12,216

Homes in ZIP Code 21550

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  • /35

    $250,000 Under Contract

    • 2 Beds
    • 1 Bath
    • 660 Sq Ft

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550

    Welcome to "Lakeview Loft" – your perfect Deep Creek getaway! This 2-bedroom, 1-bathroom unit offers expansive lake views and a central location that puts you in the heart of Deep Creek Lake. Enjoy your morning coffee with panoramic water views, or take a short walk to one of Deep Creek’s most popular plazas for your shopping and dining needs. Whether you're looking for a weekend retreat, a

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5426

    36 Jeffrey Ln Unit 6B, Oakland, MD 21550
  • /86

    $1,100,000 Sold Aug 27, 2025

    • 4,769 Sq Ft
    • $231/SF
    • 122 Days On Market
    • 6 Beds
    • 4.5 Baths
    • Built 2020

    216 Tarn Dr, Oakland, MD 21550

    Breathtaking turn-key home located in the well-established Mountainside community. This newer home is simply stunning from the moment you enter. The cathedral ceilings, granite countertops, luxury vinyl flooring, sunroom with hot tub, and bonus room above the garage checks off all the boxes. The attention to detail is felt throughout this home, from the first level laundry room to the office/den,

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    216 Tarn Dr, Oakland, MD 21550
    • /48

      Est $414,869 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,480 Sq Ft

      232 Jeffrey Ln Unit 33, Oakland, MD 21550

      232 Jeffrey Ln Unit 33, Oakland, MD 21550
  • /48

    $289,000 Under Contract

    • 3 Beds
    • 1 Bath
    • 1,518 Sq Ft

    215 N 10th St, Oakland, MD 21550

    Welcome home to this recently renovated ranch featuring 3 bedrooms, 1 bathroom, and approximately 1,500 sq ft of bright, single-level living. Timeless hardwood floors flow through an open, easy layout that's ideal for everyday life and effortless entertaining. New windows invite generous natural light throughout, and the refreshed kitchen with modern finishes anchors the heart of the home,

    Agent Photo

    ADAM MURRAY

    BERKSHIRE HATHAWAY HOMESERVICES TOUCHDOWN HOME PROS REALTY

    (240) 262-4001

    215 N 10th St, Oakland, MD 21550
  • /18

    $19,500 Sold Aug 27, 2025

    • Land
    • 1.48 Acres
    • $13,176 per Acre
    • 348 Days On Market

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550

    1.48 wooded acres bordering Garrett State Forest and Herrington Manor. Perfect for all your off-grid or grand living dreams! This plat has a little bit of everything! Beginning at a flat and high clearing surveyed at 108' X 141', take in the near-panoramic views. Live every day to the fullest as you wake with the sun and join Blue Trail, located merely feet away and hike to Herrington Manor to

    Brady Harden Coldwell Banker Premier

    0 Sanders Ln Unit MDGA2007602, Oakland, MD 21550
    • /46

      Est $320,556 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 550 Sq Ft

      157 Jeffrey Ln Unit 21B, Oakland, MD 21550

      157 Jeffrey Ln Unit 21B, Oakland, MD 21550
  • /33

    $175,000

    • 1 Bed
    • 1 Bath
    • 382 Sq Ft

    565 Glendale Rd Unit 210-A, Oakland, MD 21550

    Studio unit at Silver Tree Suites, one of Deep Creek Lake's most premier condo/hotel communities! Silver Tree Suites offers over 350' of pristine lakefront with western exposure. Located directly adjacent to Dutch's at Silver Tree, this location offers convenience to one of the areas most desirable restaurants, and is only 5-10 minutes to all of the local amenities and attractions you come to

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 623-5408

    565 Glendale Rd Unit 210-A, Oakland, MD 21550
  • /29

    $187,500 Sold Aug 26, 2025

    • 1,400 Sq Ft
    • $134/SF
    • 304 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1989

    5 Laurel Brook Dr, Oakland, MD 21550

    **WOW, DON'T LET THIS ONE GET AWAY - HUGE PRICE REDUCTION** A great 2 Bedroom, 2 Bathroom, one of the larger square footage Townhomes in the Laurel Brook Community, just minutes from Deep Creek Lake, State Parks, restaurants and fun activities! Freshly painted throughout, updated 1st level Bathroom, new LVP on entire 1st level, new LVP in 2nd level Bathroom, newly stained Deck and front ramp, 2

    Sherry Nally Berkshire Hathaway HomeServices Homesale Realty

    5 Laurel Brook Dr, Oakland, MD 21550
    • /72

      Est $856,246 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,007 Sq Ft

      46 Kendall Camp Cir, McHenry, MD 21541

      46 Kendall Camp Cir, McHenry, MD 21541
  • /60

    $295,000

    • 4 Beds
    • 2.5 Baths
    • 1,528 Sq Ft

    1056 Sunrise Dr, Oakland, MD 21550

    Welcome to 1056 Sunrise Drive! This 4-bedroom, 2-bath home offers the perfect blend of comfort and style in the heart of Oakland MD. Inside, enjoy recent renovations that add a cozy appeal throughout, including a bright and open main living area, and a refreshed kitchen and bathrooms. The fully finished basement adds valuable living space, perfect for a rec room, home office, or guest suite. Set

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 219-8052

    1056 Sunrise Dr, Oakland, MD 21550
  • /12

    $154,900 Sold Aug 25, 2025

    • Land
    • 0.6 Acre
    • $258,167 per Acre
    • 17 Days On Market

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550

    Nestled among the forest and wildlife along a peaceful back road, this exceptional offering includes two lots, totaling just under 3⁄4 of an acre. The land is already cleared and build-ready, boasting filtered lake views and a serene, wooded setting, perfect for those seeking both privacy and proximity to the Deep Creek Lake area’s finest attractions and amenities.No HOA means no fees or

    Andrew Eiswert Railey Realty, Inc.

    Lots 54 & 53 Sloan Tract Rd, Oakland, MD 21550
    • /45

      Est $1,336,759 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,470 Sq Ft

      20230 Garrett Hwy, Oakland, MD 21550

      20230 Garrett Hwy, Oakland, MD 21550
  • /50

    $335,000

    • 3 Beds
    • 2.5 Baths
    • 1,416 Sq Ft

    163 Crestview Dr, Oakland, MD 21550

    Welcome to 163 Crestview Drive — a beautifully maintained 3-bedroom, 2.5-bath home nestled in the Mitchell Manor neighborhood. This inviting Cape Cod offers timeless charm, modern updates, and a peaceful setting just minutes from downtown Oakland. Many recent improvements including HVAC, water treatment/filtration system, flooring and landscaping! Step inside to an open, light-filled floor plan

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 502-1143

    163 Crestview Dr, Oakland, MD 21550
  • /76

    $775,000 Sold Aug 25, 2025

    • 2,904 Sq Ft
    • $267/SF
    • 112 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2007

    3472 Lake Shore Dr, Oakland, MD 21550

    Situated in the sought after area of Lake Shore Drive is this expansive contemporary home with lake views! Built in 2007, this residence boasts five en suites, two stone propane fireplaces, hardwood flooring, granite countertops and a great laundry room. The heart of the home is the open concept kitchen/dining/living room area, making it ideal for everyday living and entertaining. Two levels of

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    3472 Lake Shore Dr, Oakland, MD 21550
    • /76

      Est $799,033 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,830 Sq Ft

      1368 Mountainview Dr, Oakland, MD 21550

      1368 Mountainview Dr, Oakland, MD 21550
  • /9

    $30,000

    • Land
    • 2.71 Acres
    • $11,070 per Acre

    Lot 15 Little Mountain Rd, Oakland, MD 21550

    Welcome to Backbone Ridge, where privacy, natural beauty, and mountain living converge. This 2.71-acre parcel is perfectly situated near the highest point in Maryland, offering breathtaking mountain views and a tranquil, secluded setting.Located in one of the region’s most desirable areas, this property is ready for your dream home. The homesite is already cleared, a gravel driveway in place,

    Agent Photo

    ADAM MURRAY

    BHHS Touchdown Home Pros Realty

    (240) 797-1759

    Lot 15 Little Mountain Rd, Oakland, MD 21550
  • /24

    $17,000 Sold Aug 22, 2025

    • Land
    • 0.69 Acre
    • $24,638 per Acre
    • 19 Days On Market

    Lot 31 Fawn Dr, Oakland, MD 21550

    Lot 31 Fawn Drive offers a serene 0.69-acre wooded setting in the desirable Youghiogheny Mountain Resort—a gated community perfect for outdoor enthusiast. This peaceful parcel is approved for a sand mound septic system, making it a great spot for your future mountain getaway or full-time residence. Engineering plans on file for the sand mound system, ready for you to begin building your dream

    Nick Fratz-Orr Railey Realty, Inc.

    Lot 31 Fawn Dr, Oakland, MD 21550
    • /63

      Est $672,334 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,200 Sq Ft

      265 Winding Trail Ln Unit 9A, Oakland, MD 21550

      265 Winding Trail Ln Unit 9A, Oakland, MD 21550
  • /12

    $115,000

    • Land
    • 0.67 Acre
    • $171,642 per Acre

    110 Sundance Way, Mc Henry, MD 21541

    Whether you're into Boating, Skiing or Golfing all three and so many other amenities are within minutes of this beautiful lot on the ridge of Marsh Mountain overlooking the McHenry cove of Deep Creek Lake. Situated just half a mile from Wisp Resort ski slopes & Ropes course & mountain coaster, snow tubing and White water rafting at one of the few man made white water courses in the United States.

    Agent Photo

    Dale Carpenter

    Railey Realty, Inc.

    (240) 443-3324

    110 Sundance Way, Mc Henry, MD 21541
  • /43

    $587,500 Sold Aug 22, 2025

    • 3,300 Sq Ft
    • $178/SF
    • 9 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2019

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550

    Introducing Gather Inn, a beautifully appointed 2019-built duplex-style townhome offering the perfect blend of rustic charm and modern convenience, all with stunning views of Deep Creek Lake! This spacious retreat features three fully finished levels and five generously sized bedrooms, including three bedrooms with private en-suite bathrooms, and a total of 4.5 bathrooms—ideal for large families

    Mike Kennedy Railey Realty, Inc.

    307 Winding Trail Ln Unit 12B, Oakland, MD 21550
    • /47

      Est $396,463 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,216 Sq Ft

      300 Big Rock Cabin Rd, Oakland, MD 21550

      300 Big Rock Cabin Rd, Oakland, MD 21550
  • /16

    $50,000

    • Land
    • 0.6 Acre
    • $83,333 per Acre

    Lot 2 Cedar Ln, Oakland, MD 21550

    Cleared, perc approved and ready to build! Lot 2 Cedar Lane sits on a 0.6 acre level lot at the beginning of Cedar Lane which sits close to the community center, tennis courts, pavilion and only a short ride to Muddy Creek and the access to Youghiogheny River! Youghiogheny Mountain Resort offers over 50 miles of trails for riding ATV’s, side by sides, fishing at Muddy Creek and much more! The

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 594-8377

    Lot 2 Cedar Ln, Oakland, MD 21550
  • /63

    $920,000 Sold Aug 22, 2025

    • 2,400 Sq Ft
    • $383/SF
    • 19 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1994

    254 Middleton Rd, Oakland, MD 21550

    Lake access Craftsman with a dock slip in Deep Creek’s premiere community – The Blakeslee! This turnkey 4-bed, 4-bath home hits the sweet spot between comfort and class. Full acre of wooded privacy. Gourmet kitchen. Wood floors. Stone and cedar exterior. Rustic wood burning fireplace. Two-car garage. Beautiful covered front porch. Your very own assigned dock slip provides full access to the lake

    Jon Bell Railey Realty, Inc.

    254 Middleton Rd, Oakland, MD 21550
    • /50

      Est $631,829 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,086 Sq Ft

      208 Upper Penn Point Dr, Oakland, MD 21550

      208 Upper Penn Point Dr, Oakland, MD 21550
  • /19

    $35,000

    • Land
    • 0.59 Acre
    • $59,322 per Acre

    Lot 14 Dogwood Dr, Oakland, MD 21550

    Buildable lot in Youghiogheny Mountain Resort! This .59 acre lot offers a level homesite with approval for a sand mound septic system. The YMR community is a gated community offering the ultimate recreational experience with over 50 miles of trails, access to state lands, Youghiogheny River and much more. Looking for a site to build your getaway? This property may be for you!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 981-5866

    Lot 14 Dogwood Dr, Oakland, MD 21550
  • /46

    $660,000 Sold Aug 22, 2025

    • 2,640 Sq Ft
    • $250/SF
    • 56 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2018

    181 Grand Estates Dr, Mc Henry, MD 21541

    If you're seeking a log-style home in a wooded mountain setting atop Wisp Mountain, 181 Grand Estates Drive offers the perfect blend of luxury, comfort, and natural beauty. Located in the Lago Vista community, you have easy access to Lodestone Golf Course and the mountaintop parking area for Wisp Ski Resort. This home offers three levels of living space, granite counters, luxury vinyl flooring

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    181 Grand Estates Dr, Mc Henry, MD 21541
    • /30

      Est $402,990 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 1,867 Sq Ft

      8081 Oakland Sang Run Rd, Oakland, MD 21550

      8081 Oakland Sang Run Rd, Oakland, MD 21550
  • /21

    $75,000

    • Land
    • 0.59 Acre
    • $127,119 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
  • /40

    $311,500 Sold Aug 22, 2025

    • 800 Sq Ft
    • $389/SF
    • 167 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1997

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550

    UPDATE: Community roads to be paved after Labor Day and the assessment for this has been paid. Million-dollar expansive lake/mountain views whether you're on the deck or looking out any of the front/side windows for one-third the price! This move-in ready 2 bed/1.5 bath unit is fully renovated with numerous upgrades (see full list) and most major internal/external furnishings included. Ideal

    Eric Crawford Taylor Made Deep Creek Vacations & Sales

    181 Jeffrey Ln Unit 23D, Oakland, MD 21550
    • /32

      Est $454,486 Not Listed For Sale

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

      175 Whitetail Ct Unit 36, Oakland, MD 21550

      175 Whitetail Ct Unit 36, Oakland, MD 21550
  • /20

    $215,000

    • 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
  • /32

    $139,000 Sold Aug 15, 2025

    • 1,080 Sq Ft
    • $129/SF
    • 205 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1971

    4960 Hutton Rd, Oakland, MD 21550

    Discover the endless potential of this 2-bedroom, 1-bathroom single-level bungalow, nestled on a generous 0.88-acre lot. Featuring large, airy rooms filled with natural light, this home offers a comfortable and versatile living space. Whether you're seeking a move-in-ready residence or envisioning a renovation project to make it uniquely yours, this property has it all. Located just minutes from

    Justin Liller Railey Realty, Inc.

    4960 Hutton Rd, Oakland, MD 21550
    • /12

      Est $99,374 Not Listed For Sale

      6 Cedar Ln, Oakland, MD 21550

      6 Cedar Ln, Oakland, MD 21550
  • /149

    $4,390,000

    • 7 Beds
    • 7 Baths
    • 5,695 Sq Ft

    1240 Boy Scout Rd, Oakland, MD 21550

    Welcome to Double Eagle Ranch — quite possibly the most beautiful property in Garrett County. This iconic 50-acre estate is set in the heart of Deep Creek Lake and includes its own deeded waterfront parcel with a brand-new dock, giving you private lake access just minutes from the property. Rarely does an offering combine such incredible privacy, natural beauty, and income-producing potential in

    Agent Photo

    Charlotte Savoy

    The KW Collective

    (240) 851-4712

    1240 Boy Scout Rd, Oakland, MD 21550
  • /45

    $150,000 Sold Aug 14, 2025

    • 936 Sq Ft
    • $160/SF
    • 4 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1950

    414 D St, Oakland, MD 21550

    Charming & Move-In Ready Home with Room to Grow! Don't miss this one-of-a-kind property, ideally located just minutes from schools, shopping, and everyday conveniences. This well-kept 2-bedroom, 1-bathroom home features brand-new cabinetry, sleek stainless steel appliances, and a freshly updated bathroom. Enjoy the peaceful outdoor setting with a yard that borders a small stream and includes a

    Michelle Clark Taylor Made Deep Creek Vacations & Sales

    414 D St, Oakland, MD 21550
    • /13

      Not Listed For Sale

      36 Stockslager Rd, Oakland, MD 21550

      36 Stockslager Rd, Oakland, MD 21550
  • /19

    $69,000

    • Land
    • 0.57 Acre
    • $121,053 per Acre

    Lot 79 Sundance Way, McHenry, MD 21541

    0.57 acre mountaintop homesite at Deep Creek Lake! Competitively priced and ready to build. This property offers location just minutes from Wisp, ASCI and all of Deep Creek Lake's amenities with a private feel towards the end of the cup-de-sac. Public water and sewer taps are paid! Huge savings for buyer worth several thousand dollars . Electricity is to site. The only thing missing is your dream

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 908-5859

    Lot 79 Sundance Way, McHenry, MD 21541
  • /43

    $132,000 Sold Aug 13, 2025

    • 988 Sq Ft
    • $134/SF
    • 2 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    723 E Oak St, Oakland, MD 21550

    Nice starter or ender upper home located in Oakland on a level lot. Home features 3BR-1BA, hardwood flooring, hot water baseboard heating with natural gas. Home needs a little TLC but very affordable at this price. Paved driveway off of Poplar Street for easy access although the home has an Oak Street address. Roof being pressure washed 07/12/2025 and gutters cleaned out same day. Full basement

    Kevin Liller Railey Realty, Inc.

    723 E Oak St, Oakland, MD 21550
    • /11

      Est $101,209 Not Listed For Sale

      450 Deer Run Rd, Piney Mtn, MD 21550

      450 Deer Run Rd, Piney Mtn, MD 21550
  • /15

    $44,900

    • Land
    • 6.12 Acres
    • $7,337 per Acre

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

    Opportunity to own over 6 acres on Backbone Mountain adjoining the Highest Point in Maryland! This lot will offer some of the best views from Maryland's highest point with western exposure. Approved perc and electric on site . Ready for you to build your dream home! Lots in this community have been selling fast. Call today to claim this one before it sells too!

    Agent Photo

    Nick Fratz-Orr

    Railey Realty, Inc.

    (240) 652-2465

    Lot 6 Hoye Crest Rd, Oakland, MD 21550

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