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.

Townhouses for Sale in Oakland, MD

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

Showing 2 Townhouse 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
4A MYSTIC CREEK Trail Oakland, MD Discover refined mountain-lake living in this new construction townhome at Mystic Creek on...	5 beds \| 5 baths \| 3,000 sq.ft.	$679,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 5.97% Airbnb Rental Income: $1908 Traditional Rental Income: $4636 Airbnb ROI: 0.86% Traditional ROI: 5.97%
Other Investment Properties for Sale in Oakland
565 GLENDALE Road #306 Oakland , MD Experience the best of Deep Creek Lake living from this beautifully appointed studio loft ...	2 beds \| 1 baths \| 772 sq.ft.	$249,900	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.25% Airbnb Rental Income: $1029 Traditional Rental Income: $1747 Airbnb ROI: 0.68% Traditional ROI: 5.25%
321 DEER PARK HOTEL Road Oakland , MD Double lots! Lot 4 & 5 of Hunting Ridge Estates will be sold together to bring up a total ...	3 beds \| 2 baths \| 2,476 sq.ft.	$399,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 5.41% Airbnb Rental Income: $1078 Traditional Rental Income: $2692 Airbnb ROI: 0.12% Traditional ROI: 5.41%
638 GLENDALE Road Oakland , MD Spacious five-bedroom lakeview home offering the perfect blend of relaxation and warmth fr...	5 beds \| 3 baths \| 2,640 sq.ft.	$745,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 2.49% Airbnb Rental Income: $1908 Traditional Rental Income: $3228 Airbnb ROI: -0.14% Traditional ROI: 2.49%
98 BEAR RUN Road Oakland , MD Make it your own! This 2-acre parcel comes with two additional parcels of 17.96 and 24.23 ...	3 beds \| 2 baths \| 1,080 sq.ft.	$550,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 3.29% Airbnb Rental Income: $1078 Traditional Rental Income: $2510 Airbnb ROI: -0.21% Traditional ROI: 3.29%
25 SILVER TREE Lane Oakland , MD Beautiful lake access retreat located in the Silver Tree Landings community with an availa...	5 beds \| 4 baths \| 2,364 sq.ft.	$749,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 1.81% Airbnb Rental Income: $1908 Traditional Rental Income: $2858 Airbnb ROI: -0.27% Traditional ROI: 1.81%
55 VILLAGE Drive #5 Oakland , MD Tucked in the Yellowstone Village community at Deep Creek Lake, "Dan's Mountain" is a char...	3 beds \| 3 baths \| 2,280 sq.ft.	$585,000	Airbnb cash on cash: -0.69% Traditional cash on cash: 3.66% Airbnb Rental Income: $1078 Traditional Rental Income: $3088 Airbnb ROI: -0.69% Traditional ROI: 3.66%
267 SAN FRANCISCO Street Oakland , MD Welcome to your secluded Deep Creek retreat! This stunning property offers expansive lake ...	4 beds \| 3 baths \| 3,278 sq.ft.	$899,900	Airbnb cash on cash: -0.67% Traditional cash on cash: 1.5% Airbnb Rental Income: $1496 Traditional Rental Income: $2874 Airbnb ROI: -0.67% Traditional ROI: 1.5%
8956 OAKLAND SANG RUN Road Oakland , MD Welcome to The Wise Quack - our cozy cabin in the center of Deep Creek Lake activities...a...	3 beds \| 2 baths \| 1,064 sq.ft.	$219,900	Airbnb cash on cash: 1.61% Traditional cash on cash: 9.26% Airbnb Rental Income: $1078 Traditional Rental Income: $2302 Airbnb ROI: 1.61% Traditional ROI: 9.26%
467 PARADISE RIDGE Road Oakland , MD Panoramic mountain and lake views set the tone at this lake access home in Paradise Ridge,...	4 beds \| 4 baths \| 3,780 sq.ft.	$769,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 2.84% Airbnb Rental Income: $1496 Traditional Rental Income: $3685 Airbnb ROI: -0.82% Traditional ROI: 2.84%
113 JUBB MEADOWS Lane Oakland , MD Luxury Estate just outside the town of Oakland. This 4-bed, 3.5 bath is situated on 9.72 a...	4 beds \| 4 baths \| 3,185 sq.ft.	$899,900	Airbnb cash on cash: -0.82% Traditional cash on cash: 1.83% Airbnb Rental Income: $1496 Traditional Rental Income: $3274 Airbnb ROI: -0.82% Traditional ROI: 1.83%
126 LEO FRIEND Road Oakland , MD Perched above the treetops with panoramic lake views, this three-level retreat blends comf...	4 beds \| 3 baths \| 2,235 sq.ft.	$499,900	Airbnb cash on cash: 0.45% Traditional cash on cash: 5.03% Airbnb Rental Income: $1496 Traditional Rental Income: $3200 Airbnb ROI: 0.45% Traditional ROI: 5.03%
449 S 3RD Street Oakland , MD Welcome to this beautifully updated 1901 home in the heart of downtown Oakland, where hist...	4 beds \| 2 baths \| 1,928 sq.ft.	$275,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 7.55% Airbnb Rental Income: $1496 Traditional Rental Income: $2676 Airbnb ROI: 1.33% Traditional ROI: 7.55%
565 GLENDALE Road #106 B Oakland , MD Ground-floor end unit with lake views at Silver Tree Suites. This one-bedroom layout packs...	1 beds \| 1 baths \| N/A	$214,900	Airbnb cash on cash: -0.49% Traditional cash on cash: 6.58% Airbnb Rental Income: $673 Traditional Rental Income: $1813 Airbnb ROI: -0.49% Traditional ROI: 6.58%
328 STOOL ROCK Road Oakland , MD Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of cr...	4 beds \| 3 baths \| 1,860 sq.ft.	$545,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 4.15% Airbnb Rental Income: $1496 Traditional Rental Income: $3055 Airbnb ROI: 0.23% Traditional ROI: 4.15%
13 LAUREL BROOK Drive #13 Oakland , MD Affordable well maintained 2 Bedroom 2 Bath townhouse style condominium less than 1 mile f...	2 beds \| 2 baths \| 1,320 sq.ft.	$245,000	Airbnb cash on cash: 0.62% Traditional cash on cash: 7.14% Airbnb Rental Income: $1029 Traditional Rental Income: $2179 Airbnb ROI: 0.62% Traditional ROI: 7.14%

Your search for investment property begins and ends here

Townhouses for Sale in Oakland, MD

4A MYSTIC CREEK Trail

Oakland, MD

5 beds | 5 baths | 3,000 sq.ft.

$679,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 5.97%

Airbnb Rental Income: $1908

Traditional Rental Income: $4636

Airbnb ROI: 0.86%

Traditional ROI: 5.97%

Other Investment Properties for Sale in Oakland

Oakland , MD

2 beds | 1 baths | 772 sq.ft.

$249,900

Airbnb cash on cash: 0.68%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $1029

Traditional Rental Income: $1747

Airbnb ROI: 0.68%

Traditional ROI: 5.25%

Oakland , MD

3 beds | 2 baths | 2,476 sq.ft.

$399,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1078

Traditional Rental Income: $2692

Airbnb ROI: 0.12%

Traditional ROI: 5.41%

Oakland , MD

5 beds | 3 baths | 2,640 sq.ft.

$745,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $1908

Traditional Rental Income: $3228

Airbnb ROI: -0.14%

Traditional ROI: 2.49%

Oakland , MD

3 beds | 2 baths | 1,080 sq.ft.

$550,000

Airbnb cash on cash: -0.21%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1078

Traditional Rental Income: $2510

Airbnb ROI: -0.21%

Traditional ROI: 3.29%

Oakland , MD

5 beds | 4 baths | 2,364 sq.ft.

$749,900

Airbnb cash on cash: -0.27%

Traditional cash on cash: 1.81%

Airbnb Rental Income: $1908

Traditional Rental Income: $2858

Airbnb ROI: -0.27%

Traditional ROI: 1.81%

Oakland , MD

3 beds | 3 baths | 2,280 sq.ft.

$585,000

Airbnb cash on cash: -0.69%

Traditional cash on cash: 3.66%

Airbnb Rental Income: $1078

Traditional Rental Income: $3088

Airbnb ROI: -0.69%

Traditional ROI: 3.66%

Oakland , MD

4 beds | 3 baths | 3,278 sq.ft.

$899,900

Airbnb cash on cash: -0.67%

Traditional cash on cash: 1.5%

Airbnb Rental Income: $1496

Traditional Rental Income: $2874

Airbnb ROI: -0.67%

Traditional ROI: 1.5%

Oakland , MD

3 beds | 2 baths | 1,064 sq.ft.

$219,900

Airbnb cash on cash: 1.61%

Traditional cash on cash: 9.26%