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$1,025,000
3 Beds 3 Baths
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:

$365,000
5 Beds 2 Baths
Reduced and Ready to go!! Perfect one level retirement retreat or 2nd vacation home! Spacious and beautifully maintained all-brick rancher offering approximately 3,660 square feet of living space with room for everyone! This impressive home features 5 bedrooms, 2 full bathrooms, and a fully finished basement with its own private entrance—perfect for in-law potential, extended family living, or flexible multi-generational use. Inside, you’ll find a welcoming living room with custom built-in cabinetry, a separate formal dining room, hardwood floors, and two cozy fireplaces that add warmth and character throughout the home. The bright and inviting sunroom provides the perfect place to relax year-round with abundant natural light and additional living space for entertaining or quiet mornings at home. Outdoor living is just as impressive with a large, fully fenced rear yard, rear deck ideal for entertaining, plenty of parking, a one-car garage, and an oversized 28x12 shed offering exceptional storage or workshop space. Additional updates include replacement windows and an HVAC system approximately 6 years old for added peace of mind. Conveniently located within walking distance to town, hospital and medical offices, pharmacy, dining, and banking, this home combines space, comfort, and accessibility in one exceptional property.

321 N 3rd St, Oakland

Listing courtesy of CENTURY 21 New Millennium. Contact: 4102669005

$745,000
5 Beds 3 Baths
Spacious five-bedroom lakeview home offering the perfect blend of relaxation and warmth from the moment you enter. This established rental property “Terp’s Hideaway” features an open and inviting floorplan, five bedrooms, two family rooms, and three levels of living space, making it an ideal layout for hosting family and friends. Step outside onto the large deck to take in beautiful views or unwind in the private hot tub after a day of adventure. Conveniently located just minutes from Deep Creek Lake State Park, Wisp Ski & Golf Resort, Thousand Acres Golf Club, several dining options, convenience stores, ice cream, coffee shops, and cinema. Easy access to year-round recreation, dining, and entertainment. A fantastic opportunity, call today to preview!

638 Glendale Rd, Oakland

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

$749,000
5 Beds 4 Baths
Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and modern comfort. Amongst the 4,200+ SF, you will find five spacious bedrooms, two family rooms, a playroom, an office/den, a large loft, spacious pantry, granite counter tops, hardwood flooring and two fireplaces. The warm wood interior and classic log construction create a cozy, inviting atmosphere throughout. A two-car attached garage provides everyday convenience, while the expansive detached garage offers endless possibilities—ideal for hobbies, a workshop, and plenty of space for equipment and boat storage, plus an unfinished room above. The Moss Creek community is centrally located off Sand Flat Road between Oakland and DCL, and this home happens to be at the end of the cul-de-sac on a no-thru street. Enjoy the peace and privacy of country-style living with ample outdoor space, which includes a great yard, large deck, and front covered porch, perfect for entertaining family and friends. Well-suited as a primary or secondary residence!

312 Moss Creek Cir, Oakland

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

$1,400,000
5 Beds 4 Baths
Custom built by the original owners and thoughtfully expanded with a recent addition, this exceptional five-bedroom, 3.5-bath home is set on 100 feet of split lakefront in desirable Penn Cove. Featuring a coveted Type A dock permit, lakeside fire pit and pavilion, and easy shoreline access, the property is designed to embrace lake living in every season. Set on a generously sized lot with abundant parking, oversized multi-car garage with interior access, usable backyard, wooded walking paths, and nearby UTV and snowmobile trails, the setting offers a rare balance of privacy and recreation. Inside, natural light fills the home, where hardwood floors, cathedral ceilings, wood-burning fireplaces, and open-concept living spaces create warmth and character. A flexible layout with multiple living areas offers room for gathering, multi-generational living, or separate guest quarters, with potential for vacation rental use. Minutes from Pawn Run, downtown Oakland, and a short drive or boat ride to Wisp Resort, restaurants, and shopping, this is a rare opportunity to own a legacy property designed for making memories for generations.

827 Penn Point Rd, Oakland

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

$699,000
5 Beds 3 Baths
Private Mountain Retreat on 8+ Acres Near Oakland Discover the peace and beauty of Garrett County living on over 8 private wooded acres filled with mountain views, abundant wildlife, and endless opportunities to enjoy the outdoors. Deer, turkey, songbirds, and other native wildlife are frequent visitors, creating a true nature lover's paradise. Conveniently located just minutes from Oakland's shops, restaurants, schools, and everyday amenities, this property offers the perfect balance of privacy and accessibility. Outdoor enthusiasts will appreciate the home's proximity to Wolf Den Run State Park, Deep Creek Lake, Potomac State Forest, Jennings Randolph Lake, and thousands of acres of public land. Enjoy hiking, fishing, boating, hunting, swimming, and over 50 miles of ORV trails, with street-legal UTV access directly from the neighborhood. This custom-built 4-5 bedroom, 3-bath home offers over 3,900 square feet of thoughtfully designed living space. Designed with flexibility in mind, the main level features two dedicated office spaces ideal for remote work, homeschooling, hobbies, guest accommodations, or future bedroom needs. The spacious eat-in kitchen showcases granite countertops, custom cabinetry, high-end appliances, a trash compactor, and generous gathering space for family and friends. Throughout the home, you'll find whole-house luxury vinyl plank flooring, oak stairs, a cozy wood-burning fireplace, a finished garage, and a walk-out basement with rough-in plumbing for a future full bathroom and exceptional expansion potential. Owners have invested extensively in quality upgrades and peace of mind, including a Generac backup generator, tankless hot water system, whole-house water filtration system, owned 1,000-gallon propane tank, upgraded fire sprinkler system, exterior security cameras, attic storage, and an additional storage building. Step outside to enjoy a covered front porch, expansive rear deck with automatic SunSetter awning, mature trees, and beautiful mountain views. Located within a laid-back HOA that allows chickens, this property offers a rare combination of acreage, privacy, modern amenities, and epic outdoor adventure. Whether you're seeking a full-time residence, a mountain getaway, or a future retirement retreat, this exceptional property delivers the best of Garrett County living. You may never want to leave after seeing this gem!

170 Cherrywood Dr, Oakland

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

$1,100,000
5 Beds 3 Baths
Welcome to 660 Glendale Road — a luxury, mountain-chalet log home in the heart of Deep Creek Lake. This well appointed 5-bedroom, 3-bath home offers nearly 2,600 square feet of thoughtfully upgraded living space designed for lake life at its best. Enjoy lake views with western exposure on the expansive wraparound decks on main and lower levels. Many recent upgrades including roof, decks, covered porch, hot tub, retaining walls, furnace, countertops, appliances, flooring, paint, bathrooms, and much more. The open-concept main level features a spacious great room with abundant natural light, cozy fireplace, and seamless flow to the kitchen. Enjoy multiple living areas inside and out, providing plenty of room to expand and embrace time at the lake. Highlights include upgraded interior finishes throughout, private primary suite with balcony and creek views, covered deck with wood burning fireplace and a lower-level game room, four total fireplaces and only a short drive to local dining and the lake's most desirable attractions. Enjoy access to the lake at the Deep Creek State Park only a mile away or at one of the nearby marinas. No HOA! If you would like to discuss this home further or schedule a private showing, call today!

660 Glendale Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$269,000
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: 3013874700

$899,900
4 Beds 4 Baths
Luxury Estate just outside the town of Oakland. This 4-bed, 3.5 bath is situated on 9.72 acres. Offering 4,555 sq ft with vaulted ceilings, open concept living, and a rustic stacked stone fireplace. Modern gourmet kitchen with a large island and granite tops. Hardwood floors and timber frame accents throughout. Attached three-car garage. Full unfinished basement ready to add up to an additional 1300 sq ft of living space. Massive metal barn for storage or workshop. Peaceful location with rolling pasture views. Minutes to downtown Oakland, State Parks, Wisp Resort, and Deep Creek Lake. Don't miss your chance to own acreage, elegance, and function, all wrapped up in a prime location. Call today to schedule your private showing!

113 Jubb Meadows Ln, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$729,000
5 Beds 2 Baths
Lake cottage (5 Bedrooms) on large level lot with path to your own private class A dock & 25' of Lakefront, directly across the street. This comfy (one level living) cottage sits on 1.8 level acres with 2 storage garages and mature landscaping. 5BRs, open living, dinning & kitchen area, with lots of sunlight. 1 full & 1-1/2 bath, with 5 Bedrooms! Laundry room located off back of the home. Cute and cozy, well maintained and move in ready, with sleeping for 12 heads on beds (several bunks)! 2 garages with plenty of storge for your lake & yard toys. The lot has mature landscaping & circular paved driveway, for easy in and out during all seasons. Private path to your lakefront dock is an easy walk across the street. Nice level lake front, no steps to go onto your dock! Buydown Included on Lakefront. Great opportunity to get onto the lake at an affordable price, call agent to set up an appointment or with any questions.

222 Skippers Point Rd, Oakland

Listing courtesy of The KW Collective. Contact:

$289,000
3 Beds 3 Baths
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:

$275,900
4 Beds 2 Baths
Welcome to this beautifully updated 1901 home in the heart of downtown Oakland, where historic character meets modern convenience. Situated on a charming lot with mature landscaping and blooming trees, this home offers timeless curb appeal with a welcoming covered front porch perfect for relaxing and enjoying the neighborhood. Inside, you’ll find modern updates throughout while preserving classic architectural details. The main level features spacious living areas filled with natural light, a thoughtfully updated kitchen with stylish cabinetry, stainless steel appliances, and sleek countertops, as well as the convenience of a main-floor bedroom and full bath—ideal for guests, a home office, or single-level living. Upstairs, the home offers three additional bedrooms and another full bathroom, providing plenty of space for family, guests, or flexible living arrangements. Large windows throughout the home bring in abundant natural light while highlighting the home’s historic charm. Outside, enjoy a private driveway with carport, offering convenient off-street parking. The property is surrounded by established greenery and colorful seasonal landscaping, creating a peaceful setting just moments from everything downtown Oakland has to offer.

449 S 3rd St, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$219,000
1 Beds 2 Baths
Nestled on nearly 3 acres across two parcels, this chalet-style home offers a rare opportunity to create your retreat just minutes from the lake. Renovate the existing structure, or start fresh and build the lake-area retreat or cabin you’ve always imagined. The level, wooded setting provides privacy, peace, and plenty of room to expand, garden, or simply enjoy nature. With well and septic already in place, the groundwork is set for your vision. Located just 5 minutes from all lake amenities and activities, you’ll enjoy easy access to boating, fishing, swimming, and year-round recreation while still savoring the tranquility of your own private acreage. Parcels of this size and proximity to the lake are a rare find—don’t miss the chance to make this blank canvas your masterpiece.

141 Montana Ln, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$769,900
4 Beds 4 Baths
Panoramic mountain and lake views set the tone at this lake access home in Paradise Ridge, one of Deep Creek’s most sought-after communities! Perched at the top of the hill on 1.29 acres, this 4-bedroom, 3 full and 1 half bath retreat offers 3,780 finished square feet across three levels. Abundant glass frames the surrounding ridgelines with views of Deep Creek Lake from every room in the house! Two wood-burning fireplaces anchor the main living areas, while the open floor plan makes entertaining a breeze. The upper-level game room features a pool table and a balcony, adding extra gathering space. Tons of outdoor living, including an expansive deck, hot tub patio, and outdoor fire pit. Recent facelift on the exterior with a fresh coat of paint. An established vacation rental, “Paradise View,” is being sold turnkey/fully furnished and ready to go. Minutes from one of the nicest community lake accesses at Deep Creek Lake. If you’re looking for a home that sits just off the beaten path, but still provides easy access to all four seasons of Garrett County… this one needs to be on the list. Call today for details!

467 Paradise Ridge Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$64,900
3 Beds 1 Baths
**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

$1,074,900
4 Beds 6 Baths
Panoramic Lake views in the Bray Run community, just minutes from Deep Creek Lake, state parks, and more! Built in 2025, this 4-bedroom, 4 full bath, 2 half bath log style chalet sits on 0.59 acres of peaceful, quiet serenity. Cathedral and beamed ceilings rise above an open layout filled with abundant natural light. Two stacked-stone fireplaces anchor the main living area and the lower-level family room. Granite counters, stainless appliances, and a custom island define the kitchen. A loft overlooks the main level, adding flexible living space. Outside, a deck and stamped-concrete patio lead to a covered pavilion with a wood-burning fireplace for year-round use. Central A/C, forced air heat, well water, public sewer, and a metal roof complete the package. If you’re looking for a new home that’s just off the beaten path, yet still offers easy access to everything Deep Creek Lake has to offer—this one needs to be on the list… Call today for details!

52 Dam View Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$265,000
4 Beds 2 Baths
Welcome to this well maintained 4-bed, 2-bath ranch home on a generous corner lot in Oakland, MD. Inviting curb appeal with stone exterior and mature landscaping sets the tone. Step inside to a bright and spacious main level featuring gleaming hardwood floors, a large eat-in kitchen with ample cabinetry, and an open living area perfect for gatherings. Enjoy three main-level bedrooms and a full bath, while the mostly finished lower level adds valuable living space including a family room, additional bedroom, laundry room, and second full bath. Relax and entertain outdoors in the private, fenced backyard with patio space and a hot tub, or take advantage of the attached garage with workshop space and ample driveway parking. Great storage throughout, abundant natural light, and a versatile floor plan to enhance everyday living. Conveniently located within walking distance to Southern Garrett High School and close to local shopping and dining. Don’t miss this exceptional move-in ready home with character and functional spaces.

127 S Oakhall Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$185,000
3 Beds 2 Baths
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
3 Beds 1 Baths
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

$6,499,900
8 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:

$760,000
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: