Oakland Homes with Log Home Style

Oakland Homes with Log Home Style

Welcome to Oakland, Maryland—a picturesque town nestled in the heart of Garrett County, where the charm of small-town living meets the breathtaking beauty of nature. Known for its stunning landscapes and outdoor recreational opportunities, Oakland is an idyllic destination for those seeking a peaceful retreat or a vibrant community lifestyle.

Imagine waking up in a cozy log home, surrounded by the serene woods and tranquil lakes that define this area. The log home style, characterized by its rustic charm and natural materials, seamlessly blends with the surrounding environment, creating a warm and inviting atmosphere. These homes are not just structures; they are a lifestyle choice, offering a unique connection to nature while providing all the modern comforts you desire.

In Oakland, residents enjoy a plethora of outdoor activities, from hiking the scenic trails of Deep Creek Lake State Park to fishing in the pristine waters of Deep Creek Lake itself. The town is also home to a vibrant arts scene, with local galleries and events that showcase the creative spirit of the community. Whether you’re wandering through the charming streets lined with boutique shops or savoring a meal at one of the local eateries, Oakland offers a delightful blend of culture and nature.

With its stunning log homes and a welcoming community, Oakland, MD, is the perfect place to call home. Embrace the tranquility of mountain living while enjoying the comforts of a close-knit community. Discover your dream log home in Oakland today, and start making memories in this enchanting corner of Maryland!

Newest Oakland Homes with Log Home Style

4 Beds ⋅ 4 Baths

LAKEFRONT 4BR, 3.5BA log home with over 3300sf and 4.35 acres of privacy! Lovingly maintained property with gorgeous views of the 10 acre lake from almost every room in the house! Peaceful surroundings with towering mature trees and just enough yard space in a very laid back, rural setting near Herrington Manor and Swallow Falls state parks. If that weren't impressive enough, Meadow Lake Estates community is adjacent to 598 acres of DNR / state land fronting on the Youghiogheny River. Set up for one level living - bedroom suite and laundry room on first floor. Features include whole-house generator, wood-burning fireplace, a recently finished basement adding a game room and a fourth bedroom, front and rear decks (trex on back deck), covered porches, fire-pit, wrap-around driveway and a spacious loft that serves as a third living room. Must see to appreciate the solitude of this fantastic home! Furnishings negotiable. Short term rentals are not permitted in this community.

325 Markwood Dr, Oakland

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

4 Beds ⋅ 3 Baths

4BR 2.5BA cabin in the woods! Over 12 wooded acres of privacy and seclusion, laced with trails and surrounded by low maintenance land. Centrally located - only a few miles to Deep Creek Lake, town of Oakland or Swallow Falls State Park. Open floor plan with vaulted ceilings, a wood burning stove and high end finishes throughout. Basement is partially finished. Spacious decking and a must-have covered porch to enjoy the outdoors. Perfect as a vacation retreat or a full time residence. Located at the end of a privately maintained road. No vacation rentals permitted.

995 Betts Ln, Oakland

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

5 Beds ⋅ 5 Baths

One-of-a-kind Youghiogheny riverfront estate offering 224 feet of water frontage . Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to ceiling fireplace, log accent walls and exposed beams. Features include multiple fireplaces (wood & gas), Andersen doors & windows, trex decking, hardwood floors, metal roof, custom cabinets in kitchen & bedroom suites, eat-in kitchen, and sold furnished! Enjoy a picturesque setting in a riverfront setting with NO HOA restraints for this home. Seller also offering an adjacent unbuilt riverfront lot (#9) for $175,000 MLS #MDGA2012380

251 Robinwood Dr, Oakland

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

4 Beds ⋅ 5 Baths

Immaculate 4-bedroom log home in the highly sought after Gallatin Woods community. Custom built with custom finishes throughout. Granite counters, hardwood floors, 2 fireplaces, extensive hardscaped patio and outdoor fireplace, and the list of upgrades literally goes on and is available on request for the discerning buyer. Minutes from Deep Creek Lake and all of the area amenities yet tucked away in a log home community.

250 Lehman Ln Unit #39, Oakland

Listing courtesy of Synergy Realty. Contact:

5 Beds ⋅ 5 Baths

One-of-a-kind Youghiogheny riverfront estate offering 400 feet of water frontage on 5+ acres and 2 separate lots. Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to ceiling fireplace, log accent walls and exposed beams. Features include multiple fireplaces (wood & gas), Andersen doors & windows, trex decking, hardwood floors, metal roof, custom cabinets in kitchen & bedroom suites, eat-in kitchen, and sold furnished! Enjoy a picturesque setting in a riverfront setting with NO HOA restraints for this home. The house on lot 8 is also offered on its own WITHOUT the adjacent riverfront building lot for $775,000, MLS listing #MDGA2012378. Lot #9 offered by itself for $175,000 MLS #MDGA2012380

251 Robinwood Dr, Oakland

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

3 Beds ⋅ 3 Baths

Beautifully renovated lake access log cabin with a deeded dock slip in a quiet cove with private 29 acres of trails (ATVs/snowmobiles permitted). Recent renovations (approx. $200K) include new wrap around deck, new roof, re-stained siding, new kitchen with granite counters, new appliances, new bathrooms, new LVFs throughout the house, new 2 car garage doors, new mini-split heat and A/C units, and mostly new Pella windows and furniture. Selling fully furnished. Enjoy stargazing on a quiet street in front of a fire pit or in your private hot tub. Filtered lake views with the deeded dock slip across the street. Centrally located in the mid-lake area, close to ski resort, beach, and state parks.

127 Paradise Hts, Oakland

Listing courtesy of XRealty.NET LLC. Contact:

5 Beds ⋅ 4 Baths

Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and modern comfort. Amongst the 4,200+ SF, you will find five spacious bedrooms, two family rooms, a playroom, an office/den, a large loft, spacious pantry, granite counter tops, hardwood flooring and two fireplaces. The warm wood interior and classic log construction create a cozy, inviting atmosphere throughout. A two-car attached garage provides everyday convenience, while the expansive detached garage offers endless possibilities—ideal for hobbies, a workshop, and plenty of space for equipment and boat storage, plus an unfinished room above. The Moss Creek community is centrally located off Sand Flat Road between Oakland and DCL, and this home happens to be at the end of the cul-de-sac on a no-thru street. Enjoy the peace and privacy of country-style living with ample outdoor space, which includes a great yard, large deck, and front covered porch, perfect for entertaining family and friends. Well-suited as a primary or secondary residence!

312 Moss Creek Cir, Oakland

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

3 Beds ⋅ 3 Baths

Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside, where multiple gathering spaces—including a cozy living area and lower-level den—provide room to relax and unwind. A standout feature is the enclosed sunroom with an indoor hot tub and stone fireplace, offering year-round enjoyment in a private setting. Outdoor living is just as inviting, with a spacious yard perfect for entertaining after a day at the lake. Located just minutes from Deep Creek’s most desirable amenities, this home brings you four seasons of enjoyment. Additionally, Yellowstone Village is one of Deep Creek Lakes top producing cabin rental communities.

55 Village Dr Unit #5, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

2 Beds ⋅ 2 Baths

Tucked away in the scenic beauty of Yough Mountain Resort, this exceptional 2-bedroom, 2-bath log cabin offers the perfect blend of rustic charm and modern comfort. Spanning two stories, this immaculately maintained home has seen thoughtful renovations in recent years, creating a warm and inviting retreat that’s move-in ready. Step inside to discover cozy living spaces ideal for relaxing after a day in nature, with classic log cabin character throughout. Whether you're looking for a peaceful weekend escape or a year-round getaway, this home delivers comfort, privacy, and timeless appeal. Surrounded by the natural beauty of Garrett County, Yough Mountain Resort is known for its expansive scenic views and outdoor lifestyle. Enjoy direct access to miles of trails perfect for hiking, biking, and ATV adventures—right from your doorstep. If you’ve been dreaming of a private mountain retreat where you can unwind, explore, and recharge, this beautifully updated cabin is your opportunity to own a piece of Western Maryland paradise.

400 Bear Dr E, Oakland

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

2 Beds ⋅ 3 Baths

Log cabin on 11 private acres. Located in the gated Timbers on the Yough community. The community features shared access to the Youghiogheny River. Home features include spacious covered deck, newly installed walkway, exterior fire pit, breakfast bar, and pellet stove. Heart pine floors on main floor and stairs, reclaimed from RJ Reynolds tobacco factory built around 1900! The primary bath offers dual sinks, dual shower heads and radiant floor heat! Exterior painted summer 2026. Seller will consider owner financing for a well qualified buyer.

1167 Tall Oaks Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

6 Beds ⋅ 5 Baths

Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180° views of Deep Creek Lake with Lake Access and a Boat Slip! This exceptional vacation home offers the perfect blend of rustic charm and modern luxury. Boasting 180-degree panoramic views of the sparkling lake, this property is a true mountain retreat. Every room is designed to capture the beauty of the surrounding landscape, with expansive windows allowing natural light to flood the interior and provide endless vistas of the tranquil water. With over 4,000 sq ft of living space, this spacious home features soaring ceilings, rich wood finishes, and an open-concept floor plan that’s perfect for entertaining. The main level living room, with its impressive stone fireplace, is the heart of the home, leading seamlessly into the kitchen and dining area. Whether you’re hosting gatherings or relaxing by the fire, this space offers comfort and style in equal measure. The home includes six generously-sized bedrooms, each offering a serene escape and 5 of them with picturesque lake views. Step outside to the expansive deck that spans the length of the home, perfect for enjoying morning sunrises . A boat slip provides direct access to Deep Creek Lake, offering the ultimate convenience for boating, fishing, and water sports enthusiasts. Additional highlights include a fully finished lower level with a family room, second fireplace, and walk-out access to the outdoor living spaces. The property is complemented by a detached garage and additional parking areas off the drive that can accommodate up to 4 additional cars. Whether you’re looking for a year-round residence, a vacation home, or rental home, this stunning log home offers unparalleled views, a prime location, and a serene lake lifestyle. High rental potential and projection. Don’t miss the opportunity to make this magnificent property your own!

439 Paradise Hts, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

5 Beds ⋅ 7 Baths

Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built log home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. This home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled comfort. Nestled on 1.03 acres, it ensures abundant privacy and is just a short, level walk to lake access with a deeded dock slip. With soaring cathedral ceilings that bathe the interior in natural light, the home features four finished levels, providing generous space for everyone. The property itself boasts a luxurious soaking hot tub, sauna, multiple bars, a family room, game room, den, dual washers and dryers, bar areas, an exquisite outdoor fireplace, a new Blackstone grill, radiant floor heating, and a custom wine barrel deck firepit along with an attached two-car garage and a detached 2-car garage with unfinished loft space. Recently upgraded with several enhancements, this meticulously maintained home features fresh exterior staining, a Savant home control system, a house generator, a new alarm system, and two new hot water heaters and boiler for radiant floor heating. New outdoor furniture and LED lighting enhance the exterior ambiance. Inside, you'll find a warm and elegant atmosphere, featuring a native stone gas fireplace and custom touches that add rustic charm. Retreat to one of five en-suite bedrooms, each designed for maximum comfort with a private bath and a cozy fireplace. The loft area offers stunning views, perfect for entertaining or quiet relaxation. Don’t miss this rare opportunity to own a remarkable property that seamlessly combines luxury, comfort, and natural beauty in the prestigious Sandy Beach community of Deep Creek Lake. This residence epitomizes resort living. Schedule your private tour today to discover the pinnacle of Deep Creek Lake real estate. Adjoining lot is also included in the sale giving you an additional 1.03 acres of privacy.

2725 Stockslager Rd, Oakland

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

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