Oakland MD Real Estate & Homes for Sale

Presenting a unique lifestyle opportunity on Deep Creek Lake at Will O' the Wisp Prestige Condominiums, unit D310/410. This is a 2-bedroom, 2-bathroom condo with a bonus room. Full time in-residence owners completed total renovations of the condo & each room includes upscale finishes & tasteful décor. Upgrades include 2 hot water heaters, electrical system, private WIFI/cable and 2 HVAC systems resulting in energy efficiency and lower electric bills. The â??Dâ? units are highly sought after as there are only four â??Dâ? units in the building. The bonus room is currently being used as a pantry and laundry room. Notably, this is the only condo that offers an in-unit washer and dryer. An end unit with entrances on both the 3rd and 4th floors, providing more privacy as well as easy access to the 4th floor entrance to/from the parking garage. Amenities include an indoor heated swimming pool, a two-tier spa, sauna, indoor racquetball court, arcade game room, fitness facility, a building elevator servicing the seven floors of the building. Additionally, 240 ft private beach and 22 slip boat dock. 30 garage and 30 street level parking spaces. The building has undergone numerous updates, including new hallway decor, flooring, furnishings in the common areas, parking deck, Social Room and lakeside balcony remodels are underway. The location and convenience of these amenities, coupled with the two lakefront restaurants, Aces Run and Firewater, makes this a popular destination for private use of the condo or as an income producing rental property. Don't miss out on the opportunity to tour this unique lakefront condo and experience the beauty of Will O' The Wisp.

Nice starter or ender upper home located in Oakland on a level lot. Home features 3BR-1BA, hardwood flooring, hot water baseboard heating with natural gas. Home needs a little TLC but very affordable at this price. Paved driveway off of Poplar Street for easy access although the home has an Oak Street address. Roof being pressure washed 07/12/2025 and gutters cleaned out same day. Full basement allows for future living area expansion.

Discover space, privacy, and mountain charm on this stunning property nestled on over 76.03 +/- wooded acres. The home offers 3 bedrooms, 3 bathrooms, a spacious main level with open-concept living, and a partially finished upstairs ready for your personal touch. An attached garage, oversized detached garage, and expansive outdoor space provide endless possibilities-whether youre seeking a private retreat, recreational land, or a future homestead. Perfectly located just a short drive from Oakland, MD, and the charming mountain towns of Thomas and Davis, WV, youll enjoy easy access to restaurants, shops, trails, and live music while savoring total seclusion at home. Additionally, an old farmhouse on the property, though not livable, presents an opportunity to reclaim historic wood and materials. This is truly a property you have to see in person!

Tucked among the trees, Blue Spruce offers a perfect blend of modern comfort and serene natural beauty. This recently remodeled 4-bedroom, 4-bathroom home invites you to relax, recharge, and reconnect with nature. Step inside to discover thoughtful updates throughout, including fresh paint in every room and beautifully renovated bathrooms. Charming details add character and warmth, while the spacious great room-with its cozy fireplace and large windows-provides the ideal gathering space for family and friends. Outside, enjoy your morning coffee on the expansive back deck, unwind in the hot tub, or head down to your exclusive Type A dock for a day on the water. Whether you're watching movies indoors or stargazing outdoors, Blue Spruce delivers comfort and connection in every season. Perfectly located in the heart of Deep Creek Lake, youll be minutes from local shops, restaurants, skiing, hiking, and all the recreational activities the area has to offer. Whether youre seeking a private escape, a family vacation home, or a smart rental investment, Blue Spruce is your idyllic lakeside retreat.

Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn and outbuildings with many possibilities to include potential subdivision configurations. The log home needs some TLC and updates; it is being sold as part of an estate. Some items of personal property remain in the house and on grounds. Those items are being removed. More photos will follow once the interior is emptied. The property will be sold AS-IS.

Attention investors and savvy buyers! This 3-bedroom, 1-bathroom home in the heart of Oakland, Maryland is a prime opportunity for your next project. Whether youre looking to fix and flip for profit or renovate and hold as a cash-flowing rental, this property is packed with potential. Located on a quiet street close to local shops, dining, and recreation, it offers a solid foundation and a functional layout ready for your creative vision. The spacious living area, three generous bedrooms, and full bath provide an ideal canvas to transform into a beautiful, modern home. Bring your tools, your team, and your imagination - this is your chance to turn a diamond in the rough into a shining success story! Highlights include ample living space with tons of natural light, â??good bonesâ? perfect for renovation, and a desirable Oakland location convenient to everything. With strong ROI potential as either a flip or a rental investment, properties like this at this price dont come around often. Schedule your showing today and see the possibilities for yourself!

Ground-floor end unit with lake views at Silver Tree Suites. This one-bedroom layout packs in a gas fireplace, full bath with tub/shower, and a tidy kitchenette with microwave, dishwasher, and full fridge. Balcony doors open to Deep Creek air and filtered lake scenes. Community perks include sauna, gym, game room and more. Sold turn-key, fully furnished. Ductless units for heat and A/C. Monthly condo fee covers exterior, common grounds, and lakefront access. Dont miss your chance to own premium lakefront without the price tag!

Escape to Sage Mountain Retreat, a beautifully crafted 5-bedroom, 4-bath custom home nestled in a private wooded setting-just minutes from Deep Creek Lake State Park and walking distance to popular lakefront restaurants and Silvertree Marina. This fully furnished retreat features: Modern kitchen with granite countertops, Two spacious living areas for relaxing or entertaining, Primary Bedroom suite on main level with a tiled shower and double vanities. Hot tub on the back patio and fire pit area for outdoor enjoyment. Store your Lake toys in the 30' x 55' detached garage, a true bonus at this property. Currently an established Signature Property vacation rental, Sage Mountain Retreat offers both luxury and income potential in one of Deep Creeks most desirable areas. Back up generator included. Schedule your tour today and experience this exceptional mountain getaway

Introducing Gather Inn, a beautifully appointed 2019-built duplex-style townhome offering the perfect blend of rustic charm and modern convenience, all with stunning views of Deep Creek Lake! This spacious retreat features three fully finished levels and five generously sized bedrooms, including three bedrooms with private en-suite bathrooms, and a total of 4.5 bathrooms-ideal for large families or vacation groups. The main level primary suite offers convenient living, while the open-concept living area showcases rustic LVT flooring, a striking stone fireplace, and a gourmet kitchen complete with granite countertops, stainless steel appliances, and granite-accented bathrooms for a touch of luxury. Step outside to the covered porch off the living room and enjoy peaceful lake views and fresh mountain air. Downstairs, a spacious lower-level family room offers plenty of space for relaxation and entertainment, with room for a game table. Step out onto the large stone patio, where you'll find a private hot tub, fire pit, and privacy wall, perfect for evening gatherings under the stars. A 1-car garage adds convenience for year-round living. Perched at the top of the Timberlake Village community for peace and quiet, this home is just minutes from Deep Creek Lake State Park, public marinas, and a variety of local shops and restaurants. As an established vacation rental known as Gather Inn, this property also offers strong rental potential. Enjoy worry-free, maintenance-free condo ownership, making this the perfect turnkey vacation home, investment property, or full-time residence in the heart of Deep Creek Lake. Dont miss your chance to own this mountain retreat!

Impressive lake-access home located in the desirable Paradise Ridge community. This modern retreat showcases breathtaking views of the mountains and Deep Creek Lake. From the moment you step inside, you'll be welcomed by a warm, inviting atmosphere featuring wood-accented ceilings, luxury vinyl plank flooring, quartz countertops, and an abundance of natural light through expansive windows. With three ensuite bedrooms and four full bathrooms, theres ample space for hosting family and friends in comfort. Outdoor living is just as impressive, with a spacious wraparound deck, a covered side porch, and a lower-level patio-perfect for relaxing or entertaining. The large yard, paved driveway, and built-in storage under the deck add even more convenience. The patio is also prepped and ready for a hot tub. Offered move-in ready-schedule your private showing today!

Dont miss your chance to own a new Gosnell home on the highly sought-after Lake Shore Dr! This spacious 4 bedroom, 4 bathroom home sits on a beautiful wooded one-acre lot, offering privacy, natural surroundings, and easy access to everything the lake has to offer. Every room boasts expansive windows with breathtaking views of the custom landscape design, truly bringing the outdoors in. Designed for modern mountain living, the main floor features an open-concept layout with a spacious family room, gas fireplace, dining area, and kitchen with custom cabinets built locally-perfect for gathering and entertaining. The home also includes a mudroom right off the main entry, and a large main-level laundry room, ideal for year-round living or weekend getaways. The second floor has three bedrooms and two bathrooms with a common area, perfect for a family room or playroom. Two primary suites (one on each level) provide comfort and flexibility for households or guests. Outdoor living is encouraged with expansive paver patios, easily accessible from multiple sliding glass doors on the main level. Energy-efficient and low-maintenance, this home is perfect as a primary residence, vacation home, or income-producing rental. Built by Gosnell Builders, Deep Creek Lakes premier luxury, custom-home builder for over 40 years.

186 Thornberry is a lovely lake access contemporary in the much sought after Blakeslee community on the shores of Deep Creek Lake. This home feels warm and inviting from the moment you pull in the driveway. The detail to the landscaping and beautiful shrubbery makes a very nice first impression. Upon entering, the layout flows very nicely with two stone wood burning fireplaces, a great enclosed sunroom, three levels of living space and hardwood flooring. Offering five bedrooms, 3.5 baths and a lower-level family room, this home offers plenty of space for a full-time residence or as a secondary retreat. The outside space is ideal for entertaining with an expansive rear deck, level yard, attached garage, detached garage, and a firepit . The dock slip is just a short distance away in a quiet cove, and the nearby community amenities are superb (indoor pool, tennis/pickleball/basketball courts, community building w/pool table & meeting room, playground, hiking trails). Call today to preview this gem!

Perched above the treetops with panoramic lake views, this three-level retreat blends comfort with clean, considered upgrades. Vaulted ceilings and a spacious loft crown 2,235 square feet of living space, wrapped in new flooring with fresh paint inside and out. The kitchen, smartly updated with new countertops, connects to open dining and living anchored by a wood stove. A detached garage sits off the drive; while the private deck draws the eye to the water. An established rental, â??Views and Brewsâ? is being sold fully furnished and ready to go. Just minutes to marinas, Wisp Resort, and the lakes best bites. Call today for details!

Nestled in the heart of Pleasant Valley, an area known for its peaceful country charm, this 4-bedroom, 2-bath home offers a serene setting. Enclosed decks run the full length of both the front and back of the house, with an additional private deck just off the dining room. The master bedroom features access to a covered deck and includes a full bathroom, while a second spacious bedroom also opens directly onto the covered deck. Surrounded by vibrant flowers, plants, and shrubs, the exterior is perfect for anyone who loves landscaping or gardening. Inside, you'll find ample closet space throughout. The basement is currently undergoing professional waterproofing and drainage upgrades, including a WaterGuard sub-floor system, TripleSafe sump pump with battery backup, TrenchDrain, and a SaniDry Sedona dehumidifier-designed to keep the space dry, clean, and ready for future finishing. All work completed comes with a transferable warranty for your peace of mind. Call today!

Welcome to 163 Crestview Drive - a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan featuring a spacious living area, updated kitchen with stainless steel appliances, and a dedicated dining space ideal for hosting family or friends. The main-level primary suite boasts a private bath and walkout access to the back deck - perfect for enjoying quiet mornings or relaxing evenings. Upstairs, youll find two generously sized bedrooms and a full hall bath, providing plenty of space for family, guests, or a home office. The additional unfinished basement offers endless possibilities for additional living space, storage, or customization. Outside, enjoy a large 0.62-acre lot with mature landscaping and room to roam. Located just outside town limits - close to schools, shops, and Garrett Regional Medical Center - this home offers the best of both privacy and convenience. Call today to schedule a private showing!

Escape to your ideal mountain-lake retreat at Deep Creek Lake with this charming chalet-style home, nestled in a peaceful, wooded setting. This warm and inviting 3-bedroom, 2-bath getaway blends rustic charm with modern comfort-perfect as a vacation home or full-time residence. Take in filtered lake views from your home and expansive deck or relax by the lake with exclusive access to a sandy beach. Enjoy the use of a boat slip on a rotational basis. With 1/10 undivided ownership of this beautifully maintained lakeside parcel, youll have secure and shared enjoyment of a premium waterfront experience-excellent for swimming, sunbathing, kayaking, and boating. Inside, a spacious country-style kitchen designed for gatherings, entertaining, and relaxed dining flows seamlessly into a cozy living room with stone fireplace and walkout access to the deck for outdoor dining. A bonus room off the living area offers flexibility as a den, office, or creative space, all with lovely lake and woodland views. The main level includes a primary bedroom with walk-in and secondary closet, a guest bedroom, and a bath. Upstairs, an open loft leads to a third bedroom and second bath-convenient for guests or extended family. The full basement offers ample storage and workshop potential, plus an integral garage for storing kayaks, bikes, and lake gear. Outside, the level yard with firepit offers a wonderful setting for outdoor enjoyment, complemented by a circular driveway, generous parking, an on-site well (installed in 2018), public sewer, and a large 2-car detached garage. Located just minutes from Wisp Resort, Deep Creek Lake State Park, hiking trails, marinas, golf, and top-rated dining and entertainment, this exceptional property offers a rare opportunity to own a serene sanctuary in one of the area's most desirable locations. Whether you're seeking tranquility, adventure, or both-this Deep Creek chalet delivers the lifestyle you've been dreaming of.

Lake access Craftsman with a dock slip in Deep Creeks premiere community - The Blakeslee! This turnkey 4-bed, 4-bath home hits the sweet spot between comfort and class. Full acre of wooded privacy. Gourmet kitchen. Wood floors. Stone and cedar exterior. Rustic wood burning fireplace. Two-car garage. Beautiful covered front porch. Your very own assigned dock slip provides full access to the lake life. Community perks include indoor pool, tennis, soccer fields, and clubhouse with game room. Fire up the grill, soak in the hot tub, or kick-back under cathedral ceilings after a full day on the water. Sold fully furnished-ready when you are. Call today for details!

Experience the best in maintenance free lakefront living on Deep Creek Lake! This 4 BR 4 Bath lakefront townhome with assigned dock slip is located within walking distance of many of the lake's best restaurants and attractions. The open floor plan offers a main level great room and lower level family/game room. The large kitchen offers a lake facing island with breakfast bar. Three private suites and a fourth bedroom, each with direct bath access provide plenty of room for every occasion. Enjoy the outside amenities including a deck, balcony and covered porch. Amenities include a hot tub, s whirlpools, 2 fireplaces, game tables and a wet bar. The unit offers forced air heating and air conditioning, public water and sewer. Community amenities include lakeside picnic tables and adirondack chairs. This property is currently a rental with a solid booking history.

Located in the scenic Deep Creek Lake area, this well-kept 4-bedroom home offers comfort, space, and convenience with filtered lake views and a functional layout that allows for one-level living if desired. Sold turn key and situated on a generous lot, the property features an oversized front and back yard, ideal for outdoor enjoyment, along with a large wrap-around paved driveway and an attached 2-car garage. Inside, the home has been thoughtfully maintained with several upgraded systems including a newer furnace, updated sliding glass doors, and more. The two-level design provides flexibility for families or guests, while the spacious layout ensures room to relax and entertain. Whether you're seeking a full-time residence, a vacation getaway, or an investment opportunity near Deep Creek Lake, this property combines quality, location, and value in one impressive package. Enjoy peaceful surroundings with easy access to lake activities, dining, shopping, and all area amenities.

Charming Country Home with Pond, Views & Space to Grow! Welcome to your peaceful getaway just south of Oakland! This cozy and well-kept 3-bedroom, 2-bath home sits on 1.7 private acres and offers so much more than youd expect - including your very own pond, with blooming lilies and fish you can catch right from your backyard. Built from solid concrete blocks and topped with a durable metal roof, this home is made to last - and it shows. Inside youll find: A bright and open living room A spacious living area with a real wood-burning fireplace Vinyl plank flooring, updated windows and doors Approx. 1,750 sq. ft. of living space. A large extra room with sliding glass doors - ideal as a home office, art studio, gym, or 4th bedroom Outside Features Youll Love: Detached 3-car garage - functional, but could use some TLC Barn with concrete floor - roof needs repair, but great potential for storage or hobby use Brand new storage shed Huge open yard - perfect for gardening, barbecues, or just enjoying peaceful sunsets Second private access to Hutton Road Spring-fed water + public sewer Whether you're looking for a full-time home, weekend escape, or something with space and freedom - this place has it. Being sold as-is.

Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lake! This fully furnished, beautifully updated, rarely available, top-floor two-level condo features one bedroom and one bath, offering 550 square feet of comfort, charm, and versatility - perfect as a vacation home, year-round retreat, or income-producing rental. Start your mornings with exceptional sunrises from your private lakefront balcony - one of the best views in the building! Inside, youll find brand-new luxury vinyl plank flooring, updated lighting, and a show-stopping custom staircase, which replaced the outdated spiral design and was so substantial it had to be hoisted into the condo via the roof - a true architectural centerpiece. This penthouse-style unit requires no steps as there's an elevator from the main level to the condo, offering rare convenience and accessibility and offers LVP wood floors, new lighting and soaring ceilings. Currently operating as a successful short-term rental with Railey Vacations under the name "Anchors Away," this property has a proven rental history - offering an immediate opportunity for investment income with an Average Daily Rental of $199.65 and Annual Gross Income Potential of $27k to $35k. Recent mechanical upgrades include a new HVAC system (2025), hot water heater (2024)- all the major updates are already done. The unit also includes covered garage parking, making life easier year-round. Enjoy resort-style amenities including an indoor pool, hot tubs, fitness center, sauna, game room, private sandy beach, dock slip access through the HOA, and a fully serviced front desk for guest support and added security. All of this is just minutes from Wisp Resort, State Parks, and adjoining two fine dining restaurants - the perfect base for four-season fun at the lake.

Set on a serene 2.4-acre wooded lot, this thoughtfully crafted Southern-inspired property offers exceptional privacy while placing you minutes from the regions most popular destinations-including Deep Creek Lake, Wisp Resort, Broadford Lake Park, and everyday essentials like shopping and medical care. Built to accommodate both relaxation and entertaining on a grand scale, the home offers 5 spacious bedrooms, 4 full baths with custom tilework, and 2 additional half baths. The main garage provides direct access to the house, while a separate 28x48 utility-equipped garage with tall bays easily houses oversized vehicles, RVs, or boats. The heart of the home is a light-filled central living area where skylights brighten the breakfast nook and kitchen. A center island, cathedral-ceiling great room, and open dining area create effortless flow. The primary suite enjoys its own private section of the home with tranquil views and large closets. Handcrafted finishes add a sense of quality throughout-solid cherry cabinets sourced from the propertys own trees, oak flooring, granite countertops, and three gas fireplaces lend timeless appeal. Modern systems support comfort and efficiency, including radiant floor heat fueled by natural gas, central air, and built-in central vacuum. Downstairs, the fully finished walkout level functions like a second residence. It includes a full kitchen, wine and bar area, gym with rubber flooring, 75� television with a custom sound system, gas fireplace, and a bathroom with a walk-in tiled shower. Dual French doors lead outside, making it ideal for guests or multi-generational living. Outdoor spaces are made to enjoy year-round. Whether soaking in the hot tub, grilling on the deck, sitting fireside under the stars, or relaxing in the screened-in porch, this home invites you to unwind. Direct access to Broadford Lake Park trails extends your backyard into nature. If youre looking for space, craftsmanship, and convenience wrapped in a peaceful wooded setting, this home offers it all.

CUSTOM-DESIGNED DEEP CREEK LAKEFRONT LOG HOME ***Fully Furnished 5BR w/ Dock, Hot Tub & Fireplaces*** Welcome to Morningside Lodge, a true waterfront gem nestled along the shores of Deep Creek Lake. This five-bedroom, four-and-a-half-bath custom Mountaineer Log Homes lodge offers a seamless blend of mountain elegance and modern comfort. Situated on a gently sloping lot with direct lakefront land, the property features a Type A dock, composite deck, hot tub, and a custom-built fire pit-all perfectly positioned for year-round mountain living or luxurious weekend escapes. The main level of Morningside Lodge includes a master bedroom with large en-suite bathroom, perfect entryway room for all of your ski gear, gourmet kitchen with breakfast peninsula, and a large great room with oversized Anderson sliding doors, 10-person custom-built dining table, floor-to-ceiling windows filling the room with natural light, and a stone fireplace adding cozy charm in the living space. Upstairs, enjoy the loft overlooking the great room with scenic views of Deep Creek Lake, along with two master bedrooms with en-suite bathrooms. The lower level is the perfect place to play, with a thoughtfully-designed gathering space, pool table, wet bar, and two additional bedrooms with a full bath. Sold fully furnished and meticulously maintained by its original owners, the home has been professionally stained and sealed in 2023 and includes public water/sewer, propane heat, and a grinder pump system. Located on Garrett Highway in the heart of Deep Creek Lake, this property offers proximity to the areas top attractions, including a short 5 minute drive to WISP Resort, restaurants, and more! No HOA. Dont miss the chance to own one of the lakes premier homes-this is lake life at its finest. Proven rental history will be provided upon request for Morningside Lodge!

Completely remodeled and ready for your next adventure-this 3-bedroom, 2-bath home in Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic setting. Enjoy the convenience of a detached 2-car garage and direct access to over 50 miles of private roads and trails-perfect for ATVs, snowmobiles, hiking, and more. 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. Don't miss your chance to own a slice of paradise in one of Western Maryland's most popular recreational communities!

Almost Aspen on Deep Creek Lake! You'll be in the heart of everything Deep Creek and Garrett County have to offer with this 7 bedroom 6.5 bath lakefront modified chalet. Offering 8 separate gathering places both inside and outside of the home, you'll have the perfect opportunities to relax with your group and or getaway for some personal time. With 4 private suits, direct bath access from every bedroom, 2 fireplaces, a fire pit, hot tub, decks, covered porch and a direct path to the level lakefront /dock area, the property offers convenience and comfort regardless of the occasion. Located less than 1 mile from many of the lake's best restaurants, movie theatre, shopping and outdoor entertainment options. You're less than 2 miles from Deep Creek Lake State Park and located within a short drive of championship golf and the Wisp Ski Resort. Great rivers and hundreds of acres of state lands are all close by offering spectacular recreational opportunities for every outdoor enthusiast. Almost Aspen is also a great rental averaging over $ 150,000.00 in gross annual rents over the past several years. The owners have done a great job in maintaining the property as well insuring an easy transition for the new owners. Note, that showing times are limited to times when the property is not rented and or is transitioning between rentals.