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$599,900
An exceptional opportunity to own 18.87 acres in one of Deep Creek Lake's most desirable locations. Featuring 8 approved perc sites, this lake access property offers outstanding potential for a private estate, luxury mountain retreat, or future subdivision with the possibility of up to 8 homesites. Ideally situated on Boy Scout Road, the property provides the perfect balance of privacy and convenience. Enjoy a peaceful, wooded setting just minutes from Deep Creek Lake, Wisp Resort, state parks, restaurants, shopping, golf, and year-round recreation. Whether you're envisioning an exclusive residential enclave or a legacy investment, this rare offering combines development potential with the natural beauty and tranquility that make Garrett County so sought after. Don't miss this unique opportunity to create something truly special in the heart of Deep Creek Lake.

Boy Scout Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$799,900
4 Beds 4 Baths
Experience modern mountain living in this brand-new 2026 construction. This beautifully designed 4-bedroom, 4-bath home offers two spacious levels, quality finishes, and plenty of room for family and guests. Open layout with modern kitchen, island bar, and stone fireplace. Stamped concrete patio with covered fireplace and outdoor kitchen. Over half an acre of private wooded mountain-top space complete with fire pit and level usable yard. Andersen Windows and LVP flooring throughout. Ideally situated just minutes from Wisp Resort, Deep Creek Lake, state parks, restaurants, shopping, and year-round recreational attractions, this home provides the perfect blend of comfort, convenience, and adventure. Whether you're looking for a full-time residence, vacation getaway, or investment opportunity, this new construction is ready to make lasting memories.

15 Byran Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$569,000
3 Beds 3 Baths
Fall in love with the perfect blend of comfort, privacy, and outdoor adventure in this beautifully maintained home nestled on 3.67 wooded acres overlooking scenic Meadow Lake. Thoughtfully designed for easy living, this 3-bedroom, 2.5-bath home features an open floor plan where the spacious great room flows seamlessly into a beautifully updated kitchen complete with granite countertops, making it the perfect space for gathering with family and friends. Peaceful lake views can be seen throughout the home. The spacious primary suite features a walk-in closet and a private bath with double vanities and a custom walk-in tile shower. Main-level laundry and an attached two-car garage add everyday convenience, while central air, a propane furnace, and a cozy wood-burning fireplace insert provide year-round comfort. The expansive unfinished basement offers endless possibilities for additional living space, a recreation room, workshop, or home gym. Step outside to enjoy the tranquility of nature from the front and back covered porches. The community offers a beautiful private lake perfect for kayaking, fishing, swimming, relaxing by the beach and 3 community docks. Additional amenities include private walking trails, and a storage shed that provides even more space for tools and outdoor equipment and the impressive 32' x 12' RV pavilion complete with 50 AMP, water and sewer hookups.  Located in the desirable Meadow Lake Estates community, you'll enjoy a peaceful rural setting just minutes from Herrington Manor and Swallow Falls State Parks. As an added bonus, the community borders 598 acres of Maryland DNR land fronting the Youghiogheny River, offering endless opportunities for hiking, wildlife watching, and outdoor recreation. Whether you're searching for a full-time residence, a mountain retreat, or the perfect place to embrace the beauty of Western Maryland, this exceptional property is ready to welcome you home. 

355 Markwood Dr, Oakland

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

$199,000
2 Beds 1 Baths
Welcome to this charming 2 bedroom, 1 bath home in the heart of Oakland, offering endless potential and plenty of character. Step inside to an inviting open floor plan that creates a bright, spacious feel and allows for a comfortable flow between the living and kitchen areas. The large covered front porch provides the perfect spot to enjoy your morning coffee, relax after a long day, or take in the peaceful surroundings. Whether you're looking for your first home, an investment property, or a property to personalize and make your own, this home offers incredible potential. Located in a highly desirable school district, you'll enjoy the convenience of being just minutes from shopping, dining, recreation, and all the amenities Oakland has to offer. With its charming details, functional layout, and unbeatable location, this property is ready for your vision and personal touch. Don't let this opportunity pass you by. Schedule your showing today!

206 W Liberty St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$179,000
3 Beds 1 Baths
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

$365,000
5 Beds 3 Baths
PRIME INVESTMENT OPPURTUNITY! Recently renovated (including plumbing and electric) in 2025, this triplex is a rare opportunity in the heart of downtown Oakland, MD. With three separate units, you'll have the potential for three streams of rental income from one property. Buyer could live in one unit and rent the other units out to help offset mortgage costs! Whether you're a seasoned investor or just getting started, this turnkey property offers updated finishes, strong income potential, and a prime location just steps from shops, restaurants, and everything downtown has to offer. Top floor is 1-bedroom and 1-bathroom. Middle floor is 2-bedroom and 1-bathroom. Bottom floor is 2-bedroom, 1-bathroom and has a laundry hookup. Contact me today with any questions or to schedule a time to tour the property!

615 E Oak St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$459,900
3 Beds 2 Baths
Assumable 2.75% VA loan 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 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 get lost in the surroundings. The view stretches out far enough to make your cup of coffee 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 anyone who wants fresh vegetables all summer long. This is 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:

$799,000
4 Beds 4 Baths
LAKEFRONT 4BR, 3.5BA log home with over 3300sf and 4.35 acres of privacy! Lovingly maintained property with gorgeous views of the 10 acre lake from almost every room in the house! Peaceful surroundings with towering mature trees and just enough yard space in a very laid back, rural setting near Herrington Manor and Swallow Falls state parks. If that weren't impressive enough, Meadow Lake Estates community is adjacent to 598 acres of DNR / state land fronting on the Youghiogheny River. Set up for one level living - bedroom suite and laundry room on first floor. Features include whole-house generator, wood-burning fireplace, a recently finished basement adding a game room and a fourth bedroom, front and rear decks (trex on back deck), covered porches, fire-pit, wrap-around driveway and a spacious loft that serves as a third living room. Must see to appreciate the solitude of this fantastic home! Furnishings negotiable. Short term rentals are not permitted in this community.

325 Markwood Dr, Oakland

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

$2,925,000
4 Beds 4 Baths
A rare opportunity to own a lakefront property in the Blakeslee. Located in one of best coves and communities on Deep Creek Lake, the 4 bedroom, 3.5 bath property offers the perfect home and lot package for the best in lakefront living. The 1+ acre wooded property with 150' of premium frontage was the first building site purchased when the development opened . The gently sloping wooded sunset facing lot provides easy access to the lake and dock areas. The current owners have added multiple landscape upgrades including paver stone walkways along with lakeside picnic and fire pit areas. A paved circular driveway provides easy year round access from the street. With lake and summer sunset views from nearly every room, the well designed home offers an open floor plan featuring plenty of window coverage. The main level offers a recently upgraded kitchen and lake facing eating area. A large lake facing great room with fireplace adjoins a cozy family room with its own fireplace and direct deck access. The recently added primary bedroom suite includes a spacious bedroom, luxurious bath, 2 walk in closets and a bonus room currently used as an office. The second floor includes a second primary suite and two spacious bedrooms along with a loft. There is also a lower level with a room that could be a game and or work out area. Many would consider the recently added lakeside covered porch with impressive wood fireplace their favorite spot. It offers direct access to the new deck and primary suite. The property also offers an attached 2 car garage and a detached 24 x 24 garage with plenty of interior height for boat and or tall vehicle storage. Additional upgrades and features includes the addition of a detached 2 car garage, complete deck replacement, whole house generator, replacement and updated HVAC and security systems. The roof shingles have also been recently replaced . Blakeslee is considered by many to be the finest community in the Deep Creek Lake area. The developers believed quality was more important than quantity and designed a community with great amenities and over 100 acres of open space that is restricted from additional development. Blakeslee has also attracted a healthy mixture of full time and vacation owners. The self managed community offers many unique amenities. These amenities include a community center with indoor heated pool, locker rooms, kitchen and decking. Two tennis courts along with a basketball and pickleball courts are well maintained . A multipurpose field is available for outdoor games. A trail system runs through the wooded areas for area residents. Other important features include a storage areas for boats and trailers along with a dedicated trash removal area. It all adds up to a a great opportunity to experience all the benefits that home ownership in the Deep Creek Lake area has to offer. Schedule your showing today as homes for sale in this community typically don't last long.

255 Thornberry Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$1,450,000
3 Beds 2 Baths
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:

$775,000
5 Beds 5 Baths
One-of-a-kind Youghiogheny riverfront estate offering 224 feet of water frontage . Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to ceiling fireplace, log accent walls and exposed beams. Features include multiple fireplaces (wood & gas), Andersen doors & windows, trex decking, hardwood floors, metal roof, custom cabinets in kitchen & bedroom suites, eat-in kitchen, and sold furnished! Enjoy a picturesque setting in a riverfront setting with NO HOA restraints for this home. Seller also offering an adjacent unbuilt riverfront lot (#9) for $175,000 MLS #MDGA2012380

251 Robinwood Dr, Oakland

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

$875,000
4 Beds 3 Baths
4BR/3BA lake access home on Skippers Point WITH dock slip! One-level living in a private setting near the deep waters of Deep Creek dam. Features include an attached, over-sized 2 car garage with 2nd floor storage, whole house generator, electric vehicle charger, stacked stone exterior, mud room. hardwood floors and solid surface countertops throughout kitchen and bathrooms. Enjoy a huge master suite with walk-in closet, oversized tub and multiple sinks, as well as three other spacious bedrooms, multiple living rooms, stone fireplace, ample storage and an open kitchen / dining area, perfect for entertaining. Designed with outside living in mind, there is a courtyard feeling to the back yard, hardscaping surrounding an outdoor firepit, deck and partially covered porch - all under mature hardwoods and pine trees. Owner attention to detail throughout and a well-maintained home all around. The community lake access area is a short distance away, offers 2.25 acres of common area and nearly 200 feet of waterfront frontage!

37 Skippers Point Rd, Oakland

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

$350,000
5 Beds 3 Baths
Completely rebuilt and beautifully renovated 5 bedroom 3 bathroom home! Welcome to this stunning 5-bedroom, 3-bathroom home that has been completely transformed from top to bottom with exceptional craftsmanship and modern finishes. Offering the charm of a classic home with the peace of mind of virtually all-new construction, this property is truly move-in ready. Major updates include a new high-efficiency central HVAC system, all-new plumbing, new electrical wiring, and a new gas line. The home also features new exterior and interior wood framing, professionally waterproofed basement, and complete whole-house insulation, providing comfort and energy efficiency year-round. The exterior has been beautifully updated with new wood siding and hardie siding, new energy-efficient windows, new exterior doors, new trim, and a new rear porch, creating outstanding curb appeal and outdoor living space. Inside, you'll find a bright, open layout with new drywall, beautiful hardwood flooring, stylish lighting throughout, and a fully renovated interior. The gorgeous kitchen boasts brand-new appliances, modern cabinetry, and updated finishes, while all three bathrooms have been completely remodeled with contemporary fixtures and finishes. This is a rare opportunity to own a home where nearly every major component has been replaced, offering years of worry-free living. Combining timeless style, modern amenities, and quality construction, this exceptional home is ready for its next owner.

112 E Pennington St, Oakland

Listing courtesy of Lake Homes Realty, LLC. Contact: 8665253466

$599,000
Lot C – 97.57 Acres barn & ponds. | Oakland, Maryland. Discover 97.57 breathtaking acres just 10 minutes from Deep Creek Lake. This exceptional property offers a rare combination of natural beauty, privacy, and convenience, making it an ideal setting for a private estate, recreational retreat, or investment opportunity. The landscape is highlighted by two natural spring-fed and creek-fed ponds, where marsh grasses, lily pads, and visiting waterfowl create a peaceful setting year-round. Majestic oak trees with sprawling canopies provide shade across the open pastures, while towering pine trees line the property's borders, offering privacy, a natural windbreak, and vibrant evergreen color in every season. With access from Garrett Road (Old Garrett Farm), the property is easy to reach while maintaining a secluded feel. Outdoor enthusiasts will appreciate the abundant wildlife, making this a true nature lover's and hunter's paradise. Elevated terrain showcases stunning mountain views overlooking the valley below, creating unforgettable vistas in every direction.

97 acres Lot C Garrett Road, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$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:

$998,000
6 Beds 5 Baths
Luxury Living Meets Timeless Country Charm! Perfectly positioned on 10.33 picturesque acres between Oakland and Deep Creek Lake, this exceptional 6-bedroom, 4.5-bath home offers the ideal blend of refined comfort, modern updates, and peaceful privacy. Step inside to discover an inviting open floor plan highlighted by soaring wood ceilings, a dramatic floor-to-ceiling stone fireplace, and expansive windows that fill the home with natural light while showcasing the serene surroundings. The beautifully updated kitchen is designed for gathering, featuring granite countertops, abundant cabinetry, stainless steel appliances, and a spacious island that flows seamlessly into the dining and living areas. With six generously sized bedrooms and four-and-a-half baths, there's room for everyone to relax in comfort. Thoughtful upgrades throughout the home provide a fresh, modern feel while maintaining the warmth and character of this impressive property. Outside, your own private retreat awaits. Spend summer days enjoying the heated in-ground swimming pool, entertain on the expansive rear deck, or simply unwind while taking in the views of the park-like backyard. The sprawling acreage offers plenty of room for recreation, gardening, or simply enjoying the beauty of nature. Completing the property is a 3-car attached garage, offering ample space for vehicles, outdoor gear, and storage. Conveniently located just minutes from Deep Creek Lake, Wisp Resort, restaurants, shopping, and Oakland's historic downtown, this remarkable home delivers the perfect balance of luxury, convenience, and country living. Whether you're searching for a full-time residence or a private retreat near Maryland's premier four-season destination, this extraordinary property is one you won't want to miss.

17240 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$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:

$737,500
4 Beds 4 Baths
Experience the best of Deep Creek Lake living in this thoughtfully designed 4 bedroom, 3.5 bath home located in the highly desirable Mountainside community. Combining quality craftsmanship with inviting living spaces, the well planned floor plan maximizes both comfort and functionality. Situated on over an acre, the expansive outdoor living area features a wrap around porch and private hot tub, creating the perfect setting for relaxing, gathering with family and friends, or enjoying the beauty of every season. With a history of strong vacation rental performance, this property offers an outstanding opportunity as an investment, second home, or full time residence. Enjoy community amenities including tennis courts, basketball court, lake access, a clubhouse, and the opportunity to participate in an annual dock slip lottery. Conveniently located just minutes from Deep Creek Lake, Wisp Resort, restaurants, and shopping, this home offers easy access to year round recreation while providing the peace and privacy of mountain living. Whether you're seeking a personal retreat, a full time residence, or a proven investment property, this Mountainside gem is ready to be enjoyed.

941 Mountainview Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$259,900
3 Beds 2 Baths
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:

$595,000
2 Beds 2 Baths
Ultimate lakefront living awaits at Red Run! This stunning 2-3BR, 2BA condo features a second-floor loft and a versatile den easily used as a 3rd bedroom. Enjoy breathtaking lake views from your gorgeous primary suite and private lakeside balcony. Extensively upgraded with a extensively upgraded kitchen boasting granite countertops and soft-close cabinetry, a newly remodeled laundry room with a new water heater and sink, an upgraded electrical panel, and premium cement-backed luxury vinyl plank flooring for ultimate durability. Stunning new shiplap ceilings with recessed lighting illuminate the freshly painted main living spaces, complete with a cozy wood-burning fireplace. Includes an assigned deep-water boat slip, outdoor storage, and access to 11 acres of incredible amenities: a heated pool, tennis courts, playground, kayak racks, and a stone fire pit. Major community updates include a new metal roof and resurfaced courts. Just minutes from downtown Oakland, Garret Cinemas, and shopping! Seller will sell his 2011 Sea Ray 195 with 4.2 L EFI engine for $4500.00 OBO "As=Is " see photos and dock slip

193 Red Run Rd Unit #1-B-3, Oakland

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

$1,200,000
2 Beds 3 Baths
A Rare Fine Indeed! The private, end of the road farm is located in the much-desired Pleasant Valley area of southern Garrett County, MD. Built in 1933 and remodeled in 2020, this farmhouse is a must see. The inviting living area is complemented by a wood burning stove, while a LP gas furnace provides hot water radiant heat throughout the home. The kitchen features concrete countertops and is highlighted by an antique two-bowl porcelain sink. The two bedrooms have walk-in closets. This 64 +/- acre property has approximately 40 +/- acres of tillable land and there is an additional 9.44 +/- acres that is subject to a CREP/Conservation Easement where 4100 trees were planted (9 Different species). This property is an AUCTION and ENDS on July 27th at 7PM EST. Whether you're seeking a full-time residence or a vacation getaway, this property captures the best of both worlds. Great area to ride your ATV's and if you're a hunter has whitetails on the property. The property features a 40-foot x 76-foot barn with approximately 5900 Sq. Ft of area inside. Plenty of room for hay, grains or storage for your equipment. Come and enjoy the COUNTRY!

826 G Swauger Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact: