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$375,000
4 Beds ⋅ 2 Baths
Welcome to Ricky's Retreat, a beautifully renovated mountain retreat nestled on 1.17 private wooded acres in the heart of Garrett County. Ideally located just minutes from Deep Creek Lake, Wisp Resort, Swallow Falls State Park, and downtown Oakland, this turnkey property offers the perfect balance of privacy, recreation, and modern comfort. Originally built as a raised ranch, the home has undergone extensive improvements in recent years, transforming it into a spacious and inviting 4-bedroom, 2-bath getaway. The main level features an open-concept design with warm wood accents, updated flooring, and a renovated kitchen complete with stainless steel appliances, modern countertops, and ample space for gathering. Three bedrooms and a beautifully updated full bath with a custom tiled walk-in shower complete the upper level. The fully finished lower level significantly expands the living space, offering a large recreation room, game area, additional sleeping accommodations, laundry area, and a second fully renovated bath. A traditional staircase replaced the original spiral staircase, creating improved functionality and flow between levels. Outdoor living is where this property truly shines. Multiple gathering areas have been thoughtfully created throughout the acreage, connected by gentle walking paths that lead to unique viewpoints and hangout spaces overlooking the surrounding mountain ridge. Enjoy evenings around the fire pit area, unwind in the hot tub, or relax on the expansive rebuilt deck surrounded by nature. Mature trees, abundant privacy, and a peaceful setting make it easy to enjoy every season. Whether you're searching for a primary residence, second home, or investment opportunity, this well-maintained and extensively updated property offers the ideal Deep Creek lifestyle with room to gather, entertain, and make lasting memories.

1499 Foster Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$424,900
4 Beds ⋅ 3 Baths
Tucked away on a quiet cul-de-sac in the desirable Royal Charlotte community, this stunning 4-bedroom, 3-bathroom home is the kind of property you'll fall in love with the moment you arrive. Surrounded by the beauty and tranquility of the mountains and accessed by county-maintained roads, this impeccably maintained home showcases pride of ownership throughout. From the expansive Trex decking that wraps around much of the home and the welcoming covered front porch to the thoughtfully updated interior, every detail has been designed for comfort and enjoyment. The home features luxury vinyl plank flooring, carpet tile flooring, beautifully tiled bathrooms, granite countertops in the kitchen and all three bathrooms, heated tile floors in the master bathroom and lower-level bathroom, and spacious living areas perfect for gathering with family and friends. Major upgrades include new siding, new gutters with covers, a tankless hot water heater, whole-house generator, heat pump with gas backup, new sliding glass doors, drywall, and a freshly painted foundation. Outside, you'll find a paved driveway, an impressive 30x40 garage, and a 16X50 pole barn with electric, providing ample space for vehicles, storage, hobbies, and outdoor equipment. Adding to the property's charm are mature plum, pear, apple, and peach trees, providing seasonal blooms, fresh fruit, and a touch of country living right in your own yard. Whether you're unwinding in the hot tub, entertaining on the deck, or simply enjoying the peaceful setting, this home offers the perfect blend of modern convenience, quality craftsmanship, and mountain charm. Properties this well cared for are rare, and one visit is all it takes to see why this exceptional home stands out from the rest. Call today!

511 Hilltop Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$1,350,000
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:

$899,900
5 Beds ⋅ 5 Baths
One-of-a-kind Youghiogheny riverfront estate offering 400 feet of water frontage on 5+ acres and 2 separate lots. 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. The house on lot 8 is also offered on its own WITHOUT the adjacent riverfront building lot for $775,000, MLS listing #MDGA2012378. Lot #9 offered by itself for $175,000 MLS #MDGA2012380

251 Robinwood Dr, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$1,579,900
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:

$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:

$1,649,000
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. 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:

$279,000
3 Beds ⋅ 2 Baths
Tucked away on a private lane and surrounded by the beauty of the woods, this charming 3-bedroom, 1 full bath and 1 half bath log home offers the perfect mountain retreat on 2 peaceful acres in Garrett County. Ideally located just minutes from Swallow Falls State Park, Muddy Creek Falls, and the Youghiogheny River, this cozy cabin is a dream destination for outdoor enthusiasts seeking hiking, fishing, kayaking, and year-round adventure. Inside, you’ll find warm rustic charm with comfortable living spaces, a gas fireplace stove for cozy mountain evenings, and a bunk room perfect for hosting family and friends. One of the three bedrooms features its own private half bath and private deck, creating a relaxing escape after a day outdoors. Enjoy quiet mornings and unforgettable evenings from the covered front porch, surrounded by nature and mountain serenity. Conveniently located only 10–15 minutes from Deep Creek Lake and Wisp Resort, this property offers easy access to boating, skiing, dining, and entertainment while still feeling wonderfully secluded. Priced to be an affordable vacation home in today’s market, this is an incredible opportunity to own the ultimate log cabin getaway in one of Western Maryland’s most sought-after outdoor destinations.

277 Cheeks Ln, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$1,200,000
4 Beds ⋅ 5 Baths
Outdoor lovers retreat! Wooded trails and hunting available with no HOA restrictions. Welcome to mountain and lake living at its finest. Nestled on 6.89 very private acres, 122 Woodlands Hill Lane offers the perfect blend of seclusion, space, and comfort in one of Garrett County’s most desirable settings in the heart of Deep Creek Lake. This impressive 4-bedroom, 4.5-bath home features approximately 4,000 square feet of living space designed for gathering, relaxing, and enjoying the beauty of Western Maryland. Spacious living areas and multiple levels of comfort. The home sits on a 6.89-acre lot with surrounding parcels also for sale totalling 21 ACRES for privacy, building or both! Inside, you'll find generous living spaces with warm finishes, hardwood flooring, and a fireplace that creates an inviting atmosphere year-round. The thoughtfully designed layout offers room for family and guests alike, while the expansive setting outside provides privacy and endless opportunities to enjoy nature. Features include a fireplace, wood stove, hardwood flooring, large basement, storage shed and substantial interior space. Other features include Anderson windows and doors, steam room/shower, infrastructure for central A/C and generator. Whether you're looking for a full-time residence, a mountain retreat, or a place to create unforgettable memories near Deep Creek Lake, this property delivers a rare combination of acreage, privacy, and convenience. Enjoy the peaceful surroundings while remaining just minutes from Deep Creek Lake recreation, dining, state parks, Wisp Resort, and all the outdoor adventures Garrett County has to offer. Your mountain escape awaits. Call today! The following surrounding parcels are also available for sale, please inquire. Parcel 657 - 3.15 ACRES Parcel 634 - 5.0 ACRES Adjoining parcel 658 also for sale: 6.89 ACRES - MLS #MDGA2011974 can also be purchased from separate owner

122 Woodlands Hill Ln, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$1,189,000
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:

$325,000
4 Beds ⋅ 2 Baths
Tucked within the sought-after Yough Mountain Resort community, this beautifully remodeled 4-bedroom, 2-bath mountain retreat blends rustic charm with thoughtful modern updates. Warm wood finishes, high ceilings, and inviting gathering spaces create a cozy lodge-style atmosphere, while upgrades throughout add comfort and convenience. The home features two full kitchens with granite countertops, stainless appliances, a pot filler, and more - perfect for hosting family and friends. A spacious second living area offers added flexibility for entertaining or guest space. Enjoy the outdoors from the screened porch, wraparound deck, fire pit, and front and back patios, all surrounded by peaceful wooded scenery. Additional highlights include a propane furnace, tankless hot water system, UV light water filtration, water softener, whole-house generator, newer roof, carport, and wood shed. Located in a gated recreational community with access to over 50 miles of private roads and trails for ATVs, snowmobiling, hiking, hunting, fishing, and river access, this property is an ideal year-round getaway, vacation rental opportunity, or full-time mountain home. Call today for details!

2448 Birchwood Dr, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$2,499,900
4 Beds ⋅ 2 Baths
Rare opportunity to own 327+/- acres of scenic countryside featuring a mix of open pasture, mature woods, and flowing stream frontage along Block Run. This 4-bedroom, 1.5-bath farmhouse is privately tucked among rolling fields and mountain views, offering endless potential for farming, recreation, hunting, ATV trails, or a private estate. Multiple barns and outbuildings provide ample storage and agricultural use, while the diverse landscape creates a truly picturesque setting. Abundant wildlife, wooded acreage, and open meadows make this a one-of-a-kind property with incredible privacy and versatility—all within a peaceful Garrett County setting, just minutes from Downtown Oakland!

83 Bethlehem Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$950,000
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:

$398,000
2 Beds ⋅ 1 Baths
Charming vintage Deep Creek Lake log cabin ideally located in the heart of Deep Creek Lake just minutes from area amenities. Full of character and thoughtfully restored, this established rental property is being sold completely furnished and turnkey. Enjoy filtered lake views from the inviting covered front porch, then unwind in the hot tub or gather around the fire pit after a day on the lake. Conveniently located directly across from Silver Tree Marine and Dutch’s at Silver Tree and just a short drive to Deep Creek Lake State Park. A rare opportunity to own a truly unique Deep Creek getaway with timeless cabin charm!

560 Glendale Rd, Oakland

Listing courtesy of Railey Realty, Inc.. Contact:

$299,000
4 Beds ⋅ 2 Baths
Charming and well-maintained, this 4-bedroom, 1.5-bath traditional home offers the perfect combination of comfort, character, and convenience. Built in 1952 and thoughtfully cared for, the home features beautifully refinished hardwood floors, inviting built-ins, and a cozy living room with a functional wood burner. With over 1,500 square feet of living space, the spacious layout includes an eat-in kitchen connected to the family room, creating an ideal setting for everyday living and entertaining. One of the home's standout features is a unique second-floor room with two separate entrances, offering the flexibility to serve as a fifth bedroom, home office, playroom, guest suite, or hobby space. Designed with practicality in mind, the home also offers abundant storage throughout, including built-in cubbies and a large walk-in closet with dual access. The full walkout basement with garage access provides additional storage and endless potential. Situated on a private 1.32-acre lot backing to trees along Route 219, this property combines peaceful surroundings with easy access to local markets, restaurants, parks, and everyday amenities. Outside, enjoy the detached garage, carport, outbuildings, ample parking, and two wraparound driveways that add both convenience and curb appeal. Move-in ready and full of warmth and charm, this property is a wonderful place to call home.

17921 Garrett Hwy, Oakland

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

$335,000
4 Beds ⋅ 2 Baths
Park like, setting on 1.7 acres in Pleasant Valley, 4 Br, 2BA ranch home with full basement. Close to town yet, peaceful and secluded. Home features 4 Bedrooms, primary has 2 walk-in closets & large primary bath with walk-in shower. Front living & dining areas, with main entrance from the covered front porch. Open Kitchen, breakfast nook and den area with wood burning fireplace. Opens to covered back porch overlooking enclosed large back yard. 3 Bedrooms and full bath. Full basement, used for storage, however has plumbing for additional bath that could be installed, also has walk out to back yard. 2 Car garage leads to back entrance with washer dryer and pantry off kitchen. Lots of room and all situated on a level lot, with paved driveway. Call for you private showing today! This one will not last long.

105 Jasper Riley Rd, Oakland

Listing courtesy of The KW Collective. 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
$224,900
1 Beds ⋅ 1 Baths
Just 2.5 miles from the scenic Swallow Falls State Park, this charming 1-bedroom, 1-bath house blends cozy living with endless potential. The upper level offers a cozy living area, a full kitchen, laundry room, bedroom, and full bath. But the real bonus? A spacious 2-car garage with its own entrance. It is perfect for a workshop, extra storage, or even a rental opportunity. With separate entrances for the garage and living space, this property offers built-in flexibility for income potential or multi-purpose use. Plus, the location is minutes to lake activities and downtown Oakland. Don't miss out on the chance to own this versatile gem. Schedule a showing today!

206 Mayhew Inn Rd, Oakland

Listing courtesy of Taylor-Made Deep Creek Sales. Contact: 3013874700
$34,900
3 Beds ⋅ 1 Baths
Situated in a prime location just minutes from Wisp Resort and Deep Creek Lake. The value here is in the land and location. With nearly one acre, the property offers strong potential to build a custom home or vacation retreat in a highly desirable area. This home is in very poor condition. Do not enter the home or step onto the front porch, as both are unsafe. This property is ready for a buyer to take on a full rebuild or tear-down project. This is an opportunity to start fresh. A rare chance to create something new in a sought after Deep Creek Setting.

3482 Oakland Sang Run Rd, Oakland

Listing courtesy of Pearson Smith Realty, LLC. Contact: listinginquires@pearsonsmithrealty.com
$735,000
5 Beds ⋅ 5 Baths
Check out this beautifully built and maintained 5 bedroom 5 bathroom lake area chalet style home. Located on the Southern side of the lake, near the headwaters of Deep Creek. The namesake stream that feeds into the nearby lake. This property offers it's new owners a tremendous amount of room for storage and entertaining and three levels of finished living space. The top floor is designed as an expansive master Suite with it's own bathroom, deep walk in closet, private balcony, and loft with a peaking view of Deep Creek lake. The main floor includes two bedrooms and two bathrooms. An open concept living room with soaring cathedral style tongue and groove ceilings, real wood flooring, stacked stone fireplace, and large open windows treated with a slight tint to improve cooling efficiency and privacy. The view looks over onto an expansive yard and almost 4 acres of private land. The bottom level has an additional living area/game room with wet bar and stacked stone fireplace, two additional bedrooms and bathrooms, storage closet, and laundry room. The home also includes a large detached heated garage with multiple car storage and additional partially finished accessory room, that could be used for storage or as a gym space. The outdoor space also features a beautifully built timber framed pavilion with bar area for outdoor entertaining. An almost brand new salt water hot tub, wraparound porch with expansive views, finished concrete walkways, and oversized parking area. Recent interior upgrades also include a new in 2023 central forced air HVAC system with A/C, freshly stained porches and extensive immaculately maintained landscaping. A recent professional appraisal was done far above list price and is available on request. Call today to schedule a showing!

1875 Pysell Crosscut Rd, 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
$875,000
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: 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
$114,000
2 Beds ⋅ 1 Baths
REDUCED - Nearly an acre convenient to town - Some upgrades; newer metal roof, electrical panel box, furnace and other areas - Rear carport/patio area has easy at level access to main level - Large front porch with low maintenance entry area with wash/dryer hook-up - Good one level living layout - Sold as-is - No utilities currently active - No repairs before purchase or a lending requirement

5151 Hutton Rd, Oakland

Listing courtesy of Julian Agency Real Estate. Contact: 3017773292
$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: