: -0.78% Traditional ROI: 1.32%
968 HUTTON Road Oakland, MD 3/4BR, 2BA on 1.52 private acres in Crellin school district! Well-kept doublewide on perma...	3 beds \| 2 baths \| 1,792 sq.ft.	$269,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 7.97% Airbnb Rental Income: $1333 Traditional Rental Income: $2538 Airbnb ROI: 1.62% Traditional ROI: 7.97%

Your search for investment property begins and ends here

Single Family Homes for Sale in Oakland, MD

609 Southern Pines Drive

Oakland, MD

4 beds | 3 baths | 2,250 sq.ft.

$440,000

Airbnb cash on cash: 1.27%

Traditional cash on cash: 5.89%

Airbnb Rental Income: $1896

Traditional Rental Income: $3296

Airbnb ROI: 1.27%

Traditional ROI: 5.89%

1256 BOILING SPRING Road

Oakland, MD

3 beds | 2 baths | 1,456 sq.ft.

$215,000

Airbnb cash on cash: 2.2%

Traditional cash on cash: 9.64%

Airbnb Rental Income: $1333

Traditional Rental Income: $2438

Airbnb ROI: 2.2%

Traditional ROI: 9.64%

11 SUNSET Drive

Oakland, MD

3 beds | 2 baths | 1,400 sq.ft.

$299,000

Airbnb cash on cash: 1.29%

Traditional cash on cash: 6.4%

Airbnb Rental Income: $1333

Traditional Rental Income: $2360

Airbnb ROI: 1.29%

Traditional ROI: 6.4%

723 KINGS

Oakland, MD

4 beds | 3 baths | N/A

$380,000

Airbnb cash on cash: 1.91%

Traditional cash on cash: 6.39%

Airbnb Rental Income: $1896

Traditional Rental Income: $2986

Airbnb ROI: 1.91%

Traditional ROI: 6.39%

1989 LAKE SHORE Drive

Oakland, MD

4 beds | 4 baths | 3,008 sq.ft.

$1,699,000

Airbnb cash on cash: -0.78%

Traditional cash on cash: 1.32%

Airbnb Rental Income: $1896

Traditional Rental Income: $4703

Airbnb ROI: -0.78%

Traditional ROI: 1.32%

968 HUTTON Road

Oakland, MD

3 beds | 2 baths | 1,792 sq.ft.

$269,900

Airbnb cash on cash: 1.62%

Traditional cash on cash: 7.97%

Airbnb Rental Income: $1333

Traditional Rental Income: $2538

Airbnb ROI: 1.62%

Traditional ROI: 7.97%

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