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 1 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: 1.55% Traditional cash on cash: 5.97% Airbnb Rental Income: $2428 Traditional Rental Income: $4636 Airbnb ROI: 1.55% Traditional ROI: 5.97%
Other Investment Properties for Sale in Oakland
181 GLOTFELTY Drive Oakland , MD Talk about central location! Only minutes to Deep Creek Lake, Wisp Resort and downtown Oak...	3 beds \| 2 baths \| 1,456 sq.ft.	$399,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.79% Airbnb Rental Income: $1309 Traditional Rental Income: $2442 Airbnb ROI: 0.67% Traditional ROI: 4.79%
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: 1.67% Traditional cash on cash: 5.25% Airbnb Rental Income: $1310 Traditional Rental Income: $1747 Airbnb ROI: 1.67% 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.	$384,500	Airbnb cash on cash: 0.7% Traditional cash on cash: 5.67% Airbnb Rental Income: $1309 Traditional Rental Income: $2692 Airbnb ROI: 0.7% Traditional ROI: 5.67%
256 JEFFREY Lane #28 Oakland , MD Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #2...	3 beds \| 4 baths \| 1,838 sq.ft.	$464,900	Airbnb cash on cash: -0.11% Traditional cash on cash: 5.35% Airbnb Rental Income: $1309 Traditional Rental Income: $3281 Airbnb ROI: -0.11% Traditional ROI: 5.35%
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: 0.48% Traditional cash on cash: 2.49% Airbnb Rental Income: $2428 Traditional Rental Income: $3228 Airbnb ROI: 0.48% Traditional ROI: 2.49%
18948 GARRETT Highway Oakland , MD Enjoy all the seasons in this beautiful Cape Cod home nestled on a 1-acre private wooded l...	2 beds \| 2 baths \| 1,404 sq.ft.	$375,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 5.31% Airbnb Rental Income: $1310 Traditional Rental Income: $2528 Airbnb ROI: 0.69% Traditional ROI: 5.31%
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: 0.16% Traditional cash on cash: 3.29% Airbnb Rental Income: $1309 Traditional Rental Income: $2510 Airbnb ROI: 0.16% 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: 0.35% Traditional cash on cash: 1.81% Airbnb Rental Income: $2428 Traditional Rental Income: $2858 Airbnb ROI: 0.35% Traditional ROI: 1.81%
180 PARADISE RIDGE Road Oakland , MD Experience the best of Deep Creek Lake living at this beautifully renovated mountain retre...	4 beds \| 3 baths \| 2,402 sq.ft.	$689,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 1.66% Airbnb Rental Income: $2029 Traditional Rental Income: $2154 Airbnb ROI: 0.65% Traditional ROI: 1.66%
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: -0.2% Traditional cash on cash: 2.84% Airbnb Rental Income: $2029 Traditional Rental Income: $3685 Airbnb ROI: -0.2% 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.	$869,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 1.93% Airbnb Rental Income: $2029 Traditional Rental Income: $3274 Airbnb ROI: -0.26% Traditional ROI: 1.93%
395 WOODLANDS HILL Lane Oakland , MD Welcome to Happy Hoursss... Hideaway, a stunning Deep Creek Lake retreat where breathtakin...	5 beds \| 6 baths \| 3,160 sq.ft.	$899,900	Airbnb cash on cash: 0.13% Traditional cash on cash: 4.61% Airbnb Rental Income: $2428 Traditional Rental Income: $5589 Airbnb ROI: 0.13% Traditional ROI: 4.61%
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: 1.4% Traditional cash on cash: 5.03% Airbnb Rental Income: $2029 Traditional Rental Income: $3200 Airbnb ROI: 1.4% 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: 3.03% Traditional cash on cash: 7.55% Airbnb Rental Income: $2029 Traditional Rental Income: $2676 Airbnb ROI: 3.03% Traditional ROI: 7.55%
20698 GARRETT Highway Oakland , MD Beautiful lakefront home offering 89' of lakefront and a private dock. This home has been ...	4 beds \| 3 baths \| 1,844 sq.ft.	$1,199,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 1.36% Airbnb Rental Income: $2029 Traditional Rental Income: $3578 Airbnb ROI: -0.5% Traditional ROI: 1.36%

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: 1.55%

Traditional cash on cash: 5.97%

Airbnb Rental Income: $2428

Traditional Rental Income: $4636

Airbnb ROI: 1.55%

Traditional ROI: 5.97%

Other Investment Properties for Sale in Oakland

Oakland , MD

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

$399,000

Airbnb cash on cash: 0.67%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $1309

Traditional Rental Income: $2442

Airbnb ROI: 0.67%

Traditional ROI: 4.79%

Oakland , MD

2 beds | 1 baths | 772 sq.ft.

$249,900

Airbnb cash on cash: 1.67%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $1310

Traditional Rental Income: $1747

Airbnb ROI: 1.67%

Traditional ROI: 5.25%

Oakland , MD

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

$384,500

Airbnb cash on cash: 0.7%

Traditional cash on cash: 5.67%

Airbnb Rental Income: $1309

Traditional Rental Income: $2692

Airbnb ROI: 0.7%

Traditional ROI: 5.67%

Oakland , MD

3 beds | 4 baths | 1,838 sq.ft.

$464,900

Airbnb cash on cash: -0.11%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1309

Traditional Rental Income: $3281

Airbnb ROI: -0.11%

Traditional ROI: 5.35%

Oakland , MD

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

$745,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 2.49%

Airbnb Rental Income: $2428

Traditional Rental Income: $3228

Airbnb ROI: 0.48%

Traditional ROI: 2.49%

Oakland , MD

2 beds | 2 baths | 1,404 sq.ft.

$375,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 5.31%

Airbnb Rental Income: $1310

Traditional Rental Income: $2528

Airbnb ROI: 0.69%

Traditional ROI: 5.31%

Oakland , MD

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

$550,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $1309

Traditional Rental Income: $2510

Airbnb ROI: 0.16%

Traditional ROI: 3.29%

Oakland , MD

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

$749,900

Airbnb cash on cash: 0.35%

Traditional cash on cash: 1.81%