Oakland, MD Real Estate | Oakland, MD 4 Bathroom Homes for Sale

Welcome to your ultimate woodland retreat! Nestled in a private, serene setting, this meticulously maintained 3-bedroom, 3.5-bathroom log home perfectly blends rustic charm with modern luxury. Freshly painted throughout and boasting gleaming, well-maintained wide-plank hardwood floors and new carpeting, this property is completely turn-key. The heart of the home is the grand family room, which features soaring open ceilings, an abundance of natural light, and a majestic stone fireplace perfect for cozy evenings. Right off the family room, the newly renovated chef's kitchen comes fully equipped with granite countertops, brand-new appliances, a custom tile backsplash, and a garbage disposal. For ultimate comfort, the main-level primary suite highlights a newly renovated bathroom complete with a luxurious, spa-style walk-in shower, while a secure, large owner's closet with a keypad lock provides peace of mind. Upgraded ductless mini-split heating and cooling systems in all bedrooms and new lighting throughout ensure modern convenience at every turn. Above the main living area, a versatile, spacious open loft overlooks the family room, creating the ideal footprint for a home office, gaming hub, or quiet reading nook. The entertainment continues downstairs in the finished, sun-drenched walkout basement. This massive lower level features a fully equipped wet bar and a large recreation area with plenty of space for a foosball or ping-pong table. An additional private room offers flexible space for a private office or extra sleeping accommodations, while the nearby laundry room comes complete with a radon system and UV light water filtration. The outdoor living spaces are truly unmatched, starting with a gorgeous wraparound porch that includes a peaceful, covered front section outfitted with rocking chairs and a swing. The rear portion of the deck expands your hosting options with a dedicated dining area, a BBQ setup, and a gas-heated pizza oven. Step out from the walkout basement to an expansive patio featuring a relaxing hot tub and a cozy fire pit area surrounded by Adirondack chairs. From here, you can enjoy a completely private, picturesque view of mature trees, neighboring farmland, and beautifully terraced flower beds. This rare private paradise offers the perfect escape without sacrificing modern luxury. Please see ABNB for more photos . Income from Sept 25- Aug 26 amounted to $56k

204 Farm View Ln, Oakland

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

$444,700

4 Beds ⋅ 4 Baths

Welcome to *HIDDEN TREASURES*, a beautifully appointed 4-bedroom, 3½-bath home offering the perfect Deep Creek Lake getaway! This established rental property is ideally located close to the lake’s many amenities, making it an excellent opportunity for both personal enjoyment and investment potential. Relax and unwind in the private hot tub after a day of boating, hiking, skiing, or exploring all that Deep Creek has to offer. Enjoy the outdoors from the spacious covered front and back porches—perfect for morning coffee, evening gatherings, and taking in the peaceful surroundings. With comfortable living spaces, ample bedrooms and baths, and a desirable location near area attractions, Hidden Treasures is ready to continue as a sought-after vacation rental or become your own private mountain-lake retreat. A wonderful opportunity to own a piece of the Deep Creek Lake lifestyle! Call today to set up a viewing of this lake area property!

333 Sloan Tract Rd, Oakland

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

$1,986,000

5 Beds ⋅ 4 Baths

Rare opportunity to own a truly exceptional Deep Creek Lake property. The custom 5-bedroom, 3.5-bath lakefront home is situated on a beautifully landscaped and wooded 0.88-acre lot with approximately 209 feet of shoreline. Features include a main-level primary suite with dressing area, spacious kitchen and great room, cathedral ceilings, recreation room with built-in bar, screened porch, generous decking, stone patio, finished lower level, two fireplaces, and an attached garage. Enjoy exceptional privacy, and a desirable mid-lake location with convenient access to shopping, dining, recreation, and entertainment. The residence and adjoining lot are being offered separately.

59 Boyd Paugh Ln, Oakland

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

$679,000

5 Beds ⋅ 4 Baths

Welcome to your mountain retreat in the highly sought-after Mountainside community at Deep Creek Lake! This spacious 5-bedroom, 4-bath cedar-sided chalet blends classic mountain charm with the perfect layout for unforgettable lake getaways, family vacations, or a proven investment opportunity. Step inside to soaring walls of glass that frame filtered seasonal views of Deep Creek Lake, filling the open-concept main living area with natural light. The inviting kitchen, dining, and family room create the perfect gathering space, complete with a warm mountain ambiance and seamless access to the expansive full-width deck overlooking the lake. The main level also offers two comfortable bedrooms and a full bath, providing convenient single-level accommodations. Upstairs, you'll find two private primary suites, each featuring generous storage and peaceful spaces to unwind after a day on the lake. The finished lower level is designed for entertainment, offering a spacious family room, game area with three game tables, an additional bedroom, and a full bath—making it ideal for hosting guests of all ages. Outdoor living is just as impressive. Relax in the covered hot tub gazebo while taking in the mountain surroundings, gather around the firepit under the stars, or enjoy friendly competition on your own volleyball court. The expansive deck provides the perfect vantage point for enjoying filtered summer lake views that become even more spectacular as autumn gives way to winter. Mountainside residents enjoy exceptional community amenities, including a fenced three-court tennis and pickleball complex, a large covered pavilion for neighborhood gatherings, and membership to the Mountainside Marina Club. The marina clubhouse offers an inviting lakefront setting with access to Deep Creek Lake, making it easy to spend your days boating, swimming, and enjoying everything the lake lifestyle has to offer. Whether you're searching for a year-round residence, vacation home, or income-producing rental, this beautifully maintained chalet offers the space, amenities, and coveted Deep Creek location you've been waiting for.

18 Mountainside Ct, 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:

$799,000

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

$464,900

3 Beds ⋅ 4 Baths

Looking for a beautifully updated condo at Deep Creek Lake? Welcome to 256 Jeffrey Lane #28, a spacious 3-bedroom, 3.5-bath condo in the desirable Traders Landing community. Enjoy filtered lake views from this well-appointed home, conveniently located just across the street from the water and only minutes from Wisp Resort, restaurants, shopping, marinas, and other area attractions. With a northern exposure that provides comfortable natural light throughout the day, this property has been thoughtfully updated with a renovated kitchen, modernized bathrooms, and stylish furnishings. This condo offers an excellent opportunity for both personal enjoyment and investment potential. Opportunities to own in Traders Landing are rare—schedule your private showing today!

256 Jeffrey Ln Unit #28, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$719,999

4 Beds ⋅ 4 Baths

Experience the best of Deep Creek Lake living in this thoughtfully designed 4 bedroom, 3.5 bath home located in the highly desirable Mountainside community. Combining quality craftsmanship with inviting living spaces, the well planned floor plan maximizes both comfort and functionality. The finished basement provides additional living space perfect for entertaining family and friends. Situated on over an acre, the expansive outdoor living area features a wraparound porch and private hot tub, creating the ideal setting for relaxing, gathering, or enjoying the beauty of every season. With a history of strong vacation rental performance, this property offers an outstanding opportunity as an investment, second home, or full time residence. Enjoy community amenities including tennis courts, a basketball court, lake access, a clubhouse, and the opportunity to participate in an annual dock slip lottery. Conveniently located just minutes from Deep Creek Lake, Wisp Resort, restaurants, and shopping, this home provides easy access to year round recreation while offering the peace and privacy of mountain living. Whether you’re seeking a personal retreat, full time residence, or proven investment property, this Mountainside gem is ready to be enjoyed.

941 Mountainview Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$579,000

5 Beds ⋅ 4 Baths

Welcome to this beautifully appointed 5-bedroom, 3.5-bath home located in one of Oakland’s most desirable neighborhoods—Country Club Acres, bordering The Golf Club at Oakland. Offering the perfect blend of modern style, comfort, and convenience, this spacious home is designed to accommodate both everyday living and entertaining. Step inside to discover an inviting open-concept floor plan featuring upscale finishes throughout. The heart of the home is the stunning kitchen, complete with sleek cabinetry, solid surface countertops, stainless steel appliances, a large center island, and contemporary lighting that creates a bright and welcoming atmosphere. The adjoining dining and living spaces flow seamlessly together, making gatherings effortless. The home offers five generously sized bedrooms, including a spacious primary suite, along with 3.5 well-appointed bathrooms. The finished basement provides valuable additional living space perfect for a family room, recreation area, home gym, office, or guest accommodations. Outside, enjoy the charm of the covered front porch and the peaceful setting of this established community. The oversized attached one-car garage offers ample room for parking, storage, and outdoor equipment. Located just minutes from downtown Oakland, schools, shopping, dining, and Deep Creek Lake attractions, this exceptional property combines modern living with a highly desirable location.

428 Sam Snead Cir, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$1,350,000

4 Beds ⋅ 4 Baths

Once in a lifetime opportunity to own one of Maryland’s most distinctive homes. Built in 2019, this fully custom modern home is located on the highest elevation building lot in the state of Maryland, making it the highest elevation home in the state at over 3300 feet above sea level. Designed to take full advantage of the setting, the property offers incredible panoramic views stretching across the rolling hills of Western Maryland and West Virginia looking out towards Canaan Valley and Timberline Resorts. The home features clean modern design, high-quality craftsmanship, and a private mountain setting unlike anything else on the East Coast. Tall ceilings provide a grand feel throughout the entire home. Equipped with a backup generator for even the harshest of weather conditions. Within 25 minutes to Thomas/Davis, WV and Oakland, MD. Whether you are an avid outdoor enthusiast looking to capture all that the resort towns have to offer close by or simply looking for one of the best views on the East Coast, this home is sure to check many of the best boxes. Don't miss this rare opportunity to own a truly one-of-a-kind property in the mountains of Garrett County, MD. Call today!

211 High Point Ridge Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$699,000

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

$1,400,000

5 Beds ⋅ 4 Baths

Custom built by the original owners and thoughtfully expanded with a recent addition, this exceptional five-bedroom, 3.5-bath home is set on 100 feet of split lakefront in desirable Penn Cove. Featuring a coveted Type A dock permit, lakeside fire pit and pavilion, and easy shoreline access, the property is designed to embrace lake living in every season. Set on a generously sized lot with abundant parking, oversized multi-car garage with interior access, usable backyard, wooded walking paths, and nearby UTV and snowmobile trails, the setting offers a rare balance of privacy and recreation. Inside, natural light fills the home, where hardwood floors, cathedral ceilings, wood-burning fireplaces, and open-concept living spaces create warmth and character. A flexible layout with multiple living areas offers room for gathering, multi-generational living, or separate guest quarters, with potential for vacation rental use. Minutes from Pawn Run, downtown Oakland, and a short drive or boat ride to Wisp Resort, restaurants, and shopping, this is a rare opportunity to own a legacy property designed for making memories for generations.

827 Penn Point Rd, Oakland

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

$869,900

4 Beds ⋅ 4 Baths

Luxury Estate just outside the town of Oakland. This 4-bed, 3.5 bath is situated on 9.72 acres. Offering 4,555 sq ft with vaulted ceilings, open concept living, and a rustic stacked stone fireplace. Modern gourmet kitchen with a large island and granite tops. Hardwood floors and timber frame accents throughout. Attached three-car garage. Full unfinished basement ready to add up to an additional 1300 sq ft of living space. Massive metal barn for storage or workshop. Peaceful location with rolling pasture views. Minutes to downtown Oakland, State Parks, Wisp Resort, and Deep Creek Lake. Don't miss your chance to own acreage, elegance, and function, all wrapped up in a prime location. Call today to schedule your private showing!

113 Jubb Meadows Ln, Oakland

Listing courtesy of Railey Realty, 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 1.29 private acres, this 4-bedroom, 3.5-bath retreat offers 3,780 finished square feet, sweeping Deep Creek Lake and mountain views, lake access, abundant outdoor living, and an established vacation-rental history. The seller is offering a $30,000 credit towards renovations at closing. This is an opportunity to acquire a substantial Deep Creek property with exceptional views, privacy, rental potential, and a strong collection of amenities—while having immediate resources to make it your own. The open main level features abundant natural light, two wood-burning fireplaces, and expansive entertaining space. The upper-level game room includes a pool table and balcony, while the outdoor living areas include a large deck, hot tub patio, and fire pit. The property also offers a two-car garage and convenient access to the lake for swimming, fishing and paddling. Paradise View is an established vacation rental and is being offered fully furnished, providing the option to continue the existing rental operation while planning future improvements. Located minutes from Deep Creek's restaurants, shops, activities and Wisp Resort, this is a rare combination of privacy, views, space and accessibility.

467 Paradise Ridge Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$739,000

5 Beds ⋅ 4 Baths

Beautiful lake access retreat located in the Silver Tree Landings community with an available home warranty. This recently updated contemporary home feels warm and inviting from the moment you walk in (upgrade list available). Offering hardwood flooring, granite countertops, two stone propane fireplaces and cathedral ceilings. The abundance of windows allows the natural light to brighten any season, while offering views from almost every room. The covered and uncovered decks offer plenty of outdoor space to enjoy with family and friends during any season, and the hot tub is always a big hit. If all this isn't enough, take a short walk down to the community docks/lake access area, where you can enjoy the lake and everything it offers. The location checks off one more box, centrally located and just minutes to Unos/Honi Honi, grocery stores, Deep Creek State Park/beach area, Dutch's Restaurant & Harbor Bar, Cinema, Ice Cream, Thousand Acres Golf Club, and Wisp Ski Resort. “Crosswinds” is an established rental. Call today to preview this gorgeous home!

25 Silver Tree Ln, Oakland

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

Oakland, MD 4 Bathroom Homes for Sale

Newest Oakland, MD 4 Bathroom Homes for Sale