12,296

Homes in ZIP Code 21550

Section Image
  • /8

    $100,000

    $100K PRICE DROP
    • Land
    • 5 Acres
    • $20,000 per Acre

    3500 Area Maryland Hwy, Oakland, MD 21550

    The parcel is being sold by an estate. Wooded vacant land located at the 3400 area of Maryland Highway, Route 135. There is no record of Perc test on file at the Garrett County Health Department.

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    3500 Area Maryland Hwy, Oakland, MD 21550
  • /47

    $1,762,500

    Sold Jul 29, 2025

    1484 Paradise Point Rd, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,360 Sq Ft
    • Built 2022

    Last Sold Summary

    • $525/SF
    • 16 Days On Market

    Current Estimated Value $1,728,858

    Last Listing Agent Kelsey Meyers Railey Realty, Inc.

    1484 Paradise Point Rd, Oakland, MD 21550
    • /67

      Est $298,471

      Not Listed For Sale

      301 Oak St, Oakland, MD 21550

      • 3 Beds
      • 3 Baths
      • 1,400 Sq Ft
      • Built 1963
      301 Oak St, Oakland, MD 21550

      Last Sold Summary

      • 265 Days On Market

  • /12

    $134,900

    • Land
    • 21,780 Sq Ft
    • $269,800 per Acre

    18 Green Jacket Ct, Mc Henry, MD 21541

    Enjoy one of the most scenic lots Lodestone has to offer—this .49-acre parcel sits at the end of a quiet cul-de-sac and directly overlooks the #1 Green of the Lodestone Golf Course. You'll love the mountain views and stunning golf course setting. Just minutes from the top of Wisp Resort and the Adventure Sports Center International, this location offers easy access to year-round recreation

    Jessie Railey Railey Realty, Inc.

    18 Green Jacket Ct, Mc Henry, MD 21541
  • /68

    $310,000

    Sold Jul 31, 2025

    707 Sunshine Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 2,052 Sq Ft
    • Built 2004

    Last Sold Summary

    • $151/SF
    • 94 Days On Market

    Current Estimated Value $309,007

    Last Listing Agent Tyler Burch Burch Real Estate Group, LLC

    707 Sunshine Dr, Oakland, MD 21550
    • /7

      Est $123,454

      Not Listed For Sale

      106 E 3rd Ave, Oakland, MD 21550

      • 2 Beds
      • 1 Bath
      • 708 Sq Ft
      • Built 1930
      106 E 3rd Ave, Oakland, MD 21550

      Last Sold Summary

      • 93 Days On Market

  • /52

    $499,900

    Pending
    • 4 Beds
    • 2 Baths
    • 1,296 Sq Ft

    247 Sloan Tract Rd, Oakland, MD 21550

    Welcome to 247 Sloan Tract Rd, a beautifully crafted 4-bedroom, 2-bath timber frame home at Deep Creek Lake! Built in 2004 and offering 1,296 finished living space, this 2-story residence showcases the exceptional craftsmanship by renowned builder Rex Anderson. Inside, you’ll find rich hardwood flooring, exposed beam ceilings, and stunning woodwork that create a warm and inviting mountain

    Mike Fenton Railey Realty, Inc.

    247 Sloan Tract Rd, Oakland, MD 21550
  • /30

    $17,000

    Sold May 28, 2026

    Lots 37 & 38 Fir Tree Dr, Oakland, MD 21550

    • Land
    • 1.58 Acres
    • $10,759 per Acre

    Last Sold Summary

    • 15% Below List Price
    • 12 Days On Market

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

    Lots 37 & 38 Fir Tree Dr, Oakland, MD 21550
    • /64

      Est $516,785

      Not Listed For Sale

      702 Pocahontas St, Oakland, MD 21550

      • 3 Beds
      • 1 Bath
      • 1,288 Sq Ft
      • Built 1955
      702 Pocahontas St, Oakland, MD 21550

      Last Sold Summary

      • 25 Days On Market

  • /59

    $875,000

    Under Contract
    • 3 Beds
    • 3.5 Baths
    • 3,897 Sq Ft

    39 Leo Friend Rd, Oakland, MD 21550

    Stunning split lakefront retreat with sweeping views and Type-A dock. Experience exceptional lake life in this beautifully maintained one owner home offering breathtaking lake views and timeless craftsmanship in a serene landscaped setting. This impressive 3 bedroom 3.5 bathroom residence welcomes you through an elegant foyer with soaring cathedral ceilings and a striking oak staircase that sets

    Laura Newhall Taylor-Made Deep Creek Real Estate, LLC

    39 Leo Friend Rd, Oakland, MD 21550
  • /66

    $490,000

    Sold Aug 08, 2025

    462 Skippers Point Rd, Oakland, MD 21550

    • 5 Beds
    • 2 Baths
    • 1,620 Sq Ft
    • Built 1983

    Last Sold Summary

    • $302/SF
    • 51 Days On Market

    Current Estimated Value $512,097

    Last Listing Agent Dale Carpenter Railey Realty, Inc.

    462 Skippers Point Rd, Oakland, MD 21550
    • /38

      Est $983,467

      Not Listed For Sale

      3529 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,150 Sq Ft
      • Built 1945
      3529 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 272 Days On Market

  • /13

    $34,900

    Under Contract
    • 3 Beds
    • 1 Bath
    • 1,920 Sq Ft

    3482 Oakland Sang Run Rd, Oakland, MD 21550

    Situated in a prime location just minutes from Wisp Resort and Deep Creek Lake. The value here is in the land and location. With nearly one acre, the property offers strong potential to build a custom home or vacation retreat in a highly desirable area. This home is in very poor condition. Do not enter the home or step onto the front porch, as both are unsafe. This property is ready for a buyer

    Casey Oleynikov Pearson Smith Realty, LLC

    3482 Oakland Sang Run Rd, Oakland, MD 21550
  • /44

    $225,000

    Sold Jul 18, 2025

    600 Hope Ave, Oakland, MD 21550

    • 3 Beds
    • 2.5 Baths
    • 2,480 Sq Ft
    • Built 1981

    Last Sold Summary

    • $91/SF
    • 21 Days On Market

    Current Estimated Value $227,191

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

    600 Hope Ave, Oakland, MD 21550
    • /40

      Est $305,788

      Not Listed For Sale

      250 N 4th St, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,580 Sq Ft
      • Built 1934
      250 N 4th St, Oakland, MD 21550

      Last Sold Summary

      • 112 Days On Market

  • /24

    $44,900

    Pending
    • Land
    • 23,086 Sq Ft
    • $84,717 per Acre

    LOT 2 Oak Breeze Ln, Oakland, MD 21550

    Beautiful 0.53-acre corner lot in the desirable Oak Breeze Estates community! Located at the corner of Oak Breeze Lane and John Drive, this level homesite offers a wonderful setting for your dream home in one of Oakland’s established residential neighborhoods. Public water and sewer taps available per Oakland Town Administrator. Convenient location near schools, shopping, dining, and WVU Regional

    Nina Beitzel Railey Realty, Inc.

    LOT 2 Oak Breeze Ln, Oakland, MD 21550
  • /35

    $285,000

    Sold Nov 13, 2025

    473 Cumberland Rd, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,389 Sq Ft
    • Built 1989

    Last Sold Summary

    • $205/SF
    • 155 Days On Market

    Current Estimated Value $295,549

    Last Listing Agent Jeremy McDonough Mr. Lister Realty

    473 Cumberland Rd, Oakland, MD 21550
    • /24

      Est $162,772

      Not Listed For Sale

      107 E Mason St, Oakland, MD 21550

      • 4 Beds
      • 1.5 Baths
      • 2,256 Sq Ft
      • Built 1914
      107 E Mason St, Oakland, MD 21550

      Last Sold Summary

      • 18 Days On Market

  • /28

    $199,900

    • Land
    • 3.32 Acres
    • $60,211 per Acre

    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550

    OAKLAND, MD – 3.318 UNRESTRICTED ACRES “READY TO BUILD” THAT VACATION HOME OR FULL TIME RESIDENCE. THE SUBJECT PROPERTY IS IN THE DEEP CREEK LAKE RESORT AREA. ALL AMENITIES ASSOCIATED WITH A MAJOR RESORT AREA ARE WITHIN A SHORT DRIVE OF THE SUBJECT PROPERTY. FULLY WOODED. MATURE HARDWOOD THRU-OUT. LEVEL TOPOGRAPHY. CLOSE PROXIMITY TO BOAT LAUNCH.

    Mike Haywood The Mike Haywood Group

    0 Lake Shore Dr Unit MDGA2010464, Oakland, MD 21550
  • /13

    $67,500

    Sold Jan 07, 2026

    Lot 38 Winding Estates Dr, Mc Henry, MD 21550

    • Land
    • 1 Acre
    • $67,500 per Acre

    Last Sold Summary

    • 141 Days On Market

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    Lot 38 Winding Estates Dr, Mc Henry, MD 21550
    • /100

      Est $1,755,703

      Not Listed For Sale

      946 Glendale Rd, Oakland, MD 21550

      • 7 Beds
      • 6.5 Baths
      • 3,546 Sq Ft
      • Built 2001
      946 Glendale Rd, Oakland, MD 21550

      Last Sold Summary

      • 16 Days On Market

  • /67

    $699,000

    • 5 Beds
    • 3 Baths
    • 2,560 Sq Ft

    170 Cherrywood Dr, Oakland, MD 21550

    4/5BR 3BA custom home (3900+ total sf!) on 8+ acres of peaceful tranquility! Conveys with 2 lots (6 & 7) totaling 8.05 acres of wooded land in a laid back HOA that allows chickens & embraces the outdoor amenities Garrett County offers. Private and secluded rural location that is just minutes from town, schools, shopping and dining. This home was custom designed for work from home professionals -

    Jay Ferguson Taylor-Made Deep Creek Real Estate, LLC

    170 Cherrywood Dr, Oakland, MD 21550
  • /75

    $1,525,000

    Sold Sep 04, 2025

    1419 Sandy Shores Rd, Mc Henry, MD 21541

    • 5 Beds
    • 5 Baths
    • 3,696 Sq Ft
    • Built 1999

    Last Sold Summary

    • $413/SF
    • 125 Days On Market

    Current Estimated Value $1,581,869

    Last Listing Agent Nina Beitzel Railey Realty, Inc.

    1419 Sandy Shores Rd, Mc Henry, MD 21541
    • /71

      Est $2,581,781

      Not Listed For Sale

      3415 Shingle Camp Rd, Mc Henry, MD 21541

      • 6 Beds
      • 8 Baths
      • 7,032 Sq Ft
      • Built 1999
      3415 Shingle Camp Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 115 Days On Market

  • /48

    $699,900

    $40K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,220 Sq Ft

    158 Wisp Adventure Rd, Mc Henry, MD 21541

    Welcome to “Bearadise” — a modern mountain retreat in the heart of Deep Creek Lake’s four-season playground. This 5-bedroom, 4-bath home offers a sleek design paired with a spacious, open layout ideal for gathering with family and friends. The interior features stainless steel appliances, marble countertops, and thoughtfully curated finishes that elevate both style and comfort. Fully equipped

    Jon Bell Railey Realty, Inc.

    158 Wisp Adventure Rd, Mc Henry, MD 21541
  • /20

    $55,000

    Sold Nov 17, 2025

    19 Pheasant Run, Oakland, MD 21550

    • Land
    • 2.84 Acres
    • $19,366 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Kathy Gibson Railey Realty, Inc.

    19 Pheasant Run, Oakland, MD 21550
    • /50

      Est $618,525

      Not Listed For Sale

      697 Mountainview Dr, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,420 Sq Ft
      • Built 1994
      697 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 55 Days On Market

  • /32

    $304,000

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 780 Sq Ft

    565 Glendale Rd Unit B206, Oakland, MD 21550

    Charming true 1-bedroom + loft (can be used as 2nd bedroom) condo at Silver Tree Suites, LAKEFRONT living at its finest! This spacious second-floor unit features a private balcony, fully equipped kitchenette, cozy gas fireplace and abundant natural light. Enjoy resort-style amenities including a fitness center, sauna, on-site laundry and game room, plus steps-away fine dining at Dutch’s at Silver

    Carlos Espinoza Jason Mitchell Group

    565 Glendale Rd Unit B206, Oakland, MD 21550
  • /18

    $160,000

    Sold Aug 28, 2025

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550

    • Land
    • 25 Acres
    • $6,400 per Acre

    Last Sold Summary

    • 44 Days On Market

    Last Listing Agent Ally Litten Mountainside Home Realty

    0 Betts Ln Unit MDGA2009850, Oakland, MD 21550
    • /100

      Est $819,495

      Not Listed For Sale

      1612 Mountainview Dr, Oakland, MD 21550

      • 5 Beds
      • 4 Baths
      • 3,607 Sq Ft
      • Built 1993
      1612 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 198 Days On Market

  • /13

    $115,000

    • Land
    • 21,780 Sq Ft
    • $230,000 per Acre

    6 Irwin Way, Sang Run, MD 21541

    Wooded, level half-acre homesite tucked inside the Lodestone Golf Course! Located on a private cul-de-sac, Lot 6 sits off the beaten path while keeping you close to Deep Creek Lake, Wisp Resort, state parks, and all the local spots. Public water and sewer hookups available. Quick and easy access to Fork Run Recreation Area with over 8 miles of hiking and biking trails, rock climbing and more! A

    Jon Bell Railey Realty, Inc.

    6 Irwin Way, Sang Run, MD 21541
  • /2

    $200,000

    Sold Feb 27, 2026

    0 Laurel Run Rd, Oakland, MD 21550

    • Land
    • 70 Acres
    • $2,857 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    0 Laurel Run Rd, Oakland, MD 21550
    • /51

      Est $659,723

      Not Listed For Sale

      1194 Lake Shore Dr, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,568 Sq Ft
      • Built 1997
      1194 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 46 Days On Market

  • /24

    $1,025,000

    $50K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,240 Sq Ft

    127 Paradise Heights, Oakland, MD 21550

    Beautifully renovated lake access log cabin with a deeded dock slip in a quiet cove with private 29 acres of trails (ATVs/snowmobiles permitted). Recent renovations (approx. $200K) include new wrap around deck, new roof, re-stained siding, new kitchen with granite counters, new appliances, new bathrooms, new LVFs throughout the house, new 2 car garage doors, new mini-split heat and A/C units, and

    Norman Domingo XRealty.NET LLC

    127 Paradise Heights, Oakland, MD 21550
  • /73

    $1,800,000

    Sold Jun 12, 2026

    62 Duck Cove Rd, Oakland, MD 21550

    • 4 Beds
    • 4 Baths
    • 4,150 Sq Ft
    • Built 1980

    Last Sold Summary

    • 5% Below List Price
    • $434/SF
    • 13 Days On Market

    Current Estimated Value $1,884,227

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

    62 Duck Cove Rd, Oakland, MD 21550
    • /95

      Est $812,391

      Not Listed For Sale

      219 Mountainview Dr, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 3,041 Sq Ft
      • Built 1990
      219 Mountainview Dr, Oakland, MD 21550

      Last Sold Summary

      • 5 Days On Market

  • /19

    $185,000

    • Land
    • 1.35 Acres
    • $137,037 per Acre

    0 Pysell Crosscut Rd Unit MDGA2012040, Oakland, MD 21550

    Discover the perfect canvas for your dream home on this expansive 1.35-acre parcel of land, where possibilities abound and nature's beauty surrounds you. Nestled in a serene setting, this property offers a unique opportunity to create a personalized retreat tailored to your lifestyle. Imagine waking up each morning to the gentle rustle of leaves and the soft sounds of nature, all while being just

    Larry Smith Railey Realty, Inc.

    0 Pysell Crosscut Rd Unit MDGA2012040, Oakland, MD 21550
  • /53

    $1,500,000

    Sold Dec 01, 2025

    1674 Paradise Point Rd, Oakland, MD 21550

    • 4 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • Built 1955

    Last Sold Summary

    • $641/SF
    • 465 Days On Market

    Current Estimated Value $1,471,256

    Last Listing Agent Jon Bell Railey Realty, Inc.

    1674 Paradise Point Rd, Oakland, MD 21550
    • /106

      Est $1,685,231

      Not Listed For Sale

      221 Randall Way, Oakland, MD 21550

      • 5 Beds
      • 6 Baths
      • 5,155 Sq Ft
      • Built 1997
      221 Randall Way, Oakland, MD 21550

      Last Sold Summary

      • 0 Days On Market

  • /43

    $475,000

    • 4 Beds
    • 3.5 Baths
    • 1,492 Sq Ft

    333 Sloan Tract Rd, Oakland, MD 21550

    Charming cabin off the coveted Lake Shore Drive offering seasonal lake views. This home has three levels of living space, hardwood flooring and a nice fireplace. The lower level is totally finished with walk-out access. There are multiple covered porches plus a hot tub that are great outdoor spaces to enjoy year round. This home feels very secluded but is just minutes to Deep Creek Lake and Wisp

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

    333 Sloan Tract Rd, Oakland, MD 21550

Showing Results 601 - 640, Page 16 of 18

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