12,226

Homes in ZIP Code 21550

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  • 10 AC Shingle Camp Rd, Sang Run, MD 21541
    10 AC Shingle Camp Rd, Sang Run, MD 21541
    10 AC Shingle Camp Rd, Sang Run, MD 21541
    /17

    $250,000 Sold Dec 19, 2025

    10 AC Shingle Camp Rd, Sang Run, MD 21541

    • Land
    • 10 Acres
    • $25,000 per Acre

    Last Sold Summary

    • 724 Days On Market

    Last Listing Agent Kelsey Meyers Railey Realty, Inc.

    10 AC Shingle Camp Rd, Sang Run, MD 21541
    • 24 Greenbrier Dr, Mc Henry, MD 21541
      24 Greenbrier Dr, Mc Henry, MD 21541
      24 Greenbrier Dr, Mc Henry, MD 21541
      /6

      Not Listed For Sale

      24 Greenbrier Dr, Mc Henry, MD 21541

      24 Greenbrier Dr, Mc Henry, 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
  • 17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    17 Driftwood Ln, Oakland, MD 21550
    /73

    $305,000 Sold Nov 06, 2025

    17 Driftwood Ln, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,092 Sq Ft
    • Built 1978

    Last Sold Summary

    • $146/SF
    • 113 Days On Market

    Last Listing Agent Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
    • 565 Glendale Rd Unit 309, Oakland, MD 21550
      565 Glendale Rd Unit 309, Oakland, MD 21550
      565 Glendale Rd Unit 309, Oakland, MD 21550
      /30

      Est $281,667 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 613 Sq Ft

      565 Glendale Rd Unit 309, Oakland, MD 21550

      565 Glendale Rd Unit 309, 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
  • 627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    627 Hamill St, Oakland, MD 21550
    /47

    $180,000 Sold Nov 24, 2025

    627 Hamill St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,322 Sq Ft
    • Built 1886

    Last Sold Summary

    • $136/SF
    • 2 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    627 Hamill St, Oakland, MD 21550
    • 186 Greenbrier Dr, McHenry, MD 21541
      186 Greenbrier Dr, McHenry, MD 21541
      186 Greenbrier Dr, McHenry, MD 21541
      /89

      Est $867,609 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,723 Sq Ft

      186 Greenbrier Dr, McHenry, MD 21541

      186 Greenbrier Dr, McHenry, MD 21541
  • 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
  • 150 Greenbrier Dr, Mc Henry, MD 21541
    150 Greenbrier Dr, Mc Henry, MD 21541
    150 Greenbrier Dr, Mc Henry, MD 21541
    /53

    $875,000 Sold Nov 10, 2025

    150 Greenbrier Dr, Mc Henry, MD 21541

    • 5 Beds
    • 5.5 Baths
    • 4,345 Sq Ft
    • Built 2014

    Last Sold Summary

    • $201/SF
    • 6 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    150 Greenbrier Dr, Mc Henry, MD 21541
    • 82 Mountainview Ct, Oakland, MD 21550
      82 Mountainview Ct, Oakland, MD 21550
      82 Mountainview Ct, Oakland, MD 21550
      /100

      Est $738,747 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,604 Sq Ft

      82 Mountainview Ct, Oakland, MD 21550

      82 Mountainview Ct, 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
  • Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    Lot 5A Valley Rd, Oakland, MD 21550
    /14

    $17,000 Sold Dec 18, 2025

    Lot 5A Valley Rd, Oakland, MD 21550

    • Land
    • 2.45 Acres
    • $6,939 per Acre

    Last Sold Summary

    • 1,047 Days On Market

    Last Listing Agent Nick Fratz-Orr Railey Realty, Inc.

    Lot 5A Valley Rd, Oakland, MD 21550
    • 565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      565 Glendale Rd Unit 123-A, Oakland, MD 21550
      /30

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft

      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      565 Glendale Rd Unit 123-A, 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
  • 107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    107 E Mason St, Oakland, MD 21550
    /24

    $27,500 Sold May 14, 2025

    107 E Mason St, Oakland, MD 21550

    • 4 Beds
    • 1.5 Baths
    • 2,256 Sq Ft
    • Built 1914

    Last Sold Summary

    • $12/SF
    • 18 Days On Market

    Current Estimated Value $167,299

    Last Listing Agent Kathleen Miller Better Homes & Gardens Real Estate Old Line Group

    107 E Mason St, Oakland, MD 21550
    • 314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      314 Morning Glory Dr, Oakland, MD 21550
      /60

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,735 Sq Ft

      314 Morning Glory Dr, Oakland, MD 21550

      314 Morning Glory Dr, Oakland, MD 21550
  • 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
  • 29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    29 Sloan Tract Rd, Oakland, MD 21550
    /32

    $260,000 Sold Jul 21, 2025

    29 Sloan Tract Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft
    • Built 1983

    Last Sold Summary

    • $271/SF
    • 98 Days On Market

    Current Estimated Value $281,137

    Last Listing Agent Thomas Long Railey Realty, Inc.

    29 Sloan Tract Rd, Oakland, MD 21550
    • 7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      7 Cherrywood Dr, Oakland, MD 21550
      /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood 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
  • 228 Paradise Heights, Oakland, MD 21550
    228 Paradise Heights, Oakland, MD 21550
    228 Paradise Heights, Oakland, MD 21550
    /82

    $1,900,000 Sold May 16, 2025

    228 Paradise Heights, Oakland, MD 21550

    • 4 Beds
    • 4.5 Baths
    • 2,249 Sq Ft
    • Built 1989

    Last Sold Summary

    • $845/SF
    • 5 Days On Market

    Current Estimated Value $1,888,632

    Last Listing Agent Jay Quinn Taylor Made Deep Creek Vacations & Sales

    228 Paradise Heights, Oakland, MD 21550
    • 409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      409 San Francisco St, Oakland, MD 21550
      /21

      Est $103,775 Not Listed For Sale

      409 San Francisco St, Oakland, MD 21550

      409 San Francisco St, 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
  • 366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    366 Glendale Rd, Oakland, MD 21550
    /29

    $369,900 Sold Oct 17, 2025

    366 Glendale Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,392 Sq Ft
    • Built 1997

    Last Sold Summary

    • $266/SF
    • 152 Days On Market

    Last Listing Agent Adam Belasco Keller Williams Capital Properties

    366 Glendale Rd, Oakland, MD 21550
    • 65 Kendall Camp Cir, McHenry, MD 21541
      65 Kendall Camp Cir, McHenry, MD 21541
      65 Kendall Camp Cir, McHenry, MD 21541
      /3

      Not Listed For Sale

      65 Kendall Camp Cir, McHenry, MD 21541

      65 Kendall Camp Cir, McHenry, MD 21541
  • 272 McComas Beach Terrace, Oakland, MD 21550
    272 McComas Beach Terrace, Oakland, MD 21550
    272 McComas Beach Terrace, Oakland, MD 21550
    /69

    $1,589,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 2,448 Sq Ft

    272 McComas Beach Terrace, Oakland, MD 21550

    Wake up to a light mist rising over Deep Creek Lake and enjoy level lakefront living with your own private dock at the top of Red Run Cove. This stunning Katahdin Cedar Log Home sits on a quiet cul-de-sac, surrounded by mature trees that create a peaceful canopy. Relax on the expansive TimberTech back deck or unwind in the hot tub on the rear stone patio—all with incredible waterfront views.

    Russell Bounds Railey Realty, Inc.

    272 McComas Beach Terrace, Oakland, MD 21550
  • 1014 Madison St, Oakland, MD 21550
    1014 Madison St, Oakland, MD 21550
    1014 Madison St, Oakland, MD 21550
    /69

    $450,000 Sold Feb 26, 2025

    1014 Madison St, Oakland, MD 21550

    • 5 Beds
    • 3.5 Baths
    • 3,016 Sq Ft
    • Built 1988

    Last Sold Summary

    • $149/SF
    • 21 Days On Market

    Current Estimated Value $463,086

    Last Listing Agent Justin Liller Railey Realty, Inc.

    1014 Madison St, Oakland, MD 21550
    • 128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      128 Tarn Dr, Oakland, MD 21550
      /16

      Not Listed For Sale

      128 Tarn Dr, Oakland, MD 21550

      128 Tarn Dr, Oakland, MD 21550
  • 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
  • Lot 76 Sundance Way, McHenry, MD 21541
    Lot 76 Sundance Way, McHenry, MD 21541
    Lot 76 Sundance Way, McHenry, MD 21541
    /11

    $66,250 Sold Mar 31, 2025

    Lot 76 Sundance Way, McHenry, MD 21541

    • Land
    • 0.57 Acre
    • $116,228 per Acre

    Last Sold Summary

    • 184 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    Lot 76 Sundance Way, McHenry, MD 21541
    • 1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      1 Overlook Ridge Dr SE, Oakland, MD 21550
      /22

      Not Listed For Sale

      • 4 Beds

      1 Overlook Ridge Dr SE, Oakland, MD 21550

      1 Overlook Ridge Dr SE, 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
  • 157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    /20

    $237,000 Sold Oct 30, 2025

    157 Jeffrey Ln Unit 21A, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1990

    Last Sold Summary

    • $359/SF
    • 19 Days On Market

    Last Listing Agent Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    157 Jeffrey Ln Unit 21A, Oakland, MD 21550
    • 20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550
      /48

      Not Listed For Sale

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

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      20160 Garrett Hwy Unit 502/702, 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
  • 297 Paradise Point Rd, Oakland, MD 21550
    297 Paradise Point Rd, Oakland, MD 21550
    297 Paradise Point Rd, Oakland, MD 21550
    /41

    $315,000 Sold Feb 14, 2025

    297 Paradise Point Rd, Oakland, MD 21550

    • 3 Beds
    • 4 Baths
    • 3,024 Sq Ft
    • Built 2005

    Last Sold Summary

    • $104/SF
    • 210 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    297 Paradise Point Rd, Oakland, MD 21550
    • 305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
      /64

      Est $603,326 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 3,300 Sq Ft

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550

      305 Winding Trail Ln Unit 12A, Oakland, MD 21550
  • 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
  • 1714 Mayhew Inn Rd, Oakland, MD 21550
    1714 Mayhew Inn Rd, Oakland, MD 21550
    1714 Mayhew Inn Rd, Oakland, MD 21550
    /23

    $119,000 Sold Jul 18, 2025

    1714 Mayhew Inn Rd, Oakland, MD 21550

    • Land
    • 7.5 Acres
    • $15,867 per Acre

    Last Sold Summary

    • 56 Days On Market

    Current Estimated Value $127,546

    Last Listing Agent Brian Homberg Taylor Made Deep Creek Vacations & Sales

    1714 Mayhew Inn Rd, Oakland, MD 21550

Showing Results 41 - 80, Page 2 of 18

Maryland Garrett County Oakland 21550

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