189

Homes for Sale in 21550

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  • 15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    15 Village Dr Unit 1, Oakland, MD 21550
    /37

    $425,000

    • 2 Beds
    • 1 Bath

    15 Village Dr Unit 1, Oakland, MD 21550

    Escape to a simpler time with all the modern conveniences you desire at this 2-bedroom log cabin in the Yellowstone Village. The main level envelops you with the uniqueness and charm from the great room with an old-fashioned stone fireplace to warm up the chilling evenings and furniture that begs you to sit a while, to the quaint, yet full-sized kitchen with the cutest dining table. Venture up

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 377-0960

    15 Village Dr Unit 1, Oakland, MD 21550
  • 20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    20160 Garrett Hwy Unit H708, Oakland, MD 21550
    /47

    $289,900

    • 1 Bed
    • 1 Bath
    • 550 Sq Ft

    20160 Garrett Hwy Unit H708, Oakland, MD 21550

    Welcome to Will O' the Wisp Condominiums, where premium upgrades meet penthouse-level lakefront living at Deep Creek Lake! This fully furnished, beautifully updated, rarely available, top-floor two-level condo features one bedroom and one bath, offering 550 square feet of comfort, charm, and versatility — perfect as a vacation home, year-round retreat, or income-producing rental. Start your

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (301) 479-6357

    20160 Garrett Hwy Unit H708, Oakland, MD 21550
  • 130 Lodestone Way, Mc Henry, MD 21541
    130 Lodestone Way, Mc Henry, MD 21541
    130 Lodestone Way, Mc Henry, MD 21541
    /47

    $865,000

    • 4 Beds
    • 3 Baths
    • 2,512 Sq Ft

    130 Lodestone Way, Mc Henry, MD 21541

    Welcome to "Golden Overlook" — a beautifully furnished, brand-new mountain retreat built in 2024 tucked alongside Lodestone Golf Course and just minutes from Deep Creek Lake and Wisp Ski Resort. With 4 bedrooms, 3 full baths, and over 2,500 square feet of finished space, this home offers the perfect blend of modern comfort and mountain charm. Currently operating as a successful short-term rental

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 358-3652

    130 Lodestone Way, Mc Henry, MD 21541
  • 65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    65 Village Dr Unit 6, Oakland, MD 21550
    /52

    $625,000

    • 3 Beds
    • 3 Baths
    • 1,740 Sq Ft

    65 Village Dr Unit 6, Oakland, MD 21550

    One of Deep Creek Lake's best performing vacation rental properties! Over 65 Village Drive offers cabin living at its finest with 3 full bedrooms and 3 full bathrooms minutes from all of Deep Creek Lake's most popular amenities. Two wood burning fireplaces give ultimate ambiance; one in the main level living room and one in the four seasons room where the hot tub is also located. Many recent

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 759-2822

    65 Village Dr Unit 6, Oakland, MD 21550
  • 621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    621 Paradise Heights, Oakland, MD 21550
    /97

    $695,000

    • 4 Beds
    • 3 Baths
    • 3,242 Sq Ft

    621 Paradise Heights, Oakland, MD 21550

    Opportunity to own one of Deep Creek Lake's most unique homes! 621 Paradise Heights is a geodesic dome house offering 4 bedrooms, 3 full bathrooms and over 4300 square feet of interior space. Become the ultimate host of guests with the many entertainment spaces in the house including main level living room, parlor with wet bar, expansive deck, stacked stone fireplace, fit pit in back yard and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 998-1539

    621 Paradise Heights, Oakland, MD 21550
  • Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    Lot 2 Cedar Ln, Oakland, MD 21550
    /16

    $50,000

    • Land
    • 0.6 Acre
    • $83,333 per Acre

    Lot 2 Cedar Ln, Oakland, MD 21550

    Cleared, perc approved and ready to build! Lot 2 Cedar Lane sits on a 0.6 acre level lot at the beginning of Cedar Lane which sits close to the community center, tennis courts, pavilion and only a short ride to Muddy Creek and the access to Youghiogheny River! Youghiogheny Mountain Resort offers over 50 miles of trails for riding ATV’s, side by sides, fishing at Muddy Creek and much more! The

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8377

    Lot 2 Cedar Ln, Oakland, MD 21550
  • Lots 13/17 Dogwood Dr, Oakland, MD 21550
    Lots 13/17 Dogwood Dr, Oakland, MD 21550
    Lots 13/17 Dogwood Dr, Oakland, MD 21550
    /26

    $32,000

    • Land
    • 1.23 Acres
    • $26,016 per Acre

    Lots 13/17 Dogwood Dr, Oakland, MD 21550

    Discover the perfect blend of privacy and potential with these two adjoining lots located in the Youghiogheny Mountain Resort community. Lot 13 Dogwood Drive and Lot 17 Birchwood Drive together offer 1.23 wooded acres of mountain serenity, with the rear property lines connected for an expansive feel and extra buffer from neighbors. Lot 13 is approved for a sand mound septic system, making it an

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 875-6552

    Lots 13/17 Dogwood Dr, Oakland, MD 21550
  • Lot 79 Sundance Way, McHenry, MD 21541
    Lot 79 Sundance Way, McHenry, MD 21541
    Lot 79 Sundance Way, McHenry, MD 21541
    /19

    $69,000

    • Land
    • 0.57 Acre
    • $121,053 per Acre

    Lot 79 Sundance Way, McHenry, MD 21541

    0.57 acre mountaintop homesite at Deep Creek Lake! Competitively priced and ready to build. This property offers location just minutes from Wisp, ASCI and all of Deep Creek Lake's amenities with a private feel towards the end of the cup-de-sac. Public water and sewer taps are paid! Huge savings for buyer worth several thousand dollars . Electricity is to site. The only thing missing is your dream

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 908-5859

    Lot 79 Sundance Way, McHenry, MD 21541
  • Lot 29 Greenbrier Dr, Sang Run, MD 21541
    Lot 29 Greenbrier Dr, Sang Run, MD 21541
    Lot 29 Greenbrier Dr, Sang Run, MD 21541
    /36

    $69,900

    • Land
    • 0.63 Acre
    • $110,952 per Acre

    Lot 29 Greenbrier Dr, Sang Run, MD 21541

    Lot 29 is in the exclusive Greenbrier community at the Lodestone Golf course along the fairway of the 8th hole. The location is perfect to provide some peace and quiet and still be with in minutes of the Wisp Resort activities. Snow skiing, Mountain Biking, Whitewater rafting park, summer concerts, Mountain coaster, Ropes course, Snow tubing park. Also just minutes to Deep Creek Lake and

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 226-3870

    Lot 29 Greenbrier Dr, Sang Run, MD 21541
  • Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    Lot 6 Hoye Crest Rd, Oakland, MD 21550
    /18

    $44,900

    • Land
    • 6.12 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric to site, ready for you to build your dream home! Residential community. No camping, no hunting. Call today to schedule a time too see this remarkable property!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 652-2465

    Lot 6 Hoye Crest Rd, Oakland, MD 21550
  • 163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    163 Crestview Dr, Oakland, MD 21550
    /50

    $325,000

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    163 Crestview Dr, Oakland, MD 21550

    Welcome to 163 Crestview Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 502-1143

    163 Crestview Dr, Oakland, MD 21550
  • 565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    565 Glendale Rd Unit 210-A, Oakland, MD 21550
    /33

    $175,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

    Studio unit at Silver Tree Suites, one of Deep Creek Lake's most premier condo/hotel communities! Silver Tree Suites offers over 350' of pristine lakefront with western exposure. Located directly adjacent to Dutch's at Silver Tree, this location offers convenience to one of the areas most desirable restaurants, and is only 5-10 minutes to all of the local amenities and attractions you come to

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5408

    565 Glendale Rd Unit 210-A, Oakland, MD 21550
  • Lot 39 Fern Loop, Sang Run, MD 21541
    Lot 39 Fern Loop, Sang Run, MD 21541
    Lot 39 Fern Loop, Sang Run, MD 21541
    /21

    $75,000

    • Land
    • 0.59 Acre
    • $127,119 per Acre

    Lot 39 Fern Loop, Sang Run, MD 21541

    Lot 39 Fern Loop provides an opportunity to build your mountaintop dream home! Located in the Sandy Shores Heights community, this property offers a quiet setting with paved roads, electricity, water and sewer already at the site. Sandy Shores is just a few minutes drive to the top of Wisp Resort, and down the hill to all of the areas most sought after restaurants, Deep Creek Lake and all that

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 326-7187

    Lot 39 Fern Loop, Sang Run, MD 21541
  • Lot 18 Laurel Ct, Oakland, MD 21550
    Lot 18 Laurel Ct, Oakland, MD 21550
    Lot 18 Laurel Ct, Oakland, MD 21550
    /35

    $95,000

    • Land
    • 1.08 Acres
    • $87,963 per Acre

    Lot 18 Laurel Ct, Oakland, MD 21550

    Discover the perfect setting for your Deep Creek Lake getaway on this beautiful 1.08-acre homesite located at the end of a quiet cul-de-sac in the desirable Paradise Ridge community. Lot 18 Laurel Court offers a peaceful, private setting surrounded by mature trees and mountain views. Paradise Ridge features one of the nicest lake access areas on Deep Creek Lake—perfect for swimming, kayaking, and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 916-1185

    Lot 18 Laurel Ct, Oakland, MD 21550
  • 565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
    /20

    $210,000

    • 1 Bed
    • 1 Bath
    • 527 Sq Ft

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550

    Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all area amenities. Unit 212A offers a one level floorpan with private bedroom on the second floor of building A which offers easy access to the lobby, elevator, gym, sauna, game room and patio area overlooking the lake. Condominium ownership at Silver Tree Suites offers ease of

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 896-3828

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
  • Lot 25 W Big Piney Dr, Oakland, MD 21550
    Lot 25 W Big Piney Dr, Oakland, MD 21550
    /2

    $4,000

    • Land
    • 0.46 Acre
    • $8,696 per Acre

    Lot 25 W Big Piney Dr, Oakland, MD 21550

    Membership lot in Youghiogheny Mountain Resort on the corner of Big Piney and Rabbit Run! Lot sale is for access to community and membership only. Non-Buildable lot. Experience over 50 miles of trails for recreational use, riding side by sides, fishing at Muddy Creek and more! Call today!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 434-0180

    Lot 25 W Big Piney Dr, Oakland, MD 21550
  • 1240 Boy Scout Rd, Oakland, MD 21550
    1240 Boy Scout Rd, Oakland, MD 21550
    1240 Boy Scout Rd, Oakland, MD 21550
    /149

    $4,390,000

    • 7 Beds
    • 7 Baths
    • 5,695 Sq Ft

    1240 Boy Scout Rd, Oakland, MD 21550

    Welcome to Double Eagle Ranch — quite possibly the most beautiful property in Garrett County. This iconic 50-acre estate is set in the heart of Deep Creek Lake and includes its own deeded waterfront parcel with a brand-new dock, giving you private lake access just minutes from the property. Rarely does an offering combine such incredible privacy, natural beauty, and income-producing potential in

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 851-4712

    1240 Boy Scout Rd, Oakland, MD 21550
  • 110 Sundance Way, Mc Henry, MD 21541
    110 Sundance Way, Mc Henry, MD 21541
    110 Sundance Way, Mc Henry, MD 21541
    /12

    $115,000

    • Land
    • 0.67 Acre
    • $171,642 per Acre

    110 Sundance Way, Mc Henry, MD 21541

    Whether you're into Boating, Skiing or Golfing all three and so many other amenities are within minutes of this beautiful lot on the ridge of Marsh Mountain overlooking the McHenry cove of Deep Creek Lake. Situated just half a mile from Wisp Resort ski slopes & Ropes course & mountain coaster, snow tubing and White water rafting at one of the few man made white water courses in the United States.

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 443-3324

    110 Sundance Way, Mc Henry, MD 21541
  • 1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    1118 Lake Shore Dr, Oakland, MD 21550
    /101

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,446 Sq Ft

    1118 Lake Shore Dr, Oakland, MD 21550

    Escape to Serenity: Your Dream Log Home Awaits! Nestled in the heart of a picturesque lake and mountain area, this charming log home offers the perfect blend of rustic charm and modern touches. With cathedral wood ceilings and a cozy gas fireplace, the spacious living area invites you to relax and soak in the warmth and beauty of your surroundings. The living area steps out to a large covered

    Susan Bell Railey Realty, Inc.

    1118 Lake Shore Dr, Oakland, MD 21550
  • 328 Stool Rock Rd, Oakland, MD 21550
    328 Stool Rock Rd, Oakland, MD 21550
    328 Stool Rock Rd, Oakland, MD 21550
    /117

    $545,000

    • 4 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    328 Stool Rock Rd, Oakland, MD 21550

    Designed and built for the sellers, this 4 bedroom, 2.5 bath home is a true showcase of craftsmanship featuring handmade woodwork crafted from trees sourced directly from the property. Many specialty items will remain, including bathroom vanities, multiple dressers, a primary suite custom TV console, a built-in bunk bed, and more. The spacious primary suite was added in 2016 and offers a separate

    Kathy Gibson Railey Realty, Inc.

    328 Stool Rock Rd, Oakland, MD 21550
  • 19 Greenside Ct, McHenry, MD 21541
    19 Greenside Ct, McHenry, MD 21541
    19 Greenside Ct, McHenry, MD 21541
    /91

    $1,395,000

    • 5 Beds
    • 7 Baths
    • 4,416 Sq Ft

    19 Greenside Ct, McHenry, MD 21541

    This striking 5 bed/7 bath log home sits in one of Wisp Mountain’s most sought-after locations, offering a warm four-season retreat just minutes from Deep Creek Lake, Lodestone Golf Course, Wisp Resort, and the area’s top dining and recreation. Seasonal lake views from the living room and deck enhance the setting and connect the home to its surroundings. The main level features a bright, open

    Kelsey Meyers Railey Realty, Inc.

    19 Greenside Ct, McHenry, MD 21541
  • 329 Lemley Dr, Oakland, MD 21550
    329 Lemley Dr, Oakland, MD 21550
    329 Lemley Dr, Oakland, MD 21550
    /81

    $750,000

    • 4 Beds
    • 3.5 Baths
    • 2,632 Sq Ft

    329 Lemley Dr, Oakland, MD 21550

    Lake View Chalet at Deep Creek Lake – This 4 Bedroom 3.5 Bath Mountain Home is privately seated on 1.72 acres of wooded land and features vaulted ceilings, an oversized loft, 2 gas fireplaces, and seasonal views of Deep Creek Lake! Open layout with hardwood floors and custom built-in bookshelves. Walk-out basement with 2nd living space and a pool table. Two stories of outdoor living with upper

    Jon Bell Railey Realty, Inc.

    329 Lemley Dr, Oakland, MD 21550
  • 47 Holy Cross Cir, Oakland, MD 21550
    47 Holy Cross Cir, Oakland, MD 21550
    47 Holy Cross Cir, Oakland, MD 21550
    /109

    $6,499,900

    • 8 Beds
    • 8.5 Baths
    • 11,417 Sq Ft

    47 Holy Cross Cir, Oakland, MD 21550

    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

    Jon Bell Railey Realty, Inc.

    47 Holy Cross Cir, Oakland, MD 21550
  • 188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    188 Highline Dr, Mc Henry, MD 21541
    /124

    $1,600,000

    • 7 Beds
    • 5.5 Baths
    • 5,200 Sq Ft

    188 Highline Dr, Mc Henry, MD 21541

    Welcome to your dream mountain retreat at Wisp Resort! Rare opportunity to own a ski-in/ski-out access home with dramatic 12-mile lake views from all three floors. New appliance and investment upgrades throughout the home as of July 2025. Your near-zero maintenance DREAM: cedar shakes boasting upwards of 50-years longevity, ultra durable hardy board siding, a freshly painted deck, and a naturally

    Elizabeth Ware Railey Realty, Inc.

    188 Highline Dr, Mc Henry, MD 21541
  • 180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    180 Paradise Ridge Rd, Oakland, MD 21550
    /98

    $425,000

    • 3 Beds
    • 2 Baths
    • 1,152 Sq Ft

    180 Paradise Ridge Rd, Oakland, MD 21550

    Discover your perfect Deep Creek Lake getaway in the desirable Ridge at Paradise Point community, where breathtaking lake views and incredible amenities await! This charming entry level vacation home offers exclusive access to one of the most stunning shared lakefront areas, featuring a level shoreline, picnic pavilion, ample parking, and easy entry for kayaks, canoes, swimming, and

    Justin Liller Railey Realty, Inc.

    180 Paradise Ridge Rd, Oakland, MD 21550
  • 433 San Francisco St, Oakland, MD 21550
    433 San Francisco St, Oakland, MD 21550
    433 San Francisco St, Oakland, MD 21550
    /66

    $599,900

    • 6 Beds
    • 2.5 Baths
    • 2,560 Sq Ft

    433 San Francisco St, Oakland, MD 21550

    Fully renovated, fully loaded, and fully ready to be your Deep Creek Lake getaway! This 6-bedroom mountain retreat is packed with upgrades—New flooring, new septic, new hot tub, and a sleek modern kitchen with concrete counters, soft-close cabinets, and stainless steel appliances. One wood-burning fireplace for the cozy nights, one propane for the lazy mornings. Two and a half bathrooms, all

    Jon Bell Railey Realty, Inc.

    433 San Francisco St, Oakland, MD 21550
  • 56 Bee Tree Ln, Oakland, MD 21550
    56 Bee Tree Ln, Oakland, MD 21550
    56 Bee Tree Ln, Oakland, MD 21550
    /139

    $2,845,000

    • 6 Beds
    • 7.5 Baths
    • 5,100 Sq Ft

    56 Bee Tree Ln, Oakland, MD 21550

    Unmatched EXCEPTIONAL Lakefront Living – 6 Bedrooms | 7.5 Baths | Tucked Among the Pines Discover a rare opportunity to own a true lakefront, lakeview gem—this 5,400 sq ft, 6-bedroom, 7.5-bath home that is nestled among tall pines on an exceptional lot that sits unusually close to the water’s edge. With peaceful views across a quiet cove and expansive open-water vistas from the oversized covered

    Susan Bell Railey Realty, Inc.

    56 Bee Tree Ln, Oakland, MD 21550
  • 1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    1001 Sutter Ln, Oakland, MD 21550
    /93

    $829,000

    • 5 Beds
    • 6 Baths
    • 6,550 Sq Ft

    1001 Sutter Ln, Oakland, MD 21550

    Discover the ultimate mountain–lake getaway in this stunning 5BR Southern-style home on a private 2.4-acre wooded lot bordering Broadford Lake recreational area! Located just minutes from Deep Creek Lake and Wisp Resort, this magnificent property offers over 6,500 sq ft. and delivers unforgettable space, luxury, and privacy. Step inside to soaring cathedral ceilings, skylights, oak floors, and a

    Nina Beitzel Railey Realty, Inc.

    1001 Sutter Ln, Oakland, MD 21550
  • 155 Basswood Way, Oakland, MD 21550
    155 Basswood Way, Oakland, MD 21550
    155 Basswood Way, Oakland, MD 21550
    /51

    $674,900

    • 5 Beds
    • 3 Baths
    • 2,792 Sq Ft

    155 Basswood Way, Oakland, MD 21550

    Tucked just off Lakeshore Drive, this log home nails that luxury treehouse feel. Wrapped in fresh stain (09/24) and packed with updates - "Time Is On My Side" is dialed in for comfort. Five bedrooms, three baths, including a main-level primary. Inside, modern meets rustic with a sleek kitchen, new propane fireplace, and fresh paint throughout. The lower level offers a second living area, pool

    Michael Fenton Railey Realty, Inc.

    155 Basswood Way, Oakland, MD 21550
  • 340 Grandview Dr, Oakland, MD 21550
    340 Grandview Dr, Oakland, MD 21550
    340 Grandview Dr, Oakland, MD 21550
    /87

    $949,900

    • 6 Beds
    • 4 Baths
    • 2,536 Sq Ft

    340 Grandview Dr, Oakland, MD 21550

    Lake Access property overlooking Cherry Creek Cove in the coveted Mountainside community, at 2,536 square feet, this fully furnished retreat pairs modern comfort with timeless mountain style. Freshly updated from top to bottom, with a new roof and deck staining, every detail feels dialed in. A wall of glass and open layout connects bright gathering spaces with panoramic lake views that steal the

    Jon Bell Railey Realty, Inc.

    340 Grandview Dr, Oakland, MD 21550
  • 220 Woodlands Hill Ln, Oakland, MD 21550
    220 Woodlands Hill Ln, Oakland, MD 21550
    220 Woodlands Hill Ln, Oakland, MD 21550
    /85

    $775,000

    • 5 Beds
    • 3 Baths
    • 2,660 Sq Ft

    220 Woodlands Hill Ln, Oakland, MD 21550

    Discover this spacious 5-bedroom, 3-bath chalet in The View community at Deep Creek Lake, offering three finished levels of comfortable living and a strong history as the well-known rental 'Divided Sky'. The foyer greets you with a beautiful built-in for hanging jackets, leave your ski boots on the convenient tile floor and proceed in to the main level, where two-story ceilings paneled in solid

    Ana Dubin RE/MAX Realty Group

    220 Woodlands Hill Ln, Oakland, MD 21550
  • 77 Meadow Ct, Oakland, MD 21550
    77 Meadow Ct, Oakland, MD 21550
    77 Meadow Ct, Oakland, MD 21550
    /65

    $599,900

    • 4 Beds
    • 3 Baths
    • 2,436 Sq Ft

    77 Meadow Ct, Oakland, MD 21550

    Lake Access Chalet at Deep Creek Lake – Featured on HGTV’s Lakefront Bargain Hunt, this property is quietly tucked away on over half an acre on rolling mountain pasture in the sought after Paradise Ridge community, and pairs rustic comfort with clean, modern lines. Warm wood tones, vaulted ceilings, and a two-story stone fireplace anchor the main level. Open kitchen and dining area flow into a

    Jon Bell Railey Realty, Inc.

    77 Meadow Ct, Oakland, MD 21550
  • 16 Lemley Dr, Oakland, MD 21550
    16 Lemley Dr, Oakland, MD 21550
    16 Lemley Dr, Oakland, MD 21550
    /62

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 1,104 Sq Ft

    16 Lemley Dr, Oakland, MD 21550

    Nestled in the serene community of Roman Nose Spa at Deep Creek Lake, this charming contemporary home offers a perfect blend of comfort and style and makes a great basecamp. With 4 beds and 2 1/2 baths and a thoughtfully designed living space, ideal for both relaxation and entertaining. Enjoy breathtaking views of Deep Creek Lake and the surrounding mountains from your backyard, where outdoor

    Andrew Eiswert Railey Realty, Inc.

    16 Lemley Dr, Oakland, MD 21550
  • 105 Mountain Overlook Ct, McHenry, MD 21550
    105 Mountain Overlook Ct, McHenry, MD 21550
    105 Mountain Overlook Ct, McHenry, MD 21550
    /109

    $759,000

    • 3 Beds
    • 3.5 Baths
    • 2,570 Sq Ft

    105 Mountain Overlook Ct, McHenry, MD 21550

    Luxury Mountaintop Ski Chalet with scenic Deep Creek Lake Access for year-round enjoyment. Just minutes from Wisp's ski slopes and ASCI Whitewater, this fantastic location is ideal for exciting summer adventures and winter skiing with effortless connections to the Ski Lodge, Wisp's easy-access mountaintop parking area, lift tickets, on-site community amenities, and everything you need.

    Steven Ritchie Railey Realty, Inc.

    105 Mountain Overlook Ct, McHenry, MD 21550
  • 439 Paradise Heights, Oakland, MD 21550
    439 Paradise Heights, Oakland, MD 21550
    439 Paradise Heights, Oakland, MD 21550
    /45

    $1,329,000

    • 6 Beds
    • 4.5 Baths
    • 4,113 Sq Ft

    439 Paradise Heights, Oakland, MD 21550

    Stunning 6-Bedroom Kathadin Log Home with Breathtaking 180 views of Deep Creek Lake with Lake Access and a Boat Slip! This exceptional vacation home offers the perfect blend of rustic charm and modern luxury. Boasting 180-degree panoramic views of the sparkling lake, this property is a true mountain retreat. Every room is designed to capture the beauty of the surrounding landscape, with expansive

    Mike Kennedy Railey Realty, Inc.

    439 Paradise Heights, Oakland, MD 21550
  • 336 Paradise Heights, Oakland, MD 21550
    336 Paradise Heights, Oakland, MD 21550
    336 Paradise Heights, Oakland, MD 21550
    /94

    $1,499,000

    • 5 Beds
    • 3 Baths
    • 2,826 Sq Ft

    336 Paradise Heights, Oakland, MD 21550

    Architecturally unique, private and spacious lakefront home with a perfect central location! Step into a home that blends striking architectural design with the best of lake living. The living room showcases a dramatic wall of glass and a floor-to-ceiling stone fireplace, while a large glass-walled rec room on the lower level offers another light-filled space to relax or entertain. This

    Susan Bell Railey Realty, Inc.

    336 Paradise Heights, Oakland, MD 21550
  • 16 Grand Estates Dr, McHenry, MD 21541
    16 Grand Estates Dr, McHenry, MD 21541
    16 Grand Estates Dr, McHenry, MD 21541
    /86

    $1,999,900

    • 7 Beds
    • 7 Baths
    • 4,758 Sq Ft

    16 Grand Estates Dr, McHenry, MD 21541

    Brand New Mountain Chalet adjoining Lodestone Golf Course - Welcome to Sunset on the Greens. This custom Lindal 7-bedroom, 7-bath chalet is built for luxury mountain living at its finest. Already a proven rental performer, “Sunset on the Greens” grossed over $105k its first six months and all 5 star reviews! The great room steals the show with a towering wall of glass that opens to panoramic

    Jon Bell Railey Realty, Inc.

    16 Grand Estates Dr, McHenry, MD 21541
  • 25 Silver Tree Ln, Oakland, MD 21550
    25 Silver Tree Ln, Oakland, MD 21550
    25 Silver Tree Ln, Oakland, MD 21550
    /52

    $749,900

    • 5 Beds
    • 4 Baths
    • 2,364 Sq Ft

    25 Silver Tree Ln, Oakland, MD 21550

    Beautiful lake access retreat located in the Silver Tree Landings community with an available home warranty. This recently updated contemporary home feels warm and inviting from the moment you walk in (upgrade list available). Offering hardwood flooring, granite countertops, two stone propane fireplaces and cathedral ceilings. The abundance of windows allows the natural light to brighten any

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    25 Silver Tree Ln, Oakland, MD 21550
  • 20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
    /68

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550

    Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace,

    Kevin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
  • 45 Marble Way, Mc Henry, MD 21541
    45 Marble Way, Mc Henry, MD 21541
    45 Marble Way, Mc Henry, MD 21541
    /60

    $1,069,000

    • 6 Beds
    • 7 Baths
    • 3,220 Sq Ft

    45 Marble Way, Mc Henry, MD 21541

    Located in the prestigious Greenbrier community on Lodestone Golf Course, this 6 bedroom, 5 full and 2 half bath home offers the perfect blend of luxury, comfort, and convenience. Just minutes from Wisp Resort and nestled in the heart of Deep Creek Lake, the property is a proven and successful vacation rental. Spread across three finished levels, the home features multiple ensuite bedrooms, two

    Nina Beitzel Railey Realty, Inc.

    45 Marble Way, Mc Henry, MD 21541

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