12,257

Homes in ZIP Code 21550

Section Image
    • /75

      Est $1,629,790 Not Listed For Sale

      771 Marsh Hill Rd, Mc Henry, MD 21541

      • 6 Beds
      • 5.5 Baths
      • 3,860 Sq Ft
      • Built 2021
      771 Marsh Hill Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 2% Above List Price
      • $415/SF
      • 100 Days On Market

      Last Sold Price $1,600,000

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

  • /2

    $5,000

    • 3 Beds
    • 2 Baths
    • 1,539 Sq Ft

    610 Harvey Winters Dr, Other, FL 21550

    Foreclosure Auction Ends April 01, 2026 at 01:00 PM EST. Discover this inviting 3-bedroom, 2-bathroom single-family home, offering a great opportunity in a desirable Oakland community. The list price is the opening bid for the online auction. Sold As-is. Explore more details and submit your bid through Federa.

    Jamie Boone Jamie L Boone LLC

    610 Harvey Winters Dr, Other, FL 21550
  • /9

    $25,000 Sold Jan 14, 2026

    18 Hoye Crest Rd, Oakland, MD 21550

    • Land
    • 7.51 Acres
    • $3,329 per Acre

    Last Sold Summary

    • 63 Days On Market

    Last Listing Agent Kellyann Green Railey Realty, Inc.

    18 Hoye Crest Rd, Oakland, MD 21550
    • /17

      Est $134,091 Not Listed For Sale

      2 E Center St, Oakland, MD 21550

      • 2 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1910
      2 E Center St, Oakland, MD 21550

      Last Sold Summary

      • 18% Above List Price
      • $74/SF
      • 63 Days On Market

      Last Sold Price $114,000

      Last Listing Agent Tim Macauley Taylor Made Deep Creek Real Estate

  • /2

    $69,900

    • 3 Beds
    • 1 Bath
    • 792 Sq Ft

    74 Parks Rd, Oakland, MD 21550

    **Investor Special with Mountain & Water Views**Opportunity is knocking at 74 Parks Road in Oakland, Maryland! This 3-bedroom, 1-bath one story is perfectly positioned just steps from the West Virginia line and surrounded by some of the most sought-after recreation in the region.Enjoy peaceful views of Snowy Creek right from the front yard and take advantage of being just minutes from

    Emillie Albrecht Real Broker, LLC

    74 Parks Rd, Oakland, MD 21550
  • /8

    $99,000 Sold Jan 30, 2026

    125 N 2nd St, Oakland, MD 21550

    • Land
    • 0.22 Acre
    • $450,000 per Acre

    Last Sold Summary

    • 38 Days On Market

    Current Estimated Value $100,594

    Last Listing Agent Andrew Eiswert Railey Realty, Inc.

    125 N 2nd St, Oakland, MD 21550
    • /38

      Est $416,182 Not Listed For Sale

      29 Crescent Ln, Oakland, MD 21550

      • 4 Beds
      • 3 Baths
      • 2,536 Sq Ft
      • Built 2007
      29 Crescent Ln, Oakland, MD 21550

      Last Sold Summary

      • 7% Above List Price
      • $154/SF
      • 2 Days On Market

      Last Sold Price $389,900

      Last Listing Agent Larry Roth Railey Realty, Inc.

  • /15

    $99,900

    • Land
    • 0.53 Acre
    • $188,491 per Acre

    Lot 5 Irwin Way, Mc Henry, MD 21541

    Beautiful level building lot in a serene, private golf community! Adjoining the Lodestone Golf facility, this property offers the perfect setting for your four-season getaway or primary residence. Just minutes from local dining, state parks, Wisp Resort, Deep Creek Lake and all that Garrett county has to offer. Vacation rental homes are permitted in this subdivision. All public utilities are in

    Nicole Jackson Railey Realty, Inc.

    Lot 5 Irwin Way, Mc Henry, MD 21541
  • /114

    $1,000,000 Sold Feb 05, 2026

    1720 Pysell Crosscut Rd, Oakland, MD 21550

    • 5 Beds
    • 5.5 Baths
    • 8,000 Sq Ft
    • Built 1976

    Last Sold Summary

    • $125/SF
    • 52 Days On Market

    Current Estimated Value $527,201

    Last Listing Agent Jay Ferguson Taylor Made Deep Creek Real Estate

    1720 Pysell Crosscut Rd, Oakland, MD 21550
    • /56

      Est $664,023 Not Listed For Sale

      148 Wanderer Ln, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft
      • Built 1970
      148 Wanderer Ln, Oakland, MD 21550

      Last Sold Summary

      • 1% Below List Price
      • $493/SF
      • 111 Days On Market

      Last Sold Price $667,500

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

  • /11

    $5,000 Pending

    • Land
    • 0.96 Acre
    • $5,208 per Acre

    Lots 34 & 35 Fox Tail Rd, Oakland, MD 21550

    Discover the perfect mountain getaway in Yough Mountain Resort, a gated community nestled in the scenic mountains of western Maryland, just minutes from Deep Creek Lake. This amenity-rich community offers an outdoor enthusiast’s dream with ATV and snowmobile trails, Yough River access, nearby state parks, hunting opportunities, plus a playground and pavilion area for gathering and relaxing.

    Mike Kennedy Railey Realty, Inc.

    Lots 34 & 35 Fox Tail Rd, Oakland, MD 21550
  • /6

    $57,500 Sold Aug 27, 2025

    3 Edens Ridge Rd, Oakland, MD 21550

    • Land
    • 5 Acres
    • $11,500 per Acre

    Last Sold Summary

    • 12 Days On Market

    Last Listing Agent Brent Housley Railey Realty, Inc.

    3 Edens Ridge Rd, Oakland, MD 21550
    • /82

      Est $1,625,866 Not Listed For Sale

      1597 Lake Shore Dr, Oakland, MD 21550

      • 5 Beds
      • 3 Baths
      • 1,904 Sq Ft
      • Built 2006
      1597 Lake Shore Dr, Oakland, MD 21550

      Last Sold Summary

      • 4% Below List Price
      • $893/SF
      • 2 Days On Market

      Last Sold Price $1,700,000

      Last Listing Agent Kathy Gibson Railey Realty, Inc.

  • /19

    $74,900

    • Land
    • 0.44 Acre
    • $170,227 per Acre

    39 Greenstone Way, Mc Henry, MD 21541

    Level building site in the gated Lodestone community atop the mountain at Wisp Resort! This .44-acre lot offers golf course views, paved road access, and an easy build setup with public water and public sewer available. Located minutes from Wisp ski slopes, the ASCI Whitewater Course, Lodestone Golf Course, and the restaurants, shops, and marinas at Deep Creek Lake. The HOA provides road

    Mike Fenton Railey Realty, Inc.

    39 Greenstone Way, Mc Henry, MD 21541
  • /49

    $1,250,000 Sold Apr 11, 2025

    215 Lower Penn Point Dr, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 2,580 Sq Ft
    • Built 2001

    Last Sold Summary

    • $484/SF
    • 51 Days On Market

    Current Estimated Value $1,280,064

    Last Listing Agent Lauren McCann Railey Realty, Inc.

    215 Lower Penn Point Dr, Oakland, MD 21550
    • /29

      Est $184,107 Not Listed For Sale

      216 E Center St, Oakland, MD 21550

      • 3 Beds
      • 2.5 Baths
      • 1,472 Sq Ft
      • Built 1932
      216 E Center St, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $122/SF
      • 4 Days On Market

      Last Sold Price $180,000

      Last Listing Agent Sheila Howell Lake Homes Realty, LLC

  • /46

    $359,000 Coming Soon

    • 3 Beds
    • 3 Baths
    • 1,152 Sq Ft

    552 Black Oak Dr, Oakland, MD 21550

    Looking for a vacation spot or main living, Check out this nicely remolded home in a gated community. 3 bedrooms, 1 1/2 bathrooms, main level laundry room. Great rustic touches . Detached Garage with pellet stove. Yough Mountain Resort is the ultimate mountain escape! Nestled in a quiet, secluded area, this beautifully updated retreat offers modern comfort in a rustic Access to over 50 miles of

    Connie Leprevost Long & Foster Real Estate, Inc.

    552 Black Oak Dr, Oakland, MD 21550
  • /139

    $2,625,000 Sold Mar 31, 2026

    56 Bee Tree Ln, Oakland, MD 21550

    • 6 Beds
    • 7.5 Baths
    • 5,100 Sq Ft
    • Built 2000

    Last Sold Summary

    • $515/SF
    • 305 Days On Market

    Current Estimated Value $2,848,937

    Last Listing Agent Susan Bell Railey Realty, Inc.

    56 Bee Tree Ln, Oakland, MD 21550
    • /33

      Est $433,167 Not Listed For Sale

      1012 Hemlock Cir, Oakland, MD 21550

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft
      • Built 2002
      1012 Hemlock Cir, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $267/SF
      • 35 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Autumn McDaniel The KW Collective

  • /29

    $369,000

    • 2 Beds
    • 1 Bath
    • 887 Sq Ft

    531 Glendale Rd Unit B302, Oakland, MD 21550

    Experience effortless lakeside living at its finest in this spacious 2-bedroom, 1-bath unit in Silver Tree Suites—one of the largest units in the complex! This beautifully designed unit features an open floorplan centered around a cozy fireplace, perfect for relaxing after a day on the lake. A generous loft area creates a distinct separation between living and sleeping spaces, offering

    Larry Smith Railey Realty, Inc.

    531 Glendale Rd Unit B302, Oakland, MD 21550
  • /35

    $235,000 Sold Oct 08, 2025

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft
    • Built 1990

    Last Sold Summary

    • $356/SF
    • 11 Days On Market

    Current Estimated Value $246,646

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

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
    • /7

      Est $332,495 Not Listed For Sale

      1517 Upperman Rd, Oakland, MD 21550

      • 1 Bed
      • 1 Bath
      • 530 Sq Ft
      • Built 2024
      1517 Upperman Rd, Oakland, MD 21550

      Last Sold Summary

      • 15% Below List Price
      • $734/SF
      • 0 Days On Market

      Last Sold Price $389,000

      Last Listing Agent Russell Bounds Railey Realty, Inc.

  • /110

    $1,900,000

    • 5 Beds
    • 3.5 Baths
    • 4,619 Sq Ft

    815 Chadderton School Rd, Oakland, MD 21550

    Experience lakefront living at its finest in this exceptional 5-bedroom, 3.5-bath home offering over 4,600 square feet of living space on a private lot of more than one acre. Featuring an incredibly spacious primary suite on the main level, as well as an additional master suite on the second level, this home is ideal for both full-time living and hosting guests. Enjoy breathtaking lake views from

    Kevin Liller Railey Realty, Inc.

    815 Chadderton School Rd, Oakland, MD 21550
  • /17

    $18,000 Sold Nov 14, 2025

    Lots 59 & 60 Cedar Ln, Oakland, MD 21550

    • Land
    • 0.98 Acre
    • $18,367 per Acre

    Last Sold Summary

    • 17 Days On Market

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

    Lots 59 & 60 Cedar Ln, Oakland, MD 21550
    • /52

      Est $239,623 Not Listed For Sale

      1865 Garrett Rd, Oakland, MD 21550

      • 4 Beds
      • 1 Bath
      • 1,144 Sq Ft
      • Built 1994
      1865 Garrett Rd, Oakland, MD 21550

      Last Sold Summary

      • 2% Above List Price
      • $205/SF
      • 19 Days On Market

      Last Sold Price $235,000

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

  • /68

    $1,199,990 Pending

    • 4 Beds
    • 6 Baths
    • 4,744 Sq Ft

    444 Woodlands Hill Ln, Oakland, MD 21550

    Welcome to 444 Woodlands Hill Ln, in Oakland, MD. Nestled in the private community of The View, this custom home offers stunning lake views in a serene, private setting. Centrally located less than 4 miles from Wisp while backing up to hundreds of acres of untouched forest, this property truly offers the best that Deep Creek Lake has to offer. This luxury home has been impeccably maintained as a

    Corbin Griffith Compass

    444 Woodlands Hill Ln, Oakland, MD 21550
  • /34

    $459,000 Sold Nov 25, 2025

    50 Village Dr Unit 7, Oakland, MD 21550

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Built 2006

    Last Sold Summary

    • $455/SF
    • 17 Days On Market

    Current Estimated Value $451,861

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    50 Village Dr Unit 7, Oakland, MD 21550
    • /70

      Est $1,647,229 Not Listed For Sale

      22 Duck Cove Rd, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 1,964 Sq Ft
      • Built 1960
      22 Duck Cove Rd, Oakland, MD 21550

      Last Sold Summary

      • 3% Below List Price
      • $862/SF
      • 5 Days On Market

      Last Sold Price $1,692,500

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

  • /15

    $39,000

    • Land
    • 2.57 Acres
    • $15,175 per Acre

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550

    2 lots (7 & 8) totaling 2.57 acres, on gently sloping wooded area. Nestled between Cannan Valley & Deep Creek Lake, this promises to be a perfect blend of convenience and tranquility. Nature surrounds you - the perfect spot for a cozy cabin! Call agent for more information!

    Julie Mead The KW Collective

    lots 7 & 8 (2.57 ac) Valley Rd, Oakland, MD 21550
  • /50

    $559,250 Sold Sep 02, 2025

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550

    • 5 Beds
    • 4.5 Baths
    • 3,300 Sq Ft
    • Built 2008

    Last Sold Summary

    • $169/SF
    • 62 Days On Market

    Current Estimated Value $572,532

    Last Listing Agent Mike Kennedy Railey Realty, Inc.

    285 Winding Trail Ln Unit 10A, Oakland, MD 21550
    • /71

      Est $745,308 Not Listed For Sale

      10 Ortiz Ct, Oakland, MD 21550

      • 4 Beds
      • 3.5 Baths
      • 3,440 Sq Ft
      • Built 2005
      10 Ortiz Ct, Oakland, MD 21550

      Last Sold Summary

      • 26% Above List Price
      • $171/SF
      • 181 Days On Market

      Last Sold Price $589,900

      Last Listing Agent Jon Bell Railey Realty, Inc.

  • /23

    $44,900

    • Land
    • 0.59 Acre
    • $76,102 per Acre

    LOT 13 Bray Run Rd, 14, West Oakland, MD 21550

    Build your dream home or vacation retreat on this beautiful 0.59 acre lot in Bray Run! Just a short drive to the Deep Creek Lake area, you’ll have easy access to boating, paddling, fishing, and state park facilities. This ready to build site is part of a peaceful mountain community offering excellent amenities. Enjoy a playground, basketball court, scenic hiking trails, and the beauty of Bray Run

    Nicole Jackson Railey Realty, Inc.

    LOT 13 Bray Run Rd, 14, West Oakland, MD 21550
  • /13

    $155,000 Sold Jan 08, 2026

    0 Penn Point Rd Unit MDGA2010762, Oakland, MD 21550

    • Land
    • 0.72 Acre
    • $215,278 per Acre

    Last Sold Summary

    • 16 Days On Market

    Last Listing Agent Jon Bell Railey Realty, Inc.

    0 Penn Point Rd Unit MDGA2010762, Oakland, MD 21550
    • /41

      Est $369,016 Not Listed For Sale

      139 Hunters Dr, Oakland, MD 21550

      • 4 Beds
      • 2.5 Baths
      • 2,240 Sq Ft
      • Built 1991
      139 Hunters Dr, Oakland, MD 21550

      Last Sold Summary

      • 25% Above List Price
      • $132/SF
      • 45 Days On Market

      Last Sold Price $295,000

      Last Listing Agent Nina Beitzel Railey Realty, Inc.

  • /15

    $75,000 Pending

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

    60 Gorman St, Oakland, MD 21550

    Bring you vision to this 3-bedroom, 1 bath home right outside of Oakland, Maryland. Features a spacious living room, updated kitchen and a cozy front deck. With a little love and final touches, the property could shine again - ideal for a renovation project or investment opportunity. There is a nice yard and off street parking. Great opportunity for buyers looking to invest or customize a home to

    Jennifer Jackson Charis Realty Group

    60 Gorman St, Oakland, MD 21550
  • /78

    $829,900 Sold Apr 22, 2025

    602 Overlook Pass Unit 2C, Mc Henry, MD 21541

    • 4 Beds
    • 4.5 Baths
    • 4,086 Sq Ft
    • Built 2004

    Last Sold Summary

    • $203/SF
    • 3 Days On Market

    Current Estimated Value $806,063

    Last Listing Agent Jon Bell Railey Realty, Inc.

    602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    • /83

      Est $2,484,957 Not Listed For Sale

      320 Lake Forest Dr, Oakland, MD 21550

      • 6 Beds
      • 4.5 Baths
      • 2,363 Sq Ft
      • Built 1997
      320 Lake Forest Dr, Oakland, MD 21550

      Last Sold Summary

      • 10% Below List Price
      • $1,164/SF
      • 111 Days On Market

      Last Sold Price $2,750,000

      Last Listing Agent Lauren McCann Railey Realty, Inc.

  • /69

    $2,100,000 Open Sat 10AM - 2PM

    • 5 Beds
    • 5 Baths
    • 4,074 Sq Ft

    1038 S Blakeslee Rd, Oakland, MD 21550

    Welcome to 1038 S Blakeslee Road! A spacious lakefront retreat on Deep Creek Lake offering effortless lakeside living. A Rare opportunity to own in one of Deep Creek’s most sought-after lakeside communities. This five-bedroom, five-bath home sits on a large 1.11-acre level lot with easy access to the water and generous outdoor space for recreation and entertaining. Inside, the home is warm and

    Eric Crawford Taylor Made Deep Creek Real Estate

    1038 S Blakeslee Rd, Oakland, MD 21550
  • /54

    $550,000 Sold Aug 29, 2025

    710 Hunters Ridge Dr, Oakland, MD 21550

    • 3 Beds
    • 2 Baths
    • 1,736 Sq Ft
    • Built 2007

    Last Sold Summary

    • $317/SF
    • 70 Days On Market

    Current Estimated Value $569,633

    Last Listing Agent Andrew Orr The KW Collective

    710 Hunters Ridge Dr, Oakland, MD 21550
    • /85

      Est $1,408,030 Not Listed For Sale

      757 Marsh Hill Rd, Mc Henry, MD 21541

      • 4 Beds
      • 3.5 Baths
      • 2,688 Sq Ft
      • Built 2005
      757 Marsh Hill Rd, Mc Henry, MD 21541

      Last Sold Summary

      • 8% Above List Price
      • $484/SF
      • 8 Days On Market

      Last Sold Price $1,300,000

      Last Listing Agent Susan Bell Railey Realty, Inc.

Showing Results 321 - 360, Page 9 of 18

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