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Homes for Sale in 21550

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  • 123 B St, Oakland, MD 21550
    123 B St, Oakland, MD 21550
    123 B St, Oakland, MD 21550
    /26

    $219,900

    $70K PRICE INCREASE
    • 2 Beds
    • 2 Baths
    • 1,386 Sq Ft

    123 B St, Oakland, MD 21550

    Discover the charm of this delightful ranch-style home nestled in the serene MT Lake Park community. Built in 1993, this well-maintained and recently updated home offers plenty of comfortable living space, featuring 2 spacious bedrooms and 2 full bathrooms, perfect for relaxation and privacy. The inviting layout seamlessly connects the living areas, creating an ideal setting for gatherings or

    Gina Gargeu Century 21 Downtown

    123 B St, Oakland, MD 21550
  • 83 Bethlehem Rd, Oakland, MD 21550
    83 Bethlehem Rd, Oakland, MD 21550
    83 Bethlehem Rd, Oakland, MD 21550
    /43

    $2,499,900

    • 4 Beds
    • 1.5 Baths
    • 2,190 Sq Ft

    83 Bethlehem Rd, Oakland, MD 21550

    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

    Jon Bell Railey Realty, Inc.

    83 Bethlehem Rd, Oakland, MD 21550
  • 9.75 AC. Dennett Rd, Oakland, MD 21550
    9.75 AC. Dennett Rd, Oakland, MD 21550
    9.75 AC. Dennett Rd, Oakland, MD 21550
    /30

    $169,000

    • Land
    • 9.75 Acres
    • $17,333 per Acre

    9.75 AC. Dennett Rd, Oakland, MD 21550

    9.75 acres of prime land in a highly convenient Oakland location! This versatile property offers outstanding potential for development or the ideal setting for a private estate-sized homesite. Seller has already completed a proposed subdivision engineering plan, providing added value and future possibilities. Public water and sewer taps available per Oakland Town Administrator. Gently rolling

    Nina Beitzel Railey Realty, Inc.

    9.75 AC. Dennett Rd, Oakland, MD 21550
  • 321 N 3rd St, Oakland, MD 21550
    321 N 3rd St, Oakland, MD 21550
    321 N 3rd St, Oakland, MD 21550
    /48

    $365,000

    $35K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 3,660 Sq Ft

    321 N 3rd St, Oakland, MD 21550

    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

    Christina Ford CENTURY 21 New Millennium

    321 N 3rd St, Oakland, MD 21550
  • 560 Glendale Rd, Oakland, MD 21550
    560 Glendale Rd, Oakland, MD 21550
    560 Glendale Rd, Oakland, MD 21550
    /24

    $398,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    560 Glendale Rd, Oakland, MD 21550

    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.

    Lauren McCann Railey Realty, Inc.

    560 Glendale Rd, Oakland, MD 21550
  • Lot 42 Biltmore Ridge Trail, Mc Henry, MD 21541
    Lot 42 Biltmore Ridge Trail, Mc Henry, MD 21541
    Lot 42 Biltmore Ridge Trail, Mc Henry, MD 21541
    /9

    $98,800

    • Land
    • 18,730 Sq Ft
    • $229,767 per Acre

    Lot 42 Biltmore Ridge Trail, Mc Henry, MD 21541

    Get ready to tee off on the golf lovers' mountaintop dream, Biltmore at Lodestone, the award winning Hale Irwin designed premium golf course of the area, ranked by Golf Week as the #2 Public Golf Course in MD. Own one or two of the best priced golf course front lots, right on the cart path (see the listing for adjacent Lot 43). Be protected though from those pesky slices by a picturesque wooded

    Lana Roby The KW Collective

    Lot 42 Biltmore Ridge Trail, Mc Henry, MD 21541
  • Lot 43 Biltmore Ridge Trail, McHenry, MD 21541
    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541
    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541
    /10

    $98,800

    • Land
    • 23,086 Sq Ft
    • $186,415 per Acre

    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541

    Get ready to tee off on the golf lovers' mountaintop dream, Biltmore at Lodestone, the award winning Hale Irwin designed premium golf course of the area, ranked by Golf Week as the #2 Public Golf Course in MD. Own one or two of the best priced golf course front lots, right on the cart path (see the listing for adjacent Lot 42). Be protected though from those pesky slices by a picturesque wooded

    Lana Roby The KW Collective

    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541
  • 34 Blue Mountain View, McHenry, MD 21541
    34 Blue Mountain View, McHenry, MD 21541
    34 Blue Mountain View, McHenry, MD 21541
    /5

    $99,900

    $19K PRICE DROP
    • Land
    • 27,878 Sq Ft
    • $156,094 per Acre

    34 Blue Mountain View, McHenry, MD 21541

    Discover the perfect setting for your future mountain retreat in the Biltmore at Lodestone community! Lot 34 Blue Mountain View in McHenry offers a desirable building site located just off the cart path between Hole #5 and Hole #6 of the Lodestone Golf Course — close enough to enjoy the golf course lifestyle, but hopefully far enough from anyone's slice. This homesite provides peaceful mountain

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    34 Blue Mountain View, McHenry, MD 21541
  • 50 Blue Mountain View, Mc Henry, MD 21541
    50 Blue Mountain View, Mc Henry, MD 21541
    50 Blue Mountain View, Mc Henry, MD 21541
    /25

    $725,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,996 Sq Ft

    50 Blue Mountain View, Mc Henry, MD 21541

    UPDATED PICTURES COMING SOON! Currently operating as the vacation rental "John's Place," this mountain-view 4BR, 3 full/1 half bath retreat sleeps 10 and is ready for continued rental use or personal enjoyment. Built in 2022, the single-family home offers approx. 1,708 sq ft on a 0.58-acre homesite in McHenry's Lodestone/Biltmore area, near Deep Creek Lake, Wisp Resort, Funland, skiing, hiking,

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    50 Blue Mountain View, Mc Henry, MD 21541
  • 565 Glendale Rd Unit 303B, Oakland, MD 21550
    565 Glendale Rd Unit 303B, Oakland, MD 21550
    565 Glendale Rd Unit 303B, Oakland, MD 21550
    /34

    $399,900

    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    565 Glendale Rd Unit 303B, Oakland, MD 21550

    Experience lakefront living at its finest in the premier unit at Silver Tree Suites! This beautifully updated 2-bedroom, 1-bath condo showcases rustic charm with custom woodworking throughout. Featuring two separate living areas, there's plenty of space to relax and entertain. Enjoy year-round lake views from the private balcony, unwind by either of the two fireplaces, and appreciate the added

    Sean Sober Taylor-Made Deep Creek Real Estate, LLC

    565 Glendale Rd Unit 303B, Oakland, MD 21550
  • 206 Highline Dr, Mc Henry, MD 21541
    206 Highline Dr, Mc Henry, MD 21541
    206 Highline Dr, Mc Henry, MD 21541
    /56

    $1,100,000

    $195K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 4,137 Sq Ft

    206 Highline Dr, Mc Henry, MD 21541

    Experience mountain living at its finest in this stunning 5-bedroom, 6-bath retreat nestled directly on the slopes of Wisp Resort with breathtaking views of Deep Creek Lake. Designed for those who love skiing, nature, and luxury mountain escapes, this exceptional home offers over 4,000 square feet of beautifully designed living space.The open-concept layout is filled with natural light,

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    206 Highline Dr, Mc Henry, MD 21541
  • 0 Gnegy Church Rd, 8, Red House, MD 21550
    0 Gnegy Church Rd, 8, Red House, MD 21550
    0 Gnegy Church Rd, 8, Red House, MD 21550
    /82

    $706,035

    • Land
    • 256.74 Acres
    • $2,750 per Acre

    0 Gnegy Church Rd, 8, Red House, MD 21550

    If you’ve been searching for a large Western Maryland getaway with privacy, mountain terrain, and year-round recreation, this 256.74+/- acre property near Oakland deserves a closer look. Tucked away off a private gravel road, this wooded mountain tract offers the kind of setting that’s getting harder to find—quiet, scenic, and filled with outdoor opportunity. Sand Spring Run flows through the

    Taylor Nitterhouse Whitetail Properties Real Estate, LLC

    0 Gnegy Church Rd, 8, Red House, MD 21550
  • 58 Bright Passage Rd Unit 6B, McHenry, MD 21541
    58 Bright Passage Rd Unit 6B, McHenry, MD 21541
    58 Bright Passage Rd Unit 6B, McHenry, MD 21541
    /54

    $382,500

    • 2 Beds
    • 3 Baths
    • 1,536 Sq Ft

    58 Bright Passage Rd Unit 6B, McHenry, MD 21541

    Lakeview townhome at Villages of Wisp just steps from the ski slopes and a short drive down the mountain to the community access to enjoy Deep Creek Lake! The perfect blend of mountain charm and lake-area convenience in this well-appointed getaway. Open kitchen/dining/living area with beautiful wood T&G accents, and a great view balcony. The primary suite is on the upper level and features a

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    58 Bright Passage Rd Unit 6B, McHenry, MD 21541
  • 127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    127 Paradise Heights, Oakland, MD 21550
    /24

    $1,025,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    127 Paradise Heights, Oakland, MD 21550

    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

    Norman Domingo XRealty.NET LLC

    127 Paradise Heights, Oakland, MD 21550
  • 638 Glendale Rd, Oakland, MD 21550
    638 Glendale Rd, Oakland, MD 21550
    638 Glendale Rd, Oakland, MD 21550
    /56

    $745,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    638 Glendale Rd, Oakland, MD 21550

    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

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    638 Glendale Rd, Oakland, MD 21550
  • 206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn Rd, Oakland, MD 21550
    206 Mayhew Inn Rd, Oakland, MD 21550
    /31

    $224,900

    • 1 Bed
    • 1 Bath
    • 1,080 Sq Ft

    206 Mayhew Inn Rd, Oakland, MD 21550

    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

    Jay Quinn Taylor-Made Deep Creek Real Estate, LLC

    206 Mayhew Inn Rd, Oakland, MD 21550
  • 55 Village Dr Unit 5, Oakland, MD 21550
    55 Village Dr Unit 5, Oakland, MD 21550
    55 Village Dr Unit 5, Oakland, MD 21550
    /45

    $585,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft

    55 Village Dr Unit 5, Oakland, MD 21550

    Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    55 Village Dr Unit 5, Oakland, MD 21550
  • 158 Wisp Adventure Rd, Mc Henry, MD 21541
    158 Wisp Adventure Rd, Mc Henry, MD 21541
    158 Wisp Adventure Rd, Mc Henry, MD 21541
    /48

    $699,900

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,220 Sq Ft

    158 Wisp Adventure Rd, Mc Henry, MD 21541

    Welcome to “Bearadise” — a modern mountain retreat in the heart of Deep Creek Lake’s four-season playground. This 5-bedroom, 4-bath home offers a sleek design paired with a spacious, open layout ideal for gathering with family and friends. The interior features stainless steel appliances, marble countertops, and thoughtfully curated finishes that elevate both style and comfort. Fully equipped

    Jon Bell Railey Realty, Inc.

    158 Wisp Adventure Rd, Mc Henry, MD 21541
  • 2119 Marsh Hill Rd, Mc Henry, MD 21541
    2119 Marsh Hill Rd, Mc Henry, MD 21541
    2119 Marsh Hill Rd, Mc Henry, MD 21541
    /32

    $1,970,000

    • 5 Beds
    • 4 Baths
    • 2,864 Sq Ft

    2119 Marsh Hill Rd, Mc Henry, MD 21541

    Welcome to “All Decked Out”—a stunning lakefront retreat offering the perfect blend of privacy, modern updates, and year-round adventure in the heart of Deep Creek Lake. Nestled on a beautifully wooded 1.3-acre lot along Marsh Hill Road, this 5-bedroom, 4-bath home boasts approximately 150 feet of private lake frontage and delivers the ultimate waterfront lifestyle.Thoughtfully updated

    Chad Ward Long & Foster Real Estate, Inc.

    2119 Marsh Hill Rd, Mc Henry, MD 21541
  • 0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550
    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550
    /46

    $150,000

    • Land
    • 21.46 Acres
    • $6,990 per Acre

    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550

    Endless Possibilities on 21.46 Acres! A rare private setting featuring gently rolling, pastoral land along scenic Sanders Lane-just 4 miles from Oakland. Enjoy open fields, and woods on a private and a peaceful setting in a desirable area. Enjoy wide-open skies, room to roam, and the serenity of nature—all within minutes of town conveniences, and all the activities Garrett County has to offer!

    Susan Bell Railey Realty, Inc.

    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550
  • 827 Penn Point Rd, Oakland, MD 21550
    827 Penn Point Rd, Oakland, MD 21550
    827 Penn Point Rd, Oakland, MD 21550
    /64

    $1,400,000

    • 5 Beds
    • 3.5 Baths
    • 2,832 Sq Ft

    827 Penn Point Rd, Oakland, MD 21550

    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

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    827 Penn Point Rd, Oakland, MD 21550
  • 42 Sandstone Cir, Sang Run, MD 21541
    42 Sandstone Cir, Sang Run, MD 21541
    42 Sandstone Cir, Sang Run, MD 21541
    /9

    $77,900

    • Land
    • 23,086 Sq Ft
    • $146,981 per Acre

    42 Sandstone Cir, Sang Run, MD 21541

    Discover an exceptional opportunity at Lot 42 Sandstone Circle in the prestigious Lodestone community. Level, wooded homesite positioned just steps from the renowned Lodestone Championship Golf Course, offering both privacy and refined mountain living.The approved half-acre parcel is fully prepared for your custom residence, with public utilities available at the lot line. Nestled in the

    Rich Orr Railey Realty, Inc.

    42 Sandstone Cir, Sang Run, MD 21541
  • Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    Lot 24 Eastview Ct, Oakland, MD 21550
    /21

    $30,000

    $19K PRICE DROP
    • Land
    • 1.01 Acres
    • $29,703 per Acre

    Lot 24 Eastview Ct, Oakland, MD 21550

    The perfect setting for your Deep Creek Lake getaway! Lot 24 Eastview Place is a 1.01-acre homesite in the Overlook community, offering water access to Deep Creek Lake. Situated on a quiet cul-de-sac, this cleared lot is ready for your dream home with approval already in place for a 3-bedroom septic system. Enjoy the ideal blend of privacy and convenience, just minutes from local dining,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 24 Eastview Ct, Oakland, MD 21550
  • 94 Sandy View Ct, Mc Henry, MD 21541
    94 Sandy View Ct, Mc Henry, MD 21541
    94 Sandy View Ct, Mc Henry, MD 21541
    /64

    $879,000

    $116K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 2,734 Sq Ft

    94 Sandy View Ct, Mc Henry, MD 21541

    Perched atop Wisp Mountain in the Lago Vista community you’ll find this wonderful 5-bedroom retreat “Big & Boulder”. This exceptional five-bedroom home blends rugged natural beauty with refined comfort. The 3-levels offer an open floorplan and two gathering areas, with a gas fireplace on the main level and gaming tables on the lower level. Massive native boulders frame the property, creating a

    Betsy Spiker Holcomb Taylor-Made Deep Creek Real Estate, LLC

    94 Sandy View Ct, Mc Henry, MD 21541
  • 170 Cherrywood Dr, Oakland, MD 21550
    170 Cherrywood Dr, Oakland, MD 21550
    170 Cherrywood Dr, Oakland, MD 21550
    /69

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,560 Sq Ft

    170 Cherrywood Dr, Oakland, MD 21550

    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

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    170 Cherrywood Dr, Oakland, MD 21550
  • Lot 233 Cumberland Rd, Oakland, MD 21550
    Lot 233 Cumberland Rd, Oakland, MD 21550
    Lot 233 Cumberland Rd, Oakland, MD 21550
    /9

    $33,000

    $2K PRICE DROP
    • Land
    • 20,037 Sq Ft
    • $71,739 per Acre

    Lot 233 Cumberland Rd, Oakland, MD 21550

    This is the best priced lot at Deep Creek Lake! Seize the opportunity to own a beautiful parcel of land just minutes from Deep Creek Lake—one of the region’s most sought-after destinations for recreation and relaxation. This nearly half-acre property offers the rare combination of no HOA and no restrictions, giving you the freedom to bring your vision to life without limitations. Whether you're

    Sheila Howell Lake Homes Realty, LLC

    Lot 233 Cumberland Rd, Oakland, MD 21550
  • 660 Glendale Rd, Oakland, MD 21550
    660 Glendale Rd, Oakland, MD 21550
    660 Glendale Rd, Oakland, MD 21550
    /62

    $999,000

    $301K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,592 Sq Ft

    660 Glendale Rd, Oakland, MD 21550

    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

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    660 Glendale Rd, Oakland, MD 21550
  • 8956 Oakland Sang Run Rd, Oakland, MD 21550
    8956 Oakland Sang Run Rd, Oakland, MD 21550
    8956 Oakland Sang Run Rd, Oakland, MD 21550
    /68

    $191,409

    $74K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,064 Sq Ft

    8956 Oakland Sang Run Rd, Oakland, MD 21550

    Welcome to The Wise Quack - our cozy cabin in the center of Deep Creek Lake activities...all 4 seasons! If you’re looking for a weekend or holiday retreat, this is it! The Wise Quack is a successful short-term rental with rave reviews. The home has three bedrooms, two full bathrooms, a fully equipped kitchen, laundry room and lots of outdoor living space. There is parking for 6+ cars on the

    Lisa Irving Taylor Properties

    8956 Oakland Sang Run Rd, Oakland, MD 21550
  • LOT 6B Betts Ln, Oakland, MD 21550
    LOT 6B Betts Ln, Oakland, MD 21550
    LOT 6B Betts Ln, Oakland, MD 21550
    /11

    $49,900

    • Land
    • 1.38 Acres
    • $36,159 per Acre

    LOT 6B Betts Ln, Oakland, MD 21550

    This 1.38-acre property offers a private, quiet setting with level ground and easy access from a well maintained road. Located just a short drive from Deep Creek Lake and Oakland, MD, it gives you the feel of being in the country while still being close to town. The lot is surrounded by woods and is a great spot to enjoy nature, with plenty of wildlife in the area. A solid option for a future

    Thomas Long Railey Realty, Inc.

    LOT 6B Betts Ln, Oakland, MD 21550
  • 565 Glendale Rd Unit 306, Oakland, MD 21550
    565 Glendale Rd Unit 306, Oakland, MD 21550
    565 Glendale Rd Unit 306, Oakland, MD 21550
    /32

    $249,900

    • 2 Beds
    • 1 Bath
    • 772 Sq Ft

    565 Glendale Rd Unit 306, Oakland, MD 21550

    Experience the best of Deep Creek Lake living from this beautifully appointed studio loft at Silver Tree Suites—one of the lake’s most sought-after locations! Offering two separate sleeping areas, a kitchenette, gas fireplace, and private balcony, this unit is designed for comfort and easy getaway living. Tastefully updated with new carpet and flooring, as well as kitchen and bathroom

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 306, Oakland, MD 21550
  • 552 Black Oak Dr, Oakland, MD 21550
    552 Black Oak Dr, Oakland, MD 21550
    552 Black Oak Dr, Oakland, MD 21550
    /46

    $349,000

    $10K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,152 Sq Ft

    552 Black Oak Dr, Oakland, MD 21550

    Looking for a vacation spot or main living, Check out this nicely remolded home in a gated community. 3 bedrooms, 1 1/2 bathrooms, main level laundry room. Great rustic touches . Detached Garage with pellet stove. Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic Access to over 50 miles of

    Connie Leprevost Long & Foster Real Estate, Inc.

    552 Black Oak Dr, Oakland, MD 21550
  • 132 &132A Tarn Dr, Oakland, MD 21550
    132 &132A Tarn Dr, Oakland, MD 21550
    132 &132A Tarn Dr, Oakland, MD 21550
    /28

    $160,000

    • Land
    • 3.04 Acres
    • $52,632 per Acre

    132 &132A Tarn Dr, Oakland, MD 21550

    Lake Access Lots 132 & 132A in the Mountainside Community offer 3.04 acres of privacy at the end of a quiet cul-de-sac on Tarn Drive. Combined and recorded in the land records as one building site, this property is already serviced by public water and sewer—making it ready for your future build. The gently wooded setting provides a peaceful, natural backdrop with plenty of space to design your

    Rich Orr Railey Realty, Inc.

    132 &132A Tarn Dr, Oakland, MD 21550
  • 400 Bear Dr E, Oakland, MD 21550
    400 Bear Dr E, Oakland, MD 21550
    400 Bear Dr E, Oakland, MD 21550
    /42

    $269,000

    $31K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 560 Sq Ft

    400 Bear Dr E, Oakland, MD 21550

    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

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    400 Bear Dr E, Oakland, MD 21550
  • 113 Jubb Meadows Ln, Oakland, MD 21550
    113 Jubb Meadows Ln, Oakland, MD 21550
    113 Jubb Meadows Ln, Oakland, MD 21550
    /69

    $869,900

    $30K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,185 Sq Ft

    113 Jubb Meadows Ln, Oakland, MD 21550

    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

    Jon Bell Railey Realty, Inc.

    113 Jubb Meadows Ln, Oakland, MD 21550
  • 3500 Area Maryland Hwy, Oakland, MD 21550
    3500 Area Maryland Hwy, Oakland, MD 21550
    3500 Area Maryland Hwy, Oakland, MD 21550
    /5

    $90,000

    $110K PRICE DROP
    • Land
    • 5 Acres
    • $18,000 per Acre

    3500 Area Maryland Hwy, Oakland, MD 21550

    The parcel is being sold by an estate. Wooded vacant land located at the 3400 area of Maryland Highway, Route 135. There is no record of Perc test on file at the Garrett County Health Department.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    3500 Area Maryland Hwy, Oakland, MD 21550
  • 21 Bear Dr E, Oakland, MD 21550
    21 Bear Dr E, Oakland, MD 21550
    21 Bear Dr E, Oakland, MD 21550
    /24

    $16,000

    • Land
    • 21,344 Sq Ft
    • $32,653 per Acre

    21 Bear Dr E, Oakland, MD 21550

    Don’t miss this great opportunity in the gated community of Youghiogheny Mountain Resort! This flat 0.49-acre lot offers an easy build site. Perfect for your dream home or weekend escape. Enjoy access to ATV trails, hunting, and fishing, all while being just a short drive to Wisp Resort, Deep Creek Lake, and Swallow Falls State Park. Approved for a sand mound septic system and set within a

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    21 Bear Dr E, Oakland, MD 21550
  • 13 Birchwood Dr, Oakland, MD 21550
    13 Birchwood Dr, Oakland, MD 21550
    13 Birchwood Dr, Oakland, MD 21550
    /5

    $18,000

    • Land
    • 27,007 Sq Ft
    • $29,032 per Acre

    13 Birchwood Dr, Oakland, MD 21550

    Discover your own mountain escape in the gated community of Youghiogheny Mountain Resort! This 0.62-acre lot is perfect for building a dream home or weekend retreat, surrounded by miles of ATV trails, hunting, and fishing. Ideally located near Wisp Resort, Deep Creek Lake, Herrington Manor State Park, and Swallow Falls State Park, you’ll enjoy year-round outdoor adventure. Approved for a sand

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    13 Birchwood Dr, Oakland, MD 21550
  • 27 Gobbler Run Rd, Oakland, MD 21550
    27 Gobbler Run Rd, Oakland, MD 21550
    27 Gobbler Run Rd, Oakland, MD 21550
    /24

    $18,000

    • Land
    • 20,473 Sq Ft
    • $38,298 per Acre

    27 Gobbler Run Rd, Oakland, MD 21550

    Build your ideal mountain retreat in the gated community of Youghiogheny Mountain Resort! This level 0.47-acre lot offers an easy build site and is Health Department approved for a shallow trench gravity septic system. Enjoy access to ATV trails, hunting, and fishing, all just minutes from Wisp Resort, Deep Creek Lake, and Swallow Falls State Park. Whether you're planning a full-time home or

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    27 Gobbler Run Rd, Oakland, MD 21550
  • Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541
    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541
    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541
    /21

    $99,000

    • Land
    • 26,136 Sq Ft
    • $165,000 per Acre

    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541

    Discover the perfect spot to build your mountain retreat in the Biltmore at Lodestone community! Lot 54 Biltmore Ridge Trail in McHenry offers a level .60 acre building site with beautiful seasonal views in a gated community, making it ideal for your future home or vacation getaway. Ideally positioned near Hole 7 of the Lodestone Golf Course, this property combines peaceful surroundings with easy

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541
  • 22 Elm Dr, Oakland, MD 21550
    22 Elm Dr, Oakland, MD 21550
    22 Elm Dr, Oakland, MD 21550
    /24

    $18,000

    • Land
    • 26,136 Sq Ft
    • $30,000 per Acre

    22 Elm Dr, Oakland, MD 21550

    Build your dream getaway in the gated community of Youghiogheny Mountain Resort! This flat 0.60-acre lot offers an ideal setting for easy building. Perfect for a full-time home or weekend retreat. Enjoy miles of ATV trails, hunting, and fishing, all while being just minutes from Wisp Resort, Deep Creek Lake, and Swallow Falls State Park. Approved for a sand mound septic system and located within

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    22 Elm Dr, Oakland, MD 21550

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