12,214

Homes in ZIP Code 21550

Section Image
  • /5

    $30,000

    • Land
    • 0.34 Acre
    • $88,235 per Acre

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550

    Love Deep Creek Lake living. This 0.34 acre wooded lot sits near the heart of everything that makes the lake special. Launch the boat at nearby marinas, hike and swim at Deep Creek Lake State Park, and enjoy four season adventure at Wisp Resort with skiing, tubing, and mountain rides. Restaurants, shops, and local events are just down the road, while your homesite feels peaceful and private. Do

    Debra Hayne Cummings & Co. Realtors

    0 Santa fe Trail Unit MDGA2010334, Oakland, MD 21550
  • /4

    $73,900 Sold May 12, 2025

    • 1,380 Sq Ft
    • $54/SF
    • 1 Day On Market
    • 3 Beds
    • 1 Bath
    • Built 1916

    112 E Pennington St, Oakland, MD 21550

    3 bedroom 2 story dwelling on quiet city street. enclosed porch front & rear. 2 car Detached garage. Estate property

    Robert Custer Custer Realty & Auction

    112 E Pennington St, Oakland, MD 21550
    • /29

      Est $163,568 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 834 Sq Ft

      325 Coolidge Ave, Oakland, MD 21550

      325 Coolidge Ave, Oakland, MD 21550
  • /111

    $2,600,000

    • 5 Beds
    • 3.5 Baths
    • 4,156 Sq Ft

    197 Black Angus Dr, Oakland, MD 21550

    A one of a kind lakefront retreat overlooking a beautiful cove in the peaceful Pergin Farm community at Deep Creek Lake. Situated at the end of a quiet lane, the completely updated 5 bedroom 4.5 bath cottage style home with 200' of prime frontage at the end of private lane. The impressive cottage style residence offers an inviting open main level living area with a fabulous kitchen,

    Bill Weissgerber Railey Realty, Inc.

    197 Black Angus Dr, Oakland, MD 21550
  • /67

    $855,000 Sold May 12, 2025

    • 2,874 Sq Ft
    • $297/SF
    • 7 Days On Market
    • 5 Beds
    • 3.5 Baths
    • Built 2017

    249 Marys Ln, Oakland, MD 21550

    **Epic Lake Views. Prime Location.** This rustic-modern log home, built in 2018, delivers the best of Deep Creek living with high-end finishes and jaw-dropping views. Inside, vaulted ceilings soar over an open floor plan, anchored by a stunning stacked stone fireplace. The heart of the home? A top-of-the-line kitchen with premium upgrades and hardwood finishes throughout. With 5 bedrooms, 3.5

    Jon Bell Railey Realty, Inc.

    249 Marys Ln, Oakland, MD 21550
    • /56

      Est $557,646 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,442 Sq Ft

      11 Trailside Ct, Oakland, MD 21550

      11 Trailside Ct, Oakland, MD 21550
  • /30

    $220,000

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

    929 Dogwood Dr, Oakland, MD 21550

    Nestled in the heart of Yough Mountain Resort, this well-maintained 3-bedroom, 1-bath rancher offers an open floor plan with a cozy gas fireplace, stainless steel appliances, and walk-in closets. The home features a circular gravel driveway, a rear deck, and a level backyard that borders Yough Mountain common grounds, providing plenty of outdoor space for relaxation and entertainment. Perfect as

    Laura Newhall Taylor Made Deep Creek Vacations & Sales

    929 Dogwood Dr, Oakland, MD 21550
  • /42

    $175,000 Sold May 09, 2025

    • 1,200 Sq Ft
    • $146/SF
    • 49 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1965

    603 Oak St, Oakland, MD 21550

    Affordable home in Mountain Lake Park. One level living; three bedrooms; one full bath; one half bath, living room/dining room just off the kitchen. Large, two car garage; large storage room off the garage, and an attic for storage. Outside there is a 33' X 12" back deck with a nice yard. Seller just had the electric wiring and panel box upgraded, so this home should have no problem

    Andrew Orr Railey Realty, Inc.

    603 Oak St, Oakland, MD 21550
    • /75

      Est $1,778,060 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 3,860 Sq Ft

      771 Marsh Hill Rd, Mc Henry, MD 21541

      771 Marsh Hill Rd, Mc Henry, MD 21541
  • /68

    $1,699,900

    • 4 Beds
    • 3 Baths
    • 3,517 Sq Ft

    2311 Boy Scout Rd, Oakland, MD 21550

    Charming Lake Front Craftsman at Deep Creek Lake - Private, wooded, and nearly an acre, this waterfront property delivers rare seclusion with a clean, gentle slope into deep water. Private Type-A dock with over 100’ of lakefront. Located just off Boyscout Rd, this home is positioned forward on the lot to maximize open-water views while maintaining a natural tree line for cover. A full-length deck

    Jon Bell Railey Realty, Inc.

    2311 Boy Scout Rd, Oakland, MD 21550
  • /49

    $790,000 Sold May 09, 2025

    • 2,250 Sq Ft
    • $351/SF
    • 79 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2003

    158 Silver Tree Ln, Oakland, MD 21550

    Luxurious Lake Access Craftsman at Silver Tree Landing – This 5 Bedroom, 4.5 Bath home features crisp and clean modern finishes, an updated kitchen with stainless appliances and stone countertops, a spacious deck with a hot tub, and scenic views of Deep Creek Lake. Vaulted ceilings in the main living area with plenty of glass to let in the light and the views. There is a massive loft upstairs

    Jon Bell Railey Realty, Inc.

    158 Silver Tree Ln, Oakland, MD 21550
    • /38

      Est $387,661 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,536 Sq Ft

      29 Crescent Ln, Oakland, MD 21550

      29 Crescent Ln, Oakland, MD 21550
  • /66

    $223,000

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

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541

    If you are looking to own in beautiful turn key home in Deep Creek Lake for a fraction of the price, this home is for you. 1/5 fractional ownership in this stunning mountaintop villa, which offers lake views from almost every room. The open floorplan and three levels of living space make for an ideal vacation getaway. The gourmet kitchen boasts granite countertops, hardwood flooring and fantastic

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541
  • /38

    $398,350 Sold May 07, 2025

    • 2,142 Sq Ft
    • $186/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2025

    601 Hope Ave, Oakland, MD 21550

    BRAND NEW CONSTRUCTION! 3BR/2.5BA home in Country Club Acres, near Oakland golf course! 2,142sf and roughly .79 acres of land (lots 45 & 46 combined). Modern design offering plenty of natural light, open living and elite finishes. Features include Andersen windows & slider, custom tile bathrooms, stone fireplace, gourmet kitchen, Kraftmaid cabinets, granite counters and an incredibly energy

    Jay Ferguson Taylor Made Deep Creek Vacations & Sales

    601 Hope Ave, Oakland, MD 21550
    • /56

      Est $669,663 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,355 Sq Ft

      148 Wanderer Ln, Oakland, MD 21550

      148 Wanderer Ln, Oakland, MD 21550
  • /16

    $825,000

    • Land
    • 212 Acres
    • $3,889 per Acre

    0 George Washington Hwy Unit MDGA2010274, Mount Lake Park, MD 21550

    Discover the perfect blend of nature and adventure with this remarkable 212-acre property, conveniently located with road frontage and an access point off Route 50. This unique offering consists of three different parcels: Tax ID 1208010161 (10.38 acres), Tax ID 1208007497 (39.05 acres), and Tax ID 1208007535 (162.72 acres). Whether you’re looking for a serene retreat, an outdoor enthusiast's

    Duane Stein II The KW Collective

    0 George Washington Hwy Unit MDGA2010274, Mount Lake Park, MD 21550
  • /16

    $100,000 Sold May 02, 2025

    • Land
    • 2.40 Acres
    • $41,667 per Acre
    • 433 Days On Market

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550

    Looking for prime commercial real estate in Oakland? This 2.8 +/- acre property is zoned commercial and offers approximately 750' of frontage on the Little Youghiogheny River. Approximately 320' of frontage on Maryland Highway/Route 135 providing excellent site visibility from State Highway. Public water/sewer available. Exact acreage is subject to pending lot line adjustment. Buyer responsible

    Nick Fratz-Orr Railey Realty, Inc.

    0 Maryland Hwy Unit MDGA2006436, Oakland, MD 21550
    • /82

      Est $1,675,100 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 1,904 Sq Ft

      1597 Lake Shore Dr, Oakland, MD 21550

      1597 Lake Shore Dr, Oakland, MD 21550
  • /42

    $140,000

    • 3 Beds
    • 1.5 Baths
    • 1,466 Sq Ft

    105 Main St, Deer Park, MD 21550

    If you are looking for an affordable home in the charming town of Deer Park, this is it. This home offers three bedrooms, 1.5 baths and new carpet. One-level living makes this a great option for the first time home buyer or a retirement home. The bonus sunroom has endless possibilities, just waiting for your vision for what this space could be. The location is just minutes to Oakland, and there

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    105 Main St, Deer Park, MD 21550
  • /54

    $595,000 Sold Apr 30, 2025

    • 2,660 Sq Ft
    • $224/SF
    • 26 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 2000

    1385 Mountainview Dr, Oakland, MD 21550

    Nestled in a serene wooded neighborhood, this stunning water-access chalet offers the perfect blend of rustic charm and modern comfort. Spanning three levels and over 2600 sq ft of finished space, the home boasts an inviting open-concept living space with a striking stone fireplace, perfect for cozy evenings. The main floor features a well-appointed kitchen, a spacious dining area, and large

    Nina Beitzel Railey Realty, Inc.

    1385 Mountainview Dr, Oakland, MD 21550
    • /29

      Est $175,682 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,472 Sq Ft

      216 E Center St, Oakland, MD 21550

      216 E Center St, Oakland, MD 21550
  • /20

    $28,000

    • Land
    • 0.96 Acre
    • $29,167 per Acre

    9 & 10 Grouse Run Rd, Oakland, MD 21550

    Don’t miss this rare opportunity to own a .96-acre double lot with perc approval for a 3-bedroom sand mound septic system—and a driveway already installed, making it even easier to bring your dream home or getaway cabin to life. Nestled within the quiet, wooded community of Yough Mountain Resort, this property offers the perfect blend of peace, privacy, and outdoor adventure. Enjoy access to over

    Brent Housley Railey Realty, Inc.

    9 & 10 Grouse Run Rd, Oakland, MD 21550
  • /53

    $1,300,000 Sold Apr 30, 2025

    • 2,076 Sq Ft
    • $626/SF
    • 10 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    735 Winston Rd, Oakland, MD 21550

    366.62 acre farm 30 minutes from Deep Creek Lake, 30 minutes from Canaan Valley West Virginia offers cleared farmland and wooded acreage teeming with wildlife, this farm nestled in the woods along Route 50 is suited for hunters and homesteaders alike. Along with plenty of room to roam and abundant privacy, this property features two farm sheds with ample workspace, storage space and potential

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    735 Winston Rd, Oakland, MD 21550
    • /33

      Est $444,004 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,590 Sq Ft

      1012 Hemlock Cir, Oakland, MD 21550

      1012 Hemlock Cir, Oakland, MD 21550
  • /24

    $100,000

    • 3 Beds
    • 2 Baths
    • 1,718 Sq Ft

    1101 Wheeling Ave, Oakland, MD 21550

    Investor Opportunity – 1101 Wheeling Ave, Oakland, MD 21550 – $190,000Attention Investors and Visionaries!Unlock the potential in this unique property located in the heart of Oakland, Maryland. Priced to move at $190,000, this hidden gem offers a perfect canvas for your next flip, rental, or renovated. Features 3 bedrooms 2 baths, 2 car garage, wrap around porch, jacuzzi and a pool!

    Tanavia Greer Long & Foster Real Estate, Inc.

    1101 Wheeling Ave, Oakland, MD 21550
  • /88

    $1,145,000 Sold Apr 29, 2025

    • 3,820 Sq Ft
    • $300/SF
    • 7 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    324 Penn Cove Rd, Oakland, MD 21550

    Stunning log home situated on a large lot in the private Penn Cove community. This turn-key home offers new hardwood flooring, granite countertops, new appliances, new furnace/heat pump, new decks, new carpet, remodeled bathrooms, an open floorplan, large stone propane fireplace, and a substantial kitchen island. The four bedrooms (two of which are suites) provide plenty of room to enjoy friends

    Betsy Spiker Holcomb Taylor Made Deep Creek Vacations & Sales

    324 Penn Cove Rd, Oakland, MD 21550
    • /52

      Est $231,239 Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,144 Sq Ft

      1865 Garrett Rd, Oakland, MD 21550

      1865 Garrett Rd, Oakland, MD 21550
  • /38

    $219,000

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

    88 Knoll Crest Heights Dr, Oakland, MD 21550

    Discover the perfect blend of convenience and country charm in this 3-bedroom, 2.5-bath home (one bath unfinished) set on a spacious lot with incredible mountain and valley views. Enjoy the peaceful atmosphere of a rural setting while being just minutes from downtown Oakland’s shopping, dining, schools, and Garrett Regional Medical Center.Inside, you’ll find a comfortable and functional

    Justin Liller Railey Realty, Inc.

    88 Knoll Crest Heights Dr, Oakland, MD 21550
  • /78

    $829,900 Sold Apr 22, 2025

    • 4,086 Sq Ft
    • $203/SF
    • 3 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

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

    End-Unit at Overlook Villas has some of the best views of McHenry and Deep Creek Lake! Walls of glass. Vaulted ceilings. Two cozy fireplaces in stone hearths while the lake stretches wide before you. This spacious 4-bedroom, 4.5-bath townhome is built for comfort and style - with an open-concept kitchen/dining/family room, a massive loft providing extra living and play space, plus a downstairs

    Jon Bell Railey Realty, Inc.

    602 Overlook Pass Unit 2C, Mc Henry, MD 21541
    • /30

      Est $259,014 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,250 Sq Ft

      374 Shreve Rd, Oakland, MD 21550

      374 Shreve Rd, Oakland, MD 21550
  • /18

    $250,000

    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    1256 Boiling Spring Rd, Oakland, MD 21550

    About 1256 Boiling Spring Rd, Oakland, MD1256 Boiling Spring Road is a raised-ranch, single-family home built in 1999. It features 3 bedrooms, 2 baths, and approximately 1,456 sq ft on a spacious 1.72-acre lot . It’s situated just outside the town of Oakland, near Deer Park—a location that offers privacy while remaining close to local attractions and community amenities Fun &

    Tanavia Greer Long & Foster Real Estate, Inc.

    1256 Boiling Spring Rd, Oakland, MD 21550
  • /26

    $400,000 Sold Apr 21, 2025

    • 146 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1987

    142 Lemley Dr Unit I, Oakland, MD 21550

    3 Bedroom 2 Bath ranch style property with gorgeous lake, ski slope and mountain views AND a deeded dock slip. Conveniently located close to all area amenities. Park like setting with lots of open space. Surrounded by walking trails. Most furnishings convey. No association height restrictions for rebuild on this unit as well but the properties located n front of this cottage are restricted in

    Andrew Eiswert Railey Realty, Inc.

    142 Lemley Dr Unit I, Oakland, MD 21550
    • /91

      Est $1,373,504 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,506 Sq Ft

      153 Mallard Loop, Oakland, MD 21550

      153 Mallard Loop, Oakland, MD 21550
  • /9

    $125,000

    • Land
    • 1.20 Acres
    • $104,167 per Acre

    LOT 33 Winding Estates Dr, Mc Henry, MD 21550

    Located on Wisp Mountain in the sought-after Lago Vista community, this 1.20-acre lot offers exceptional privacy and a beautiful natural setting. The frontage is wide along the road and expands further toward the back, creating a generous building area surrounded by trees. Seasonal views of Deep Creek Lake can be enjoyed when the leaves are down, and the preserved common area across the street

    Kelsey Meyers Railey Realty, Inc.

    LOT 33 Winding Estates Dr, Mc Henry, MD 21550
  • /10

    $30,000 Sold Apr 21, 2025

    • Land
    • 0.84 Acre
    • $35,714 per Acre
    • 590 Days On Market

    5 Warnick Way, Oakland, MD 21550

    Looking for a homesite with quiet setting and near Deep Creek Lake, look no further. Lot is wooded, adjoins state land, no HOA fees. An approved perc for 4 bedrooms. Easy access off of county road. Sign on property. Call for details!

    Nicole Jackson Railey Realty, Inc.

    5 Warnick Way, Oakland, MD 21550
    • /70

      Est $1,707,121 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,964 Sq Ft

      22 Duck Cove Rd, Oakland, MD 21550

      22 Duck Cove Rd, Oakland, MD 21550
  • /4

    $3,500

    • Land
    • 0.51 Acre
    • $6,863 per Acre

    Lot 27 Stool Rock Rd, Oakland, MD 21550

    Nestled in the scenic mountains of Western Maryland, this unbuildable lot offers the perfect gateway to the peaceful surroundings, beautiful views, and abundant wildlife of the Youghiogheny Mountain Resort. This membership lot provides exclusive access to over 50 miles of private roads and trails perfect for ATV and side-by-side riding, fishing at Muddy Creek, and outdoor recreation. Community

    Elizabeth Broadwater Taylor Made Deep Creek Vacations & Sales

    Lot 27 Stool Rock Rd, Oakland, MD 21550
  • /47

    $407,000 Sold Apr 18, 2025

    • 2,330 Sq Ft
    • $175/SF
    • 9 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1989

    20241 Garrett Hwy Unit 5, Oakland, MD 21550

    Located right in the heart of Deep Creek Lake, this stunning 3-level condo offers the perfect blend of luxury and comfort with breathtaking water views! Boasting 3 spacious bedrooms and 2.5 baths, this home features an open-concept main floor with an eat in kitchen, cozy living area, separate dining space, breakfast nook, and large windows that flood the space with natural light. The main level

    Nina Beitzel Railey Realty, Inc.

    20241 Garrett Hwy Unit 5, Oakland, MD 21550
    • /71

      Est $697,164 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,440 Sq Ft

      10 Ortiz Ct, Oakland, MD 21550

      10 Ortiz Ct, Oakland, MD 21550
  • /13

    $425,000

    • 4 Beds
    • 4.5 Baths
    • 1,596 Sq Ft

    104 Pine Top Trail, Oakland, MD 21550

    Here's your chance to purchase a cute Chalet with just about 7 acres. .This home and acreage is right next to the Common Grounds and gives you immediate river access.

    laura Flynn 1 Real Estate Source LLC

    104 Pine Top Trail, Oakland, MD 21550

Showing Results 281 - 320, Page 8 of 18

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