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178 Winding Trail Lane, Unit 5B, Oakland, MD 21550

$569,000
  • 178 Winding Trail Lane, Unit 5B, Oakland, MD 21550 Main Photo

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Price Reduced $20,000 on May 20th, 2026
BEDS5 BATHS4 full 1 partial SQUARE FEET3,300 MLS#MDGA2010960
STATUSACTIVE PROPERTY TYPEResidential - Single Family SUBDIVISIONTIMBERLAKE VILLAGE SCHOOLGARRETT COUNTY PUBLIC SCHOOLS

Property Description

Tucked into a peaceful, wooded setting yet right in the heart of everything Deep Creek Lake has to offer, Whispering Pines is the ultimate turnkey mountain retreat. This impeccably maintained 5-bedroom townhome spans three levels of inviting living space and features an attached garage—perfect for hosting family, friends, or guests year-round. Enjoy the best of both worlds: a private, serene atmosphere with the ease of low-maintenance living and a welcoming community feel through the HOA. Already an established and successful vacation rental, this property is truly ready to enjoy or generate income from day one. Just minutes from Wisp Resort, Deep Creek Lake State Park, restaurants, shopping, and endless outdoor adventure—this is the lifestyle and investment opportunity you’ve been waiting for!

178 Winding Trail Lane, Unit 5B | MLS# MDGA2010960

This single family home located at 178 Winding Trail Lane, Unit 5B, Oakland, MD 21550 is currently listed for sale with an asking price of $569,000. This property was built in 2006 and has 5 bedrooms and 4 full and 1 partial baths with 3300 sq. ft. Winding Trail Lane, Unit 5B is located in the TIMBERLAKE VILLAGE subdivision within the GARRETT COUNTY PUBLIC SCHOOLS school district. Search TIMBERLAKE VILLAGE real estate on bevherbert.homesale.com today.

Property Features

Property Type: Residential - Single Family
Basement: Connecting Stairway, Daylight, Full, Fully Finished, Heated, Outside Entrance, Rear Entrance, Windows
Basement: Yes
Cooling: Ceiling Fan(s), Central A/C, Heat Pump(s)
Fuel Type: Propane - Leased
Garage: 1
Heating: Forced Air, Heat Pump(s)
Home Style: Contemporary
Lot Size: 0.00 Acre(S)
Roof Type: Shingle
Stories: 3.0
Taxes: $6,339
Year Built: 2006

Feature Descriptions

Additional Structures: Above Grade, Below Grade
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Washer, Water Heater
Community Amenities: Common Grounds
Condo/Coop Fee: $400.00/Monthly
Exterior: HardiPlank Type
Exterior: Exterior Lighting, Gutter System, Hot Tub, Chimney Cap(s)
Flooring: Hardwood, Ceramic Tile, Carpet
Interior: Breakfast Area, Carpet, Ceiling Fan(s), Dining Area, Entry Level Bedroom, Floor Plan - Open, Kitchen - Gourmet, Recessed Lighting, Bathroom - Tub Shower, Upgraded Countertops, Walk-in Closet(s), Window Treatments, Wood Floors
Location: Corner Lot/Unit
Lot Dimensions: 0.00 Acre(S)
Parking Features: Limited Common Elements, Shared Driveway
Parking Notes: 1 Total Parking Spaces
Pet Restrictions: No Pet Restrictions
Sewer: Public Sewer
Special View Info: Pasture, Trees/Woods, Lake
SQFT Above Finished: 3300
SQFT Total Finished: 3300
Structure Type: Twin/Semi-Detached
Total Garage/Parking Spaces: 1
Water: Public
Windows: Casement, Insulated, Screens

Local Schools

School District: GARRETT COUNTY PUBLIC SCHOOLS

Listed By / Shown By

Listed By

Agency Name: Railey Realty, Inc.
Agency Phone: 3013872000

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Estimated Payment

$ 1,960.56 per month $1,266.35 Principal & Interest $528.25 Property Tax $165.96 Homeowner's Insurance

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Disclaimer: All information deemed reliable but not guaranteed. All properties are subject to prior sale, change or withdrawal. Neither listing broker(s) or information provider(s) shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. Listing(s) information is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information on this site was last updated 06/16/2026. The listing information on this page last changed on 06/16/2026. The data relating to real estate for sale on this website comes in part from the Internet Data Exchange program of Delta Media Group MLS (last updated Tue 06/16/2026 6:15:39 PM EST) or Bright MLS (last updated Tue 06/16/2026 6:06:35 PM EST). Real estate listings held by brokerage firms other than Berkshire Hathaway HomeServices Homesale Realty may be marked with the Internet Data Exchange logo and detailed information about those properties will include the name of the listing broker(s) when required by the MLS. All rights reserved.
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