Oakland MD Real Estate & Homes for Sale

Beautiful split Lakefront Home with Breathtaking Views and Type A Dock. Discover unparalleled lakefront living in this meticulously maintained gem nestled in a beautifully landscaped setting. This 3-bedroom, 3.5-bathroom home welcomes you with an elegant entry foyer and soaring cathedral ceilings, highlighted by a magnificent oak staircase. The nearly 4,000 sq ft residence features a stunning stone exterior that seamlessly blends with its natural surroundings. Inside, the living room offers a cozy retreat with a striking stone fireplace, perfect for cool evenings, while sliding glass doors from the dining room lead to a charming stone patio, ideal for outdoor gatherings. The lower level is an entertainer's dream, boasting a spacious recreation room with a rustic stone bar, wine cooler, additional refrigerator, and a pellet stove for warmth during winter months. There is also a 13 X 16 den on the lower level that is currently being used as a 4th bedroom. Outside, an inviting front patio offers another space to relax and take in the stunning lake views. Step across the street to find a dock area complete with a shed for storage, a fire pit area, and a Type A dock, providing easy access to the water and ample space for outdoor activities. This home combines luxurious lakefront living with practical amenities, making it an ideal retreat to enjoy the beauty and serenity of lakeside living. Call today!

Brand new and built to make life easy. Tucked in the quiet, sought-after Southern Pines community, this single-level home keeps everything simple and smooth. Three beds, two and a half baths, and space that actually works. Oversized two-car heated garage. Inside, the kitchen comes complete with stainless appliances, hardwood cabinets, stone tops, walk-in pantry, and a big island bar made for snacks and stories. Open floor plan anchored with a roaring gas fireplace. Contemporary aesthetic with shiplap accents to offer a clean, modern edge. Spacious Primary Suite with tiled shower, huge walk-in closet, and room to breathe. Central AC and Heat keep things comfortable all year. Out back, a 12x18 deck calls for slow mornings and long evenings. Everything you need, nothing you don t. Call today for details!

Welcome to 254 Little Mountain Road, a serene mountain escape nestled on nearly 5 acres in the Backbone Ridge community. The community borders the highest point in MD. This beautifully maintained 4-bed, 2-bath home is surrounded by natural beauty. Spacious and inviting layout featuring exposed beams, and a wood-burning fireplace that creates the perfect atmosphere for mountain living. This home offers flexible spaces for living & dining with multiple rooms to customize to your lifestyle. Outside, relax on the covered porches, enjoy evenings around the fire pit, or explore your property and all its beauty. Located near Deep Creek Lake MD & Canaan Valley WV, this property offers 4-season enjoyment and activities for outdoor lovers. Please note: vacation rentals are not permitted, preserving the peaceful, residential feel of the community. Whether you're looking for a full-time residence, weekend getaway, or mountain escape this is your opportunity to own a slice of Western Maryland paradise.

Vintage 3BR Lakefront Dome Home with Private Type "A" Dock! & no HOA . Own a piece of Deep Creek charm with this unique 3-bedroom, 2-bath vintage lakefront home featuring 100 feet of lake frontage and a private dock. The eye-catching dome-style architecture sets this property apart, offering a cozy and distinctive retreat. Located just minutes from Wisp Ski & Golf Resort and the ASCI Whitewater Course, it s perfectly positioned for year-round adventure. Currently an established rental, this home offers both personal enjoyment and income potential. Don t miss your chance to own a truly special lakefront getaway! Schedule your showing today

Lakefront Luxury at Will O The Wisp - Nicely renovated Unit 308/408 offers a 2 BR, 2 Bath 2- level floor plan perfect for guests or steady rental income. Enjoy breathtaking Deep Creek Lake views from every bedroom and the main living space. Resort-Style Amenities Include: Indoor Pool with Waterfall Hot Tub, Cedar-Lined Sauna, Fitness Room & Game Room, Sandy Lakefront Beach with Community Boat Dock Access Connected to the renowned Ace s Run Restaurant and just steps to Firewater Kitchen & Bar, the location is unbeatable. Whether you're searching for a private lakeside retreat or a turn-key income-producing property, Unit 308/408 will deliver the best of Deep Creek Lake living. Schedule your private tour today

Unmatched EXCEPTIONAL Lakefront Living - 6 Bedrooms | 7.5 Baths | Tucked Among the Pines Discover a rare opportunity to own a true lakefront, lakeview gem this 5,400 sq ft, 6-bedroom, 7.5-bath home that is nestled among tall pines on an exceptional lot that sits unusually close to the water s edge. With peaceful views across a quiet cove and expansive open-water vistas from the oversized covered dock, this property offers a front-row seat to lake life at its absolute best. Inside, the soaring vaulted wood ceiling living room, with a beautifully done stone fireplace, welcomes you with warmth and charm. Paired with a dramatic wall of glass that frames a tranquil view of the sparkling water beyond. It s a space that brings the outside in and makes every season feel like a postcard. The open layout continues into a spacious dining area and a gorgeous kitchen with soapstone countertops, viking stove, a wood-topped island, a large walk-in pantry, and a bright breakfast room surrounded by windows. Step out to one of two lakeside decks one perfect for outdoor dining, the other for grilling all just steps from the shoreline. The main-level primary suite features its own private deck overlooking the lake, a walk-in closet, attached bath with a large shower. Upstairs, three generously sized bedrooms each have their own ensuite bath, extra large closets two with built-in window seats ideal for curling up with a book and taking in peaceful lake views. The lower level is designed for comfort and fun, offering a family room and recreation area, custom built-in cabinetry with a wet bar, a wood burning stone fireplace, another spacious, private bedroom suite with a walk-in closet, and walk-out access to the lake. Multiple closets for maximum storage. A full bath is conveniently located off the mudroom. Step outside to relax in the hot tub overlooking the lake. The bath is perfectly situated for rinsing off after a soak in the hot tub or a swim in the lake. Additional highlights include three tankless water heaters, in-floor radiant heat in the lower level, two mechanical rooms, and ample storage space. The newly redone laundry room is a dream come true with a deep utility sink, generous folding and hanging space, and two sets of full-sized stacked washers and dryers. Above the laundry area, a wonderfully private upper-level suite offering a cozy bedroom, sitting area, and a stylish full bath with a walk in tiled shower perfect for guests, extended family, or an office retreat. Outside, enjoy your evenings around the lakeside fire pit for s'mores and stories, or relax on the oversized covered dock that puts you right on the water. This is not just lakefront it s EXCEPTIONAL lakefront, with the house sitting closer to the shoreline than most, offering rare intimacy with the lake itself. An attached two-car garage, paved driveway, and ample parking make a year-round access a breeze- whether you're seeking a full-time residence or a vacation getaway. Private. Peaceful. Perfectly positioned this lake home is an extraordinary retreat that must be experienced to be fully appreciated. Call today for your private tour!

Move right in to this fresh and updated home. Enjoy upgrades with recent, and some brand new, finishes like Luxury Vinyl Planking flooring, granite counters, and stainless steel appliances in the remodeled kitchen and bath. In the newly completed lower level just chill in the "home theatre" room and have extra space with the bonus room, currently used as a bedroom. On this quiet no-thru street, feel secure with children and pets in the fenced yard. Relax or entertain on the back deck right off the kitchen. Hang out under the huge backyard shade tree just right for a tire swing. Live five minutes or less to stores, restaurants, schools, entertainment, parks and health care. You have everything set for owning this easy to finance and easy to move in to home.

Investors, this is an income producing, three unit building with three separate apartments, just a few minutes walk to downtown Oakland. Main level and upper level are two bedroom units and basement unit is a one bedroom. All units have current leases in place. One renter has been renting for 12 years, one for 10 years, and the third for eight years. The entire building is in excellent condition. Per the renter's request, no interior pictures are being shown.

3/4BR 3BA chalet with LAKE VIEWS! 2300sf vacation home fronting on a mountain stream, backing to woods & boulders and overlooking Deep Creek Lake! Enjoy an eat-in kitchen, exposed beams and a loft area that the current owners use as a 4th BR with bathroom. Conveys fully furnished. Features include updated flooring, gas fireplace on main level, lower level rec room with pool table and wrap-around deck with hot tub. Central location near 219 bridge, close to Wisp & local restaurants, entertainment and shopping.

Discover the perfect blend of comfort and convenience at 366 Glendale Rd. Situated just steps from Deep Creek Lake, this home offers easy access to a variety of recreational activities. Enjoy a leisurely stroll to nearby lake access points, dine at local restaurants, or listen to live music all within walking distance. For outdoor enthusiasts, Deep Creek Lake State Park is a mere 5-minute drive away, offering beach access and nature trails. Winter sports lovers will appreciate being only 10 minutes from Wisp Mountain Resort, known for its skiing and snowboarding facilities. ? Ample parking is available, accommodating both residents and guests.

Fully renovated, fully loaded, and fully ready to be your Deep Creek Lake getaway! This 6-bedroom mountain retreat is packed with upgrades New flooring, new septic, new hot tub, and a sleek modern kitchen with concrete counters, soft-close cabinets, and stainless steel appliances. One wood-burning fireplace for the cozy nights, one propane for the lazy mornings. Two and a half bathrooms, all redone. Big garage for gear, toys, and all the extras. Comes turn-key, fully furnished, and sits on nearly an acre of wooded land, thanks to the extra lot included. Private back deck is perfect for soaking in the seasonal mountain views. Just minutes from Wisp, state parks, and Deep Creek Lake. This place is a launchpad for everything that makes life feel full. Call today for details!

Extensively Updated Mountain Retreat - Move-In Ready & Just 10 Miles from Deep Creek Lake This beautifully renovated 3-bedroom, 2-bath home offers the perfect mix of mountain charm and in-town convenience on nearly an acre (Lots 4 & 5). Just minutes from Oakland and Deep Creek Lake, this single-level home is full of thoughtful upgrades, quality finishes, and comfortable amenities inside and out. The exterior boasts a new metal roof, fresh paint, stamped concrete sidewalks, updated shutters and landscaping, and new gutters with guards. Enjoy privacy and functionality with storm windows and doors, upgraded lighting, and a motion-activated security light. The spacious back deck features winter barriers for year-round use and leads to a 7-person hot tub with privacy curtains and a weatherproof smart TV. A paved driveway accommodates up to six vehicles, with both attached and detached garages and two storage sheds. The main garage includes cabinetry, ramp access, and a whole-house generator hookup. Inside, the fully updated kitchen includes custom cabinetry, granite countertops, a cut-stone backsplash, and high-end appliances. The adjacent laundry/mudroom offers luxury vinyl flooring, new trim, a shop sink, and a high-end washer and dryer. Both bathrooms have been tastefully upgraded with modern fixtures, vanities, lighting, and flooring. Additional highlights include an electric fireplace, crown molding, refinished hardwood floors, zone thermostats, and new ceiling fans. The finished basement features a custom bar, gym space, kitchenette, and reading nook all updated with fresh drywall, insulation, lighting, and waterproof flooring. Outside, enjoy raised garden beds, a fire pit, horseshoe pit, cleared side yard, and a ready-to-go chicken coop. The property includes city water access, a terminated well line, and a new hot water tank. With high-end finishes, flexible spaces, and move-in-ready convenience, this Garrett County gem is ready to welcome you home.

OUTSTANDING 339 ACRE FARM IN OAKLAND, MD! THE FARM IS CERTIFIED ORGANIC! Just minutes from Deep Creek Lake and Mountain Lake! Easy access to the farm from 135, 219 and other local roadways. Beautiful and well-maintained property, don't miss out! 339 acre farm with incredible views and approx. 150 acres tillable! The farm features an incredible farmhouse with 5-6 bedrooms, 2.5 bathrooms, large living room w/ fireplace, family room, formal dining room, den, kitchen, mudroom/ laundry room, sunroom, office, sitting room, and basement! Farm is in preservation. 1 unrestricted lot of no more than 1 acre is available. For approval to use the unrestricted lot the buyer must go before the Maryland Ag land preservation foundation. Farm buildings include: - Double 12 milking parlor built in 2017 w/ 15x19 office over the parlor with sink, shower, and W/D machines - Milk House w/ Mueller 1,500 gallon milk tank, Bender Pipeline Washer, Impulse III variable speed milk pump control, Mueller HiPerForm III cooling system, Mueller Model "D" Fre Heater, and more. - 27x70 130 Cow Holding Area - 38x68 Loafing area with center feed bunk - 70x78 Bank barn - 30x50 Equipment shed w/ 28x30 shop bay - 12 Energy free waterers - 24x29 Shop/ garage with two overhead doors - 13x35 Shed w/ additional storage room - 2-Car garage next to the house Note: Farmer stopped milking approx. 1-2 months ago. Everything is in place to walk in and begin milking. Owner financing considered with a sizable down payment.

Gorgeous 7 bedroom home with dock slip! This newer construction home sits on a quiet corner of Deep Creek Lake with 200 feet of lake frontage. Located in the beautiful and quiet Heron Cove community and comes with two community lake access points, one with a sandy beach area, tennis courts, and walking trails. The level lot is surrounded by trees and designed for privacy and outdoor enjoyment, with a deck, stamped concrete patio, swim-spa, and playground. You are also a very easy walk down the lane to your boat slip in a no-wake cove. Inside, the large kitchen is the perfect spot for cooking family meals to be enjoyed in the breakfast nook or separate dining room. The great room boasts a light filled living area with gas fireplace accessible to the entire floor. You ll also find a sunroom for morning or afternoon relaxation, laundry and an attached two car garage for convenience. Upstairs includes the primary suite with large walk-in shower and jetted tub in addition are two other ensuite bedrooms for additional privacy and comfort. The downstairs boasts additional bedrooms, a family room, bathroom, and a gym complete with sauna. This is the ultimate lake vacation home. Make it yours today!

Breathtaking home located in the well-established Mountainside community. This newer home is simply stunning from the moment you enter. The cathedral ceilings, granite countertops, luxury vinyl flooring, sunroom with hot tub, and bonus room above the garage checks off all the boxes. The attention to detail is felt throughout this home, from the first level laundry room to the office/den, the space is designed to please any lifestyle. Two beautiful stone propane fireplaces make each level warm and inviting. If all of this isn't enough, the home sits on two lots, allowing your view and space to be protected. The oversized, heated attached garage is one more plus. The outside area affords you an upper and lower Trex deck, offering plenty of room to entertain family and friends. Community lake access and clubhouse is a short drive away. The location is just minutes to Deep Creek Lake, Wisp Ski Resort, restaurants and grocery stores. Make an appointment to preview this gem, it won't last long!

Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of craftsmanship featuring handmade woodwork crafted from trees sourced directly from the property. Many specialty items will remain, including bathroom vanities, multiple dressers, a primary suite custom TV console, a built-in bunk bed, and more. The spacious primary suite was added in 2016 and offers a separate living area, cozy gas fireplace, and beautiful hardwood floors. The open floor plan on the main living level with kitchen and dining areas is perfect for family gatherings and entertaining guests. The entry-level laundry with dog wash, a screened porch, and separate office space check all the boxes for your "wish list". Enjoy your outside space with a little over 3 acres, complete with a firepit area and walking trails throughout the property. Two detached garages, one oversized and both finished, are insulated for cars, additional storage, or hobby workshop. The A-frame cottage for kids is perfect for the ultimate in playtime Make an appointment today to tour this one-of-a-kind home! Special Financing Options Available.

Discover your perfect getaway in this charming 3-bedroom, 2-bathroom detached home, ideally situated in a sought-after waterfront community just minutes from Wisp Ski Resort. With its serene surroundings and direct water access, this property offers the ultimate blend of relaxation and adventure. Step inside to a bright and welcoming open-concept living space featuring vaulted ceilings . The spacious living room invites cozy gatherings, perfect for entertaining family and friends. Retreat to the tranquil primary suite, complete with an en-suite bathroom for your convenience. Two additional bedrooms provide flexibility for guests or can be transformed into a home office or hobby room. Outside, enjoy your own private boat slip, making it easy to explore the sparkling waters of Deep Creek Lake. The expansive decks are ideal for summer barbecues or peaceful evenings under the stars, while the lush yard offers plenty of space for outdoor activities. With Wisp Ski Resort just minutes away, this home is perfect for year-round enjoyment, whether you re hitting the slopes in winter or enjoying the water in the summer. New roof and siding!

Stunning Brick Ranch Near Broadford Lake Park! This magnificent one-level brick ranch sits on a level 1.5-acre lot backing to scenic farmland and walking distance to Broadford Lake Park. The 3,600 sq. ft. floor plan includes a master suite with a private bath, his & her closets, custom tiled shower, and granite vanity tops.The recently remodeled kitchen features granite countertops, an oversized island with bar seating for seven, a farm basin sink, and stainless steel appliances. Enjoy multiple living spaces, a separate dining area, a light-filled sunroom, and a covered back porch offering a peaceful setting. Additional highlights include a partially finished basement with a recreation/game room and 2,600 sq. ft. of storage, plus a two-car attached garage.Call today for your personal tour!

Escape to your own private mountain retreat! This contemporary 2-bed, 2-bath home is perfectly situated on approximately 84 acres of pristine land, offering breathtaking views overlooking a picturesque 7-acre field. Expansive windows, high vaulted ceilings and an open layout maximize the stunning scenery, allowing natural light to flood the space. Whether you're seeking a peaceful getaway, an outdoor enthusiast's paradise or your primary home with stunning views, this property offers endless opportunities for relaxation and adventure. With unfinished square footage ready for your personal touch, there's room to expand and make this modern mountain retreat truly your own. Don t miss this rare chance to own a slice of paradise!

267 Woodlands Hill Lane offers mountain living at its finest! This custom, 2021 built chalet is designed for ultimate comfort and enjoyment. The mountain setting offers breathtaking views with a location close to all of the areas most desirable amenities. Offering 4 bedrooms, 3.5 bathrooms and 3 levels of living, this home offers plenty of room for entertaining guests. You'll be greeted with oak hardwood floors throughout the main level of the home. The kitchen offers premium stainless appliances, granite countertops and an eat-in breakfast bar. There are two gas fireplaces, one upstairs and one down. The lower level offers an expansive living area with game room and wet bar. An expansive deck terraces across the main level and lower level of the exterior. Plenty of room for storing toys or parking vehicles in the 2 car detached garage! Whether you are looking for a primary residence, second home or vacation rental, this home offers many of the features you desire in today's market! Call today to schedule a private showing!

Situated in the sought after area of Lake Shore Drive is this expansive contemporary home with lake views! Built in 2007, this residence boasts five en suites, two stone propane fireplaces, hardwood flooring, granite countertops and a great laundry room. The heart of the home is the open concept kitchen/dining/living room area, making it ideal for everyday living and entertaining. Two levels of living space offer plenty of room for family and friends. The outside space is also very pleasing with a rear yard patio/firepit/grilling area, a lower-level patio with a hot tub, and great front deck where you can enjoy views of Deep Creek Lake. This home is an established rental, grossing $43,000 in 2024, but would also be an ideal permanent residence. You are within minutes to Wisp Ski Resort, restaurants and grocery stores. Call today to preview!

Experience a fresh start in this stunningly completely renovated stone-raised rancher, perfectly situated along the breathtaking Cherry Creek! Every detail of this home has been thoughtfully upgraded, blending modern convenience with the beauty of its natural surroundings. The main level features 3 spacious bedrooms, an updated full bath, and engineered hardwood flooring throughout. The brand-new kitchen shines with custom cabinetry, gleaming granite countertops, and a new stove. Downstairs, endless possibilities await whether it's a cozy family room, game room, or creative space anchored by a striking floor-to-ceiling stone wood stove. Lower level also includes an additional bedroom or office, a half bath designed in an outhouse style (without a sink), and a utility room with a sink. Major updates include converting overhead electric to underground, all-new windows, new siding, new doors, and an upgraded 200-amp service with a new panel, breakers, and wiring. Zoned hydronic baseboard heating ensures efficiency in every room, complemented by a new hot water tank, pressure tank, and water conditioning system. The sellers is offering a home warranty for the new buyer and a $1,500 allowance toward the purchase of a new refrigerator with an acceptable offer. The seller is in the final stages of renovation, with only exterior work remaining. Upcoming improvements include brand-new railings, deck repairs with pressure washing, yard grading and seeding, and fresh gravel in the parking area. Enjoy peaceful Creekside living while being just moments from the heart of Oakland, MD don t miss this incredible opportunity!

Updated Lake-Area A-Frame - Turnkey & Ready to Enjoy! This beautifully upgraded A-frame is the perfect Deep Creek getaway. Freshly painted inside and out, this charming retreat features upscale furnishings and is being sold fully turnkey. Enjoy the open-concept living area with a stunning stone fireplace, a spacious wrap-around deck for outdoor relaxation, and a cozy loft for extra sleeping space. Just minutes from Wisp Resort and all the best lake-area attractions. Don t miss this move-in-ready gem!

Charming Rancher with Stunning Mountain Views! Nestled on a beautiful lot with breathtaking mountain views, this charming rancher offers the perfect blend of comfort and nature. The property features a wooded area, a serene stream, several berry plants, and a rear deck perfect for relaxing and taking in the scenery. A welcoming front porch and a fenced-in front yard add to the homes charm. Inside, you'll find a large, bright living room, an updated kitchen with plenty of cabinet space, newer appliances, and sliding glass doors leading to the deck. The bathrooms have been tastefully updated for modern comfort. The full basement offers a laundry area, a full bathroom, and a convenient walkout to the backyard. A two-car garage completes this fantastic home. Whole house generator too. Sold AS IS , no repairs

2 for 1 on 3.43 acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop areas and 1BR 1BA apartment on the second level. Cabin boasts high end finishes and open living space with a cozy wood burning stove. Recent upgrades include: heat pump + AC, appliances, modern kitchen, granite tops, bathrooms, some window & doors, as well as spacious decking. Auxiliary building upgrades include plumbing, new furniture, appliances, insulation throughout including garage area, hot water heater, flooring, doors, expansive decking and custom trim accents. Incredible rustic feel, must see to appreciate creative design and live edge finishes. Outside, enjoy a paved driveway, fire-pit area and massive boulders - property is a treasure trove of native stone and is laced with mature trees. Potential for additional building sites. Conveys TURN KEY, including riding mower in garage. State Parks, Wisp Resort and Deep Creek Lake are all 5-10 minutes away.