12,215

Homes in ZIP Code 21550

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    • /44

      Est $705,837 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,896 Sq Ft

      870 Hunters Ridge Dr, Oakland, MD 21550

      870 Hunters Ridge Dr, Oakland, MD 21550
  • /45

    $825,000

    • 3 Beds
    • 3 Baths
    • 2,744 Sq Ft

    198 Grandview Dr, Oakland, MD 21550

    Lake views for days and room to relax in every direction!Welcome to 198 Grandview Drive, a 3-bedroom, 3-bath log home perfectly perched to capture sweeping views of Deep Creek Lake and the surrounding mountains. With three finished levels of living space, this home blends rustic charm with modern comfort. Hardwood floors span the main and upper levels, while the finished lower level features

    Heather Taylor RE/MAX One

    198 Grandview Dr, Oakland, MD 21550
  • /66

    $575,000 Sold Apr 04, 2025

    • 3,300 Sq Ft
    • $174/SF
    • 174 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2006

    8 Winding Trail Ln Unit 1, Oakland, MD 21550

    Introducing a perfect blend of luxury and convenience, this exquisite 5BR, 3-level vacation home in Timberlake Village at Deep Creek Lake offers a host of features designed for modern living and outdoor enjoyment. Whether you are seeking a wonderful home to create memories or an investment opportunity in the vacation rental market, this property delivers on all fronts! Enjoy your private

    Mike Kennedy Railey Realty, Inc.

    8 Winding Trail Ln Unit 1, Oakland, MD 21550
    • /25

      Est $246,705 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,296 Sq Ft

      8 Pocahontas St, Oakland, MD 21550

      8 Pocahontas St, Oakland, MD 21550
  • /7

    $29,950

    • Land
    • 4.00 Acres
    • $7,488 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
  • /80

    $696,000 Sold Apr 02, 2025

    • 3,066 Sq Ft
    • $227/SF
    • 170 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 2001

    1489 Mountainview Dr, Oakland, MD 21550

    Discover your retreat in this spacious 5-bedroom, 3-bath home nestled in the highly sought-after Mountainside community. Located just a stone's throw from a range of lake activities, this residence offers both tranquility and convenience in a picturesque setting. With over 3,000 square feet of thoughtfully designed living space, this home accommodates both relaxation and entertaining with ease.

    Larry Smith Railey Realty, Inc.

    1489 Mountainview Dr, Oakland, MD 21550
    • /36

      Est $631,427 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,053 Sq Ft

      21651 Garrett Hwy, Deer Park, MD 21550

      21651 Garrett Hwy, Deer Park, MD 21550
  • /58

    $449,000

    • 3 Beds
    • 3 Baths
    • 4,420 Sq Ft

    1260 Gnegy Church Rd, Oakland, MD 21550

    Discover space, privacy, and mountain charm on this stunning property nestled on over 76.03 +/- wooded acres. The home offers 3 bedrooms, 3 bathrooms, a spacious main level with open-concept living, and a partially finished upstairs ready for your personal touch. An attached garage, oversized detached garage, and expansive outdoor space provide endless possibilities—whether you’re seeking a

    Nina Beitzel Railey Realty, Inc.

    1260 Gnegy Church Rd, Oakland, MD 21550
  • /68

    $540,000 Sold Mar 31, 2025

    • 1,700 Sq Ft
    • $318/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1972

    20160 Garrett Hwy Unit F503, Oakland, MD 21550

    Rare opportunity to own a completely renovated double unit at Will O The Wisp at Deep Creek Lake! Unit 503F extends from the 5th level up to the 7th level penthouse offering 3 bedrooms and 2 full bathrooms. The upper level bedroom is a penthouse suite offering two beds overlooking the lake and its own full bath. Enjoy eastern exposure with incredible sunrises overlooking the lake. Will O The Wisp

    Nick Fratz-Orr Railey Realty, Inc.

    20160 Garrett Hwy Unit F503, Oakland, MD 21550
    • /125

      Est $2,309,148 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 4,584 Sq Ft

      427 Lake Shore Dr, Oakland, MD 21550

      427 Lake Shore Dr, Oakland, MD 21550
  • /75

    $1,755,000

    • 4 Beds
    • 4.5 Baths
    • 2,605 Sq Ft

    1019 Lake Shore Dr, Oakland, MD 21550

    Tucked among the trees, Blue Spruce offers a perfect blend of modern comfort and serene natural beauty. This recently remodeled 4-bedroom, 4 and a half bathroom home invites you to relax, recharge, and reconnect with nature. With each bedroom offering an ensuite bathroom plus a half bath near the kitchen, this home was designed for comfort. Step inside to discover thoughtful updates throughout,

    Rachel Bruch Railey Realty, Inc.

    1019 Lake Shore Dr, Oakland, MD 21550
  • /11

    $66,250 Sold Mar 31, 2025

    • Land
    • 0.57 Acre
    • $116,228 per Acre
    • 184 Days On Market

    Lot 76 Sundance Way, McHenry, MD 21541

    Best of both worlds - located right on Lodestone golf course and in the ski in/ski out Highline subdivision! Affordable building lot in a thriving community with lots of active new construction. Brand new Building Plans are available!! Enjoy Deep Creek Lake, the WISP Ski Resort, ASCI, area golf courses and all other local attractions right at your fingertips. Public water & sewer hookups are

    Nina Beitzel Railey Realty, Inc.

    Lot 76 Sundance Way, McHenry, MD 21541
    • /65

      Est $3,830,426 Not Listed For Sale

      • 8 Beds
      • 5.5 Baths
      • 8,453 Sq Ft

      2276 Paradise Point Rd, Oakland, MD 21550

      2276 Paradise Point Rd, Oakland, MD 21550
  • /27

    $300,000

    • 3 Beds
    • 1 Bath
    • 1,408 Sq Ft

    1570 Garrett Rd, Oakland, MD 21550

    Located between Oakland and Deep Creek Lake, this log ranch is situated on 14.82 acres, including a stream, pond, barn and outbuildings with many possibilities to include potential subdivision configurations. The log home needs some TLC and updates; it is being sold as part of an estate. Some items of personal property remain in the house and on grounds. Those items are being removed. More photos

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    1570 Garrett Rd, Oakland, MD 21550
  • /131

    $2,250,000 Sold Mar 31, 2025

    • 4,713 Sq Ft
    • $477/SF
    • 131 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 1983

    1746 Stockslager Rd, Oakland, MD 21550

    Charming Lakefront Craftsman on Stockslager Rd – This 5 Bedroom, 4.5 Bathroom lakefront estate is situated on 1.25 acres of wooded land and features a detached carriage house with a game room, sprawling back deck overlooking Deep Creek Lake, and 270’ of level lakefront. Boardwalk patio down to your Type A dock and lakeside bar. Attached 2-car garage with EV charger and an in-law suite upstairs.

    Jon Bell Railey Realty, Inc.

    1746 Stockslager Rd, Oakland, MD 21550
    • /84

      Est $549,092 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,400 Sq Ft

      1113 White Pine Cir, Oakland, MD 21550

      1113 White Pine Cir, Oakland, MD 21550
  • /8

    $12,000

    • Land
    • 0.33 Acre
    • $36,364 per Acre

    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550

    Affordable level building lot located in Loch Lynn Heights. Having trouble finding an affordable opportunity to build that fits your needs? This property offers that opportunity and has access to public water, sewer, public gas, and high speed internet. Although originally four town lots town building code requires a minimum of 10,000 square feet of acreage to build, making this suitable for one

    Dan Shockey Taylor Made Deep Creek Vacations & Sales

    Lots 26-29 E Third Ave, Mountain Lake Park, MD 21550
  • /100

    $455,000 Sold Mar 28, 2025

    • 2,441 Sq Ft
    • $186/SF
    • 115 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1980

    230 Moose Crossing, Oakland, MD 21550

    Looking for a renovated home on a few acres with an oversize garage and a central location just minutes to Oakland and Deep Creek Lake? Look no further! 230 Moose Crossing offers 3 bedrooms and 2 full bathrooms with 2400 square feet of living space plus a full, unfinished basement on 2.97 acres. Two living rooms on the main level provide plenty of space for guests. The home has an attached

    Nick Fratz-Orr Railey Realty, Inc.

    230 Moose Crossing, Oakland, MD 21550
    • /56

      Est $398,704 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,638 Sq Ft

      5289 Oakland Sang Run Rd, Oakland, MD 21550

      5289 Oakland Sang Run Rd, Oakland, MD 21550
  • /7

    $110,000

    • 2 Beds
    • 1 Bath
    • 1,488 Sq Ft

    60 Gorman St, Oakland, MD 21550

    Attention investors and savvy buyers! This 2-bedroom, 1-bathroom home in the heart of Oakland, Maryland is a prime opportunity for your next project. Whether you’re looking to fix and flip for profit or renovate and hold as a cash-flowing rental, this property is packed with potential. Located on a quiet street close to local shops, dining, and recreation, it offers a solid foundation and a

    ryan byrd Coldwell Banker Realty

    60 Gorman St, Oakland, MD 21550
  • /55

    $503,000 Sold Mar 28, 2025

    • 2,608 Sq Ft
    • $193/SF
    • 232 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2005

    180 Roman Ridge Rd Unit 18, Oakland, MD 21550

    Nestled in the mountains of Deep Creek Lake, this lakeview home in Traders Landing appeals to those wanting a relaxing or adventurous experience. Offering four bedrooms, four and a half baths, open floorplan and three levels of living space. The lake and mountain views from this home are truly breathtaking; you can enjoy them while relaxing on your lakefront deck. The location is also hard to

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    180 Roman Ridge Rd Unit 18, Oakland, MD 21550
    • /33

      Est $558,558 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,728 Sq Ft

      971 Paradise Heights, Oakland, MD 21550

      971 Paradise Heights, Oakland, MD 21550
  • /27

    $269,900

    • 1 Bed
    • 1 Bath

    565 Glendale Rd Unit 106B, Oakland, MD 21550

    Ground-floor end unit with lake views at Silver Tree Suites. This one-bedroom layout packs in a gas fireplace, full bath with tub/shower, and a tidy kitchenette with microwave, dishwasher, and full fridge. Balcony doors open to Deep Creek air and filtered lake scenes. Community perks include sauna, gym, game room and more. Sold turn-key, fully furnished. Ductless units for heat and A/C. Monthly

    Jon Bell Railey Realty, Inc.

    565 Glendale Rd Unit 106B, Oakland, MD 21550
  • /42

    $430,000 Sold Mar 27, 2025

    • 1,596 Sq Ft
    • $269/SF
    • 15 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1985

    426 Pergin Farm Rd, Oakland, MD 21550

    3BR, 2BA turnkey vacation retreat! Upgrades GALORE! This home been tastefully remodeled updated bathrooms, flooring, kitchen, EV charger and offered fully furnished! One top of that, new in 2024: 40 year metal/steel roof with sky lights, egress windows replaced in each bedroom, Mesh Wireless Network added (including wifi extenders), smartlocks, washing machine, refrigerator, dishwasher and fully

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    426 Pergin Farm Rd, Oakland, MD 21550
    • /65

      Est $134,326 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,668 Sq Ft

      620 E Green St, Oakland, MD 21550

      620 E Green St, Oakland, MD 21550
  • /72

    $829,000

    • 5 Beds
    • 4 Baths
    • 2,934 Sq Ft

    873 Paradise Heights, Oakland, MD 21550

    Escape to Sage Mountain Retreat, a beautifully crafted 5-bedroom, 4-bath custom home nestled in a private wooded setting—just minutes from Deep Creek Lake State Park and walking distance to popular lakefront restaurants and Silvertree Marina. This fully furnished retreat features: Modern kitchen with granite countertops, Two spacious living areas for relaxing or entertaining, Primary Bedroom

    Rich Orr Railey Realty, Inc.

    873 Paradise Heights, Oakland, MD 21550
  • /27

    $115,000 Sold Mar 26, 2025

    • Land
    • 0.97 Acre
    • $118,557 per Acre
    • 140 Days On Market

    21 Fern Loop, Sang Run, MD 21541

    Golf Front Building Lot at Deep Creek Lake - This beautiful wooded homesite offers .97 acres of level building space, green side of Hole #12 at Lodestone Golf Course! Located in the Sandy Shores Heights community, just minutes from local restaurants, state parks, Deep Creek Lake and Wisp Resort. Larger lot with lots of privacy. All public utilities to site and ready to build. Call today for

    Jon Bell Railey Realty, Inc.

    21 Fern Loop, Sang Run, MD 21541
    • /76

      Est $217,088 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,520 Sq Ft

      501 G St, Oakland, MD 21550

      501 G St, Oakland, MD 21550
  • /8

    $119,900

    • Land
    • 0.85 Acre
    • $141,059 per Acre

    106 Snowhaven Ln, McHenry, MD 21541

    Build Your Dream Home on the Mountaintop!Don't miss this rare opportunity to own a spacious 0.85-acre lot in one of Deep Creek Lake’s most desirable communities — the Wisp mountaintop. Located on Snowhaven Lane, this lot offers the perfect setting with expansive views for your custom mountain retreat.Just minutes from Wisp Resort, ASCI Whitewater Course, Deep Creek Lake, hiking and

    Danielle Luscombe Taylor Made Deep Creek Vacations & Sales

    106 Snowhaven Ln, McHenry, MD 21541
  • /42

    $175,000 Sold Mar 21, 2025

    • 960 Sq Ft
    • $182/SF
    • 23 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1972

    112 B St, Oakland, MD 21550

    Charming 3-Bedroom Home with Endless Potential!Step into this cozy and inviting 3-bedroom, 1-bath home just minutes from town! Enjoy the convenience of off-street parking and a spacious deck—perfect for relaxing or entertaining. The nice yard offers ample space for outdoor activities, complete with a storage shed for all your tools and toys.The unfinished basement is full of

    Thomas Long Railey Realty, Inc.

    112 B St, Oakland, MD 21550
    • /35

      Est $345,052 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,384 Sq Ft

      107 Pleasant Hill Cir, Oakland, MD 21550

      107 Pleasant Hill Cir, Oakland, MD 21550
  • /13

    $70,000

    • Land
    • 1.00 Acre
    • $70,000 per Acre

    Lot 38 Winding Estates Dr, Mc Henry, MD 21550

    Discover the perfect spot to build your mountain retreat in Lago Vista, just minutes from Deep Creek Lake! This beautiful building lot offers stunning mountain views and access to public utility hookups for added convenience. Located close to Wisp Resort, state parks, and all the area's top amenities, it’s an ideal setting for year-round living or a vacation getaway. With an affordable price tag

    Nina Beitzel Railey Realty, Inc.

    Lot 38 Winding Estates Dr, Mc Henry, MD 21550
  • /52

    $250,000 Sold Mar 21, 2025

    • 2,352 Sq Ft
    • $106/SF
    • 153 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1974

    5267 George Washington Hwy, Oakland, MD 21550

    This stunning home sitting on top of Backbone Mountain has been completely gutted and remodeled with a modern and sophisticated look! The 4 bedroom 1 1/2-bathroom open concept home features a brand-new metal roof, front and rear deck, fresh paint inside and outside as well as new LVP flooring throughout. The kitchen has new cabinets with quartz countertops with matching faucet and light

    Jennifer Jackson Charis Realty Group

    5267 George Washington Hwy, Oakland, MD 21550
    • /66

      Est $410,610 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,324 Sq Ft

      125 Matthew Rd, Oakland, MD 21550

      125 Matthew Rd, Oakland, MD 21550
  • /50

    $529,900

    • 4 Beds
    • 3 Baths
    • 2,235 Sq Ft

    126 Leo Friend Rd, Oakland, MD 21550

    Perched above the treetops with panoramic lake views, this three-level retreat blends comfort with clean, considered upgrades. Vaulted ceilings and a spacious loft crown 2,235 square feet of living space, wrapped in new flooring with fresh paint inside and out. The kitchen, smartly updated with new countertops, connects to open dining and living anchored by a wood stove. A detached garage sits

    Jon Bell Railey Realty, Inc.

    126 Leo Friend Rd, Oakland, MD 21550
  • /69

    $535,000 Sold Mar 21, 2025

    • 3,000 Sq Ft
    • $178/SF
    • 277 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2006

    180 Winding Trail Ln Unit 5A, Oakland, MD 21550

    Looking for ease of living here at the lake? Look no further! This 5BR/4BA condo offers over 3000 square feet of finished living space spanning over 3 levels. A large kitchen offers ample space for cooking for larger gatherings. A floorpan bonus at Timberlake Village are the two large living areas; one upstairs and one downstairs, excellent for multiple levels of entertainment. Enjoy an evening

    Nick Fratz-Orr Railey Realty, Inc.

    180 Winding Trail Ln Unit 5A, Oakland, MD 21550
    • /73

      Est $244,544 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft

      723 E Alder St, Oakland, MD 21550

      723 E Alder St, Oakland, MD 21550
  • /23

    $137,400

    • Land
    • 1.11 Acres
    • $123,784 per Acre

    138 Taylor Ln, McHenry, MD 21541

    Dreaming of your Deep Creek getaway? Lot 138 Taylor Lane is your blank canvas—1.11 acres of level, cleared land tucked at the end of a quiet cul-de-sac in the desirable Biltmore community. With underground public utilities already available and easy access for construction, this lot is ready for your dream home to take shape. Just minutes from Lodestone Golf Course, Wisp Resort, and Deep Creek

    Lauren McCann Railey Realty, Inc.

    138 Taylor Ln, McHenry, MD 21541
  • /37

    $60,000 Sold Mar 19, 2025

    • 500 Sq Ft
    • $120/SF
    • 80 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1980

    10 Peach Tree Ln, Deer Park, MD 21550

    Well maintained 2 bedroom 1 bath mobile home located in the town of Deer Park. Cenrally located between Oakland and Deep Creek Lake, it is close to everything you need, shopping, schools. Situated on a corner lot, this property is worth taking a look. Call to schedule a showing today.

    Larry Smith Railey Realty, Inc.

    10 Peach Tree Ln, Deer Park, MD 21550
    • /130

      Est $1,102,560 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,426 Sq Ft

      943 S Blakeslee Rd, Oakland, MD 21550

      943 S Blakeslee Rd, Oakland, MD 21550

Showing Results 361 - 400, Page 10 of 18

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