12,296

Homes in ZIP Code 21550

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  • /26

    $699,000

    Under Contract
    • Land
    • 33.93 Acres
    • $20,601 per Acre

    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550

    Incredible Development Opportunity! Almost 34 acres of beautiful grounds zoned Residential/Industrial/Professional (RIP). This parcel would make a beautiful site for a single family or condo/townhome subdivision, business park, or industrial complex. Or, build your dream home with over 33 acres of privacy, yet close to schools, hospital, and downtown Oakland shopping. Public Water on site and

    Justin Liller Railey Realty, Inc.

    0 Memorial Dr Unit MDGA2010668, Oakland, MD 21550
  • /47

    $405,000

    Sold Aug 08, 2025

    343 Maple Del Ln, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,404 Sq Ft
    • Built 1993

    Last Sold Summary

    • $288/SF
    • 3 Days On Market

    Current Estimated Value $397,724

    Last Listing Agent Julie Mead The KW Collective

    343 Maple Del Ln, Oakland, MD 21550
    • /85

      Est $1,349,346

      Not Listed For Sale

      757 Marsh Hill Rd, Mc Henry, MD 21541

      • 4 Beds
      • 3.5 Baths
      • 2,688 Sq Ft
      • Built 2005
      757 Marsh Hill Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 8 Days On Market

  • /17

    $19,000

    • Land
    • 21,344 Sq Ft
    • $38,776 per Acre

    6 Cedar Ln, Oakland, MD 21550

    Discover the perfect place to build your mountain getaway, full-time residence, or adventure basecamp. Located within the highly sought-after Yough Mountain Resort community, this property offers access to more than 2,000 acres of private wilderness to explore and enjoy year-round. This land is at the top of the mountain where it is generally quieter. It has been surveyed for a well site and has

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    6 Cedar Ln, Oakland, MD 21550
  • /29

    $185,000

    Sold Jan 23, 2026

    141 Truesdale Rd, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,834 Sq Ft
    • Built 1988

    Last Sold Summary

    • $101/SF
    • 4 Days On Market

    Current Estimated Value $197,107

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

    141 Truesdale Rd, Oakland, MD 21550
    • /95

      Est $545,488

      Not Listed For Sale

      204 Farm View Ln, Oakland, MD 21550

      • 3 Beds
      • 4 Baths
      • 2,268 Sq Ft
      • Built 2007
      204 Farm View Ln, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • /50

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 2,368 Sq Ft

    164 Grandview Dr, Oakland, MD 21550

    Experience mountain living at its finest in this breathtaking mountaintop home overlooking Deep Creek Lake. With sweeping views from almost every room, your hardest decision may be where to sit to enjoy them. Offering three levels of living space, hardwood floors ( which were recently refinished), and some new appliances. The multiple decks are ideal to enjoy family and friends while taking in

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

    164 Grandview Dr, Oakland, MD 21550
  • /71

    $912,500

    Sold Dec 05, 2025

    78 Mountainside Ct, Oakland, MD 21550

    • 5 Beds
    • 3 Baths
    • 3,492 Sq Ft
    • Built 2002

    Last Sold Summary

    • $261/SF
    • 61 Days On Market

    Current Estimated Value $902,561

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

    78 Mountainside Ct, Oakland, MD 21550
    • /132

      Est $3,441,621

      Not Listed For Sale

      2524 Stockslager Rd, Oakland, MD 21550

      • 5 Beds
      • 7 Baths
      • 9,134 Sq Ft
      • Built 2006
      2524 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 15 Days On Market

  • /2

    $64,900

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 792 Sq Ft

    74 Parks Rd, Oakland, MD 21550

    **Investor Special with Mountain & Water Views**Opportunity is knocking at 74 Parks Road in Oakland, Maryland! This 3-bedroom, 1-bath one story is perfectly positioned just steps from the West Virginia line and surrounded by some of the most sought-after recreation in the region.Enjoy peaceful views of Snowy Creek right from the front yard and take advantage of being just minutes from

    Emillie Albrecht Real Broker, LLC

    74 Parks Rd, Oakland, MD 21550
  • /82

    $785,000

    Sold Jun 03, 2026

    53 Meadow Ct, Oakland, MD 21550

    • 4 Beds
    • 6 Baths
    • 3,630 Sq Ft
    • Built 2005

    Last Sold Summary

    • 5% Below List Price
    • $216/SF
    • 6 Days On Market

    Current Estimated Value $829,112

    Last Listing Agent Jon Bell Railey Realty, Inc.

    53 Meadow Ct, Oakland, MD 21550
    • /42

      Est $474,592

      Not Listed For Sale

      426 Pergin Farm Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,596 Sq Ft
      • Built 1985
      426 Pergin Farm Rd, Oakland, MD 21550

      Last Sold Summary

      • 15 Days On Market

  • /15

    $99,900

    $28K PRICE DROP
    • Land
    • 23,086 Sq Ft
    • $188,491 per Acre

    Lot 5 Irwin Way, Mc Henry, MD 21541

    Beautiful level building lot in a serene, private golf community! Adjoining the Lodestone Golf facility, this property offers the perfect setting for your four-season getaway or primary residence. Just minutes from local dining, state parks, Wisp Resort, Deep Creek Lake and all that Garrett county has to offer. Vacation rental homes are permitted in this subdivision. All public utilities are in

    Nicole Jackson Railey Realty, Inc.

    Lot 5 Irwin Way, Mc Henry, MD 21541
  • /87

    $867,500

    Sold Feb 20, 2026

    340 Grandview Dr, Oakland, MD 21550

    • 6 Beds
    • 4 Baths
    • 2,536 Sq Ft
    • Built 2003

    Last Sold Summary

    • $342/SF
    • 88 Days On Market

    Current Estimated Value $883,394

    Last Listing Agent Jon Bell Railey Realty, Inc.

    340 Grandview Dr, Oakland, MD 21550
    • /68

      Est $1,322,110

      Not Listed For Sale

      1835 Marsh Hill Rd, Mc Henry, MD 21541

      • 4 Beds
      • 4 Baths
      • 3,854 Sq Ft
      • Built 1990
      1835 Marsh Hill Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 3 Days On Market

  • /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
  • /37

    $382,500

    Sold Feb 27, 2026

    15 Village Dr Unit 1, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • Built 2004

    Last Sold Summary

    • 408 Days On Market

    Current Estimated Value $388,756

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    15 Village Dr Unit 1, Oakland, MD 21550
    • /81

      Est $651,704

      Not Listed For Sale

      43 Robinwood Dr, Oakland, MD 21550

      • 3 Beds
      • 3.5 Baths
      • 2,921 Sq Ft
      • Built 2005
      43 Robinwood Dr, Oakland, MD 21550

      Last Sold Summary

      • 148 Days On Market

  • /29

    $195,000

    Pending
    • 3 Beds
    • 1 Bath
    • 1,382 Sq Ft

    2918 Oakland Sang Run Rd, Oakland, MD 21550

    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

    Andrew Eiswert Railey Realty, Inc.

    2918 Oakland Sang Run Rd, Oakland, MD 21550
  • /76

    $420,000

    Sold Oct 15, 2025

    783 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,971 Sq Ft
    • Built 2002

    Last Sold Summary

    • $213/SF
    • 122 Days On Market

    Current Estimated Value $486,711

    Last Listing Agent Larry Smith Railey Realty, Inc.

    783 Mountainview Dr, Oakland, MD 21550
    • /16

      Est $71,504

      Not Listed For Sale

      36 Preston Ln, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 964 Sq Ft
      • Built 1918
      36 Preston Ln, Oakland, MD 21550

      Last Sold Summary

      • 1 Day On Market

  • /69

    $219,900

    $45K 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
  • /35

    $380,000

    Sold Sep 26, 2025

    20160 Garrett Hwy Unit G509, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 640 Sq Ft
    • Built 1974

    Last Sold Summary

    • $594/SF
    • 24 Days On Market

    Current Estimated Value $374,646

    Last Listing Agent Tim Macauley Taylor-Made Deep Creek Real Estate, LLC

    20160 Garrett Hwy Unit G509, Oakland, MD 21550
    • /44

      Est $709,732

      Not Listed For Sale

      870 Hunters Ridge Dr, Oakland, MD 21550

      • 4 Beds
      • 2.5 Baths
      • 2,896 Sq Ft
      • Built 2007
      870 Hunters Ridge Dr, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • /19

    $74,900

    • Land
    • 19,166 Sq Ft
    • $170,227 per Acre

    39 Greenstone Way, Mc Henry, MD 21541

    Level building site in the gated Lodestone community atop the mountain at Wisp Resort! This .44-acre lot offers golf course views, paved road access, and an easy build setup with public water and public sewer available. Located minutes from Wisp ski slopes, the ASCI Whitewater Course, Lodestone Golf Course, and the restaurants, shops, and marinas at Deep Creek Lake. The HOA provides road

    Mike Fenton Railey Realty, Inc.

    39 Greenstone Way, Mc Henry, MD 21541
  • /50

    $239,000

    Sold Feb 11, 2026

    5202 Hutton Rd, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,199 Sq Ft
    • Built 1950

    Last Sold Summary

    • $199/SF
    • 149 Days On Market

    Current Estimated Value $237,708

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    5202 Hutton Rd, Oakland, MD 21550
    • /81

      Est $813,292

      Not Listed For Sale

      335 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 3,142 Sq Ft
      • Built 2001
      335 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 29 Days On Market

  • /7

    $42,000

    • Land
    • 1.05 Acres
    • $40,000 per Acre

    0 Maple Del Ln, Oakland, MD 21550

    Lot 6 Maple Del is a mostly wooded , 1.05 acre lot near the western parts of Deep Creek Lake, Red Run cove and centrally located off Mayhew Inn Rd. There is a small stream running through the property and huge boulders strewn throughout, making it a fantastic setting for a wooded retreat. Incredible location near state parks and Deep Creek Lake area amenities. Public sewer available with sewer

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    0 Maple Del Ln, Oakland, MD 21550
  • /13

    $20,000

    Sold Nov 05, 2025

    0 Weber Ct, Oakland, MD 21550

    • Land
    • 10,454 Sq Ft
    • $83,333 per Acre

    Last Sold Summary

    • 10 Days On Market

    Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    0 Weber Ct, Oakland, MD 21550
    • /56

      Est $533,887

      Not Listed For Sale

      741 Hoyes Run Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,160 Sq Ft
      • Built 1984
      741 Hoyes Run Rd, Oakland, MD 21550

      Last Sold Summary

      • 10 Days On Market

  • /46

    $359,000

    • 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
  • /58

    $1,100,000

    Sold Feb 20, 2026

    515 Winding Estates Dr, McHenry, MD 21541

    • 5 Beds
    • 5.5 Baths
    • 3,594 Sq Ft
    • Built 2025

    Last Sold Summary

    • 4% Below List Price
    • $306/SF
    • 20 Days On Market

    Current Estimated Value $1,108,163

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

    515 Winding Estates Dr, McHenry, MD 21541
    • /36

      Est $597,427

      Not Listed For Sale

      21651 Garrett Hwy, Deer Park, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,053 Sq Ft
      • Built 1960
      21651 Garrett Hwy, Deer Park, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • /24

    $49,900

    • Land
    • 1.15 Acres
    • $43,391 per Acre

    0 Red Run Heights Rd, 14, West Oakland, MD 21550

    Begin a tranquil lifestyle filled with outdoor adventure and a close knit community-all within easy reach of essential amenities. Escape with this peaceful 1-acre lot just minutes from Deep Creek Lake, the hustle and bustle of the town of Oakland, Wisp Resort and the hub of McHenry. The property offers a prime locationfor enjoying year round recreation with easy access to boating, hiking,

    Kathy Gibson Railey Realty, Inc.

    0 Red Run Heights Rd, 14, West Oakland, MD 21550
  • /20

    $17,000

    Sold Oct 29, 2025

    9 & 10 Grouse Run Rd, Oakland, MD 21550

    • Land
    • 41,817 Sq Ft
    • $17,708 per Acre

    Last Sold Summary

    • 50 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    9 & 10 Grouse Run Rd, Oakland, MD 21550
    • /125

      Est $2,406,903

      Not Listed For Sale

      427 Lake Shore Dr, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 4,584 Sq Ft
      • Built 1987
      427 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 3 Days On Market

  • /29

    $339,900

    $29K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    531 Glendale Rd Unit B302, Oakland, MD 21550

    Experience effortless lakeside living at its finest in this spacious 2-bedroom, 1-bath unit in Silver Tree Suites—one of the largest units in the complex! This beautifully designed unit features an open floorplan centered around a cozy fireplace, perfect for relaxing after a day on the lake. A generous loft area creates a distinct separation between living and sleeping spaces, offering

    Larry Smith Railey Realty, Inc.

    531 Glendale Rd Unit B302, Oakland, MD 21550
  • /2

    $8,000

    Sold Aug 29, 2025

    0 E Water St, Oakland, MD 21550

    • Land
    • 14,374 Sq Ft
    • $24,242 per Acre

    Last Sold Summary

    • 2 Days On Market

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

    0 E Water St, Oakland, MD 21550
    • /65

      Est $3,786,843

      Not Listed For Sale

      2276 Paradise Point Rd, Oakland, MD 21550

      • 8 Beds
      • 5.5 Baths
      • 8,453 Sq Ft
      • Built 2006
      2276 Paradise Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

  • /15

    $39,000

    • Land
    • 2.57 Acres
    • $15,175 per Acre

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550

    2 lots (7 & 8) totaling 2.57 acres, on gently sloping wooded area. Nestled between Cannan Valley & Deep Creek Lake, this promises to be a perfect blend of convenience and tranquility. Nature surrounds you - the perfect spot for a cozy cabin! Call agent for more information!

    Julie Mead The KW Collective

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550

Showing Results 361 - 400, Page 10 of 18

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