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47 Holy Cross, Oakland
$6,499,900
7 Beds ⋅ 9 Baths
Luxury lakefront living at its peak. This 11,417 sq ft masterpiece sits on 1.65 acres in The Reserve at Holy Cross with 345 feet of Deep Creek Lake frontage and an engineered DNR-approved sea wall. Crafted in 2016, the home features timber-framed vaulted ceilings, wide-plank hardwood floors, and panoramic lake views from nearly every room. The commercial-grade kitchen anchors the main level with a sprawling island, Wolf range, and access to a four-season room that opens fully to the outdoors through custom bi-fold doors. The main-level primary suite spans nearly 900 sq ft with a private balcony, soaking tub, his-and-her vanities, and a massive walk-in closet. Enjoy five fireplaces, an indoor pool with fountains and a full bath, and three levels of outdoor living, including an outdoor kitchen, built-in hot tub with gazebo, outdoor shower, and deck drainage system to keep lower levels dry. Entertain with ease in the rec room with an industrial-style bar, climate-controlled wine cellar, and fully equipped gym. Three attached garages connect to a locker-style mudroom, with a lower-level garage ideal for a side-by-side or lake toys. Radiant heat, a whole-house generator, and three dock slips make this property as functional as it is flawless. A rare opportunity to own a true statement home in one of Deep Creek Lake’s most prestigious communities. Call today for your private tour!

47 Holy Cross, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

1909 Pysell Crosscut Rd, Oakland
$699,000
4 Beds ⋅ 5 Baths
Welcome to a private retreat on 4 acres with sweeping views and a large front yard, just minutes from Deep Creek Lake and Oakland. This 4-bedroom, 4.5-bath home has been carefully updated to balance comfort, practicality, and modern style. The main level features hardwood floors, radiant heat for added comfort, and open gathering spaces with quiet nooks for reading or hobbies. Upstairs, two primary bedrooms with private baths provide flexibility for family or guests. The full apartment-style basement includes its own kitchen, laundry, and heated floors, offering an inviting space for extended stays or independent living. Outdoors, a stamped concrete driveway leads to an oversized two-car garage, with additional garages and sheds for storage or projects. A fenced in-ground pool, hot tub, and wood decking create a welcoming space for entertaining and relaxation. With thoughtful upgrades throughout, extensive amenities, and close proximity to both town and lake, this property offers the best of convenience and privacy in one setting.

1909 Pysell Crosscut Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

718 Boy Scout Crosscut Rd, Oakland
$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:

3257 George Washington Hwy, Oakland
$400,000
Discover approximately 43.72 acres of beautiful mostly wooded land offering privacy, mountain views, and exceptional convenience. This expansive property provides easy access to both George Washington Highway and Garrett Highway, making travel simple while still feeling tucked away in nature. Set up with a well and septic system, this property is perfect to build your dream home with an already standing 50x70 shop with water and electric. The shop features 2 overhead doors both measuring 14x14. Located within a 30-minute drive of Deep Creek Lake and Wisp Resort, as well as sought-after West Virginia destinations such as Timberline, Canaan Valley, and Seneca Rocks, this land sits at the gateway to year-round outdoor recreation. Whether you’re dreaming of building a custom home, creating a private hunting retreat, or enjoying forested terrain for hiking, this property delivers the space and setting to make it possible. A rare opportunity to own a large, scenic tract with both seclusion and accessibility. Explore the potential and imagine what you could create here.

3257 George Washington Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

112 E Pennington St, Oakland
$325,000
5 Beds ⋅ 3 Baths
Price drop!! Close to the hospital and schools. 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:

4866 Cranesville Rd, Oakland
$269,000
3 Beds ⋅ 2 Baths
Welcome to 4866 Cranesville Road! This 3-bedroom, 2-bath, one-level home offers comfortable living with recent updates throughout, while still maintaining the character of the original home. The layout provides convenient one-floor living and plenty of practical space for everyday life. Outside, the property truly stands out with a large driveway and an impressive detached 3-car garage/shop, offering abundant room for vehicles, storage, hobbies, projects, or a home workshop. Bordering nature conservancy, this home offers a private setting that eliminates the possibility of future development nearby. Located along Cranesville Road, you are just minutes from Oakland MD, Deep Creek Lake, and all of Garrett Counties most popular attractions. If you’re looking for a move-in-ready home with exceptional garage and workspace potential, this one is worth a look!

4866 Cranesville Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

961 Cedar Ln, Oakland
$255,000
4 Beds ⋅ 3 Baths
Tucked away in the woods on 1.72 acres, this stunning 4-bedroom, 2.5-bath mountain retreat offers privacy, comfort, and plenty of space to unwind. Step inside to find a warm and inviting main level highlighted by a stone fireplace, cozy dining area, and galley-style kitchen. Relax on the screened-in porch complete with a hot tub under roof, perfect for year-round enjoyment. The finished basement is an entertainer’s dream, featuring a pool table, wood stove, mudroom, half bath, and a bedroom with its own attached full bath—ideal for guests. Additional features include an attached 1-car garage, carport beneath the covered deck, and a layout designed for both everyday living and mountain getaways. Lovingly maintained and in excellent condition, this home combines rustic charm with modern comfort in an incredible setting. Located within the gated recreation community of Yough Mountain Resort, you'll have access to over 50 miles of ATV, snowmobile, and hiking trails, as well as river access, fishing, and hunting. For those seeking even more adventure, Deep Creek Lake, the town of Oakland, Swallow Falls, and Herrington Manor State Park are just minutes away, offering endless possibilities. Call today!

961 Cedar Ln, Oakland

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

400 Bear Dr E, Oakland
$235,000
2 Beds ⋅ 2 Baths
Tucked away in the scenic beauty of Yough Mountain Resort, this exceptional 2-bedroom, 2-bath log cabin offers the perfect blend of rustic charm and modern comfort. Spanning two stories, this immaculately maintained home has seen thoughtful renovations in recent years, creating a warm and inviting retreat that’s move-in ready. Step inside to discover cozy living spaces ideal for relaxing after a day in nature, with classic log cabin character throughout. Whether you're looking for a peaceful weekend escape or a year-round getaway, this home delivers comfort, privacy, and timeless appeal. Surrounded by the natural beauty of Garrett County, Yough Mountain Resort is known for its expansive scenic views and outdoor lifestyle. Enjoy direct access to miles of trails perfect for hiking, biking, and ATV adventures—right from your doorstep. If you’ve been dreaming of a private mountain retreat where you can unwind, explore, and recharge, this beautifully updated cabin is your opportunity to own a piece of Western Maryland paradise.

400 Bear Dr E, Oakland

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

1021 E High St, Oakland
$234,000
3 Beds ⋅ 2 Baths
***BACK ON THE MARKET, don't miss this one a second time! Welcome home to this solid, ranch style home on one of Oakland's most convenient streets. Built in 1954, this 3-bedroom, 2-bath home delivers 1,520 sq ft of comfortable living, plus a partially finished full basement ready for your vision, whether that's a rec room, home office, or extra storage. The metal roof means peace of mind for years to come, and the outbuilding out back is a serious bonus, ideal as a workshop, hobby space, or additional storage. A paved driveway offers easy access and plenty of room for guests. Inside, the layout flows naturally with carpet and ceramic tile underfoot. The kitchen is fully equipped with refrigerator, electric oven/range, and dishwasher, and the main-floor laundry means one less trip up and down the stairs. It's a home that just works. Step outside your door and find shopping, parks, medical services, and local businesses all within easy reach and the outdoor recreation and natural beauty of the Deep Creek Lake area just a short drive away. This is the kind of neighborhood where people put down roots. Whether you're buying your first home, rightsizing, or anything in between, this one deserves a look. Schedule your showing today. (Note: Due to sudden change of Seller's circumstances, this will be a short sale.)

1021 E High St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

2918 Oakland Sang Run Rd, Oakland
$185,000
3 Beds ⋅ 1 Baths
This charming 3-bedroom, 1-bathroom ranch-style home in the desirable Oakland Sang Run Rd area near the Youghiogheny River offers a blend of modern upgrades and classic appeal. Recently renovated in 2022, the interior features an open floor plan with luxury vinyl tile flooring, built-ins, and a gourmet kitchen equipped with stainless steel appliances and upgraded countertops. Enjoy the convenience of main floor laundry and double-pane windows for energy efficiency. Set on a generous 4.88-acre lot, the exterior includes an outbuilding and a wood/metal shed, perfect for storage or hobbies. The property provides ample driveway parking and a serene outdoor space for relaxation. Located in a vibrant community, residents benefit from nearby parks, excellent schools, and convenient public services. This home is ideal for those seeking a peaceful retreat with easy access to local amenities. Don't miss the opportunity to make this property your own!

2918 Oakland Sang Run Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

40 Sunshine, Oakland
$159,000
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. All staged items included! All furniture conveys except the white shelf in the pantry. 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:

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