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1010 Holy Cross Dr, Oakland
$4,700,000
8 Beds ⋅ 9 Baths
ICONIC. A design masterpiece of stone and timber — a true Rex Anderson build that reflects the seamless merging of inspiration and architecture. Warm, and undeniably welcoming, this home stands as a statement of craftsmanship and vision. Discover a breathtaking blend of contemporary luxury and timeless timber frame construction, perfectly positioned for privacy within the prestigious Reserve at Holy Cross. Surrounded by soaring pines and set against the sparkling backdrop of Deep Creek Lake, this architectural gem offers a flawless fusion of indoor elegance and outdoor serenity. Step inside to soaring exposed beam ceilings, floor-to-ceiling windows, and open, airy living spaces. The great room centers around a striking floor-to-ceiling stone fireplace, complemented by handcrafted timber details and expansive glass doors that open onto a sprawling lakeside deck. The chef’s kitchen is a modern centerpiece, featuring high-end appliances, granite countertops, custom cabinetry, and a generous island perfect for gathering with family and friends. The primary suite is a luxurious retreat, a spa-inspired ensuite, and dream walk-in closet. Throughout the home, no detail has been overlooked — from hardwood trim, solid wood doors, all of which, are hand-selected finishes that speak to quality and intention. Additional features include a fully equipped home gym and an energy-efficient geothermal system, ensuring sustainable comfort year-round. Set on 1.3 acres with 160 feet of pristine waterfront, this exceptional property delivers both privacy and proximity to Deep Creek Lake’s finest amenities — from boating and skiing to dining and golf. This is more than a home. It’s a lifestyle. A statement. Welcome to your lakefront legacy.

1010 Holy Cross Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

1342 Stockslager Rd, Oakland
$2,350,000
6 Beds ⋅ 7 Baths
Experience unparalleled lakefront living in this meticulously maintained 6 bedroom en suite home! Designed with an open concept plan to maximize abundant natural light and effortless transition through the kitchen, living and dining areas. Beautiful cathedral ceilings enhance the floor to ceiling native stone fireplace. Your living areas flow out to the expansive outdoor decking and a comfortable screened 3 season room, perfect for relaxation & entertaining. For gathering of many guests, friends and family will enjoy all aspects of multiple living areas! Your lower level walk-out provides an additional paved patio area with oversized hot tub for year-round enjoyment! Take a stroll down the lighted path to the lakefront and revel in the beauty of the shores of Deep Creek Lake, while having fun on your private 2 slip dock. This home also has an attached 2 car garage with bonus room above. This provides additional sleeping accommodations with sitting area and full bath. A full list of upgrades & improvements is available for review. Make an appointment now to take a look!

1342 Stockslager Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

2411 Lake Shore Dr, Oakland
$2,217,500
5 Beds ⋅ 4 Baths
Elegant 5/6BR/4BA lakefront home with proven rental history (5 BRs for rental purposes), boasts a whopping 382 ft of waterfront, with a two slip dock. Ask listing agent for details of the dock arrangement. This home is NOT a member of the Edgewater HOA but is a member of the Edgewater Docks, LLC which gives it 2 boat slips. - 1.5 acres in total! Great lake views from most rooms, this centrally located beautiful home offers a contemporary lodge vibe - 3 stacked stone + wood burning fireplaces, beamed ceilings, wood floors and accents, a peaceful and quiet setting with just enough trees for privacy while maintaining excellent views of the water. Features include multiple master suites, custom tile bathrooms, eat-in kitchen, multiple living areas, attractive fixtures, and a unique design throughout. Magnificently maintained property boasts a wraparound lakefront deck, a bonus game room with fireplace and elaborate hardscaping designs while offering an otherwise low maintenance yard. Outdoor fire pit for relaxing evenings by the lake and a lower level game room only add to the value. Conveys mostly furnished. 2 paved parking areas, including a separate .10+ acre parcel with 30 ft waterfront (non-buildable). The home is NOT in Edgewater HOA, BUT it is a member of the Edgewater Docks LLC, for the convenience of the install and removal of the docks every year. Deep water access and wide views of the lake with western exposure from the house and dock. Must see!

2411 Lake Shore Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Taylor-Made Deep Creek Sales.

209 Glendale Rd, Oakland
$2,000,000
6 Beds ⋅ 5 Baths
If you're in the market for location, convenience, and rental income, this inviting 6 Bedroom 4.5 bath Lakefront home is calling for you! Located in the heart of the action on Deep Creek Lake, the 3 level chateau has been updated and upgraded both inside and out. Restaurants, the movie theatre, shopping and Deep Creek Lake State Park are all within walking distance. Offering an open layout with abundant glass, there is plenty of natural lighting throughout the floor plan. Two primary suites with cathedral ceilings and private baths along with 4 bedrooms offering direct bath access allows comfortable sleeping for 12 plus. The large great room with fireplace and cathedral ceiling features a beautiful wall of windows overlooking the lake. The adjoining kitchen and dining areas provide additional space for gatherings and meals. On the lower level, a family/game room with fireplace includes a second refrigerator and direct lower deck access. The newer two level decking system offers unobstructed views and direct hot tub and fire pit access. Great lake views are available from both levels providing beautiful sunrises and evening shade. For those looking for rental income, this property known as Stone Crest knocks it out of the park, averaging over $105,000 in annual gross rental income over the past 3 years.

209 Glendale Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

2725 Stockslager Rd, Oakland
$1,875,000
5 Beds ⋅ 7 Baths
Welcome to 2725 Stockslager Road, one of Deep Creek Lake's most coveted properties. This custom-built log home is set against a picturesque landscape in Western Maryland, offering breathtaking nature views and embodying mountain charm and adventure. This home showcases impeccable craftsmanship, seamlessly blending with its natural surroundings while providing unrivaled comfort. Nestled on 1.03 acres, it ensures abundant privacy and is just a short, level walk to lake access with a deeded dock slip. With soaring cathedral ceilings that bathe the interior in natural light, the home features four finished levels, providing generous space for everyone. The property itself boasts a luxurious soaking hot tub, sauna, multiple bars, a family room, game room, den, dual washers and dryers, bar areas, an exquisite outdoor fireplace, a new Blackstone grill, radiant floor heating, and a custom wine barrel deck firepit along with an attached two-car garage and a detached 2-car garage with unfinished loft space. Recently upgraded with several enhancements, this meticulously maintained home features fresh exterior staining, a Savant home control system, a house generator, a new alarm system, and two new hot water heaters and boiler for radiant floor heating. New outdoor furniture and LED lighting enhance the exterior ambiance. Inside, you'll find a warm and elegant atmosphere, featuring a native stone gas fireplace and custom touches that add rustic charm. Retreat to one of five en-suite bedrooms, each designed for maximum comfort with a private bath and a cozy fireplace. The loft area offers stunning views, perfect for entertaining or quiet relaxation. Don’t miss this rare opportunity to own a remarkable property that seamlessly combines luxury, comfort, and natural beauty in the prestigious Sandy Beach community of Deep Creek Lake. This residence epitomizes resort living. Schedule your private tour today to discover the pinnacle of Deep Creek Lake real estate. Adjoining lot is also included in the sale giving you an additional 1.03 acres of privacy.

2725 Stockslager Rd, Oakland

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

Selling Office: Railey Realty, Inc..

62 Duck Cove Rd, Oakland
$1,800,000
4 Beds ⋅ 4 Baths
One of Deep Creek Lake's most premium settings greets you on the point of this remarkable 4 bedroom, 4 bathroom lakefront home with 231' of level lakefront with eastern exposure, offering amazing sunrises looking down a long stretch of the lake toward Turkeyneck! 1 oversize attached garage space offers plenty of space for your vehicles on the street side and 2 attached garage spaces provide room for your lake toys on the lower level. An expansive deck provides plenty of room for outdoor entertaining, and multiple living spaces inside provide plenty of room for guests to enjoy their time at the lake. The Type A dock sits in deep water, great for swimming and enjoyment. The home sites on a private lane and is the next to last home on the street. The location is just minutes from all of the area's most desirable restaurants, golf courses and Wisp Ski Resort! Buydown has been purchased and conveys. Looking for an opportunity to own a premium waterfront home on one of the best settings at the lake? Call today to schedule a private tour!

62 Duck Cove Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

1544 Stockslager Rd, Oakland
$1,750,000
5 Beds ⋅ 4 Baths
Enjoy lakefront living at its finest in this beautifully remodeled home with a private dock. Thoughtfully updated with modern finishes including a kitchen remodel, new windows and doors, new upper balcony, new flooring throughout, and recently added mini splits on the lower level. This property offers stunning water views, an open-concept layout, five bedrooms (three of which are en suites), and two-family rooms. The exterior space offers seamless indoor-outdoor living that includes a built-in bar area with a Blackstone grill and a firepit area off the lower level, perfect for relaxing or entertaining. Whether you're seeking a full-time residence or weekend getaway, this home delivers the ultimate waterfront lifestyle.

1544 Stockslager Rd, Oakland

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

Selling Office: Railey Realty, Inc..

815 Chadderton School Rd, Oakland
$1,650,000
5 Beds ⋅ 4 Baths
Experience lakefront living at its finest in this exceptional 5-bedroom, 3.5-bath home offering over 4,600 square feet of living space on a private lot of more than one acre. Featuring an incredibly spacious primary suite on the main level, as well as an additional master suite on the second level, this home is ideal for both full-time living and hosting guests. Enjoy breathtaking lake views from nearly every angle, anchored by a stunning native stone fireplace and a spacious, well-appointed gourmet kitchen, perfect for entertaining. Outdoor living is unmatched with a three-tiered deck system with incredible views of the lake, outdoor fireplace, and a private walkway leading to approximately 125 feet of pristine lake frontage. A 2-car attached garage and an additional 3-car detached garage with an 18'X32" storage area on the second level provide ample space for vehicles, boats, and storage. With well and septic, propane forced-air heating with heat pump, and central A/C, this property offers comfort and efficiency year-round. Whether you’re seeking a primary residence, luxury vacation retreat, or rental/investment opportunity, this lakefront estate delivers the ultimate waterfront lifestyle. 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.

815 Chadderton School Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

2311 Boy Scout Rd, Oakland
$1,550,000
4 Beds ⋅ 3 Baths
Experience the best of Deep Creek Lake living from this private waterfront retreat tucked among mature trees on nearly an acre of land. With over 100 feet of lake frontage, a private Type-A dock, and a gentle distance to deep water, this property offers the kind of shoreline that's increasingly hard to find. Thoughtfully positioned to capture expansive lake views while preserving a sense of privacy, the home features a spacious rear deck perfect for taking in sunsets, entertaining guests, or simply enjoying the peaceful surroundings. Inside, warm wood accents, exposed beams, and an open-concept layout create a welcoming lakehouse atmosphere. The finished walkout lower level provides additional living and recreation space, making it ideal for hosting family and friends. Conveniently located near the area's most popular attractions, dining, and recreation, this well-cared-for home offers the perfect opportunity to enjoy Deep Creek Lake today while leaving room to make it your own for years to come.

2311 Boy Scout Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Taylor-Made Deep Creek Sales.

1001 Penn Point Rd, Oakland
$1,500,000
4 Beds ⋅ 3 Baths
Fully renovated 4BR, 3BA cottage with 118ft of prime waterfront, private Type A dock and BIG VIEWS of the water! Stylish finishes, high end materials and thoughtfully designed space translates to a modern dream lakehouse. Other features include a double-sided wood fireplace, whole house generator, hot tub, outdoor fire pit, beautiful landscaping, garden area, attached garage and recently constructed pergola. Conveys mostly furnished with high-end contents. Rare lot with open views that make it easy to keep an eye on your boat & dock area from the house along with a spacious waterfront area that doesn't feel crowded. Private setting in Penn cove yet close to some of DCL's best restaurants, entertainment and shopping.

1001 Penn Point Rd, Oakland

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

Selling Office: Railey Realty, Inc..

670 Woodlands Hill Ln, Oakland
$1,450,000
5 Beds ⋅ 5 Baths
Experience what may be the most spectacular view in all of Deep Creek Lake! Perched in an extraordinary setting, this exceptional Yellowstone Log Home showcases breathtaking panoramic water views that create a true “top of the world” feel. Designed to capture the scenery from every angle, the main level features an open-concept layout with soaring natural light, a stunning stone fireplace, luxury kitchen, spacious primary suite, and a beautiful three-season room with its own stone fireplace. Step outside to the expansive deck—perfect for entertaining, relaxing, and taking in unforgettable sunsets. The loft offers flexible living space ideal for an office, rec room, or additional lounge area. Downstairs, the finished lower level includes a second family room with stone fireplace, an additional primary suite, two more bedrooms, full bath, and walk-out access to a covered patio. The impressive 40’ x 28’ detached garage provides three bays of storage plus finished living space above with a bedroom suite, living area, bunks, and private deck overlooking the lake. Projected to do over $75,000/year in rental income! A rare opportunity to own one of Deep Creek Lake’s most unforgettable vantage points—where luxury, space, and unmatched scenery come together.

670 Woodlands Hill Ln, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

17848 Garrett Hwy, Oakland
$1,450,000
Prime Commercial Opportunity – The Garrett Inn 5.76 Commercial Acres Near Deep Creek Lake! Exceptional commercial investment opportunity featuring The Garrett Inn, a well-established and immaculately maintained 10 Room motel property just minutes from Deep Creek Lake’s year-round recreation. The property includes a beautifully kept 3-bedroom, 1.5-bath owner’s residence (could also be rented out if the new buyer's do not need to live on property) and attached motel office, offering a spacious kitchen, dining area, and lower-level family room. The residence connects directly to 10 spacious motel guest rooms. Each tastefully decorated and fully equipped with large TVs, mini-refrigerators, coffee makers, and full-size bathrooms. The motel enjoys over 80% occupancy, reflecting its strong reputation and consistent demand. Guests benefit from a centrally located ice and refreshment room, while the property also features a separate 2-bedroom 1-bathroom rental cottage for additional income. Situated on 5.76 acres, the property offers approximately 4 acres of undeveloped land behind the motel, creating outstanding commercial expansion potential—ideal for short-term rental cabins, additional motel units, storage units or potential lot development (subject to local zoning approvals). Additional features include two detached garage/storage buildings and a highly convenient location with restaurants and shopping directly across the street. A rare opportunity to own an established hospitality property with strong income, expansion potential, and prime access to Deep Creek Lake attractions.

17848 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

2332 Paradise Point Rd, Oakland
$1,425,000
3 Beds ⋅ 2 Baths
A rare opportunity to own one of Deep Creek Lake’s most exceptional lakefront settings—this property is all about the lakeside. Featuring an impressive 127 feet of premium, level lakefront, the grounds are wide, open, and beautifully parklike, offering effortless access to the water and expansive views across the entire southern portion of the lake. Positioned near the end of the highly desirable Paradise Point, the setting delivers both privacy and breathtaking panoramic scenery. The property also includes the buy-down parcel and is eligible for a private Type A dock, making it ideal for maximizing your lakefront lifestyle. The home itself is a classic 1959 lake cottage with 3 bedrooms and 2 full baths, full of Deep Creek character and ready for its next chapter. Recent updates include a newer roof, siding, and vinyl windows. With public sewer already in place, the property offers incredible flexibility—enjoy and renovate the existing cottage or design and build your dream lakefront retreat. Additional features include a detached 2-car garage, paved driveway, and a county-maintained, no-thru street that enhances the peaceful, low-traffic setting. With no HOA dues or restrictions, you have the freedom to create the lake property you’ve always envisioned. Properties with this combination of level, usable lakefront, sweeping views, and building potential are increasingly hard to find—this is a true Deep Creek Lake gem.

2332 Paradise Point Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

12743 Garrett Hwy, Oakland
$1,250,000
Opportunities like this don't come around often. One of Oakland's most well known commercial plaza's is now available. 2 income producing commercial rental buildings with over 30,000 square feet of space. Also included in the sale is a very profitable liquor store business, as well as approximately 1.82 acres of undeveloped land and a single unit apartment. P&L's for the plaza as well as the liquor store are available with a signed NDA.

12743 Garrett Hwy, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Unrepresented.

211 High Point Ridge Rd, Oakland
$1,200,000
4 Beds ⋅ 4 Baths
Once in a lifetime opportunity to own one of Maryland’s most distinctive homes. Built in 2019, this fully custom modern home is located on the highest elevation building lot in the state of Maryland, making it the highest elevation home in the state at over 3300 feet above sea level. Designed to take full advantage of the setting, the property offers incredible panoramic views stretching across the rolling hills of Western Maryland and West Virginia looking out towards Canaan Valley and Timberline Resorts. The home features clean modern design, high-quality craftsmanship, and a private mountain setting unlike anything else on the East Coast. Tall ceilings provide a grand feel throughout the entire home. Equipped with a backup generator for even the harshest of weather conditions. Within 25 minutes to Thomas/Davis, WV and Oakland, MD. Whether you are an avid outdoor enthusiast looking to capture all that the resort towns have to offer close by or simply looking for one of the best views on the East Coast, this home is sure to check many of the best boxes. Don't miss this rare opportunity to own a truly one-of-a-kind property in the mountains of Garrett County, MD. Call today!

211 High Point Ridge Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

209 Black Angus Dr, Oakland
$1,200,000
2 Beds ⋅ 2 Baths
Beautiful and peaceful describes this 2 bedroom 2 bath retreat. Situated on 200' of prime lakefront this property is tucked away at the end of a gently sloping lane. The inviting setting includes a tennis/sport court with potential for pickle ball and just about any other outdoor activity you can think of. The property qualifies for a private type A dock and is located in a non-vacation rental community.

209 Black Angus Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

3898 Underwood Rd, Oakland
$1,200,000
4 Beds ⋅ 6 Baths
Unique luxury home on 23 acres with 360 degree views of Pleasant Valley. 5,100 + SQ. FT. 4 ensuite bedrooms, 2 additional powder rooms, formal living room/ballroom, informal living room, sunroom, den, pantry and large dine in kitchen. 4 fireplaces. full basement, 3 car attached garage. Whole home generator. Everything in this home is first rate. A must see for the discerning buyer

3898 Underwood Rd, Oakland

Listing courtesy of Custer Realty & Auction. Contact:

Selling Office: Unrepresented.

248 Tarn Dr, Oakland
$1,125,000
6 Beds ⋅ 6 Baths
Brand new construction in the desirable Mountainside community! This thoughtfully designed 6-bedroom mountain retreat offers 4 spacious primary suites, blending modern mountain style with functionality and comfort throughout. The open floorplan features vaulted ceilings, luxury finishes, quartz countertops, and multiple gathering spaces designed for entertaining and relaxation alike. Enjoy cozy evenings around the two indoor fireplaces or take in the mountain air beside the fireplace on the expansive outdoor living area. Quality craftsmanship and attention to detail can be felt throughout the home. Community lake access and clubhouse amenities included, along with the opportunity to enter the annual dock slip lottery. Just minutes from Deep Creek Lake, Wisp Resort, restaurants, grocery stores, and local attractions. An exceptional opportunity to own a brand new Deep Creek Lake getaway!

248 Tarn Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

588 Lake Forest Dr, Oakland
$1,065,000
3 Beds ⋅ 2 Baths
Welcome to Cabin Dreams — a charming rustic lakefront retreat with 134’ of beautiful, gently sloped lake frontage on Deep Creek Lake. Facing the sunrise with an inviting sandy shoreline, stunning lake views, and private Type A dock, this 3-bedroom + loft, 2-bath getaway offers the perfect blend of relaxation and adventure. Inside, warm wood accents, hardwood floors, mini-split AC/heating units, and a soaring stone wood-burning fireplace creates a warm mountain-lake atmosphere. The open living, dining, and kitchen areas flow seamlessly to the expansive lakeside deck, where you can relax in the hot tub (new in 2025) or take in peaceful morning views over the water. A screened porch offers the perfect spot for coffee, quiet afternoons, or evening conversations. Outside, enjoy easy access to the lake and dock, a lakeside firepit, and plenty of room to gather with family and friends. Currently a successful vacation rental, this property offers excellent investment potential while also serving as an ideal private getaway. Experience the best of Deep Creek Lake living in this classic waterfront cabin retreat.

588 Lake Forest Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Taylor-Made Deep Creek Sales.

2849 Shingle Camp Rd, Oakland
$1,050,000
3 Beds ⋅ 2 Baths
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 w/ 2,034 finished square ft of living area, featuring 100 feet of lake frontage, beautiful sandy shoreline, 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

2849 Shingle Camp Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Taylor-Made Deep Creek Sales.

1250 Pergin Farm Rd, Oakland
$975,000
3 Beds ⋅ 3 Baths
Frank Lloyd Wright-inspired architecture meets private Deep Creek Lake living. This one-of-a-kind home with various floor & ceiling elevations, showcases exposed barn beams, walls of glass, and a design that seamlessly blends indoor and outdoor spaces while capturing stunning lake views. The cathedral-ceiling living area features a picture-perfect lake view and a breathtaking floor-to-ceiling double-sided stone fireplace shared by the living room and a charming intimate den with a wet bar. The unique architectural design continues into the kitchen, where exposed beams, floor-to-ceiling glass, and skylights create a stunning space that lets the outdoors in. A room made for entertaining your family and friends. The floor plan offers three distinctive bedrooms and 2½ baths. The spacious primary suite features a private deck, creating the perfect retreat to enjoy the peaceful surroundings. Just off the primary bedroom is the laundry room with a built-in desk area. Outside, enjoy the spacious, multi-level decks, fire pit area, covered porch, storage shed, and an attached garage. Located in the sought-after Pergin Farm community, this exceptional property includes a dock slip in Pergin Cove. Architectural character, stunning lake views, and an unbeatable location make this home a true gem and a rare opportunity to own something truly special.

1250 Pergin Farm Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

137 Paradise Gardens Rd, Oakland
$950,000
4 Beds ⋅ 2 Baths
Remodeled 4BR/2BA lakefront A-frame with two deep water dock slips! Impressive renovation from top to bottom, this home has everything you are seeking in a vacation home AND a huge, fenced in yard surrounded by massive trees, fire pit and storage building. Features include a massive stone fireplace (wood burning), hot tub with lake views, large kitchen with island, custom tile showers & bathrooms with cedar accents, stylish bedrooms & decor, wet bar in rec room, recently replaced deck with covered concrete patio, spacious bedrooms, whole house dehumidifier, mini-splits and some handicap accessible features. Enjoy filtered water views though its a commanding view of your surroundings from a mountaintop perch. Located at the end of a peaceful cul-de-sac with minimal traffic but also centrally located to all lake activities. Sold furnished! Established vacation rental - 'Fox Den'

137 Paradise Gardens Rd, Oakland

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

Selling Office: Railey Realty, Inc..

1295 Mountainview Dr, Oakland
$920,000
4 Beds ⋅ 3 Baths
Welcome to this breathtaking chalet-style home with views of the lake, updated interior, and a separate apartment! Being offered fully furnished, the property has 5 bedrooms, 4 baths, and amazing outdoor spaces. The main level features an updated kitchen with Subzero refrigerator, Wolf range, seamless countertops with matching backsplash; soft-close cabinetry; deep undermount sink, and wine cabinet; adjacent spacious dining area; stunning family room with vaulted ceiling, outdoors vistas through floor-to-ceiling windows and sliding doors, and a massive wood-burning fireplace with custom mantle; a primary suite with roomy, updated bathroom (multiple shower heads) and gigantic closet with built-ins; mudroom/storage/pantry area; and a wrap-around deck. The upstairs loft boasts a private bedroom with vaulted ceiling and walk-in closet; bath with double sinks, shower, and jetted tub; finished storage under the eaves; and a view across the length of the house to Deep Creek Lake. Highlights of the lower level are another huge entertaining space with updated gas fireplace, a wet bar, new carpet, and high-end pool table (conveys); two private bedrooms; renovated full bath; and sliding doors that open to an outdoor guest-ready area. Step outside and above the garage to find a large, airy apartment with living area, full kitchen, bedroom and bath. The two-car garage has extra storage space for outdoor gear! Behind the garage is a private backyard retreat with new fire pit and a peaceful view of woods and wildlife. From the front decks, seasonally, watch the light dance on Deep Creek Lake. Furnishings convey if desired by the buyer! Kayak slip at the lake has been paid for the year and conveys to the buyer. This is the perfect multi-season retreat!

1295 Mountainview Dr, Oakland

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

Selling Office: Long & Foster Real Estate, Inc..

208 Cliff Dr, Oakland
$893,000
4 Beds ⋅ 3 Baths
Picture perfect, private and wooded mountain retreat featuring lake access in a prime location close to all area amenities!   Seasonal lake views!  This highly desirable property offers the opportunity to walk to your dock featuring TWO slips for your use. A two-minute walk at the end of the quiet road leads you to the property's deeded lake-front land and two dock slips. Nestled among the mountains, the home combines a private, peaceful setting with convenient access to everything the area has to offer. Inside, the open floor plan is filled with natural light and creates an inviting space for gathering and entertaining. The home features 4 bedrooms and 3 full baths, providing plenty of room for family and guests. Enjoy relaxing evenings in the hot tub or around the outdoor firepit after a day on the lake. Recent improvements include a new roof, beautiful hardwood flooring, Culligan water filtration/softening system, new kitchen countertops and sink, and a new hot water heater installed in winter 2026. Turnkey with newer furnishings, beds and washer/dryer. Thoughtfully updated and well maintained, this property is ready to enjoy as a full-time residence, vacation getaway, or investment opportunity. Currently a Vacation rental "Swimming Bear Lodge"

208 Cliff Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Taylor-Made Deep Creek Sales.

8 Hidden Cove Ct, Oakland
$880,000
4 Beds ⋅ 3 Baths
Welcome to your perfect Deep Creek Lake retreat—where lake and mountain views, modern comforts, and year-round recreation come together. This beautifully maintained 4-bedroom, 3 full bath home offers nearby lake access with a full-time boat slip, making it ideal for both relaxation and adventure! The main level is filled with natural light thanks to an abundance of windows and doors, highlighting the spacious open floor plan. The inviting living room features a stunning stone fireplace and flows seamlessly onto a large deck facing the lake—perfect for entertaining or unwinding at sunset. The kitchen is equipped with upgraded countertops, newer stainless steel appliances, and the entire level is complemented by newer luxury rustic flooring throughout. You’ll also find a convenient laundry room with pantry storage and a main-level bedroom with full bath. Upstairs, the expansive primary suite offers a private bath and a peaceful escape. The lower level is designed for fun and functionality, featuring a large family/recreation room complete with a pool table and wet bar, two additional bedrooms, and another full bath. Step outside to the lower porch and enjoy the spacious yard spaces, including a newer professionally landscaped fire pit area in the back yard that creates the perfect setting for memorable evenings under the stars. Recent upgrades include newer siding areas, HVAC system, hot water tank, and water conditioning equipment, along with two high-efficiency heat pump air handlers serving the lower level for added comfort and zone control—offering peace of mind for years to come. The paved driveway and large storage shed add to the home’s practicality. Located in the desirable Heron Cove community with paved roads, tennis court, and scenic walking trails through protected wooded common areas, you’ll also enjoy access to a nearby lakefront community beach area in a quiet no-wake cove—ideal for easily docking your boat, swimming and paddle boarding. A great added convenience for buyers: the sellers are willing to leave the golf cart with the property, and the neighborhood permits golf cart parking in the designated area near the docks. This is a wonderful feature for families with boats or children enjoying the beach area, making trips between the home and the lake easy and hassle-free without concern about the distance. All of this in a central Deep Creek Lake location, just minutes from local restaurants, marinas, shops, and Wisp Ski Resort. Whether you’re seeking a vacation home, or investment property, this lake-area gem has it all.

8 Hidden Cove Ct, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

37 Skippers Point Rd, Oakland
$865,000
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:

Selling Office: Railey Realty, Inc..

62 Whispering Pines Ln, Oakland
$850,000
4 Beds ⋅ 4 Baths
Tucked away on just over 7 acres of serene, wooded privacy, this stunning custom Yellowstone log home offers the perfect blend of rustic charm and modern comfort—just minutes from Swallow Falls State Park and only 10 minutes to Deep Creek Lake and Wisp Resort. The inviting open main level is designed for effortless entertaining, highlighted by a warm gas fireplace in the family room, a spacious rear deck, and a relaxing screened-in Florida room where you can enjoy the peaceful natural surroundings year-round. A main-level primary suite features a beautifully appointed, high-end shower for a true retreat experience. Arrive home via the circular driveway to a large parking area and oversized two-car attached garage, offering convenience for family and guests alike. Upstairs, you’ll find three additional bedrooms, two full bathrooms, and two versatile flex spaces—ideal for a home office, media room, playroom, or extra sleeping areas. Whether you’re seeking a full-time residence, vacation getaway, or investment opportunity near Deep Creek Lake’s most popular attractions, this exceptional log home delivers space, privacy, and timeless mountain appeal in an unbeatable location.

62 Whispering Pines Ln, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

34 Hooppole Ct Unit B-1, Oakland
$829,000
3 Beds ⋅ 2 Baths
Welcome to 4 Hooppole South, located in one of Deep Creek Lake’s original premier lakefront townhome communities. Set on over 10 acres of beautifully maintained, parklike common grounds, this sought-after community offers private swim and beach areas, a basketball court, tennis court, tot playground, and community center. Unit B-1 is a rare and highly desirable end unit, just steps from the lake, and includes a dedicated boat slip along with convenient access for kayaks, canoes, and wave runners. This 3-bedroom, 2-bath home features an upper-level primary suite with cathedral ceilings, creating a bright and airy retreat. The main living area is equally impressive, showcasing cathedral wood ceilings that add warmth and character throughout the space. Enjoy a wraparound porch overlooking the lake, offering stunning views and the perfect setting for relaxing or entertaining. Extensively remodeled, the home includes granite countertops, wood and tile flooring, and an A/C split unit for added year-round comfort.

34 Hooppole Ct Unit B-1, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Railey Realty, Inc..

39 Leo Friend Rd, Oakland
$815,000
3 Beds ⋅ 4 Baths
Stunning split lakefront retreat with sweeping views and Type-A dock. Experience exceptional lake life in this beautifully maintained one owner home offering breathtaking lake views and timeless craftsmanship in a serene landscaped setting. This impressive 3 bedroom 3.5 bathroom residence welcomes you through an elegant foyer with soaring cathedral ceilings and a striking oak staircase that sets the tone for the home’s warm refined character. Nearly 4,000 sq ft of thoughtfully designed living space is wrapped in a classic stone exterior that blends seamlessly into its natural surroundings. The main living area offers a cozy yet grand atmosphere with a stunning stone fireplace perfect for crisp mountain evenings while the adjoining dining area opens through sliding glass doors to a charming patio ideal for entertaining or simply enjoying the peaceful lake backdrop. The lower level is built for gathering and entertaining, featuring a spacious recreation room with a rustic stone wet bar. A generous 13 x 16 den currently used as a 4th bedroom adds flexible living space for guests or hobbies. Outdoor living shines just as brightly with a welcoming front patio offering another peaceful advantage to take in the lake views while just across the street you’ll find your private dock area complete with storage shed firepit and Type A dock providing effortless access to the water and endless opportunities for lakeside enjoyment. Blending comfort space and true lake living this exceptional property is the perfect retreat for making lasting memories. Schedule your showing today!

39 Leo Friend Rd, Oakland

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

Selling Office: Lake Homes Realty, LLC.

891 Mountainview Dr, Oakland
$815,000
3 Beds ⋅ 4 Baths
Discover the perfect blend of rustic charm and modern comfort in this inviting turnkey 3‑bedroom mountaintop chalet with lake access, set on 1.17 private acres with expansive outdoor entertainment space. Whether you're hosting friends or enjoying quiet mountain evenings, this fully-furnished home delivers an unforgettable retreat. Inside, the great room impresses with a soaring stacked‑stone fireplace. The primary bedroom features vaulted ceilings, giving the space an airy, elevated feel. The lower level is built for entertainment, complete with a billiards table, a full bar, and a projector‑screen TV—ideal for movie nights, game days, or hosting friends. This level also includes a basement‑level garage, providing convenient storage and easy access. Outdoors, the property truly shines. The expansive backyard offers multiple areas to relax and entertain, and the detached shed‑garage has been converted into an additional outdoor entertainment space, perfect for gatherings, hobbies, or simply enjoying the mountain air. A new whole house generator allows for peace of mind during those Mountain Maryland snow storms! As part of the Mountainside community, residents enjoy access to tennis courts, basketball courts, and a lakefront clubhouse, adding even more ways to unwind and stay active. This chalet delivers the full mountain‑living experience—privacy, comfort, and endless entertainment options in a beautifully wooded setting. Call now for more details or to schedule your private tour!

891 Mountainview Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

Selling Office: Lake Homes Realty, LLC.

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