12,257

Homes in ZIP Code 21550

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  • /11

    $19,500

    • Land
    • 0.12 Acre
    • $162,500 per Acre

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550

    Fantastic bargain for this homesite! Gallatin Woods is a unique log home community located on Lakeshore Drive in the innermost part of Deep Creek Lake. Each owner may build within the building cylinder indicated on the plat and have exclusive use of the parking area and the additional land that immediately surrounds the home site. All other land within the community is condominiumized to keep the

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    Lot 55 Gallatin Dr Unit 55, Oakland, MD 21550
  • /113

    $900,000 Sold Nov 14, 2025

    102 Mountainview Ct, Oakland, MD 21550

    • 7 Beds
    • 4.5 Baths
    • 5,376 Sq Ft
    • Built 2010

    Last Sold Summary

    • $167/SF
    • 139 Days On Market

    Current Estimated Value $978,594

    Last Listing Agent Kathy Gibson Railey Realty, Inc.

    102 Mountainview Ct, Oakland, MD 21550
    • /84

      Est $923,522 Not Listed For Sale

      181 Skippers Point Rd, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,209 Sq Ft
      • Built 1982
      181 Skippers Point Rd, Oakland, MD 21550

      Last Sold Summary

      • 29% Below List Price
      • $405/SF
      • 118 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /13

    $29,999

    • Land
    • 1.93 Acres
    • $15,544 per Acre

    0 Cub Dr, Oakland, MD 21550

    Make an offer, buy it now. +/- 1.93 Acre lot of land in Garrett County. Close to the West Virginia Border. Easy access to major traffic artery Cranesville Rd. Parcel is vacant.

    Adam Shpritz

    0 Cub Dr, Oakland, MD 21550
  • /51

    $180,000 Sold Mar 20, 2026

    565 Glendale Rd Unit 204B, Oakland, MD 21550

    • 1 Bed
    • 1 Bath
    • 460 Sq Ft
    • Built 2006

    Last Sold Summary

    • $391/SF
    • 83 Days On Market

    Last Listing Agent Rachel Bruch Railey Realty, Inc.

    565 Glendale Rd Unit 204B, Oakland, MD 21550
    • /100

      Est $415,682 Not Listed For Sale

      3241 Pleasant Valley Rd, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 2,496 Sq Ft
      • Built 1972
      3241 Pleasant Valley Rd, Oakland, MD 21550

      Last Sold Summary

      • 11% Above List Price
      • $150/SF
      • 69 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Justin Liller Railey Realty, Inc.

  • /32

    $199,999

    • 4 Beds
    • 2 Baths
    • 1,760 Sq Ft

    413 D St, Oakland, MD 21550

    Reduced price for immediate sale! 4BR, 2BA renovated home in Mountain Lake Park feels like NEW! Stripped down to the studs for a professional makeover. Stylish kitchen with stainless steel appliances and butcher block countertop, vinyl planking floors, efficient mini-split ceiling unit, modern fixtures and lighting, custom tile shower and reimagined bathroom space. Finished basement. Fenced

    Jay Ferguson Taylor Made Deep Creek Real Estate

    413 D St, Oakland, MD 21550
  • /125

    $880,000 Sold Apr 14, 2025

    283 Highline Dr, Mc Henry, MD 21541

    • 5 Beds
    • 3.5 Baths
    • 3,537 Sq Ft
    • Built 2004

    Last Sold Summary

    • $249/SF
    • 109 Days On Market

    Current Estimated Value $881,518

    Last Listing Agent Ronald Sebeck Revol Real Estate, LLC

    283 Highline Dr, Mc Henry, MD 21541
    • /61

      Est $283,066 Not Listed For Sale

      48 Spring Ln, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 1,008 Sq Ft
      • Built 1977
      48 Spring Ln, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $248/SF
      • 67 Days On Market

      Last Sold Price $249,999

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

  • /81

    $399,900

    • 3 Beds
    • 3 Baths
    • 2,227 Sq Ft

    3930 Mayhew Inn Rd, Oakland, MD 21550

    2 for 1 on 2 .3 +/- acres! Remodeled 2BR 2BA cottage with auxiliary building that has an oversized garage, multiple workshop areas and 1BR 1BA apartment on the second level. New Maryland legislation, Accessory Dwelling Units Act of 2025, will allow expanded access to use the apartment above the garage in a more meaningful manner. Cabin boasts high end finishes and open living space with a cozy

    Jay Ferguson Taylor Made Deep Creek Real Estate

    3930 Mayhew Inn Rd, Oakland, MD 21550
  • /98

    $399,000 Sold Feb 13, 2026

    180 Paradise Ridge Rd, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • Built 1979

    Last Sold Summary

    • $346/SF
    • 334 Days On Market

    Current Estimated Value $423,930

    Last Listing Agent Justin Liller Railey Realty, Inc.

    180 Paradise Ridge Rd, Oakland, MD 21550
    • /22

      Est $494,832 Not Listed For Sale

      20917 Garrett Hwy, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft
      • Built 1940
      20917 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 10% Above List Price
      • $781/SF
      • 262 Days On Market

      Last Sold Price $450,000

      Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

  • /25

    $34,000

    • Land
    • 6.9 Acres
    • $4,928 per Acre

    9 Timber Falls Rd, Oakland, MD 21550

    Buildable wooded lot on Backbone Ridge—approved for a 4-bedroom traditional septic system. Perfectly positioned between Canaan Valley and Deep Creek Lake, this property offers prime access to four-season adventure: hunting, hiking, skiing, and ATV riding. Minutes from Blackwater Falls, Whitegrass XC Ski Center, and the vibrant mountain towns of Thomas and Davis

    Jesse Shimrock Railey Realty, Inc.

    9 Timber Falls Rd, Oakland, MD 21550
  • /42

    $545,000 Sold Sep 22, 2025

    793 Mountainview Dr, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft
    • Built 1995

    Last Sold Summary

    • $348/SF
    • 23 Days On Market

    Current Estimated Value $572,276

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    793 Mountainview Dr, Oakland, MD 21550
    • /35

      Est $280,419 Not Listed For Sale

      763 Pysell Crosscut Rd, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 1,854 Sq Ft
      • Built 1994
      763 Pysell Crosscut Rd, Oakland, MD 21550

      Last Sold Summary

      • $151/SF
      • 114 Days On Market

      Last Sold Price $280,000

      Last Listing Agent Nina Beitzel Railey Realty, Inc.

  • /10

    $99,900

    • Land
    • 1.7 Acres
    • $58,765 per Acre

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550

    Ready to bring your Deep Creek Lake dream home to life? This beautiful 1.7-acre lot in the sought after community of Paradise Ridge offers the perfect blend of peace, privacy, and lake access. Spend your summer days down by the water, where owners enjoy access to one of the area’s best lakefront spots, complete with a sandy beach, picnic pavilions, and kayak or swimming areas. When the day winds

    Eric Crawford Taylor Made Deep Creek Real Estate

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550
  • /13

    $62,000 Sold Aug 01, 2025

    500 Seneca Ave, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft
    • Built 1940

    Last Sold Summary

    • $48/SF
    • 577 Days On Market

    Current Estimated Value $115,412

    Last Listing Agent Paul Macy Garrett Land Sales, PC

    500 Seneca Ave, Oakland, MD 21550
    • /36

      Est $235,505 Not Listed For Sale

      2607 Maryland Hwy, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,357 Sq Ft
      • Built 1970
      2607 Maryland Hwy, Oakland, MD 21550

      Last Sold Summary

      • 1% Above List Price
      • $172/SF
      • 4 Days On Market

      Last Sold Price $233,000

      Last Listing Agent Jarrod Harper Real Broker, LLC

  • /3

    $135,000

    • Land
    • 1 Acre
    • $135,000 per Acre

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550

    Centrally located 1-acre lake access homesite with a dock slip! This property has endless possibilities to build, and depending on where you decide to position your new home, there could be potential for lake views. Offering public sewer and no HOA fees. The only decision left to be made is what style home you will build. Just minutes to the DCL State Park, several restaurants, convenience store,

    Betsy Spiker Holcomb Taylor Made Deep Creek Real Estate

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
  • /48

    $250,000 Sold Mar 27, 2026

    702 Sunshine Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,848 Sq Ft
    • Built 2009

    Last Sold Summary

    • 9% Below List Price
    • $135/SF
    • 16 Days On Market

    Current Estimated Value $267,122

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

    702 Sunshine Dr, Oakland, MD 21550
    • /43

      Est $312,051 Not Listed For Sale

      37 Laurel Brook Dr, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 2,120 Sq Ft
      • Built 1992
      37 Laurel Brook Dr, Oakland, MD 21550

      Last Sold Summary

      • 5% Above List Price
      • $140/SF
      • 47 Days On Market

      Last Sold Price $297,000

      Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

  • /57

    $219,000

    • 1 Bed
    • 1.5 Baths
    • 912 Sq Ft

    141 Montana Ln, Oakland, MD 21550

    Nestled on nearly 3 acres across two parcels, this chalet-style home offers a rare opportunity to create your retreat just minutes from the lake. Renovate the existing structure, or start fresh and build the lake-area retreat or cabin you’ve always imagined. The level, wooded setting provides privacy, peace, and plenty of room to expand, garden, or simply enjoy nature. With well and septic

    Larry Smith Railey Realty, Inc.

    141 Montana Ln, Oakland, MD 21550
  • /21

    $5,500 Sold Mar 05, 2026

    5.5 Acres Lake Ford Rd, Mount Lake Park, MD 21550

    • Land
    • 5.5 Acres
    • $1,000 per Acre

    Last Sold Summary

    • 89% Below List Price
    • 126 Days On Market

    Last Listing Agent Rich Orr Railey Realty, Inc.

    5.5 Acres Lake Ford Rd, Mount Lake Park, MD 21550
    • /37

      Est $235,915 Not Listed For Sale

      139 S Oakhall Dr, Oakland, MD 21550

      • 3 Beds
      • 1.5 Baths
      • 2,112 Sq Ft
      • Built 1962
      139 S Oakhall Dr, Oakland, MD 21550

      Last Sold Summary

      • 31% Above List Price
      • $85/SF
      • 171 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Michaela Green 1 Real Estate Source LLC

  • /2

    $139,000

    • Land
    • 1 Acre
    • $139,000 per Acre

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550

    Wooded lot with spectacular views of Paradise Point area of lake. Great privacy. Sewer tap available

    John Zorzit Eagle Commercial Realty

    0 Paradise Point Rd Unit MDGA2003916, Oakland, MD 21550
  • /74

    $664,500 Sold Oct 17, 2025

    94 Meadow Ct, Oakland, MD 21550

    • 3 Beds
    • 4 Baths
    • 2,460 Sq Ft
    • Built 1999

    Last Sold Summary

    • $270/SF
    • 54 Days On Market

    Current Estimated Value $682,797

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

    94 Meadow Ct, Oakland, MD 21550
    • /64

      Est $1,528,718 Not Listed For Sale

      441 Paradise Heights, Oakland, MD 21550

      • 5 Beds
      • 3.5 Baths
      • 3,548 Sq Ft
      • Built 2002
      441 Paradise Heights, Oakland, MD 21550

      Last Sold Summary

      • 13% Above List Price
      • $380/SF
      • 148 Days On Market

      Last Sold Price $1,350,000

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

  • /19

    $89,900

    • Land
    • 1 Acre
    • $89,900 per Acre

    36 Fern Loop, Sang Run, MD 21541

    1.00 acre building lot in Sandy Shores Heights at Wisp Mountain Resort. Centrally located just minutes from Local Restaurants, State Parks, Wisp Resort and Deep Creek Lake! Public utilities to site. Strong location & ready for your plans!

    Jon Bell Railey Realty, Inc.

    36 Fern Loop, Sang Run, MD 21541
  • /42

    $175,000 Sold May 09, 2025

    603 Oak St, Oakland, MD 21550

    • 3 Beds
    • 1.5 Baths
    • 1,200 Sq Ft
    • Built 1965

    Last Sold Summary

    • $146/SF
    • 49 Days On Market

    Current Estimated Value $184,756

    Last Listing Agent Andrew Orr The KW Collective

    603 Oak St, Oakland, MD 21550
    • /8

      Est $62,000 Not Listed For Sale

      282 Longview Ln, Deer Park, MD 21550

      • 2 Beds
      • 1 Bath
      • 768 Sq Ft
      • Built 1973
      282 Longview Ln, Deer Park, MD 21550

      Last Sold Summary

      • 70% Below List Price
      • $273/SF
      • 1 Day On Market

      Last Sold Price $210,000

      Last Listing Agent Rhiannon Weitzman Cardinal Realty Group Inc.

  • /33

    $180,000

    • 5 Beds
    • 1.5 Baths
    • 1,536 Sq Ft

    511 Main St, Oakland, MD 21550

    The property offered for sale is located on the southwest corner of Maryland Highway, State Route 135 and Main Street, Deer Park. It is 2.5 acres, more or less, which is part of Parcel 0069 Map 0073, containing 32.20 acres, more or less. The remaining 30.00 acres on the northwest side of Route 135 is not included. The 2.5 acres is an estimate of area and is subject to a survey for verification.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    511 Main St, Oakland, MD 21550
  • /21

    $115,000 Sold Nov 03, 2025

    607 K St, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,332 Sq Ft
    • Built 1920

    Last Sold Summary

    • $86/SF
    • 213 Days On Market

    Current Estimated Value $116,832

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    607 K St, Oakland, MD 21550
    • /27

      Est $199,778 Not Listed For Sale

      32 Rockville Ct, Oakland, MD 21550

      • 3 Beds
      • 1.5 Baths
      • 1,056 Sq Ft
      • Built 2008
      32 Rockville Ct, Oakland, MD 21550

      Last Sold Summary

      • 198% Above List Price
      • $63/SF
      • 34 Days On Market

      Last Sold Price $67,000

      Last Listing Agent Michelle Haran Corner House Realty

  • /8

    $79,900 Under Contract

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

    Lot 2 Pergin Farm Rd, Oakland, MD 21550

    3.67± Acre Perc-Approved Wooded Lot – Prime Location Near Deep Creek Lake Discover the perfect setting for your dream home on this 3.67± acre perc-approved wooded lot located just off Pergin Farm Road. Offering privacy and natural surroundings, this beautiful property is ideal for a second home getaway or full-time residence. Conveniently situated just minutes from Deep Creek Lake, and only 10

    Rich Orr Railey Realty, Inc.

    Lot 2 Pergin Farm Rd, Oakland, MD 21550
  • /92

    $420,000 Sold Jul 03, 2025

    26 Bright Passage Rd Unit 3C, McHenry, MD 21541

    • 3 Beds
    • 3 Baths
    • 2,380 Sq Ft
    • Built 1989

    Last Sold Summary

    • $176/SF
    • 45 Days On Market

    Current Estimated Value $418,904

    Last Listing Agent Jon Bell Railey Realty, Inc.

    26 Bright Passage Rd Unit 3C, McHenry, MD 21541
    • /48

      Est $316,862 Not Listed For Sale

      314 Allegheny Dr, Oakland, MD 21550

      • 3 Beds
      • 3.5 Baths
      • 1,750 Sq Ft
      • Built 2007
      314 Allegheny Dr, Oakland, MD 21550

      Last Sold Summary

      • 9% Above List Price
      • $166/SF
      • 9 Days On Market

      Last Sold Price $290,000

      Last Listing Agent Eric Crawford Taylor Made Deep Creek Real Estate

  • /6

    $4,000

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

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550

    Here is an affordable chance to own a lot and have access to all of Youghiogheny Mountain Resort's beautiful and fun amenities!

    Jonathan Price Railey Realty, Inc.

    0 Rhododendron Unit MDGA2010748, Oakland, MD 21550
  • /39

    $210,000 Sold Aug 01, 2025

    10 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • Built 1989

    Last Sold Summary

    • 421 Days On Market

    Current Estimated Value $226,197

    Last Listing Agent Michael Cumerlato Jason Mitchell Group

    10 Laurel Brook Dr, Oakland, MD 21550
    • /87

      Est $704,725 Not Listed For Sale

      34 Hooppole Ct, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft
      • Built 1975
      34 Hooppole Ct, Oakland, MD 21550

      Last Sold Summary

      • 3% Below List Price
      • $535/SF
      • 29 Days On Market

      Last Sold Price $725,000

      Last Listing Agent Bill Weissgerber Railey Realty, Inc.

  • /7

    $24,900

    • Land
    • 4 Acres
    • $6,225 per Acre

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550

    This 4-acre building lot in the Backbone Ridge community offers breathtaking mountain views and a 3-bedroom perc approval — ready for your dream home. Perfectly positioned near Deep Creek Lake, WISP Ski Resort, Canaan Valley, Timberline Ski Resort, and Blackwater Falls State Park, outdoor adventure is just minutes away. Whether you're building a year-round residence or a weekend escape, enjoy the

    Brent Housley Railey Realty, Inc.

    Lot 7 Backbone Ridge Rd, Oakland, MD 21550

Showing Results 241 - 280, Page 7 of 18

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