Oakland Homes with Other Style

Oakland Homes with Other Style

Welcome to Oakland, Maryland, a hidden gem nestled in the heart of Garrett County. This charming town is a delightful blend of natural beauty, rich history, and a welcoming community, making it an ideal place for those seeking a peaceful yet vibrant lifestyle.

Surrounded by the breathtaking landscapes of the Appalachian Mountains, Oakland is a haven for outdoor enthusiasts. With its proximity to Deep Creek Lake, residents can enjoy a plethora of recreational activities year-round, from boating and fishing in the summer to skiing and snowboarding in the winter. The town is also home to several parks and trails, perfect for hiking, biking, and soaking in the stunning views of the changing seasons.

Oakland's historic charm is evident in its quaint downtown area, where you can stroll along tree-lined streets and admire beautifully preserved Victorian architecture. The town hosts a variety of local shops, restaurants, and art galleries, providing a unique shopping and dining experience. Community events, such as the annual Autumn Glory Festival, bring residents together to celebrate the region's vibrant culture and heritage.

When it comes to housing, Oakland offers a diverse selection of homes that cater to various tastes and lifestyles. Whether you’re looking for a cozy cabin in the woods, a charming Victorian home, or a modern retreat with stunning lake views, there’s something for everyone. The real estate market here is thriving, with opportunities for both first-time homebuyers and seasoned investors.

Experience the warmth and charm of Oakland, Maryland, where the beauty of nature meets a close-knit community. Your dream home awaits in this picturesque town!

Newest Oakland Homes with Other Style

$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:

$595,000
2 Beds ⋅ 2 Baths
Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a new water heater and sink, an upgraded electrical panel, and premium cement-backed luxury vinyl plank flooring for ultimate durability. Stunning new shiplap ceilings with recessed lighting illuminate the freshly painted main living spaces, complete with a cozy wood-burning fireplace. Includes an assigned deep-water boat slip, outdoor storage, and access to 11 acres of incredible amenities: a heated pool, tennis courts, playground, kayak racks, and a stone fire pit. Major community updates include a new metal roof and resurfaced courts. Just minutes from downtown Oakland, Garret Cinemas, and shopping! Seller will sell his 2011 Sea Ray 195 with 4.2 L EFI engine for $4500.00 OBO "As=Is " see photos and dock slip

193 Red Run Rd Unit #1-B-3, Oakland

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005
$224,900
1 Beds ⋅ 1 Baths
Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate entrances for the garage and living space, this property offers built-in flexibility for income potential or multi-purpose use. Plus, the location is minutes to lake activities and downtown Oakland. Don't miss out on the chance to own this versatile gem. Schedule a showing today!

206 Mayhew Inn Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$699,000
5 Beds ⋅ 3 Baths
Private Mountain Retreat on 8+ Acres Near Oakland Discover the peace and beauty of Garrett County living on over 8 private wooded acres filled with mountain views, abundant wildlife, and endless opportunities to enjoy the outdoors. Deer, turkey, songbirds, and other native wildlife are frequent visitors, creating a true nature lover's paradise. Conveniently located just minutes from Oakland's shops, restaurants, schools, and everyday amenities, this property offers the perfect balance of privacy and accessibility. Outdoor enthusiasts will appreciate the home's proximity to Wolf Den Run State Park, Deep Creek Lake, Potomac State Forest, Jennings Randolph Lake, and thousands of acres of public land. Enjoy hiking, fishing, boating, hunting, swimming, and over 50 miles of ORV trails, with street-legal UTV access directly from the neighborhood. This custom-built 4-5 bedroom, 3-bath home offers over 3,900 square feet of thoughtfully designed living space. Designed with flexibility in mind, the main level features two dedicated office spaces ideal for remote work, homeschooling, hobbies, guest accommodations, or future bedroom needs. The spacious eat-in kitchen showcases granite countertops, custom cabinetry, high-end appliances, a trash compactor, and generous gathering space for family and friends. Throughout the home, you'll find whole-house luxury vinyl plank flooring, oak stairs, a cozy wood-burning fireplace, a finished garage, and a walk-out basement with rough-in plumbing for a future full bathroom and exceptional expansion potential. Owners have invested extensively in quality upgrades and peace of mind, including a Generac backup generator, tankless hot water system, whole-house water filtration system, owned 1,000-gallon propane tank, upgraded fire sprinkler system, exterior security cameras, attic storage, and an additional storage building. Step outside to enjoy a covered front porch, expansive rear deck with automatic SunSetter awning, mature trees, and beautiful mountain views. Located within a laid-back HOA that allows chickens, this property offers a rare combination of acreage, privacy, modern amenities, and epic outdoor adventure. Whether you're seeking a full-time residence, a mountain getaway, or a future retirement retreat, this exceptional property delivers the best of Garrett County living. You may never want to leave after seeing this gem!

170 Cherrywood Dr, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$294,999
2 Beds ⋅ 1 Baths
Experience the best of lakeview living in this great condo at Deep Creek Lake. Offering two bedrooms, a fireplace and a lower-level family room for your enjoyment. Wake up to peaceful water views and enjoy ample space for everyday comfort and entertaining. The location is another plus, within walking distance to coffee shop, dining, and shopping. A perfect blend of size, scenery, and value!

135 Jeffrey Ln Unit #19A, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$349,000
3 Beds ⋅ 2 Baths
Looking for a vacation spot or main living, Check out this nicely remolded home in a gated community. 3 bedrooms, 1 1/2 bathrooms, main level laundry room. Great rustic touches . Detached Garage with pellet stove. Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic Access to over 50 miles of private roads and trails—perfect for ATVs, snowmobiles, hiking, river access, fishing, and hunting. . Whether you're looking for a peaceful weekend getaway or a year-round hideaway, this home offers the perfect blend of tranquility and outdoor fun.

552 Black Oak Dr, Oakland

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

$769,900
4 Beds ⋅ 4 Baths
Panoramic mountain and lake views set the tone at this lake access home in Paradise Ridge, one of Deep Creek’s most sought-after communities! Perched at the top of the hill on 1.29 acres, this 4-bedroom, 3 full and 1 half bath retreat offers 3,780 finished square feet across three levels. Abundant glass frames the surrounding ridgelines with views of Deep Creek Lake from every room in the house! Two wood-burning fireplaces anchor the main living areas, while the open floor plan makes entertaining a breeze. The upper-level game room features a pool table and a balcony, adding extra gathering space. Tons of outdoor living, including an expansive deck, hot tub patio, and outdoor fire pit. Recent facelift on the exterior with a fresh coat of paint. An established vacation rental, “Paradise View,” is being sold turnkey/fully furnished and ready to go. Minutes from one of the nicest community lake accesses at Deep Creek Lake. If you’re looking for a home that sits just off the beaten path, but still provides easy access to all four seasons of Garrett County… this one needs to be on the list. Call today for details!

467 Paradise Ridge Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$249,900
2 Beds ⋅ 1 Baths
Discover comfort and convenience in this charming 2-bedroom, 1-bath unit ideally located in the desirable Roman Ridge at Traders Landing community. Enjoy peaceful lake views from your covered front deck—the perfect spot to relax with your morning coffee or unwind in the evening. Inside, you’ll find a warm and inviting living space featuring a wood-burning fireplace to take the chill off during cool lake evenings. This home offers an easy-flow layout ideal for full-time living or a weekend getaway. Located just moments from all the lake amenities, including Brenda’s Pizza and Traders Coffee, you’ll have dining and recreation right at your fingertips. Come experience lake life at its coziest—schedule your showing today!

181 Jeffrey Ln Unit #23A, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

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