Oakland, MD Real Estate Search

Oakland, MD Commercial Homes for Sale

Our website features the best real estate search for commercial properties homes available in Oakland, MD and surrounding areas. It is the only site you will ever need! It is easy-to-use and updated by the official REALTOR®’s database every 15 minutes.

You can save searches, and get daily email alerts of new listings, price changes, sold data, and market reports. Our Interactive Map Search allows you to view properties on a map or refine your search by drawing the boundaries around the area you desire.

Curious about what’s happening in the Oakland, MD real estate market? Sign up for a Oakland, MD Real Estate Market Report to see what’s active, under contract, and sold!

Considering selling or refinancing your home? Get an INSTANT property valuation now!

Newest Oakland, MD Commercial Properties for Sale

Commercially zoned 0.57 acre level building lot in downtown Oakland, MD. Conveniently located off E Oak St and Town Park Lane with easy access to local shops, restaurants, and businesses along S Second St and E Alder St. Public utilities available on-site. Great opportunity for commercial development in a central location! Call today for more information!

116 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Prime Commercial Opportunity – The Garrett Inn 5.76 Commercial Acres Near Deep Creek Lake! Exceptional commercial investment opportunity featuring The Garrett Inn, a well-established and immaculately maintained 10 Room motel property just minutes from Deep Creek Lake’s year-round recreation. The property includes a beautifully kept 3-bedroom, 1.5-bath owner’s residence (could also be rented out if the new buyer's do not need to live on property) and attached motel office, offering a spacious kitchen, dining area, and lower-level family room. The residence connects directly to 10 spacious motel guest rooms. Each tastefully decorated and fully equipped with large TVs, mini-refrigerators, coffee makers, and full-size bathrooms. The motel enjoys over 80% occupancy, reflecting its strong reputation and consistent demand. Guests benefit from a centrally located ice and refreshment room, while the property also features a separate 2-bedroom 1-bathroom rental cottage for additional income. Situated on 5.76 acres, the property offers approximately 4 acres of undeveloped land behind the motel, creating outstanding commercial expansion potential—ideal for short-term rental cabins, additional motel units, storage units or potential lot development (subject to local zoning approvals). Additional features include two detached garage/storage buildings and a highly convenient location with restaurants and shopping directly across the street. A rare opportunity to own an established hospitality property with strong income, expansion potential, and prime access to Deep Creek Lake attractions.

17848 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1.15 acres located between Rt. 219 (Garrett Highway) and N 4th St. Endless possibilities for commercial building. Many national business establishments surrounding this lot. Public water and sewer connection. Corner lot, with great visibility! Call now to find out more about this desirable land!

N 4th Street, Oakland

Listing courtesy of The KW Collective. Contact:

Prime Commercial Location at Deep Creek Lake! A rare opportunity positioned at the high-visibility corner of Rt. 219 & Glendale Road—one of the most traveled intersections in the Deep Creek Lake market. This property features two commercial buildings, 81'x50' & 64'x50' both currently leased providing immediate rental income and stability. Additional income from Cellular Tower Lease and Billboard. Situated on 6.6 acres zoned TC – Town Center, the site allows for a wide array of approved commercial uses including restaurant, motel/hotel, convenience store/gas station, retail, and more. With valuable State Highway access, this location delivers exceptional visibility, traffic flow, and commercial potential. Ample acreage allows for future expansion or redevelopment, making this an ideal investment for both current income and long-term growth. Excellent commercial exposure and endless possibilities at Deep Creek Lake’s core business hub!

19530 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Located in the heart of Oakland, Maryland, this mixed-use commercial property presents an excellent opportunity for investors or owner-operators seeking both immediate income and future upside. The property consists of a street-level retail/commercial storefront and four residential apartment units. Currently, three of the four apartments are occupied, providing immediate rental income, while the commercial storefront is vacant and ready for a new tenant or owner-user. The vacant retail space offers significant value-add potential, allowing a buyer to establish their own business, lease the space to a commercial tenant, or reposition the property to maximize cash flow. With residential income already in place, the property provides a strong foundation while offering additional upside through lease-up of the commercial space and the remaining apartment. Property Highlights: * Mixed-use investment property * Street-level commercial storefront * Four residential apartments * Three apartments currently occupied * One apartment available for lease or occupancy * Commercial space currently vacant * Immediate rental income with additional upside potential * Located in Oakland, Maryland near local businesses, schools, and services * Opportunity for owner-user or investor Whether you’re looking to expand your investment portfolio, establish a business location with supplemental rental income, or capitalize on a value-add opportunity, this property offers flexibility, income, and long-term potential in Garrett County. Schedule your private tour today and explore the possibilities this unique mixed-use property has to offer.

401 Dave Turney St, Oakland

Listing courtesy of Jason Mitchell Group. Contact: 4105335486

8.48± acres offering excellent commercial or residential potential. Property features an existing well and septic system, with easy access and outstanding visibility. Conveniently located just minutes from the Oakland city limits outside of Zoning Districts. Ideal opportunity for development or investment.

26 Green Brier Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Charming store offers a unique investment opportunity for someone seeking to own a piece of the community while running a business. With a manageable size and endless possibilities this property is just waiting on you to open your dream business. Offers road frontage and plenty of parking and a nice level lot. Seller will discount the sales price by $25,000 if an acceptable contract is reached by June 1, 2026!

5423 Gorman Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700

216 E Alder St, Oakland

Listing courtesy of Eagle Commercial Realty. Contact: (443) 226-7129

Developers** 169 Acres located in the heart of Deep Creek Lake and Garrett County MD. This is one of if not the only properties left in Deep Creek with rt 219 frontage and zoned for a mixed use development. With appx 130 +/- acres of LR1 zoning, 39+/- acres of CR1, Commercial and Town Residential zoning this is the ultimate property for a PRD. Uses such as waterpark, restaurants, residential housing, hotel, shopping are some of the uses that this property offers. Garrett County MD is located within 250 miles or a 3-4 hour drive from 41 million people and already has and abundance of amenities to take advantage of. The Deep Creek Lake area draws over 1 million visitors a year and is centrally located between 5 major East Coast travel routes. Contact us today for your private horse back tour of the property.

4009 Mayhew Inn, Oakland

Listing courtesy of Jason Mitchell Group. Contact: 4105335486

Amazing Commercial Land Opportunity – Priced to Sell! Exceptional 37.80± acre commercial property located on Garrett Highway in Oakland, Maryland, adjacent to Tractor Supply. This prime location offers outstanding potential for both commercial and residential development, making it an ideal investment in one of Garrett County's fastest-growing corridors. Property highlights include: -37.80± acres zoned Commercial -Prime frontage on Garrett Highway -Adjacent to Tractor Supply -Access to public water, sewer, and natural gas through the Town of Oakland utility systems -State Highway entrance already completed, providing convenient access for future development -Recorded plat and covenants available online Excellent visibility, accessibility, and development potential Whether you're planning a retail center, mixed-use development, or another commercial venture, this property offers the location, infrastructure, and opportunity to bring your vision to life..

13209 Garrett Highway, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

"The Alley" a well-established business in Oakland that has been a center of attraction many years and a staple to the Oakland Community. A Turn Key operation, this 12-lane bowling complex was completely renovated in 2014, this 15,000 sq ft facility with the installation of new heating and cooling systems, fire protection sprinkler system, upgrades to the lanes, installation of new Brunswick GS - X pin setting machines, new Vector Pus scoring system, Cosmic Bowling System from Omnisistem, State of the Art Clutch Interactive Bowling System which provide interactive graphics on the lanes to enhance any bowlers experience no matter what skill level. Advanced POS system to track sales and inventory. New Jayhawk Tri Oval Drilling machine and certified staff to custom fit your every bowling need. Other areas include an Arcade area with token machine, dozens of games, pool tables, shuffle board and more! There is a separate meeting area with lockers for individual storage. Full-service kitchen which is fully equipped with large walk-in refrigerator and walk in freezer. Individual office space which includes all monitoring systems and video monitoring system. Huge lounge area which makes this facility great for parties or corporate gatherings. Established Leagues play throughout the year.

499 Oakland Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Start Your Search