Oakland, MD Real Estate Search

Oakland, MD 6+ Bedroom Homes for Sale

Oakland, MD, nestled in the stunning landscape of the western Maryland mountains, offers a diverse selection of real estate options, particularly for those in search of spacious homes with six or more bedrooms. This charming town provides an excellent balance of tranquility and recreation, making it an ideal location for families or those seeking a second home. The market features an array of properties, including modern constructions and charming historical residences, each with ample space for large families or guests. Many of these homes are situated near popular attractions such as Deep Creek Lake, providing opportunities for outdoor activities year-round, along with a strong sense of community and easy access to local amenities. With its scenic beauty and rich culture, Oakland remains a sought-after destination for potential homebuyers looking for larger residences in a picturesque setting.

Our website features the best real estate search for 6+ bedrooms 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!

Newest Oakland, MD 6+ Bedrooms Homes for Sale

$998,000
6 Beds 5 Baths
Luxury Living Meets Timeless Country Charm! Perfectly positioned on 10.33 picturesque acres between Oakland and Deep Creek Lake, this exceptional 6-bedroom, 4.5-bath home offers the ideal blend of refined comfort, modern updates, and peaceful privacy. Step inside to discover an inviting open floor plan highlighted by soaring wood ceilings, a dramatic floor-to-ceiling stone fireplace, and expansive windows that fill the home with natural light while showcasing the serene surroundings. The beautifully updated kitchen is designed for gathering, featuring granite countertops, abundant cabinetry, stainless steel appliances, and a spacious island that flows seamlessly into the dining and living areas. With six generously sized bedrooms and four-and-a-half baths, there's room for everyone to relax in comfort. Thoughtful upgrades throughout the home provide a fresh, modern feel while maintaining the warmth and character of this impressive property. Outside, your own private retreat awaits. Spend summer days enjoying the heated in-ground swimming pool, entertain on the expansive rear deck, or simply unwind while taking in the views of the park-like backyard. The sprawling acreage offers plenty of room for recreation, gardening, or simply enjoying the beauty of nature. Completing the property is a 3-car attached garage, offering ample space for vehicles, outdoor gear, and storage. Conveniently located just minutes from Deep Creek Lake, Wisp Resort, restaurants, shopping, and Oakland's historic downtown, this remarkable home delivers the perfect balance of luxury, convenience, and country living. Whether you're searching for a full-time residence or a private retreat near Maryland's premier four-season destination, this extraordinary property is one you won't want to miss.

17240 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$6,499,900
8 Beds 9 Baths
Luxury lakefront living at its peak. This 11,417 sq ft masterpiece sits on 1.65 acres in The Reserve at Holy Cross with 345 feet of Deep Creek Lake frontage and an engineered DNR-approved sea wall. Crafted in 2016, the home features timber-framed vaulted ceilings, wide-plank hardwood floors, and panoramic lake views from nearly every room. The commercial-grade kitchen anchors the main level with a sprawling island, Wolf range, and access to a four-season room that opens fully to the outdoors through custom bi-fold doors. The main-level primary suite spans nearly 900 sq ft with a private balcony, soaking tub, his-and-her vanities, and a massive walk-in closet. Enjoy five fireplaces, an indoor pool with fountains and a full bath, and three levels of outdoor living, including an outdoor kitchen, built-in hot tub with gazebo, outdoor shower, and deck drainage system to keep lower levels dry. Entertain with ease in the rec room with an industrial-style bar, climate-controlled wine cellar, and fully equipped gym. Three attached garages connect to a locker-style mudroom, with a lower-level garage ideal for a side-by-side or lake toys. Radiant heat, a whole-house generator, and three dock slips make this property as functional as it is flawless. A rare opportunity to own a true statement home in one of Deep Creek Lake’s most prestigious communities. Call today for your private tour!

47 Holy Cross, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$1,329,000
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:

Start Your Search