Oakland Homes with Contemporary Style

Oakland Homes with Contemporary Style

Welcome to Oakland, Maryland—a hidden gem nestled in the heart of Garrett County. This charming town, with its serene lakes, lush forests, and breathtaking mountain views, offers a perfect blend of natural beauty and small-town charm. Known for its welcoming community and rich history, Oakland is the ideal destination for those seeking a peaceful lifestyle, while still enjoying access to modern amenities.

One of the standout features of Oakland is its stunning contemporary-style homes. These residences are designed with an emphasis on clean lines, open spaces, and a seamless integration with the surrounding landscape. Whether you’re looking for a cozy retreat or a spacious family home, Oakland’s contemporary properties are tailored to meet diverse needs, all while exuding a sense of sophistication and style.

Living in Oakland means you can enjoy a plethora of outdoor activities year-round. From hiking and biking along the picturesque trails to fishing and boating on Deep Creek Lake, adventure awaits just outside your door. The town also hosts various events throughout the year, fostering a strong sense of community and connection among residents.

With its unique combination of modern living and natural splendor, Oakland, MD is a place where contemporary homes complement the stunning backdrop of the Appalachian Mountains. Whether you're a first-time homebuyer, looking for a vacation getaway, or seeking a permanent residence, Oakland offers a lifestyle that balances tranquility with the vibrancy of community life. Discover your dream home in this enchanting town and embrace the beauty of living in Oakland!

Newest Oakland Homes with Contemporary Style

$3,950,000
8 Beds ⋅ 10 Baths
Experience exceptional lakefront living in this spectacular eight-bedroom estate designed for unforgettable gatherings and year-round enjoyment. Perfectly positioned on an oversized lakefront lot with 116’ LF, this remarkable home offers easy access to the water via a walking path, and the abundance of windows fill the interior with natural light. At the heart of the home is a magnificent great room with soaring ceilings, creating an impressive space for entertaining family and friends. The gourmet kitchen is a chef's dream, featuring premium finishes, generous prep space, and abundant cabinetry, making it as functional as it is beautiful. Boasting an indoor sparkling pool and sauna right off the lower-level family room, along with a full kitchen and a playroom. Then step outside to your private lakeside retreat, complete with two relaxing hot tubs, a fire pit area, a sports court in the front, and spacious outdoor living areas ideal for dining, entertaining, or simply soaking in the peaceful surroundings. With eight spacious en-suite bedrooms, there is ample room for guests, making this an exceptional primary residence, vacation home, or luxury rental opportunity “The Haven”. Offering the perfect blend of elegance, comfort, and resort-style amenities, this extraordinary waterfront property is a rare opportunity to own the ultimate lakefront lifestyle.

1131 Lake Shore Dr, Oakland

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

$269,900
2 Beds ⋅ 2 Baths
Major renovations on this 2BR, 2BA Laurel brook two level townhome! Updates include new flooring, paint, fixtures, countertops, bathrooms and furnishings. One of the best dollar for dollar values still available at Deep Creek Lake and located within one mile of shopping, dining, entertainment, marinas and more! Enjoy a park-like setting with mature trees, common areas for relaxing or picnics and a quiet stream bordering the community. Conveys virtually turn-key based on final price.

5 Laurel Brook Dr Unit #5, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$765,000
5 Beds ⋅ 3 Baths
Welcome to this stunning 5-bedroom, 3-bath home, completed in 2023 and designed for modern mountain living. Featuring two private ensuite bedrooms, spacious living areas, and a fresh, contemporary design, this home is ready for you to enjoy from day one. This home features a stylish modern kitchen with an open layout that is perfect for entertainment. In the winter months, cozy up by the wood burning fireplace in the living room. Step outside and enjoy plenty of deck space for entertaining, grilling, or simply relaxing with your morning coffee. Gather around the fire pit under the stars after a day on the lake. Located just minutes from Deep Creek Lake's top attractions including boating, dining, shopping, Deep Creek Lake State Park and Wisp Resort—this home is perfectly positioned for every season of adventure. No HOA! This property is a current Airbnb rental "Paradise Getaway" with proven rental income. Contact me today for a private showing!

943 Paradise Hts, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$615,000
5 Beds ⋅ 5 Baths
5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached garage is a plus and over-sized yard area offers extra room to roam. Conveys furnished! One-time capital contribution of $1500 due at closing.

308 Winding Trail Ln Unit #11B, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$3,249,000
4 Beds ⋅ 5 Baths
One of Garrett County's most unique and breathtaking mountain estates, this completely custom masterpiece was designed and built with exceptional craftsmanship and attention to detail. The 6000 +/- sq ft custom newly built home is located in the beautiful mountains of Garrett County, Maryland and offers the new owner one-of-a-kind unobstructed panoramic views, serenity, privacy and endless possibilities. Bordering the Potomac State Forest, up to 64 +/- acres ( 2 parcels, 1 of 50 acres and the other 13.74 acres)of pristine land, offering unmatched privacy, mature woodlands, spacious fields with a stocked pond and natural streams on the property, where the new owner can relax and recharge from everyday life. The property has also been perc tested for 1 additional residence. Outdoor amenities include three outbuildings. There are two finished outbuildings including a quaint accessory dwelling unit featuring a small kitchenette, living space, full bathroom and private deck. The second finished outbuilding is set up as a bunk house with a covered porch, barn doors and a custom stamped concrete patio with fire pit. You can use the unfinished outbuilding to store your ATV or UTV. The hot tub area offers stunning canyon views high above Laurel Run. This beautiful home has antique oversized brick, Everlast horizontal lap siding, architectural shingles, standing seam metal accents, black Anderson doors and Anderson windows, black half round gutters and downspouts, large exterior decks with custom railing and stamped concrete patios. This well constructed home features 2x10 exterior walls with spray foam insulation for low heating and cooling costs, radiant in floor heat along with forced air heat and central air conditioning. The interior walls are covered in native field stone from the property, shiplap siding, drywall, and barnboard. Added features include handcrafted wormy oak doors and wormy oak flooring and tile flooring. The interior of this 4 bedroom/5 bath features a luxurious main-level primary suite with walk-in shower, freestanding bathtub and walk-in closet, 1 spare bedroom/office on the main level, 1 main level full bathroom with walk-in shower, main level laundry room with utility sink, 2 upper level en-suites with walk-in shower and freestanding bathtubs, the lower level features a full bathroom with walk-in shower, there are 2 stone fireplaces, gourmet kitchen with extra-large island, walk-in pantry with custom cabinetry and prep sink, dining room, 3 family rooms and three finished utility rooms. The expansive lower-level family room opens to not one, but two attached finished garages with radiant floor heating for ultimate convenience. In the interior, you will also find large timbers, metal ceilings and exposed spiral ductwork. This mountain ranch estate is an outdoor enthusiast’s year-round dream property that offers unforgettable summer gatherings, spectacular fall vista views, a winter wonderland and breathtaking springtime hikes along cascading snowmelt waterfalls. In addition to opportunities for agriculture and farming, the property includes various trails suitable for nature walks, horseback riding, hiking, biking, ATV/UTV use, cross-country skiing, and snowmobiling. This large tract of land offers a natural habitat for wildlife that you can admire up close. The property also offers excellent birdwatching, hunting, fishing and nearby ORV trails. Located minutes from Deep Creek Lake, MD and Blackwater Falls, WV there are plenty of recreational activities, shopping, restaurants and medical facilities nearby. A rare blend of rustic elegance, seclusion, and natural beauty—this is truly a once-in-a-lifetime legacy property that you can call home. Potential for owner financing available.

415 Nazelrod Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$599,000
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:

$309,000
1 Beds ⋅ 1 Baths
Welcome to Will O' the Wisp Unit H706, a beautiful top-floor lakefront condo offering some of the most breathtaking views of Deep Creek Lake. Perched on the 7th floor and overlooking one of the lake's widest sections, this fully furnished two-level condo features 1 bedroom, 1 bath, and 550 square feet of comfortable, low-maintenance living - ideal as a vacation retreat, year-round getaway, or income-producing rental. Start your mornings with exceptional sunrises from your private lakefront balcony, then enjoy the many resort-style amenities Will O' the Wisp has to offer, including an indoor heated pool, hot tubs, fitness room, sauna, arcade/game room, sandy beach, covered garage parking, restaurant access, community boat slip access through the POA, and a fully serviced front desk for guest support and added convenience. Currently operating as a successful short-term rental through Railey Vacations, this rarely available lakefront condo is located just minutes from Wisp Resort, state parks, dining, shopping, and four-season Deep Creek Lake recreation.

20160 Garrett Hwy Unit #H706, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$745,000
5 Beds ⋅ 3 Baths
Spacious five-bedroom lakeview home offering the perfect blend of relaxation and warmth from the moment you enter. This established rental property “Terp’s Hideaway” features an open and inviting floorplan, five bedrooms, two family rooms, and three levels of living space, making it an ideal layout for hosting family and friends. Step outside onto the large deck to take in beautiful views or unwind in the private hot tub after a day of adventure. Conveniently located just minutes from Deep Creek Lake State Park, Wisp Ski & Golf Resort, Thousand Acres Golf Club, several dining options, convenience stores, ice cream, coffee shops, and cinema. Easy access to year-round recreation, dining, and entertainment. A fantastic opportunity, call today to preview!

638 Glendale 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
$249,900
2 Beds ⋅ 1 Baths
Experience the best of Deep Creek Lake living from this beautifully appointed studio loft at Silver Tree Suites—one of the lake’s most sought-after locations! Offering two separate sleeping areas, a kitchenette, gas fireplace, and private balcony, this unit is designed for comfort and easy getaway living. Tastefully updated with new carpet and flooring, as well as kitchen and bathroom countertops. Enjoy lake access along with on-site amenities including a fitness room, sauna, marina, and expansive lakefront deck. Directly adjoining Dutch’s at Silver Tree and minutes to Wisp Resort, state parks, and year-round recreation, this prime location puts everything you love about Deep Creek right at your fingertips. Active vacation rental, giving you turn-key investment potential. Call today for more details!

565 Glendale Rd Unit #306, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Start Your Search