Oakland Real Estate

Oakland Real Estate

Our website features the best real estate search for homes, condos, land and foreclosure properties available in Oakland 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. 

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Newest Listings in Oakland

$225,000
1 Beds ⋅ 1 Baths
Turnkey lakeview studio at The Suites at Silver Tree! Enjoy beautiful views of Deep Creek Lake from your private covered balcony while owning one of the area's most desirable vacation destinations. This fully furnished studio offers an open floor plan with a king bed, sleeper sofa, cozy gas fireplace, kitchenette, dining area, and full bath, making it the perfect weekend getaway or investment opportunity. The Suites at Silver Tree features an impressive timber-frame lobby with soaring ceilings and massive stone fireplaces, an expansive lakeside deck, sandy beach, lake access, on-site marina, fitness center, sauna, game room, and Dutch's at Silver Tree restaurant. Ideally located in the heart of Deep Creek Lake, you're just minutes from Wisp Resort, golf, hiking, shopping, and year-round recreation. Whether you're looking for a low-maintenance vacation home, rental property, or your own place at the lake, this one checks all the boxes. Schedule your private showing today!

565 Glendale Rd Unit #213-A, Oakland

Listing courtesy of The KW Collective. Contact: 4435741600
$39,900
This .46 AC lot sits atop Roman Nose Spa and is the perfect place to build your vacation getaway. Prime locale for all activities in the Deep Creek area, whether you are boating, skiing, hiking, biking, whitewater rafting, sightseeing or enjoying our hundreds of acres of wonderful state parks. This property has a well and septic that has been in place since 1975. Both will need to be re-evaluated. Buyer to be responsible for any information/permits needed prior to building. No HOA in this community.

504 San Francisco St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$460,000
5 Beds ⋅ 2 Baths
Escape to the tranquility of country living in this spacious 5-bedroom, 2-bath home nestled on over 2 acres and conveniently located just minutes from the recreational opportunities of Deep Creek Lake and the charming town of Oakland, The property offers the perfect combination of peaceful country living and easy access to shopping, dining, and year-round activities. The kitchen has been thoughtfully updated with new stainless-steel appliances, including a microwave, refrigerator, gas range with oven, and gas wall oven. You'll also appreciate the new stainless-steel farmhouse sink with an updated faucet, and a new InSinkErator garbage disposal. The main floor also offers the convenience of a bedroom, full bathroom, and laundry area complete with a new washer and dryer, making one-level living a possibility. Upstairs, you'll find four generously sized bedrooms and an additional full bathroom, offering plenty of space for family and guests. Additional interior improvements include a new 50-gallon hot water heater, a new attic fan with humidifier, a new well water filtration system, and a newly installed ADT security system for added peace of mind. Recent exterior updates include new outdoor lighting and a new roof including all new sheathing, underlayment (roof wrap), and shingles, providing years of worry-free ownership. If you've been searching for privacy, space, and the beauty of rural living, this property is a must-see!

5154 Maryland Hwy, Oakland

Listing courtesy of Coldwell Banker Home Town Realty. Contact: 125014.lead@leads.leadrouter.com
$45,000
Adventure starts at the Youghiogheny River!Bring your plans and build your dream mountain getaway on this beautiful 2-acre homesite in The Timbers on the Yough, where the outdoors is truly at your doorstep. The property fronts the community river access area, putting you just an easy walk from the Youghiogheny River, a Maryland Blue Ribbon Trout Stream, and all the recreation it offers. Spend your days fishing, kayaking, exploring the river, hiking the community trails, or simply relaxing along the water after a day of adventure. With a 3-bedroom perc approval already in place, this property is ready for your cabin or mountain retreat. The gated community offers river access and hiking trails, while nearby Oakland, local parks, and the surrounding mountains provide even more opportunities for hiking, biking, fishing, paddling, and exploring.

14 Yough View Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$599,900
An exceptional opportunity to own 18.87 acres in one of Deep Creek Lake's most desirable locations. Featuring 8 approved perc sites, this lake access property offers outstanding potential for a private estate, luxury mountain retreat, or future subdivision with the possibility of up to 8 homesites. Ideally situated on Boy Scout Road, the property provides the perfect balance of privacy and convenience. Enjoy a peaceful, wooded setting just minutes from Deep Creek Lake, Wisp Resort, state parks, restaurants, shopping, golf, and year-round recreation. Whether you're envisioning an exclusive residential enclave or a legacy investment, this rare offering combines development potential with the natural beauty and tranquility that make Garrett County so sought after. Don't miss this unique opportunity to create something truly special in the heart of Deep Creek Lake.

Boy Scout Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$799,900
4 Beds ⋅ 4 Baths
Experience modern mountain living in this brand-new 2026 construction. This beautifully designed 4-bedroom, 4-bath home offers two spacious levels, quality finishes, and plenty of room for family and guests. Open layout with modern kitchen, island bar, and stone fireplace. Stamped concrete patio with covered fireplace and outdoor kitchen. Over half an acre of private wooded mountain-top space complete with fire pit and level usable yard. Andersen Windows and LVP flooring throughout. Ideally situated just minutes from Wisp Resort, Deep Creek Lake, state parks, restaurants, shopping, and year-round recreational attractions, this home provides the perfect blend of comfort, convenience, and adventure. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this new construction is ready to make lasting memories.

15 Byran Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$569,000
3 Beds ⋅ 3 Baths
Fall in love with the perfect blend of comfort, privacy, and outdoor adventure in this beautifully maintained home nestled on 3.67 wooded acres overlooking scenic Meadow Lake. Thoughtfully designed for easy living, this 3-bedroom, 2.5-bath home features an open floor plan where the spacious great room flows seamlessly into a beautifully updated kitchen complete with granite countertops, making it the perfect space for gathering with family and friends. Peaceful lake views can be seen throughout the home. The spacious primary suite features a walk-in closet and a private bath with double vanities and a custom walk-in tile shower. Main-level laundry and an attached two-car garage add everyday convenience, while central air, a propane furnace, and a cozy wood-burning fireplace insert provide year-round comfort. The expansive unfinished basement offers endless possibilities for additional living space, a recreation room, workshop, or home gym. Step outside to enjoy the tranquility of nature from the front and back covered porches. The community offers a beautiful private lake perfect for kayaking, fishing, swimming, relaxing by the beach and 3 community docks. Additional amenities include private walking trails, and a storage shed that provides even more space for tools and outdoor equipment and the impressive 32' x 12' RV pavilion complete with 50 AMP, water and sewer hookups.  Located in the desirable Meadow Lake Estates community, you'll enjoy a peaceful rural setting just minutes from Herrington Manor and Swallow Falls State Parks. As an added bonus, the community borders 598 acres of Maryland DNR land fronting the Youghiogheny River, offering endless opportunities for hiking, wildlife watching, and outdoor recreation. Whether you're searching for a full-time residence, a mountain retreat, or the perfect place to embrace the beauty of Western Maryland, this exceptional property is ready to welcome you home. 

355 Markwood Dr, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$199,000
2 Beds ⋅ 1 Baths
Welcome to this charming 2 bedroom, 1 bath home in the heart of Oakland, offering endless potential and plenty of character. Step inside to an inviting open floor plan that creates a bright, spacious feel and allows for a comfortable flow between the living and kitchen areas. The large covered front porch provides the perfect spot to enjoy your morning coffee, relax after a long day, or take in the peaceful surroundings. Whether you're looking for your first home, an investment property, or a property to personalize and make your own, this home offers incredible potential. Located in a highly desirable school district, you'll enjoy the convenience of being just minutes from shopping, dining, recreation, and all the amenities Oakland has to offer. With its charming details, functional layout, and unbeatable location, this property is ready for your vision and personal touch. Don't let this opportunity pass you by. Schedule your showing today!

206 W Liberty St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$179,000
3 Beds ⋅ 1 Baths
Enjoy the charm of country living with the convenience of being in downtown Crellin! Situated on nearly an acre, this inviting 3-bedroom, 1-bath home offers a bright, open layout filled with natural light. The main level features a spacious bedroom surrounded by windows, creating a warm and welcoming retreat. Upstairs, you'll find two additional bedrooms that can easily accommodate family, guests, or be transformed into a home office, playroom, or hobby space. Storage is abundant with an interior pantry, storage room, and dedicated workspace, plus an outdoor shed and detached garage for all your tools, equipment, and recreational gear. The yard is fenced in, beautifully manicured and has a fire pit. An added bonus is the additional lot included with the property at 97 Crellin Street. This parcel already has public water and sewer hookups and was formerly the site of the Crellin Community Center, offering exciting possibilities for future use, expansion, or investment (subject to local zoning and approvals). Whether you're looking for your first home, a peaceful retreat, or a property with room to grow, this unique offering combines comfort, space, and potential in a convenient location. This one won't last! Reach out for a showing today!

40 Sunshine, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$365,000
5 Beds ⋅ 3 Baths
PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or just getting started, this turnkey property offers updated finishes, strong income potential, and a prime location just steps from shops, restaurants, and everything downtown has to offer. Top floor is 1-bedroom and 1-bathroom. Middle floor is 2-bedroom and 1-bathroom. Bottom floor is 2-bedroom, 1-bathroom and has a laundry hookup. Contact me today with any questions or to schedule a time to tour the property!

615 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$459,900
3 Beds ⋅ 2 Baths
Assumable 2.75% VA loan may be available...contact listing agent for details. If peace and privacy are on your must-have list, this one delivers! Picture this: you pull into the driveway and the trees close in around you on three sides, like the forest itself is standing guard. Over an acre of land, and somehow it stays flat and usable instead of the steep terrain so common in this area. This is a lot you can actually walk, garden, and live on. Step onto the front porch and you'll want to grab a seat and get lost in the surroundings. The view stretches out far enough to make your cup of coffee last a little longer every morning. In the evenings, the saltwater hot tub (just a few years young) turns this into the kind of backyard people usually only dream about. Inside, the kitchen and main-level bathroom were recently remodeled with an eye for quality over trend, so you get the updates without the "flip house" feel. The ensuite bedroom on the main level is a fantastic one-level living option. Out back, a garage-sized shed and a separate potting shed give you room for tools, toys, or a hobby waiting to happen, and there's a garden plot already established for anyone who wants fresh vegetables all summer long. This is a property that's already figured out what matters: privacy, usability, upgrades that make daily life easier. Come see why the setting sells itself.

718 Boy Scout Crosscut Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$19,900
Build your dream home, or vacation home. This development has 50 miles of private roads and trails perfect for ATV riding, UTVs, dirt bikes, hiking, hunting and outdoor recreation.

Bear Dr E, Oakland

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

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