12,296

Homes in ZIP Code 21550

Section Image
  • /45

    $435,000

    Sold Jul 02, 2025

    256 Jeffrey Ln Unit 28, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 1,838 Sq Ft
    • Built 2004

    Last Sold Summary

    • $237/SF
    • 626 Days On Market

    Current Estimated Value $427,925

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

    256 Jeffrey Ln Unit 28, Oakland, MD 21550
    • /28

      Not Listed For Sale

      35 Winding Estates Dr, Mc Henry, MD 21550

      35 Winding Estates Dr, Mc Henry, MD 21550

      Last Sold Summary

      • 69 Days On Market

  • /91

    $2,799,000

    • 4 Beds
    • 6 Baths
    • 4,100 Sq Ft

    2250 Marsh Hill Rd, Mc Henry, MD 21541

    Completed in 2020, this extraordinary custom-built Deep Creek Lake retreat offers the perfect blend of luxury craftsmanship, year-round recreation, and breathtaking lake views! Ideally situated just minutes from Wisp Resort and accompanied by nearby lake access with a dedicated boat slip, this exceptional vacation home is designed for both entertaining and relaxing in every season. Featuring four

    Mike Kennedy Railey Realty, Inc.

    2250 Marsh Hill Rd, Mc Henry, MD 21541
  • /37

    $199,000

    Sold Feb 25, 2026

    1108 Hutton Rd, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 960 Sq Ft
    • Built 1989

    Last Sold Summary

    • $207/SF
    • 3 Days On Market

    Current Estimated Value $200,580

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1108 Hutton Rd, Oakland, MD 21550
    • /7

      Not Listed For Sale

      25 Acres Lot D Bailiff Ln, Oakland, MD 21550

      25 Acres Lot D Bailiff Ln, Oakland, MD 21550

      Last Sold Summary

      • 20 Days On Market

  • /30

    $490,000

    $35K PRICE DROP
    • Land
    • 102.93 Acres
    • $4,761 per Acre

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550

    PRICE IMPROVEMENT! Discover the potential of this expansive 100+/- acre property ideally located with nearly 1.5 miles of combined road frontage along George Washington Highway and Table Rock Road in Garrett County, Maryland. The property is currently divided into five separate parcels, creating a variety of possibilities for future development, investment, or long-term land ownership. The layout

    Taylor Nitterhouse Whitetail Properties Real Estate

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
  • /40

    $311,500

    Sold Aug 22, 2025

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 800 Sq Ft
    • Built 1997

    Last Sold Summary

    • $389/SF
    • 167 Days On Market

    Current Estimated Value $301,117

    Last Listing Agent Eric Crawford Taylor-Made Deep Creek Real Estate, LLC

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    • /82

      Est $1,220,549

      Not Listed For Sale

      20476 Garrett Hwy, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 2,635 Sq Ft
      • Built 1998
      20476 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 53 Days On Market

  • /30

    $75,000

    $23K PRICE DROP
    • Land
    • 26,136 Sq Ft
    • $125,000 per Acre

    47 Fern Loop Dr, Mc Henry, MD 21541

    Take a look at Lot #47 in Sandy Shores Heights! This 4 season mountaintop location is just minutes to everything fun in the Deep Creek Lake area-Wisp Ski Resort, Lodestone Golf, Fork Run Recreation area and so many incredible state parks for outdoor enjoyment! Underground utilities to site to include the availability of public water & sewer hookups, electricity, fiber optic lines/cable,

    Kathy Gibson Railey Realty, Inc.

    47 Fern Loop Dr, Mc Henry, MD 21541
  • /68

    $1,400,000

    Sold Jan 30, 2026

    3067 Shingle Camp Rd, Mc Henry, MD 21541

    • 5 Beds
    • 4 Baths
    • 3,300 Sq Ft
    • Built 1999

    Last Sold Summary

    • $424/SF
    • 149 Days On Market

    Current Estimated Value $1,417,871

    Last Listing Agent Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    3067 Shingle Camp Rd, Mc Henry, MD 21541
    • /27

      Not Listed For Sale

      21 Fern Loop, Sang Run, MD 21541

      21 Fern Loop, Sang Run, MD 21541

      Last Sold Summary

      • 140 Days On Market

  • /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
  • /79

    $925,000

    Sold Oct 07, 2025

    1473 Pergin Farm Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 2,230 Sq Ft
    • Built 1945

    Last Sold Summary

    • $415/SF
    • 93 Days On Market

    Current Estimated Value $1,406,673

    Last Listing Agent Tony Migliaccio Long & Foster Real Estate, Inc.

    1473 Pergin Farm Rd, Oakland, MD 21550
    • /10

      Not Listed For Sale

      0 Sandy Beach Ln Unit MDGA2008344, Oakland, MD 21550

      0 Sandy Beach Ln Unit MDGA2008344, Oakland, MD 21550

      Last Sold Summary

  • /72

    $1,689,000

    • 5 Beds
    • 4.5 Baths
    • 3,714 Sq Ft

    670 Woodlands Hill Ln, Oakland, MD 21550

    Experience what may be the most spectacular view in all of Deep Creek Lake! Perched in an extraordinary setting, this exceptional Yellowstone Log Home showcases breathtaking panoramic water views that create a true “top of the world” feel. Designed to capture the scenery from every angle, the main level features an open-concept layout with soaring natural light, a stunning stone fireplace, luxury

    Nina Beitzel Railey Realty, Inc.

    670 Woodlands Hill Ln, Oakland, MD 21550
  • /73

    $285,000

    Sold Oct 06, 2025

    122 Earl Hauser Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,664 Sq Ft
    • Built 2012

    Last Sold Summary

    • $171/SF
    • 3 Days On Market

    Current Estimated Value $281,815

    Last Listing Agent Rich Orr Railey Realty, Inc.

    122 Earl Hauser Rd, Oakland, MD 21550
    • /10

      Not Listed For Sale

      TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550

      TRACT 2: 51.31+/- AC Gorman Rd, Oakland, MD 21550

      Last Sold Summary

      • 42 Days On Market

  • /11

    $199,900

    $20K PRICE DROP
    • Land
    • 4,791 Sq Ft
    • $1,817,273 per Acre

    2 Overlook Ridge Dr S, Oakland, MD 21550

    Enjoy the best the lake has to offer from 'Overlook Ridge'! Boasting year-round lake views, yet tucked away in a peaceful and serene community setting. Short drive to the community lake access area for swimming and fishing! Dock Slips may be leased through HOA. Utilities to site and ready to build your perfect four-season Deep Creek getaway. Located just off of Rt. 219, with easy access to all

    Jon Bell Railey Realty, Inc.

    2 Overlook Ridge Dr S, Oakland, MD 21550
  • /27

    $712,500

    Sold Dec 30, 2025

    939 Glendale Rd Unit 19, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,432 Sq Ft
    • Built 1994

    Last Sold Summary

    • $498/SF
    • 91 Days On Market

    Last Listing Agent Rick Davis Richard A. Davis & Associates

    939 Glendale Rd Unit 19, Oakland, MD 21550
    • /37

      Not Listed For Sale

      278 Basswood Way Unit 19, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,084 Sq Ft
      • Built 2005
      278 Basswood Way Unit 19, Oakland, MD 21550

      Last Sold Summary

      • 87 Days On Market

  • /38

    $287,500

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,248 Sq Ft

    505 Southern Pines Dr, Oakland, MD 21550

    Charming ranch-style home located in the desirable Southern Pines neighborhood. From the moment you enter, you’ll appreciate the warm and inviting feel of the open layout. The main level features three comfortable bedrooms, two full bathrooms, beautiful hardwood flooring, and a seamless kitchen, living, and dining area that creates an ideal space for everyday living and entertaining. The recently

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

    505 Southern Pines Dr, Oakland, MD 21550
  • /9

    $145,000

    Sold Jul 03, 2025

    30 Snowshoe Ct, McHenry, MD 21541

    • Land
    • 15,681 Sq Ft
    • $402,778 per Acre

    Last Sold Summary

    • 53 Days On Market

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    30 Snowshoe Ct, McHenry, MD 21541
    • /47

      Est $297,328

      Not Listed For Sale

      33 Laurel Brook Dr, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,120 Sq Ft
      • Built 1989
      33 Laurel Brook Dr, Oakland, MD 21550

      Last Sold Summary

      • 48 Days On Market

  • /4

    $35,000

    Pending
    • Land
    • 36,154 Sq Ft
    • $42,169 per Acre

    0 C St, Mountain Lake Park, MD 21550

    OVER-SIZED .83 acre building lot with loads of privacy. This lot is nearly triple the size of most Mt Lake Park building lots. Public sewer and water available, . Mostly wooded setting and overlooks a small stream. Adjacent to large tract of wooded land (13+ acres) that is owned by the Oakland Volunteer Fire Department.

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    0 C St, Mountain Lake Park, MD 21550
  • /8

    $79,900

    Sold Apr 03, 2026

    Lot 2 Pergin Farm Rd, Oakland, MD 21550

    • Land
    • 3.67 Acres
    • $21,771 per Acre

    Last Sold Summary

    • 3 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    Lot 2 Pergin Farm Rd, Oakland, MD 21550
    • /64

      Est $1,649,791

      Not Listed For Sale

      1200 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 5,926 Sq Ft
      • Built 1998
      1200 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 78 Days On Market

  • /31

    $1,650,000

    • 4 Beds
    • 6 Baths
    • 5,117 Sq Ft

    3898 Underwood Rd, Oakland, MD 21550

    Unique luxury home on 23 acres with 360 degree views of Pleasant Valley. 5,100 + SQ. FT. 4 ensuite bedrooms, 2 additional powder rooms, formal living room/ballroom, informal living room, sunroom, den, pantry and large dine in kitchen. 4 fireplaces. full basement, 3 car attached garage. Whole home generator. Everything in this home is first rate. A must see for the discerning buyer

    Robert Custer Custer Realty & Auction

    3898 Underwood Rd, Oakland, MD 21550
  • /92

    $635,000

    Sold Sep 26, 2025

    5 Arrowhead Ln, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,650 Sq Ft
    • Built 1988

    Last Sold Summary

    • $385/SF
    • 116 Days On Market

    Current Estimated Value $630,227

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    5 Arrowhead Ln, Oakland, MD 21550
    • /6

      Not Listed For Sale

      223 Old Crellin Rd, Oakland, MD 21550

      • 1 Bed
      • 1 Bath
      • 980 Sq Ft
      • Built 1986
      223 Old Crellin Rd, Oakland, MD 21550

      Last Sold Summary

      • 67 Days On Market

  • /75

    $349,900

    • 4 Beds
    • 2 Baths
    • 3,352 Sq Ft

    2448 Birchwood Dr, Oakland, MD 21550

    Tucked within the sought-after Yough Mountain Resort community, this beautifully remodeled 4-bedroom, 2-bath mountain retreat blends rustic charm with thoughtful modern updates. Warm wood finishes, high ceilings, and inviting gathering spaces create a cozy lodge-style atmosphere, while upgrades throughout add comfort and convenience. The home features two full kitchens with granite countertops,

    Jon Bell Railey Realty, Inc.

    2448 Birchwood Dr, Oakland, MD 21550
  • /2

    $280,000

    Sold Feb 23, 2026

    1359 Cedar Ln, Oakland, MD 21550

    • 2 Beds
    • 1.5 Baths
    • 1,440 Sq Ft
    • Built 1979

    Last Sold Summary

    • 2% Above List Price
    • $194/SF
    • 8 Days On Market

    Current Estimated Value $280,495

    Last Listing Agent Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    1359 Cedar Ln, Oakland, MD 21550
    • /21

      Est $260,018

      Not Listed For Sale

      35 Weber Ct, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,680 Sq Ft
      • Built 2009
      35 Weber Ct, Oakland, MD 21550

      Last Sold Summary

      • 159 Days On Market

  • /21

    $975,000

    $20K PRICE DROP
    • Land
    • 25,264 Sq Ft
    • $1,681,034 per Acre

    0 Glendale Rd Lot 12 Alpine Village Subdivision, Oakland, MD 21550

    RARE OPPURTUNITY! Discover one of the final opportunities to own true lakefront on the iconic Glendale Road! This premier homesite offers approximately 75 feet of pristine Deep Creek Lake frontage in a serene no wake zone, perfect for swimming, kayaking, and peaceful lakeside enjoyment. Zoning in this area is Town Center. This allows for a larger building area within the lot with relaxed

    Lucas Muenchow Railey Realty, Inc.

    0 Glendale Rd Lot 12 Alpine Village Subdivision, Oakland, MD 21550
  • /12

    $154,900

    Sold Aug 25, 2025

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

    • Land
    • 26,136 Sq Ft
    • $258,167 per Acre

    Last Sold Summary

    • 17 Days On Market

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    • /4

      Est $3,111,932

      Not Listed For Sale

      214 McComas Beach Terrace, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 6,890 Sq Ft
      • Built 2010
      214 McComas Beach Terrace, Oakland, MD 21550

      Last Sold Summary

  • /8

    $69,000

    Under Contract
    • Land
    • 28,749 Sq Ft
    • $104,545 per Acre

    LOT 7 Grand Estates Dr, Sang Run, MD 21541

    Looking for the perfect spot to build your Deep Creek Lake getaway? This prime mountaintop lot in Lago Vista is ready for your dream home. With public utilities available, you can start planning your mountain retreat, full-time residence, or investment property with ease. Enjoy having Wisp Resort and Lodestone Golf Club practically in your backyard, plus all the fun and adventure of Deep Creek

    Eric Crawford Taylor-Made Deep Creek Real Estate, LLC

    LOT 7 Grand Estates Dr, Sang Run, MD 21541
  • /71

    $899,900

    Sold Jun 26, 2025

    145 Lower Penn Point Dr, Oakland, MD 21550

    • 3 Beds
    • 3.5 Baths
    • 2,106 Sq Ft
    • Built 2007

    Last Sold Summary

    • $427/SF
    • 135 Days On Market

    Current Estimated Value $893,249

    Last Listing Agent Emillie Albrecht Real Broker, LLC

    145 Lower Penn Point Dr, Oakland, MD 21550
    • /72

      Est $607,290

      Not Listed For Sale

      145 Ridgewood Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 3,838 Sq Ft
      • Built 1999
      145 Ridgewood Dr, Oakland, MD 21550

      Last Sold Summary

      • 1 Day On Market

  • /66

    $749,900

    $29K PRICE DROP
    • 5 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    222 Skippers Point Rd, Oakland, MD 21550

    Lake cottage (5 Bedrooms) on large level lot with path to your own private class A dock & 25' of Lakefront, directly across the street. This comfy (one level living) cottage sits on 1.8 level acres with 2 storage garages and mature landscaping. 5BRs, open living, dinning & kitchen area, with lots of sunlight. 1 full & 1-1/2 bath, with 5 Bedrooms! Laundry room located off back of the home. Cute

    Julie Mead The KW Collective

    222 Skippers Point Rd, Oakland, MD 21550
  • /58

    $1,425,000

    Sold Oct 28, 2025

    20676 Garrett Hwy, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,280 Sq Ft
    • Built 2015

    Last Sold Summary

    • $625/SF
    • 17 Days On Market

    Current Estimated Value $1,415,082

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    20676 Garrett Hwy, Oakland, MD 21550

Showing Results 161 - 200, Page 5 of 18

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