12,226

Homes in ZIP Code 21550

Section Image
  • /86

    $1,999,900

    • 7 Beds
    • 7 Baths
    • 4,758 Sq Ft

    16 Grand Estates Dr, McHenry, MD 21541

    Brand New Mountain Chalet adjoining Lodestone Golf Course - Welcome to Sunset on the Greens. This custom Lindal 7-bedroom, 7-bath chalet is built for luxury mountain living at its finest. Already a proven rental performer, “Sunset on the Greens” grossed over $105k its first six months and all 5 star reviews! The great room steals the show with a towering wall of glass that opens to panoramic

    Jon Bell Railey Realty, Inc.

    16 Grand Estates Dr, McHenry, MD 21541
  • /36

    $326,000 Sold Oct 10, 2025

    135 Jeffrey Ln Unit 19D, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft
    • Built 1997

    Last Sold Summary

    • $272/SF
    • 42 Days On Market

    Last Listing Agent Eric Crawford Taylor Made Deep Creek Vacations & Sales

    135 Jeffrey Ln Unit 19D, Oakland, MD 21550
    • /98

      Est $488,293 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,048 Sq Ft

      1506 Broadford Rd, Oakland, MD 21550

      1506 Broadford Rd, Oakland, MD 21550
  • /52

    $749,900

    • 5 Beds
    • 4 Baths
    • 2,364 Sq Ft

    25 Silver Tree Ln, Oakland, MD 21550

    Beautiful lake access retreat located in the Silver Tree Landings community with an available home warranty. This recently updated contemporary home feels warm and inviting from the moment you walk in (upgrade list available). Offering hardwood flooring, granite countertops, two stone propane fireplaces and cathedral ceilings. The abundance of windows allows the natural light to brighten any

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    25 Silver Tree Ln, Oakland, MD 21550
  • /2

    $20,000 Sold Jun 26, 2025

    Lots 22 & 23 Black Oak Ln, Oakland, MD 21550

    • Land
    • 0.47 Acre
    • $42,553 per Acre

    Last Sold Summary

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

    Lots 22 & 23 Black Oak Ln, Oakland, MD 21550
    • /4

      Est $40,262 Not Listed For Sale

      812 Winter Place, Oakland, MD 21550

      812 Winter Place, Oakland, MD 21550
  • /81

    $1,289,000 Under Contract

    • 4 Beds
    • 4 Baths
    • 3,000 Sq Ft

    19956 Garrett Hwy Unit 6, Oakland, MD 21550

    Experience the best in maintenance free lakefront living on Deep Creek Lake! This 4 BR 4 Bath lakefront townhome with assigned dock slip is located within walking distance of many of the lake's best restaurants and attractions. The open floor plan offers a main level great room and lower level family/game room. The large kitchen offers a lake facing island with breakfast bar. Three private suites

    Bill Weissgerber Railey Realty, Inc.

    19956 Garrett Hwy Unit 6, Oakland, MD 21550
  • /20

    $80,000 Sold Jun 30, 2025

    81 Timber Ln, Oakland, MD 21550

    • 4 Beds
    • 1.5 Baths
    • 1,860 Sq Ft
    • Built 1965

    Last Sold Summary

    • $43/SF
    • 5 Days On Market

    Current Estimated Value $90,598

    Last Listing Agent Sheila Howell Lake Homes Realty, LLC

    81 Timber Ln, Oakland, MD 21550
    • /14

      Est $113,325 Not Listed For Sale

      222 Sundance Way, McHenry, MD 21541

      222 Sundance Way, McHenry, MD 21541
  • /68

    $575,000

    • 3 Beds
    • 2 Baths
    • 1,700 Sq Ft

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550

    Lakefront living at it's best can be found in this completely renovated spacious condo. This three-level unit is the perfect place to get away together! With space to come together and space to escape, this unit promises both privacy and togetherness for a memorable Deep Creek Lake experience! The first level has a full kitchen with wine fridge and attached living room with an electric fireplace,

    Kevin Liller Railey Realty, Inc.

    20160 Garrett Hwy Unit F501-701, Oakland, MD 21550
  • /21

    $155,000 Sold May 22, 2025

    3821 Underwood Rd, Oakland, MD 21550

    • 4 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1964

    Last Sold Summary

    • $126/SF
    • 10 Days On Market

    Current Estimated Value $158,903

    Last Listing Agent Dan (Sussan) Duggan 1 Real Estate Source LLC

    3821 Underwood Rd, Oakland, MD 21550
    • /12

      Not Listed For Sale

      2 Cedar Ln, Oakland, MD 21550

      2 Cedar Ln, Oakland, MD 21550
  • /60

    $1,069,000

    • 6 Beds
    • 7 Baths
    • 3,220 Sq Ft

    45 Marble Way, Mc Henry, MD 21541

    Located in the prestigious Greenbrier community on Lodestone Golf Course, this 6 bedroom, 5 full and 2 half bath home offers the perfect blend of luxury, comfort, and convenience. Just minutes from Wisp Resort and nestled in the heart of Deep Creek Lake, the property is a proven and successful vacation rental. Spread across three finished levels, the home features multiple ensuite bedrooms, two

    Nina Beitzel Railey Realty, Inc.

    45 Marble Way, Mc Henry, MD 21541
  • /80

    $855,000 Sold Mar 13, 2025

    33 Black Bear Ct, Oakland, MD 21550

    • 5 Beds
    • 3 Baths
    • 2,976 Sq Ft
    • Built 1989

    Last Sold Summary

    • $287/SF
    • 88 Days On Market

    Current Estimated Value $888,304

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    33 Black Bear Ct, Oakland, MD 21550
    • /26

      Not Listed For Sale

      51 Stag Run, Oakland, MD 21550

      51 Stag Run, Oakland, MD 21550
  • /67

    $475,000

    • 3 Beds
    • 2.5 Baths
    • 2,128 Sq Ft

    5024 Cranesville Rd, Oakland, MD 21550

    Charming 3-Bedroom Home with Scenic Mountain & Valley Views. Nestled on a 1.68-acre hillside in a beautiful conservation area, this 3-bedroom, 2.5-bath home combines natural charm with modern comfort. The native stone exterior and peaceful setting set the tone for this inviting residence.Inside, the main level features a spacious primary suite with a jetted tub, double vanity, and shower, a

    Rich Orr Railey Realty, Inc.

    5024 Cranesville Rd, Oakland, MD 21550
  • /33

    $425,000 Sold Dec 19, 2025

    0 Sam Snead Cir Unit 1 MDGA2010358, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,500 Sq Ft
    • Built 2025

    Last Sold Summary

    • $283/SF
    • 0 Days On Market

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    0 Sam Snead Cir Unit 1 MDGA2010358, Oakland, MD 21550
    • /39

      Est $696,068 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,340 Sq Ft

      94 Lehman Ln Unit 31, Oakland, MD 21550

      94 Lehman Ln Unit 31, Oakland, MD 21550
  • /70

    $850,000

    • 5 Beds
    • 3 Baths
    • 2,135 Sq Ft

    200 Kendall Camp Cir, McHenry, MD 21541

    Experience true mountain living in this rustic 5BR, 3BA retreat perched atop Wisp Ski Resort at Deep Creek Lake—just steps from the slopes! Located in the exclusive, gated Kendall Camp community, this home offers unmatched ski-in/ski-out access on the Main Street slope, less than 100 yards to Chair #4, and within close proximity to other main chairlifts, the ASCI whitewater course, and all the

    Mike Kennedy Railey Realty, Inc.

    200 Kendall Camp Cir, McHenry, MD 21541
  • /56

    $329,000 Sold Jan 14, 2025

    931 Black Oak Dr, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Built 2007

    Last Sold Summary

    • $299/SF
    • 170 Days On Market

    Current Estimated Value $341,163

    Last Listing Agent Sean Sober Taylor Made Deep Creek Vacations & Sales

    931 Black Oak Dr, Oakland, MD 21550
    • /62

      Est $537,880 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,260 Sq Ft

      189 Maple Del Ln, Oakland, MD 21550

      189 Maple Del Ln, Oakland, MD 21550
  • /90

    $1,299,000

    • 5 Beds
    • 4.5 Baths
    • 4,016 Sq Ft

    90 Biltmore Ridge Trail, McHenry, MD 21541

    This “Lil Slice of Heaven” is a masterfully designed 5-bedroom, 4.5-bath cedar retreat along Hole #7 of Lodestone Golf Course, offering privacy, luxury, and stunning views in one of Deep Creek’s most desirable locations. Crafted from premium cedar, this home stands apart for its natural durability, warmth, and timeless appeal — superior to standard pine. Inside, the open layout features vaulted

    Kelsey Meyers Railey Realty, Inc.

    90 Biltmore Ridge Trail, McHenry, MD 21541
  • /18

    $19,500 Sold Sep 04, 2025

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550

    • Land
    • 1.48 Acres
    • $13,176 per Acre

    Last Sold Summary

    • 348 Days On Market

    Last Listing Agent Brady Harden Coldwell Banker Premier

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    • /76

      Est $1,908,181 Not Listed For Sale

      • 8 Beds
      • 7.5 Baths
      • 4,964 Sq Ft

      72 Eyeopener Ln, McHenry, MD 21541

      72 Eyeopener Ln, McHenry, MD 21541
  • /150

    $4,200,000 New Construction

    • 6 Beds
    • 5.5 Baths
    • 4,354 Sq Ft

    282 McComas Beach Terrace, Oakland, MD 21550

    Discover The Birch Bower, a rare architect-designed lakefront sanctuary offering 600 feet of private shoreline on Deep Creek Lake. Completed in 2021, this 6-bedroom, 5.5-bath residence exemplifies modern luxury, combining meticulous design, serene natural surroundings, and proven short-term rental performance. Offered turn-key and fully furnished, this extraordinary lakefront estate presents a

    Morgan Boyer Hunt Country Sotheby's International Realty

    282 McComas Beach Terrace, Oakland, MD 21550
  • /97

    $985,000 Sold Nov 10, 2025

    360 Biltmore View, McHenry, MD 21541

    • 5 Beds
    • 3.5 Baths
    • 3,756 Sq Ft
    • Built 2017

    Last Sold Summary

    • $262/SF
    • 173 Days On Market

    Last Listing Agent Justin Liller Railey Realty, Inc.

    360 Biltmore View, McHenry, MD 21541
    • /32

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,784 Sq Ft

      319 Basswood Way Unit LOT 21, Oakland, MD 21550

      319 Basswood Way Unit LOT 21, Oakland, MD 21550
  • /78

    $1,399,900

    • 6 Beds
    • 5 Baths
    • 4,227 Sq Ft

    116 Wisp Mountain Rd, Mc Henry, MD 21541

    Luxury Log Home Perched atop Wisp Mountain – This 6 Bed, 5 Bath chalet offers 4227 sq ft, and features three stories of outdoor living space, vaulted ceilings, timber accents, and lots of glass to let in the mountain/lake views! Modern kitchen with stone tops and stainless appliances. Rugged stacked stone fireplace in the great room with a second fireplace on the lower level. Fully finished

    Jon Bell Railey Realty, Inc.

    116 Wisp Mountain Rd, Mc Henry, MD 21541
  • /32

    $1,699,900 Sold May 23, 2025

    2353 Boy Scout Rd, Oakland, MD 21550

    • 3 Beds
    • 3 Baths
    • 3,096 Sq Ft
    • Built 1940

    Last Sold Summary

    • $549/SF
    • 6 Days On Market

    Current Estimated Value $1,683,702

    Last Listing Agent Jon Bell Railey Realty, Inc.

    2353 Boy Scout Rd, Oakland, MD 21550
    • /61

      Est $608,404 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,454 Sq Ft

      48 Skippers Estates Dr, Oakland, MD 21550

      48 Skippers Estates Dr, Oakland, MD 21550
  • /30

    $490,000

    • Land
    • 102.93 Acres
    • $4,761 per Acre

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

    Discover the incredible potential of this expansive 100+ acre property, ideally situated with nearly 1.5 miles of road frontage along George Washington Hwy and Table Rock Rd. The land is subdivided into five parcels, offering versatile options for developers and investors alike. Three of these parcels can be served with public water, enhancing development possibilities. Additionally, two parcels

    Taylor Nitterhouse Whitetail Properties Real Estate

    0 George Washington Hwy Unit Lot WP001 18623689, Mount Lake Park, MD 21550
  • /25

    $42,000 Sold Aug 06, 2025

    Lot 18 Moss Creek Cir, Oakland, MD 21550

    • Land
    • 3.61 Acres
    • $11,634 per Acre

    Last Sold Summary

    • 58 Days On Market

    Last Listing Agent Zach Wesolowski Railey Realty, Inc.

    Lot 18 Moss Creek Cir, Oakland, MD 21550
    • /62

      Est $208,309 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 864 Sq Ft

      36 Cherokee Ln, Oakland, MD 21550

      36 Cherokee Ln, Oakland, MD 21550
  • /11

    $98,000

    • Land
    • 0.6 Acre
    • $163,333 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! Public water & sewer hookups available with underground utilities to the site. Level wooded lot to build your dream home and enjoy the

    Kathy Gibson Railey Realty, Inc.

    47 Fern Loop Dr, Mc Henry, MD 21541
  • /72

    $240,000 Sold Dec 27, 2024

    1322 Black Oak Dr, Oakland, MD 21550

    • 3 Beds
    • 1 Bath
    • 2,058 Sq Ft
    • Built 1974

    Last Sold Summary

    • $117/SF
    • 459 Days On Market

    Current Estimated Value $262,259

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

    1322 Black Oak Dr, Oakland, MD 21550
    • /74

      Est $1,116,591 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 5,274 Sq Ft

      348 Highline Dr, McHenry, MD 21541

      348 Highline Dr, McHenry, MD 21541
  • /11

    $199,900

    • Land
    • 0.11 Acre
    • $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
  • /53

    $1,055,000 Sold Jun 30, 2025

    193 Greenbrier Dr, McHenry, MD 21541

    • 6 Beds
    • 5.5 Baths
    • 5,712 Sq Ft
    • Built 2019

    Last Sold Summary

    • $185/SF
    • 7 Days On Market

    Current Estimated Value $1,057,345

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    193 Greenbrier Dr, McHenry, MD 21541
    • /68

      Est $740,981 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,158 Sq Ft

      3365 Mayhew Inn Rd, Oakland, MD 21550

      3365 Mayhew Inn Rd, Oakland, MD 21550
  • /103

    $2,399,000 Pre-Foreclosure

    • 7 Beds
    • 5 Baths
    • 4,691 Sq Ft

    41 Boyd Paugh Ln, Oakland, MD 21550

    Gorgeous 7 bedroom home with dock slip! This newer construction home sits on a quiet corner of Deep Creek Lake with 200 feet of lake frontage. Located in the beautiful and quiet Heron Cove community and comes with two community lake access points, one with a sandy beach area, tennis courts, and walking trails. The level lot is surrounded by trees and designed for privacy and outdoor enjoyment,

    Rachel Bruch Railey Realty, Inc.

    41 Boyd Paugh Ln, Oakland, MD 21550

Showing Results 121 - 160, Page 4 of 18

How to Buy a Home How to Finance a Home How to Sell a Home