12,296

Homes in ZIP Code 21550

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  • /50

    $679,900

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 3,000 Sq Ft

    4A Mystic Creek Trail, Oakland, MD 21550

    Discover refined mountain-lake living in this new construction townhome at Mystic Creek on Deep Creek Lake. Designed with today’s lifestyle in mind, the home features a modern open-concept main level ideal for entertaining, with clean lines, abundant natural light, and seamless flow between living, dining, and kitchen spaces. This spacious residence offers three primary suites, each with upscale

    Justin Liller Railey Realty, Inc.

    4A Mystic Creek Trail, Oakland, MD 21550
  • /47

    $202,039

    Sold Jun 08, 2026

    43 Sloan Tract Rd, Oakland, MD 21550

    • 4 Beds
    • 2 Baths
    • 1,743 Sq Ft
    • Built 1930

    Last Sold Summary

    • 38% Below List Price
    • $116/SF
    • 34 Days On Market

    Current Estimated Value $295,000

    Last Listing Agent Justin Liller Railey Realty, Inc.

    43 Sloan Tract Rd, Oakland, MD 21550
    • /61

      Est $278,034

      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

      • 67 Days On Market

  • /61

    $969,000

    • 5 Beds
    • 4.5 Baths
    • 4,284 Sq Ft

    251 Robinwood Dr, Oakland, MD 21550

    One-of-a-kind Youghiogheny riverfront estate offering 400 feet of water frontage on 5+ acres and 2 separate lots. Soak in the sounds of the flowing waters and chirping birds, cloaked in a private canopy of mountain laurel, pine trees and mature hardwoods. 5BR 4.5 BA log masterpiece with attached 2 car garage and paved driveway. Thoughtful design and well maintained with spacious suites, floor to

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    251 Robinwood Dr, 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 $658,353

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

    94 Meadow Ct, Oakland, MD 21550
    • /22

      Est $468,977

      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

      • 262 Days On Market

  • /55

    $795,000

    • 5 Beds
    • 3.5 Baths
    • 4,230 Sq Ft

    312 Moss Creek Cir, Oakland, MD 21550

    Tucked away on a picturesque 1.83-acre parcel, this charming log home offers the perfect blend of rustic character and modern comfort. Amongst the 4,200+ SF, you will find five spacious bedrooms, two family rooms, a playroom, an office/den, a large loft, spacious pantry, granite counter tops, hardwood flooring and two fireplaces. The warm wood interior and classic log construction create a cozy,

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

    312 Moss Creek Cir, 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 $113,305

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

    607 K St, Oakland, MD 21550
    • /35

      Est $287,458

      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

      • 114 Days On Market

  • /35

    $1,200,000

    $199K PRICE DROP Under Contract
    • 3 Beds
    • 1 Bath
    • 1,568 Sq Ft

    34 Shingle Camp Terrace, Mc Henry, MD 21541

    Cozy lakefront log cabin with private Type A dock! Metal roof ( 3 yrs old), post & beam interior, gas fireplace and impressive lake view sitting area that was built as an addition. Offering 120+ ft of waterfront and the buydown has been purchased & completed. Impressive location on the water with wider lake views and views of the 219 bridge in the distance. Full, unfinished basement offers

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    34 Shingle Camp Terrace, Mc Henry, MD 21541
  • /37

    $255,000

    Sold Apr 23, 2026

    127 Jeffrey Ln Unit 18C, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 875 Sq Ft
    • Built 1997

    Last Sold Summary

    • 7% Below List Price
    • $291/SF
    • 34 Days On Market

    Current Estimated Value $268,159

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

    127 Jeffrey Ln Unit 18C, Oakland, MD 21550
    • /36

      Est $218,986

      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

      • 4 Days On Market

  • /54

    $899,000

    $16K PRICE DROP
    • 6 Beds
    • 4 Baths
    • 3,540 Sq Ft

    22 Taylor Ln, McHenry, MD 21541

    Welcome to Timber Run Lodge, a stunning mountain retreat tucked within the prestigious Biltmore community near Lodestone Golf Course and just minutes from Wisp Resort. This grand 6-bedroom, 4-bathroom chalet offers three expansive levels of beautifully designed living space, blending rustic mountain character with refined comfort. Soaring ceilings and walls of windows flood the home with natural

    Nina Beitzel Railey Realty, Inc.

    22 Taylor Ln, McHenry, MD 21541
  • /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 $425,263

    Last Listing Agent Jon Bell Railey Realty, Inc.

    26 Bright Passage Rd Unit 3C, McHenry, MD 21541
    • /43

      Est $314,588

      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

      • 47 Days On Market

  • /81

    $399,900

    Under Contract
    • 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, LLC

    3930 Mayhew Inn Rd, 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 $218,642

    Last Listing Agent Michael Cumerlato Jason Mitchell Group

    10 Laurel Brook Dr, Oakland, MD 21550
    • /44

      Est $189,652

      Not Listed For Sale

      405 Sunnyside Rd, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 2,184 Sq Ft
      • Built 1974
      405 Sunnyside Rd, Oakland, MD 21550

      Last Sold Summary

      • 100 Days On Market

  • /59

    $739,000

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

    12 Arrowhead Ln, Oakland, MD 21550

    Arrowhead 3BR, 3 full BA lakefront, end-unit condo, WITH a dedicated dock slip! Easy walk out to level lakefront just steps to your dock slip! 3 Level unit includes an updated kitchen, cozy wood burning fireplace, multiple living areas, lakefront patio & deck with great water views! Enjoy a private, level lakefront peninsula boasting a large common lakefront area! Surrounded by mature pine trees,

    Julie Mead The KW Collective

    12 Arrowhead Ln, Oakland, MD 21550
  • /65

    $150,000

    Sold Mar 26, 2026

    506 Roanoke Ave, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,350 Sq Ft
    • Built 1940

    Last Sold Summary

    • 16% Below List Price
    • $111/SF
    • 4 Days On Market

    Current Estimated Value $156,389

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    506 Roanoke Ave, Oakland, MD 21550
    • /37

      Est $227,332

      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

      • 171 Days On Market

  • /75

    $884,900

    $14K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,912 Sq Ft

    75 Fern Loop, McHenry, MD 21541

    Newly built in 2024, this 3-bedroom, 2.5-bath home offers approximately 2,200 square feet of well-designed living space, blending warm, rustic character with clean, modern finishes. Set on a level, golf front lot on Hole 11 of the Lodestone Golf Course atop Wisp Resort with a private backyard facing the course. Inside, vaulted beam ceilings and a fireplace anchor the open-concept living space,

    Kelsey Meyers Railey Realty, Inc.

    75 Fern Loop, McHenry, MD 21541
  • /20

    $240,000

    Sold Jul 11, 2025

    0 Boston Post Rd Unit MDGA2009736, 14, West Oakland, MD 21550

    • Land
    • 15,681 Sq Ft
    • $666,667 per Acre

    Last Sold Summary

    • 6 Days On Market

    Last Listing Agent Mike Fenton Railey Realty, Inc.

    0 Boston Post Rd Unit MDGA2009736, 14, West Oakland, MD 21550
    • /131

      Est $2,277,962

      Not Listed For Sale

      1746 Stockslager Rd, Oakland, MD 21550

      • 5 Beds
      • 4.5 Baths
      • 4,713 Sq Ft
      • Built 1983
      1746 Stockslager Rd, Oakland, MD 21550

      Last Sold Summary

      • 131 Days On Market

  • /61

    $615,000

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

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550

    5BR, 4.5BA duplex with LAKE VIEWS! Enjoy 3300sf of living space in the heart of Deep Creek Lake. Features include 3 spacious suites, multiple stacked stone fireplaces and two living room areas, plus an impressive outdoor fire pit. You will love the open kitchen/dining area and the covered back deck. Other features include wood floors, granite, instant hot water, pool table and hot tub. Attached

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    308 Winding Trail Ln Unit 11B, Oakland, MD 21550
  • /39

    $262,500

    Sold Feb 05, 2026

    14 Laurel Brook Dr, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $199/SF
    • 2 Days On Market

    Current Estimated Value $264,532

    Last Listing Agent Larry Smith Railey Realty, Inc.

    14 Laurel Brook Dr, Oakland, MD 21550
    • /64

      Est $1,346,688

      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

      • 148 Days On Market

  • /10

    $99,900

    Under Contract
    • 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, LLC

    0 Meadow Ct Unit MDGA2011316, Oakland, MD 21550
  • /41

    $485,000

    Sold Sep 22, 2025

    20160 Garrett Hwy Unit D310, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,379 Sq Ft
    • Built 1975

    Last Sold Summary

    • $352/SF
    • 41 Days On Market

    Last Listing Agent Stephanie Smith Select Premium Properties, Inc

    20160 Garrett Hwy Unit D310, Oakland, MD 21550
    • /8

      Est $86,500

      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

      • 1 Day On Market

  • /3

    $115,000

    • Land
    • 1 Acre
    • $115,000 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, LLC

    0 Paradise Heights Rd Unit MDGA2007090, Oakland, MD 21550
  • /11

    $5,000

    Sold Apr 03, 2026

    Lots 34 & 35 Fox Tail Rd, Oakland, MD 21550

    • Land
    • 41,817 Sq Ft
    • $5,208 per Acre

    Last Sold Summary

    • 40 Days On Market

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    Lots 34 & 35 Fox Tail Rd, Oakland, MD 21550
    • /32

      Est $1,702,199

      Not Listed For Sale

      2353 Boy Scout Rd, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 3,096 Sq Ft
      • Built 1940
      2353 Boy Scout Rd, Oakland, MD 21550

      Last Sold Summary

      • 6 Days On Market

  • /46

    $150,000

    • Land
    • 21.46 Acres
    • $6,990 per Acre

    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550

    Endless Possibilities on 21.46 Acres! A rare private setting featuring gently rolling, pastoral land along scenic Sanders Lane-just 4 miles from Oakland. Enjoy open fields, and woods on a private and a peaceful setting in a desirable area. Enjoy wide-open skies, room to roam, and the serenity of nature—all within minutes of town conveniences, and all the activities Garrett County has to offer!

    Susan Bell Railey Realty, Inc.

    0 Sanders Ln Unit MDGA2011678, Oakland, MD 21550
  • /69

    $2,217,500

    Sold May 28, 2026

    2411 Lake Shore Dr, Oakland, MD 21550

    • 5 Beds
    • 4 Baths
    • 3,463 Sq Ft
    • Built 1979

    Last Sold Summary

    • 7% Below List Price
    • $640/SF
    • 7 Days On Market

    Current Estimated Value $2,356,754

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    2411 Lake Shore Dr, Oakland, MD 21550
    • /27

      Est $186,131

      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

      • 34 Days On Market

  • /41

    $424,900

    New Construction $25K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,464 Sq Ft

    654 N Bradley Ln, Oakland, MD 21550

    NEW CONSTRUCTION from Lyv Homes with anticipated mid-June completion. 3BR/2BA, 1464sf contemporary style home fronting on the 13th hole of the Oakland golf course. This property combines scenic views with modern design and outdoor living. Key features include multiple wood-burning fireplaces, Andersen windows, commercial-grade LVP flooring throughout, gourmet kitchen with soft-close cabinets and

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    654 N Bradley Ln, Oakland, MD 21550
  • /28

    $135,000

    Sold Sep 22, 2025

    320 Coolidge Ave, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 720 Sq Ft
    • Built 1900

    Last Sold Summary

    • $188/SF
    • 47 Days On Market

    Current Estimated Value $133,900

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    320 Coolidge Ave, Oakland, MD 21550
    • /48

      Est $308,261

      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 Days On Market

  • /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

Showing Results 241 - 280, Page 7 of 18

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