12,296

Homes in ZIP Code 21550

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  • /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
  • /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

  • /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
  • /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

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

  • /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
  • /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
    • /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

  • /4

    $250,000

    • Land
    • 6.89 Acres
    • $36,284 per Acre

    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, Oakland, MD 21550

    6.89 unrestricted acres in the heart of Deep Creek Lake area, only 1/4 mile away from the lake. Ready to build your dream home with seclusion and privacy, close to all area parks and amenities.

    Agent Photo

    Brian Homberg

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 307-5520

    0 6 89 Acres -Woodlands Hill Dr Dr Unit MDGA2011974, 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
    • /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

  • /21

    $55,000

    $20K PRICE DROP
    • Land
    • 25,700 Sq Ft
    • $93,220 per Acre

    Lot 39 Fern Loop, Sang Run, MD 21541

    Lot 39 Fern Loop provides an opportunity to build your mountaintop dream home! Located in the Sandy Shores Heights community, this property offers a quiet setting with paved roads, electricity, water and sewer already at the site. Sandy Shores is just a few minutes drive to the top of Wisp Resort, and down the hill to all of the areas most sought after restaurants, Deep Creek Lake and all that

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 326-7187

    Lot 39 Fern Loop, Sang Run, MD 21541
  • /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
    • /3

      Not Listed For Sale

      7 Cherrywood Dr, Oakland, MD 21550

      7 Cherrywood Dr, Oakland, MD 21550

      Last Sold Summary

      • 645 Days On Market

  • /10

    $5,000

    • Land
    • 28,314 Sq Ft
    • $7,692 per Acre

    Lot 17 Birchwood Dr, Oakland, MD 21550

    Lot 17 Birchwood Drive is a .65-acre wooded, NON-BUILDABLE membership lot located in the Youghiogheny Mountain Resort community in Oakland, MD. While you cannot build on this lot, this lot's ownership offers full membership access to the community’s amenities, including over 50 miles of private roads and trails perfect for ATV riding, UTVs, dirt bikes, hiking, and outdoor recreation. Ideal for

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 512-9707

    Lot 17 Birchwood Dr, 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
    • /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

  • /24

    $825,000

    • 4 Beds
    • 3.5 Baths
    • 2,996 Sq Ft

    50 Blue Mountain View, Mc Henry, MD 21541

    Rare Deep Creek-area two (2) lot offering! 50 Blue Mountain View is being offered with adjoining Lot 34 Blue Mountain View, creating approx. 1.22 total acres in McHenry's Lodestone/Biltmore area. Currently operating as the vacation rental "John's Place" this mountain-view 4BR, 3 full/1 half bath retreat sleeps 10 and is ready for continued rental use or personal enjoyment. Built in 2022, the

    Agent Photo

    James Matthews

    Taylor-Made Deep Creek Real Estate, LLC

    (240) 850-3237

    50 Blue Mountain View, Mc Henry, MD 21541
  • /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
    • /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

  • /35

    $85,000

    • Land
    • 1.08 Acres
    • $78,704 per Acre

    Lot 18 Laurel Ct, Oakland, MD 21550

    Discover the perfect setting for your Deep Creek Lake getaway on this beautiful 1.08-acre homesite located at the end of a quiet cul-de-sac in the desirable Paradise Ridge community. Lot 18 Laurel Court offers a peaceful, private setting surrounded by mature trees and mountain views. Paradise Ridge features one of the nicest lake access areas on Deep Creek Lake—perfect for swimming, kayaking, and

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 916-1185

    Lot 18 Laurel Ct, Oakland, MD 21550
  • /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

  • /12

    $129,900

    • Land
    • 1.38 Acres
    • $94,130 per Acre

    170 San Francisco St, Oakland, MD 21550

    NEW in the Deep Creek Lake and WISP Resort area: three lots at .46 acres each (total is 1.38 acres)! Whether you envision a cozy cabin or a luxury lodge, this parcel offers the ideal blend of seclusion and accessibility. Property Highlights: Private well water source already in place, 200 AMP electric service connection, Approved perc test suitable for a 4-5 bedroom home, Privacy with

    Agent Photo

    Hunter Shank

    Coldwell Banker Realty

    (240) 202-2754

    170 San Francisco St, Oakland, MD 21550
  • /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
    • /16

      Not Listed For Sale

      36 Lehman Ln, Oakland, MD 21550

      36 Lehman Ln, Oakland, MD 21550

      Last Sold Summary

      • 10 Days On Market

  • /20

    $175,000

    • 1 Bed
    • 1 Bath
    • 527 Sq Ft

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550

    Silver Tree Suites offers 350' of pristine shoreline at Deep Creek Lake with western exposure centrally located to all area amenities. Unit 212A offers a one level floorpan with private bedroom on the second floor of building A which offers easy access to the lobby, elevator, gym, sauna, game room and patio area overlooking the lake. Condominium ownership at Silver Tree Suites offers ease of

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 896-3828

    565 Glendale Rd Unit 212 - A, Oakland, MD 21550
  • /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
    • /48

      Not Listed For Sale

      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,700 Sq Ft
      • Built 1972
      20160 Garrett Hwy Unit 502/702, Oakland, MD 21550

      Last Sold Summary

      • 9 Days On Market

  • /62

    $1,100,000

    $200K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,592 Sq Ft

    660 Glendale Rd, Oakland, MD 21550

    Welcome to 660 Glendale Road — a luxury, mountain-chalet log home in the heart of Deep Creek Lake. This well appointed 5-bedroom, 3-bath home offers nearly 2,600 square feet of thoughtfully upgraded living space designed for lake life at its best. Enjoy lake views with western exposure on the expansive wraparound decks on main and lower levels. Many recent upgrades including roof, decks, covered

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 647-5278

    660 Glendale Rd, Oakland, MD 21550

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