12,296

Homes in ZIP Code 21550

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  • /65

    $575,000

    $50K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,645 Sq Ft

    94 Chimney Rock Ln, Mc Henry, MD 21541

    Enjoy single level living with plenty of space and wonderful finishes throughout. The modern yet rustic interior provides a luxurious feel while still feeling cozy. With 4 bedrooms and 3 baths, there's enough room and privacy for everyone. Truly a unique home with so much to offer! Attached garage for vehicles and other toys that is currently being used a rec. room. Bordering the Lodestone golf

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 896-3675

    94 Chimney Rock Ln, Mc Henry, MD 21541
  • /25

    $2,400 Per Month

    • 2 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 #4 E Oak St, Oakland, MD 21550

    Charming Two-Bedroom Furnish Apartment Ready for short term lease: RecentlyRenovated, Prime Location'Welcome to this beautifully renovated two-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and

    Sharon Mokhtari Fairfax Realty of Tysons

    604 #4 E Oak St, Oakland, MD 21550
  • /2

    $399,900

    Sold May 07, 2026

    2678 Mayhew Inn Rd, Deer Park, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,536 Sq Ft
    • Built 1971

    Last Sold Summary

    • $260/SF
    • 6 Days On Market

    Current Estimated Value $402,079

    Last Listing Agent Tina Hyatt Hyatt & Company Real Estate, LLC

    2678 Mayhew Inn Rd, Deer Park, MD 21550
    • /57

      Est $1,158,693

      Not Listed For Sale

      19956 Garrett Hwy Unit 2, Oakland, MD 21550

      • 4 Beds
      • 4 Baths
      • 3,012 Sq Ft
      • Built 2007
      19956 Garrett Hwy Unit 2, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • /75

    $795,000

    $90K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 3,007 Sq Ft

    93 Kendall Camp Cir, Mc Henry, MD 21541

    Experience the ultimate mountain getaway at 93 Kendall Camp Circle in McHenry! This sought-after ski-in/ski-out duplex offers direct access to Chair Lift #4 at Wisp Resort—making it a dream location for winter enthusiasts. Step inside to find a warm and inviting interior featuring a wood-burning fireplace—perfect for unwinding after a day on the slopes. Offering over 3000 square feet with 4

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-9432

    93 Kendall Camp Cir, Mc Henry, MD 21541
  • /29

    $1,550 Per Month

    • 3 Beds
    • 1 Bath
    • 2,312 Sq Ft
    • Condo for Rent

    400 E Alder St Unit 3, Oakland, MD 21550

    Newly renovated second floor apartment with 3 bedrooms freshly painted, with new floors and a fully renovated bathroom. The apartment boasts high ceilings and charming original fixtures. Located in the heart of downtown its within walking distance of shops and restaurants!

    Sharon Mokhtari Fairfax Realty of Tysons

    400 E Alder St Unit 3, Oakland, MD 21550
  • /76

    $1,400,000

    Sold Dec 04, 2025

    1989 Lake Shore Dr, Oakland, MD 21550

    • 4 Beds
    • 3.5 Baths
    • 3,008 Sq Ft
    • Built 1964

    Last Sold Summary

    • $465/SF
    • 18 Days On Market

    Current Estimated Value $1,418,107

    Last Listing Agent Justin Liller Railey Realty, Inc.

    1989 Lake Shore Dr, Oakland, MD 21550
    • /37

      Not Listed For Sale

      0 Hubbard Rd, Oakland, MD 21550

      0 Hubbard Rd, Oakland, MD 21550

      Last Sold Summary

      • 43 Days On Market

  • /45

    $585,000

    $10K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,280 Sq Ft

    55 Village Dr Unit 5, Oakland, MD 21550

    Tucked in the Yellowstone Village community at Deep Creek Lake, “Dan’s Mountain” is a charming log cabin retreat offering the perfect blend of mountain serenity and convenient access to the area’s top attractions. This 3-bedroom, 3-bathroom home comfortably accommodates guests spanning over 3 levels with a bonus enlcosed porch area. Warm wood interiors and a classic cabin feel welcome you inside,

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 358-4206

    55 Village Dr Unit 5, Oakland, MD 21550
  • /20

    $1,990 Per Month

    • 3 Beds
    • 1 Bath
    • 3,350 Sq Ft
    • House for Rent

    604 E Oak St, Oakland, MD 21550

    Charming Three-Bedroom Apartment Recently Renovated, Prime Location'Welcome to this beautifully renovated three-bedroom apartment, where modern design meets comfort. Located in a quiet neighborhood, this home is just a short walk from downtown Oakland, offering the perfect blend of convenience and peaceful living.Complete Renovation: Enjoy a fresh and stylish space with all-new finishes,

    Sharon Mokhtari Fairfax Realty of Tysons

    604 E Oak St, Oakland, MD 21550
  • /42

    $270,000

    Sold Nov 21, 2025

    11 Sunset Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Built 2000

    Last Sold Summary

    • $193/SF
    • 29 Days On Market

    Current Estimated Value $266,608

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

    11 Sunset Dr, Oakland, MD 21550
    • /26

      Est $1,281,514

      Not Listed For Sale

      464 Lake Forest Dr, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 2,496 Sq Ft
      • Built 1997
      464 Lake Forest Dr, Oakland, MD 21550

      Last Sold Summary

      • 277 Days On Market

  • /13

    $95,000

    • Land
    • 2.08 Acres
    • $45,673 per Acre

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550

    2.08 acre corner building lot in The View community at Deep Creek Lake! The lot is approved for up to a 6 bedroom septic system - a rare find which offers added flexibility for your future mountain or lake area home. Mostly wooded setting with convenient access off Lakeshore Drive and close proximity to Deep Creek Lake, Wisp Resort, restaurants, shopping, and local attractions. Lot 10 is also

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 262-4384

    Lot 9 Woodlands Hill Ln, Oakland, MD 21550
  • /76

    $775,000

    Sold Aug 25, 2025

    3472 Lake Shore Dr, Oakland, MD 21550

    • 5 Beds
    • 5.5 Baths
    • 2,904 Sq Ft
    • Built 2007

    Last Sold Summary

    • $267/SF
    • 112 Days On Market

    Current Estimated Value $793,210

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

    3472 Lake Shore Dr, Oakland, MD 21550
    • /62

      Not Listed For Sale

      13903 Garrett Hwy, Oakland, MD 21550

      • 1 Bed
      • 3 Baths
      • 1,536 Sq Ft
      • Built 1977
      13903 Garrett Hwy, Oakland, MD 21550

      Last Sold Summary

      • 15 Days On Market

  • /36

    $64,900

    $64K PRICE DROP
    • Land
    • 27,442 Sq Ft
    • $103,016 per Acre

    Lot 29 Greenbrier Dr, Sang Run, MD 21541

    Lot 29 is in the exclusive Greenbrier community at the Lodestone Golf course along the fairway of the 8th hole. The location is perfect to provide some peace and quiet and still be with in minutes of the Wisp Resort activities. Snow skiing, Mountain Biking, Whitewater rafting park, summer concerts, Mountain coaster, Ropes course, Snow tubing park. Also just minutes to Deep Creek Lake and Fork Run

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 226-3870

    Lot 29 Greenbrier Dr, Sang Run, MD 21541
  • /43

    $132,000

    Sold Aug 13, 2025

    723 E Oak St, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 988 Sq Ft
    • Built 1966

    Last Sold Summary

    • $134/SF
    • 2 Days On Market

    Current Estimated Value $157,420

    Last Listing Agent Kevin Liller Railey Realty, Inc.

    723 E Oak St, Oakland, MD 21550
    • /97

      Est $713,554

      Not Listed For Sale

      116 Wanderer Ln Unit F5, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,440 Sq Ft
      • Built 1975
      116 Wanderer Ln Unit F5, Oakland, MD 21550

      Last Sold Summary

      • 6 Days On Market

  • /13

    $95,000

    • Land
    • 2.6 Acres
    • $36,538 per Acre

    LOT 10 Woodlands Hill Ln, 14, West Oakland, MD 21550

    2.60 acre wooded building lot in The View community at Deep Creek Lake. Approved for a 4-bedroom septic system, this spacious parcel offers a private setting with plenty of room for your future mountain or lake area retreat. Conveniently located off Lakeshore Drive and close to Deep Creek Lake, Wisp Resort, restaurants, shopping, and other area amenities. Lot 9 is also for sale, providing the

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 332-0769

    LOT 10 Woodlands Hill Ln, 14, West Oakland, MD 21550
  • /9

    $23,000

    Sold Nov 03, 2025

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    • Land
    • 2.71 Acres
    • $8,487 per Acre

    Last Sold Summary

    • 34% Below List Price
    • 132 Days On Market

    Last Listing Agent ADAM MURRAY BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    Lot 15 Little Mountain Rd, Oakland, MD 21550
    • /134

      Est $1,385,774

      Not Listed For Sale

      415 Mountaintop Rd, Mc Henry, MD 21541

      • 5 Beds
      • 7 Baths
      • 5,404 Sq Ft
      • Built 2021
      415 Mountaintop Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 52 Days On Market

  • /17

    $30,000

    $9K PRICE DROP
    • Land
    • 12,196 Sq Ft
    • $107,143 per Acre

    815 L St, Oakland, MD 21550

    815 L Street offers a corner lot setting in Mountain Lake Park. This gently sloped homesite has a survey plat completed with setbacks shown for your future homesite plans. Public water/sewer, natural gas and electric are available. Less than one mile from Broadford Lake and only minutes to schools, groceries and everything you need in Oakland and Southern Garrett County!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 696-4098

    815 L St, Oakland, MD 21550
  • /62

    $1,399,000

    Sold Sep 05, 2025

    1589 Lake Shore Dr, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 1,872 Sq Ft
    • Built 2020

    Last Sold Summary

    • $747/SF
    • 3 Days On Market

    Current Estimated Value $1,417,582

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

    1589 Lake Shore Dr, Oakland, MD 21550
    • /30

      Not Listed For Sale

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

      • 1 Bed
      • 1 Bath
      • 382 Sq Ft
      • Built 2006
      565 Glendale Rd Unit 123-A, Oakland, MD 21550

      Last Sold Summary

      • 4 Days On Market

  • /18

    $44,900

    • Land
    • 6.12 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric to site, ready for you to build your dream home! Residential community. No camping, no hunting. Call today to schedule a time too see this remarkable property!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 652-2465

    Lot 6 Hoye Crest Rd, Oakland, MD 21550
  • /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
    • /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood Dr, Oakland, MD 21550

      Last Sold Summary

      • 645 Days On Market

  • /29

    $297,000

    $2K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 550 Sq Ft

    157 Jeffrey Ln Unit 21B, Oakland, MD 21550

    Nestled in the charming Traders Landing community, this delightful end-of-row townhouse offers a perfect blend of comfort and convenience with one of the best unobstructed views of the lake in Traders Landing. This villa-style home features two cozy bedrooms and a full bathroom, ideal for relaxation and unwinding after a long day. The inviting living space is enhanced by a warm wood-burning

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 883-5848

    157 Jeffrey Ln Unit 21B, 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

    Current Estimated Value $276,946

    Last Listing Agent Larry Smith Railey Realty, Inc.

    17 Driftwood Ln, Oakland, MD 21550
    • /21

      Est $103,631

      Not Listed For Sale

      409 San Francisco St, Oakland, MD 21550

      409 San Francisco St, Oakland, MD 21550

      Last Sold Summary

      • 84 Days On Market

  • /37

    $125,000

    • Land
    • 21,344 Sq Ft
    • $255,102 per Acre

    Lot 21 Green Jacket Ct, Mc Henry, MD 21541

    Beautiful 1/2 acre LEVEL lot in the Lodestone Village subdivision, minutes from everything there is to love at Deep Creek Lake sitting on a quiet cul-de-sac! Bring your own builder and floorplan, or use ours! This lot has public water and sewer hookups! High-speed cable/internet! Propane is available for cooking or heat if you'd like! This lot is adjacent to the award-winning championship

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 875-4952

    Lot 21 Green Jacket Ct, 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

    Current Estimated Value $897,918

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

    150 Greenbrier Dr, Mc Henry, MD 21541
    • /8

      Not Listed For Sale

      8 Pheasant Run Rd, Deer Park, MD 21550

      8 Pheasant Run Rd, Deer Park, MD 21550

      Last Sold Summary

      • 484 Days On Market

  • /50

    $125,000

    • Land
    • 23,522 Sq Ft
    • $231,481 per Acre

    Lot 20 Green Jacket Ct, Mc Henry, MD 21541

    Beautiful 1/2 acre LEVEL lot in the Lodestone Village subdivision, minutes from everything there is to love at Deep Creek Lake sitting on a cul-de-sac! Bring your own builder and floorplan, or use ours! This lot has public water and sewer hookups! High-speed cable/internet! Propane is available for cooking or heat if you'd like! This lot is adjacent to the award-winning championship Lodestone

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 875-5080

    Lot 20 Green Jacket Ct, Mc Henry, MD 21541
  • /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

    Current Estimated Value $175,526

    Last Listing Agent Rich Orr Railey Realty, Inc.

    627 Hamill St, Oakland, MD 21550
    • /3

      Not Listed For Sale

      65 Kendall Camp Cir, McHenry, MD 21541

      65 Kendall Camp Cir, McHenry, MD 21541

      Last Sold Summary

      • 86 Days On Market

  • /21

    $99,000

    • Land
    • 26,136 Sq Ft
    • $165,000 per Acre

    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541

    Discover the perfect spot to build your mountain retreat in the Biltmore at Lodestone community! Lot 54 Biltmore Ridge Trail in McHenry offers a level .60 acre building site with beautiful seasonal views in a gated community, making it ideal for your future home or vacation getaway. Ideally positioned near Hole 7 of the Lodestone Golf Course, this property combines peaceful surroundings with easy

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 875-4142

    Lot 54 Biltmore Ridge Trail, Mc Henry, MD 21541
  • /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
    • /16

      Not Listed For Sale

      36 Lehman Ln, Oakland, MD 21550

      36 Lehman Ln, Oakland, MD 21550

      Last Sold Summary

      • 10 Days On Market

  • /60

    $1,375,000

    Under Contract
    • 3 Beds
    • 3 Baths
    • 1,856 Sq Ft

    1475 Marsh Hill Rd, Mc Henry, MD 21541

    Lakefront home in the heart of Deep Creek Lake! Known as “WISPer Lake,” this established vacation rental offers 3 bedrooms and 3 baths with a warm mountain feel throughout. Features include wooded walls and timber framed ceilings, a wood-burning fireplace, spacious living areas, and a loft overlooking the main level. Enjoy 100' of private lakefront with Type A dock. Buydown included. Located just

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 290-8733

    1475 Marsh Hill Rd, Mc Henry, MD 21541

Showing Results 1 - 40, Page 1 of 18

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