Oakland, MD 3 Bedroom Homes for Sale

Enjoy the charm of country living with the convenience of being in downtown Crellin! Situated on nearly an acre, this inviting 3-bedroom, 1-bath home offers a bright, open layout filled with natural light. The main level features a spacious bedroom surrounded by windows, creating a warm and welcoming retreat. Upstairs, you'll find two additional bedrooms that can easily accommodate family, guests, or be transformed into a home office, playroom, or hobby space. Storage is abundant with an interior pantry, storage room, and dedicated workspace, plus an outdoor shed and detached garage for all your tools, equipment, and recreational gear. The yard is fenced in, beautifully manicured and has a fire pit. An added bonus is the additional lot included with the property at 97 Crellin Street. This parcel already has public water and sewer hookups and was formerly the site of the Crellin Community Center, offering exciting possibilities for future use, expansion, or investment (subject to local zoning and approvals). Whether you're looking for your first home, a peaceful retreat, or a property with room to grow, this unique offering combines comfort, space, and potential in a convenient location. This one won't last! Reach out for a showing today!

40 Sunshine, Oakland

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

$459,900

Assumable VA loan at a below-market interest rate may be available...contact listing agent for details. If peace and privacy are on your must-have list, this one delivers! Picture this: you pull into the driveway and the trees close in around you on three sides, like the forest itself is standing guard. Over an acre of land, and somehow it stays flat and usable instead of the steep, awkward terrain so common in this area. This is a lot you can actually walk, garden, and live on. Step onto the front porch and you'll want to grab a seat and forget you were there to see a house. The view stretches out far enough to make your coffee cup last a little longer every morning. In the evenings, the saltwater hot tub (just a few years young) turns this into the kind of backyard people usually only dream about. Inside, the kitchen and main-level bathroom were recently remodeled with an eye for quality over trend, so you get the updates without the "flip house" feel. The ensuite bedroom on the main level is a fantastic one-level living option. Out back, a garage-sized shed and a separate potting shed give you room for tools, toys, or a hobby waiting to happen, and there's a garden plot already established for whoever's ready to put in the work. This isn't a house that's trying to impress you with size. It's a property that's already figured out what matters: privacy, usability, upgrades that make daily life easier. Come see why the setting sells itself.

718 Boy Scout Crosscut Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$1,450,000

Cozy cottage with split lakefront and Type A dock located in the serene quiet Penn Point Cove. This quaint home has plenty of room for family, guests and entertaining. The covered & heated outdoor deck facing the lake is a great place for morning coffee and evening dinner. The large, bright kitchen & dining area is another great entertaining space with quartz countertops, stainless steel appliances and plenty of room for large family gatherings. The home has 2 bedrooms on the main floor, a roomy living area with fireplace, full bathroom and a bonus sunroom with a wood burning fireplace. Upstairs has a great bunk room bedroom that can easily sleep 4 people, plus another living room and bathroom with a claw foot tub and shower. Beautifully landscaped outdoor area has a firepit space, a detached garage with plenty of storage area and an easy walk to your dock area. Great places to watch some of the best sunsets! This home will convey turnkey furnished with a few seller exceptions. Schedule your tour today, this home has so much to offer.

187 Lower Penn Point Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$325,000

3BR, 2BA home near Broadford Lake & Southern Middle school. Setup perfectly for one-level living with room to expand in the full, unfinished basement. Comfy living room, eat-in kitchen, separate laundry room and recent bathroom remodel. Central location to hospital, shopping and town businesses. Spacious, level back yard offers plenty of sunshine. 2 car attached garage with only a few small steps into the main house.

610 Harvey Winters 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:

$259,900

Very well maintained 3Br-2BA traditional style home in Oakland with huge 24X24 deck, paved driveway and one car detached garage. Home features almost 2000 square feet of living area, stainless steel appliances, and updated bathrooms. Great place to watch the Autumn Glory parade from you covered front porch. Hot water radiant heat with natural gas being the heat source. Newer replacement windows, roof replaced recently and as an added bonus this home features a whole house generator back-up. Convenient to all town activities, schools, and the hospital. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

102 N 3rd St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$399,900

Double lots! Lot 4 & 5 of Hunting Ridge Estates will be sold together to bring up a total of .96 acre on your 2476 sqft. of finished living space home awaits you including your finished basement. Metal Roof is only 4 years old. Windows and doors are only 6 years old. Location, location...Welcome to 321 Deer Park Hotel Rd. where your mountain retreat will be just outside the city limits with only being only 10-15 minutes to nearly all the amenities the surrounding area has to offer. As you walk on to the nearly an acre of beautifully mature trees and landscaped double lot property where the only thing you'll hear is birds chirping and feel a sense of peace. Featuring a true mid-century modern. Fully updated 3 spacious bedrooms with extra long closets with 2 full bath, laundry/mud room and walkout 10 x 30 covered deck on the main floor. High end appliances and granite countertops along with a southern style porcelain sink compliments the kitchen. A major bonus is the washer and dryer are on the main floor. There are refinished hardwood floors and waterproof LV flooring throughout the entire house. With the fully finished walkout basement you will find many multi-use spaces. Custom bar, gym, reading room with a wood burning stove, double shop sink, extra full size refrigerator and other extras. As you walkout the basement, you will have a covered 7 person hot-tub with mounted 32 inch TV. There are 4 raised bed gardens, firepit, and a horseshoe pit to compliment the outside property along with 1 large shed w/electric and another large shed with covered deck with water and electric. and an additional garage/shop with a wood stove. There is also a 50-Amp/whole house manual transfer switch in the main garage to hook up your generator to should the power go out as well as a walkup attic for more storage. Parking for 9 plus vehicles on a double sealed driveway. Come find some peace and quiet and make this "stay-cation" style home yours. There are so many extra major renovations not listed that you just have to see to believe.

321 Deer Park Hotel Rd, Oakland

Listing courtesy of Houwzer, LLC. Contact: 2028668787

$1,025,000

Beautifully renovated lake access log cabin with a deeded dock slip in a quiet cove with private 29 acres of trails (ATVs/snowmobiles permitted). Recent renovations (approx. $200K) include new wrap around deck, new roof, re-stained siding, new kitchen with granite counters, new appliances, new bathrooms, new LVFs throughout the house, new 2 car garage doors, new mini-split heat and A/C units, and mostly new Pella windows and furniture. Selling fully furnished. Enjoy stargazing on a quiet street in front of a fire pit or in your private hot tub. Filtered lake views with the deeded dock slip across the street. Centrally located in the mid-lake area, close to ski resort, beach, and state parks.

127 Paradise Hts, Oakland

Listing courtesy of XRealty.NET LLC. Contact:

$34,900

Situated in a prime location just minutes from Wisp Resort and Deep Creek Lake. The value here is in the land and location. With nearly one acre, the property offers strong potential to build a custom home or vacation retreat in a highly desirable area. This home is in very poor condition. Do not enter the home or step onto the front porch, as both are unsafe. This property is ready for a buyer to take on a full rebuild or tear-down project. This is an opportunity to start fresh. A rare chance to create something new in a sought after Deep Creek Setting.

3482 Oakland Sang Run Rd, Oakland

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com

$585,000

Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside, where multiple gathering spaces—including a cozy living area and lower-level den—provide room to relax and unwind. A standout feature is the enclosed sunroom with an indoor hot tub and stone fireplace, offering year-round enjoyment in a private setting. Outdoor living is just as inviting, with a spacious yard perfect for entertaining after a day at the lake. Located just minutes from Deep Creek’s most desirable amenities, this home brings you four seasons of enjoyment. Additionally, Yellowstone Village is one of Deep Creek Lakes top producing cabin rental communities.

55 Village Dr Unit #5, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$191,409

Welcome to The Wise Quack - our cozy cabin in the center of Deep Creek Lake activities…all 4 seasons! If you’re looking for a weekend or holiday retreat, this is it! The Wise Quack is a successful short-term rental with rave reviews. The home has three bedrooms, two full bathrooms, a fully equipped kitchen, laundry room and lots of outdoor living space. There is parking for 6+ cars on the property. The home is private, set in beautiful, wooded surroundings on almost one acre. The fenced-in front yard is great for the little ones or to let your fur babies run free. The “fun factor” comes in a tiny-house game room which houses a ping pong table, darts, board games, etc. as well as outdoor games such as corn hole, spike ball, and horseshoes. The detached garage is perfect for storing your kayaks, canoes, paddle boards and bikes. A custom-built fire pit is in the back with lots of wood for your use and solar-powered lights for fire-side chats. The front deck overlooks trees above the Youghiogheny River. The back deck has a grill for your use. The kitchen is fully stocked with gas stove, dishwasher, refrigerator, microwave, and two peninsulas with seating for 8. If you want to buy more than a house, come see this wonderful property. It can be yours to enjoy year-round or rent out when you’re away. Updates include the following, all done in 2021: windows & sliding glass door, flooring, electric fireplace, lighting and ceiling fans, washer, dryer, dishwasher, ceramic tile, accent walls, tiny house game room. Additional updates include: new insulated crawl space (2023), and a new tin roof - tin lasts 50 years! (2024). Year-round activities include skiing, kayaking, stocked trout fishing, white water rafting, hiking, biking, golfing, horseback riding, boating and swimming. You are close to Wisp Resort, Deep Creek Lake and the Youghiogheny River (across the road). Surrounded by 8 state parks, the Wise Quack is turnkey, has all the comforts of home and is centrally located to shopping and restaurants. More than beautifully designed and professionally maintained, this property is also profitable. This is a manufactured home, not a trailer, built in 1999. Please contact the listing agent before scheduling through ShowingTime as the short-term rental operates year-round and may have guests. All offers considered.

8956 Oakland Sang Run Rd, Oakland

Listing courtesy of Taylor Properties. Contact:

$349,000

Looking for a vacation spot or main living, Check out this nicely remolded home in a gated community. 3 bedrooms, 1 1/2 bathrooms, main level laundry room. Great rustic touches . Detached Garage with pellet stove. Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic Access to over 50 miles of private roads and trails—perfect for ATVs, snowmobiles, hiking, river access, fishing, and hunting. . 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.

552 Black Oak Dr, Oakland

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

$289,000

Nestled in the charming Mitchell Manor community, this delightful split-level home offers a perfect blend of comfort and style. With 2,242 square feet of thoughtfully designed living space, this residence features three spacious bedrooms and two and a half bathrooms, ideal for both relaxation and entertaining. There is also a walk-in closet/dressing room to die for! Step inside to discover an inviting open floor plan, highlighted by luxury vinyl plank flooring and an abundance of natural light. The country-style kitchen boasts upgraded countertops, an island for casual dining, and a cozy breakfast area, making it the heart of the home. Enjoy evenings by the brick fireplace in the family room, creating a warm ambiance for gatherings. The exterior is equally impressive, featuring extensive hardscape and an awning that enhances outdoor living. The expansive 0.46-acre lot offers a serene rear yard with beautiful views of the mountains and surrounding trees, perfect for enjoying nature or hosting summer barbecues. Located in a suburban setting, this home is conveniently close to local parks, schools, and essential public services, fostering a strong sense of community. Residents appreciate the peaceful atmosphere while being just a short drive from shopping and dining options. With an attached garage and ample driveway space, parking is a breeze. This property is not just a house; it's a place to create lasting memories. Experience the warmth and charm of Mitchell Manor, where comfort meets community.

163 Mitchell Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$912,000

Experience mountain living at its finest in this breathtaking mountaintop home overlooking Deep Creek Lake. With sweeping views from almost every room, your hardest decision may be where to sit to enjoy them. Offering three levels of living space, hardwood floors ( which were recently refinished), and some new appliances. The multiple decks are ideal to enjoy family and friends while taking in the beauty around you. The location is another plus, just minutes to the community club house where you can enjoy the lake, and minutes to Wisp Ski & Golf Resort, restaurants, coffee shops, cinemas, and grocery stores. Class A lake access. Call today to preview!

164 Grandview Dr, Oakland

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

$64,900

**Investor Special with Mountain & Water Views** Opportunity is knocking at 74 Parks Road in Oakland, Maryland! This 3-bedroom, 1-bath one story is perfectly positioned just steps from the West Virginia line and surrounded by some of the most sought-after recreation in the region. Enjoy peaceful views of Snowy Creek right from the front yard and take advantage of being just minutes from Deep Creek Lake, Alpine Lake Resort, and Herrington Manor State Park — offering year-round activities including boating, fishing, hiking, skiing, and more. Whether you're looking to create a full-time residence, mountain getaway, or short-term rental investment, the location alone makes this property standout. The home is ready for renovation, offering a blank canvas for investors or buyers eager to design a space tailored to their vision. With a desirable ranch-style layout and strong potential, this property presents a chance to create something truly special in a sought-after area. If you've been searching for a project property in a high-demand recreational area with creek views and proximity to multiple lakes and state parks — this is your chance to build equity in one of Western Maryland’s most scenic settings. Bring your builder or contractor and your creativity — the possibilities are endless!

74 Parks Rd, Oakland

Listing courtesy of Real Broker, LLC. Contact: 8504500442

$185,000

Great, affordable starter home located in Oakland with public water and sewer, one car detached garage, hot water natural gas heat. Two bedroom and full bath on second level and possible third bedroom on main level with 1/2 bath. Cellar basement with mechanicals. Washer and Dryer hookups, washer/dryer convey, are located on the back enclosed porch which has electric baseboard heat. Enclosed front porch also for relaxing on those warm summer evenings. Very convenient location, close to stores, hospital, shopping, etc. RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

729 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$329,999

Very motivated sellers!!!Escape to Your Profitable Mountain Sanctuary: The Yough Mountain Cabin Unveiling the Ultimate Turnkey Retreat & High-Performing Investment Nestled in the breathtaking heart of the exclusive Yough Mountain Resort, this stunning 3-bedroom cabin offers the perfect harmony of rustic soul and modern investment savvy. Whether you are looking for a private family getaway or a powerful addition to your portfolio, this property delivers on every level. A Proven Income Generator This isn't just a home; it’s a verified revenue engine. Currently managed by a Premier Superhost on top short-term rental platforms, this cabin is a guest favorite with an annual revenue projection exceeding $26,000. Experience the pride of ownership while the property pays for itself. Rustic Elegance & Modern Comfort Step inside to a world of warm wood floors and soaring vaulted wood-planked ceilings. The living area is anchored by a magnificent wood-burning fireplace with a custom stone surround, perfect for cozy mountain evenings. The heart of the home features a beautiful kitchen with rich wood cabinetry that blends seamlessly with a chic mix of wood and drywall finishes. Adventure Ready Wired for Sound: Create the perfect atmosphere with an integrated sound system that carries your favorite playlists both inside the cabin and out onto the expansive wrap-around covered porch. On-Site Amenities: You are less than a quarter-mile from the heartbeat of the resort—the community clubhouse, pavilion, and tot lot are just a short stroll away. Trail Access: Yough Mountain Resort is a playground for enthusiasts, offering miles of exhilarating 4-wheeler and hiking trails right at your doorstep. Minutes from World-Class Attractions Beyond the serenity of the resort, you are perfectly positioned to enjoy the best of Western Maryland’s four-season recreation: Wisp Resort: Just a short drive away for premier skiing, snowboarding, championship golf, and the thrilling mountain coaster. Deep Creek Lake: Access endless summer fun with boating, paddleboarding, and lakeside dining. Swallow Falls State Park: Home to Maryland's highest cascading waterfall and miles of pristine hiking trails. Youghiogheny River: Famous for its world-class whitewater rafting and tranquil fishing spots. Your Versatile Haven From its meticulous maintenance to its unbeatable location, this cabin is ideal as a full-time residence or the ultimate vacation "get-a-way." Don't just dream of the mountain life—buy the dream and the revenue that comes with it. Contact us today for a private showing!

931 Black Oak Dr, Oakland

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

$550,000

Make it your own! This 2-acre parcel comes with two additional parcels of 17.96 and 24.23 acres for a total of 42.19 acres. The 2-acre parcel is improved by a fully furnished (26’X42’), 3-bedroom, 2-bathroom Ranch style dwelling and a large parking area. The interior offers a spacious living room, and an eat-in kitchen with all appliances, furniture and window AC units. The land is un-zoned forest that borders over 2000 acres of state forest. The 42.19 acres is fully wooded with mature mixed hardwoods ready for harvest and market; the timber alone has an estimated value of $110K to $125K alone. The property overlooks the Youghiogheny River Valley and is 5.3 miles from town center McHenry and Deep Creek Lake.

98 Bear Run Rd, Oakland

Listing courtesy of 1 Real Estate Source LLC. Contact: 3013878300

$575,000

With some minor modifications to the unit, it is possible for this condo to be rented as two separate condos (501 two BR and 701 one BR). Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace, queen sleeper sofa, high top table with stools and a breathtaking balcony. Just up the stairs, enjoy the king bed in a loft bedroom that overlooks the living room and towering two-story window facing Deep Creek Lake! Also on this level is another bedroom with a Queen bed that shares a hallway bathroom with luxury finishes and a walk-in shower. On the top level you will enjoy even more space and accommodations. The 7th floor level has an additional hallway entrance for more privacy. Relax in the King bed and look out to your private balcony with gorgeous lake views. This space also features a well appointed luxury bathroom with walk-in shower and double bowl sinks. An additional mini-fridge and Keurig coffee maker provide easy access if you don't want to go downstairs. Up above in the vaulted loft curl up in the Queen size bed and take in panoramic sunrise views from every angle. Head down to the sandy beach to watch the water gently roll along the sandy shore of the resort’s private beachfront. No matter the season, there is plenty to keep you entertained with an on-site indoor pool, game room, fitness center, and more! RAILEY REALTY IS NOT THE CARETAKER OF PROPERTIES LISTED BY IT. DURING INCLEMENT WEATHER CONDITIONS, PROSPECTIVE PURCHASERS AND THEIR AGENTS ASSUME ALL LIABILITY ASSOCIATED WITH OR BY WEATHER AT THE PROPERTY.

20160 Garrett Hwy Unit #F501-701, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$164,000

Remodeled Rancher Near the North Branch Potomac River This charming 3-bedroom, 1-bath rancher has been completely remodeled, with all new appliances. Located within walking distance of the scenic North Branch of the Potomac River, the home offers both convenience and natural beauty at your doorstep. A recently enclosed front porch with a wood stove provides extra warmth and a welcoming spot to relax year-round. The property also includes a spacious 33’ x 18’ detached garage—perfect for vehicles, storage, or a workshop—as well as a wood shed for added utility. Call now for your private tour!

63 Wallman Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$425,000

3 Beds ⋅ 4 Baths

Here's your chance to purchase a cute Chalet with just about 7 acres. .This home and acreage is right next to the Common Grounds and gives you immediate river access.

104 Pine Top Trl, Oakland

Listing courtesy of 1 Real Estate Source LLC. Contact: 3013878300

$269,500