222

Homes for Sale in 21550

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  • /56

    $745,000

    • 5 Beds
    • 3 Baths
    • 2,640 Sq Ft

    638 Glendale Rd, Oakland, MD 21550

    Spacious five-bedroom lakeview home offering the perfect blend of relaxation and warmth from the moment you enter. This established rental property “Terp’s Hideaway” features an open and inviting floorplan, five bedrooms, two family rooms, and three levels of living space, making it an ideal layout for hosting family and friends. Step outside onto the large deck to take in beautiful views or

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

    638 Glendale Rd, Oakland, MD 21550
  • /10

    $98,800

    • Land
    • 23,086 Sq Ft
    • $186,415 per Acre

    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541

    Get ready to tee off on the golf lovers' mountaintop dream, Biltmore at Lodestone, the award winning Hale Irwin designed premium golf course of the area, ranked by Golf Week as the #2 Public Golf Course in MD. Own one or two of the best priced golf course front lots, right on the cart path (see the listing for adjacent Lot 42). Be protected though from those pesky slices by a picturesque wooded

    Lana Roby The KW Collective

    Lot 43 Biltmore Ridge Trail, McHenry, MD 21541
  • /37

    $279,000

    • 3 Beds
    • 1.5 Baths
    • 1,148 Sq Ft

    277 Cheeks Ln, Oakland, MD 21550

    Tucked away on a private lane and surrounded by the beauty of the woods, this charming 3-bedroom, 1 full bath and 1 half bath log home offers the perfect mountain retreat on 2 peaceful acres in Garrett County. Ideally located just minutes from Swallow Falls State Park, Muddy Creek Falls, and the Youghiogheny River, this cozy cabin is a dream destination for outdoor enthusiasts seeking hiking,

    Mike Kennedy Railey Realty, Inc.

    277 Cheeks Ln, Oakland, MD 21550
  • /23

    $124,900

    • Land
    • 1.11 Acres
    • $112,523 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
  • /30

    $550,000

    • 3 Beds
    • 2 Baths
    • 1,080 Sq Ft

    98 Bear Run Rd, Oakland, MD 21550

    Make it your own! This 2-acre parcel comes with two additional parcels of 17.96 and 24.23 acres for a total of 42.19 acres. The 2-acre parcel is improved by a fully furnished (26’X42’), 3-bedroom, 2-bathroom Ranch style dwelling and a large parking area. The interior offers a spacious living room, and an eat-in kitchen with all appliances, furniture and window AC units. The land is un-zoned

    Dan (Sussan) Duggan 1 Real Estate Source LLC

    98 Bear Run Rd, Oakland, MD 21550
  • /55

    $400,000

    $120K PRICE INCREASE
    • Land
    • 43.72 Acres
    • $9,149 per Acre

    3257 George Washington Hwy, Oakland, MD 21550

    Discover approximately 43.72 acres of beautiful mostly wooded land offering privacy, mountain views, and exceptional convenience. This expansive property provides easy access to both George Washington Highway and Garrett Highway, making travel simple while still feeling tucked away in nature. Set up with a well and septic system, this property is perfect to build your dream home with an already

    Justin Liller Railey Realty, Inc.

    3257 George Washington Hwy, Oakland, MD 21550
  • /15

    $64,900

    $14K PRICE DROP
    • Land
    • 30,927 Sq Ft
    • $91,408 per Acre

    2 Fern Loop, Sang Run, MD 21541

    A clean .71-acre building lot in Sandy Shores Heights—level, partially wooded, with utilities to site. Minutes from Lodestone, Wisp, and Deep Creek Lake... this property sits in a quiet golf side loop with mountain views and paved access. Water and sewer taps included. Road maintenance and snow removal covered by HOA fees. Call today for details!

    Mike Fenton Railey Realty, Inc.

    2 Fern Loop, Sang Run, MD 21541
  • /66

    $203,000

    $20K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,086 Sq Ft

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

    If you are interested in easy living while still enjoying a houseful of company, this could be the place for you. Five owners share in ownership of this villa (not a time share). Each owner gets about 10 weeks per year via a rotation list established twice a year. Owners also have a large, locked closet within the garage to hold miscellaneous personal items, food, sports equipment, clothes, etc.

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

    758 Wisp Mountain Rd Unit 9A, Mc Henry, MD 21541
  • /70

    $1,189,000

    New Construction
    • 6 Beds
    • 5.5 Baths
    • 3,482 Sq Ft

    248 Tarn Dr, Oakland, MD 21550

    Brand new construction in the desirable Mountainside community! This thoughtfully designed 6-bedroom mountain retreat offers 4 spacious primary suites, blending modern mountain style with functionality and comfort throughout. The open floorplan features vaulted ceilings, luxury finishes, quartz countertops, and multiple gathering spaces designed for entertaining and relaxation alike. Enjoy cozy

    Lauren McCann Railey Realty, Inc.

    248 Tarn Dr, Oakland, MD 21550
  • /53

    $340,000

    • 4 Beds
    • 2 Baths
    • 1,792 Sq Ft

    254 Little Mountain Rd, Oakland, MD 21550

    Escape to the mountains at 254 Little Mountain Road, where privacy, comfort, and outdoor adventure come together on nearly 5 acres in the sought-after Backbone Ridge community. Surrounded by mature trees and mountain scenery. Inside, you'll find warm wood accents and a cozy wood-burning fireplace that anchors the inviting living space. Multiple gathering areas provide flexibility for

    Amy Skipper Railey Realty, Inc.

    254 Little Mountain Rd, Oakland, MD 21550
  • /5

    $124,900

    • Land
    • 1.02 Acres
    • $122,451 per Acre

    Lot 53 Mountainview Dr, Oakland, MD 21550

    Ready to build lot in Deep Creek Lake's Mountainside Subdivision. This wooded lot is relatively level can be connected to public water and has an approved percolation test for an onsite septic system. Build you dream home in this mountaintop community with homes values ranging up to $2,000,000.

    Richard Saunders Samson Properties

    Lot 53 Mountainview Dr, Oakland, MD 21550
  • /42

    $269,000

    $31K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 560 Sq Ft

    400 Bear Dr E, Oakland, MD 21550

    Tucked away in the scenic beauty of Yough Mountain Resort, this exceptional 2-bedroom, 2-bath log cabin offers the perfect blend of rustic charm and modern comfort. Spanning two stories, this immaculately maintained home has seen thoughtful renovations in recent years, creating a warm and inviting retreat that’s move-in ready. Step inside to discover cozy living spaces ideal for relaxing after a

    Danielle Luscombe Taylor-Made Deep Creek Real Estate, LLC

    400 Bear Dr E, Oakland, MD 21550
  • /6

    $19,900

    • Land
    • 1.35 Acres
    • $14,741 per Acre

    Lot 18 Buck Dr, Oakland, MD 21550

    This 1.352 acre lot borders Buck Drive and also Antelope Drive. It is best to access the lot using the directions provided via Antelope Drive as it is a much better road. Buck Drive is very difficult to traverse and access through Antelope Drive is recommended. Pictures of the lot are taken from Antelope Drive. Perc approved for a three bedroom home with a sand mound system. Wooded lot just

    Kevin Liller Railey Realty, Inc.

    Lot 18 Buck Dr, Oakland, MD 21550
  • /33

    $1,200,000

    • 2 Beds
    • 2.5 Baths
    • 2,914 Sq Ft

    826 G Swauger Rd, Oakland, MD 21550

    A Rare Fine Indeed! The private, end of the road farm is located in the much-desired Pleasant Valley area of southern Garrett County, MD.Built in 1933 and remodeled in 2020, this farmhouse is a must see. The inviting living area is complemented by a wood burning stove, while a LP gas furnace provides hot water radiant heat throughout the home. The kitchen features concrete countertops and is

    Larry Roth Railey Realty, Inc.

    826 G Swauger Rd, Oakland, MD 21550
  • /12

    $249,000

    • Land
    • 16,117 Sq Ft
    • $672,973 per Acre

    23 Snowshoe Ct, McHenry, MD 21541

    True ski-in/out slope front building lot at Wisp ski resort with expansive lake and scenic mountain views too! Located at the top of the Main Street slope, this building site is one of the rare slope front building sites with direct access to the ski trail and chair lift that also has views of Deep Creek Lake! Take advantage of the entire winter ski season as Wisp has historically opened this

    Mike Kennedy Railey Realty, Inc.

    23 Snowshoe Ct, McHenry, MD 21541
  • /25

    $115,000

    • Land
    • 27,878 Sq Ft
    • $179,688 per Acre

    Lot 122 Fair Way, Mc Henry, MD 21541

    Premium Golf Course Building Lot at Lodestone – WISP Resort Discover the perfect blend of luxury, nature, and recreation with this beautifully wooded, gently sloping building lot nestled directly along the Lodestone Golf Course, one of Maryland’s premier mountain-top courses. Located within a small, gated community atop WISP Resort's ski mountain, this lot offers unmatched access to

    Rachel Bruch Railey Realty, Inc.

    Lot 122 Fair Way, Mc Henry, MD 21541
  • /11

    $125,000

    • Land
    • 30,492 Sq Ft
    • $178,571 per Acre

    Lot 115 Biltmore View, McHenry, MD 21541

    Premium golf-front building lot located in a private, gated community and ideally situated near all Deep Creek Lake amenities, including Wisp Ski Resort, the ASCI Whitewater Course, and Fork Run Trails. This .7-acre level, wooded parcel offers potential views of the golf course and surrounding mountain landscape—an exceptional setting to build your dream home in the heart of Deep Creek Lake.

    Kellyann Green Railey Realty, Inc.

    Lot 115 Biltmore View, McHenry, MD 21541
  • /9

    $120,000

    $5K PRICE DROP
    • Land
    • 1.2 Acres
    • $100,000 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
  • /2

    $309,000

    $60K PRICE DROP
    • Land
    • 20,473 Sq Ft
    • $657,447 per Acre

    8946 Oakland Sang Run Rd, Oakland, MD 21550

    There are 3 adjacent parcels included with this sale :Tax ID - 1206034144, 1206020860, 1206007082 All parcels together are 8 acres WARNING: The house on this property is condemned and ready for tear down. Enter at your own risk.

    Joe Zorzit Eagle Commercial Realty

    8946 Oakland Sang Run Rd, Oakland, MD 21550
  • /32

    $659,900

    New Construction
    • 5 Beds
    • 3.5 Baths
    • 2,877 Sq Ft

    3 Nature Run, Mc Henry, MD 21541

    Brand New Log Style Chalet at Deep Creek Lake! Scheduled for completion in 2026, this 5 Bed, 3.5 Bath mountain retreat pairs refined design with a focus on efficiency and long-term performance. The open-concept layout is defined by soaring vaulted ceilings, expansive windows, and curated natural wood finishes that bring warmth and scale to the space. The stylish fireplace anchors the main living

    Jon Bell Railey Realty, Inc.

    3 Nature Run, Mc Henry, MD 21541
  • /54

    $382,500

    • 2 Beds
    • 3 Baths
    • 1,536 Sq Ft

    58 Bright Passage Rd Unit 6B, McHenry, MD 21541

    Lakeview townhome at Villages of Wisp just steps from the ski slopes and a short drive down the mountain to the community access to enjoy Deep Creek Lake! The perfect blend of mountain charm and lake-area convenience in this well-appointed getaway. Open kitchen/dining/living area with beautiful wood T&G accents, and a great view balcony. The primary suite is on the upper level and features a

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

    58 Bright Passage Rd Unit 6B, McHenry, MD 21541
  • /14

    $625,000

    • Land
    • 1.38 Acres
    • $452,899 per Acre

    Lot 4A Shingle Camp Rd, Sang Run, MD 21541

    Don’t miss your opportunity to own a prime split lakefront homesite with a coveted Type A dock permit and 20’ of waterfront on Deep Creek Lake, offering the perfect blend of convenience and recreation. The lot boasts a two-story garage with a finished room above it. Enjoy breathtaking lake views and easy water access for boating, kayaking, and year-round enjoyment. Ideally located just minutes

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

    Lot 4A Shingle Camp Rd, Sang Run, MD 21541

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