Change Real Estate Presents:

178 Winding Trail Lane Unit 5B
Oakland MD 21550

For Sale: $589,000.00 Active

List Date: 2026-01-08

Oakland
5 bedrooms
5 bathrooms
3,300 build ft2

About This Property

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!

Listing Agent: Nina A Beitzel. Railey Realty, Inc. 724-272-8454 nbeitzel@railey.com

Property Features

Location Information
County:
Subdivision: TIMBERLAKE VILLAGE
Interior Features
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Washer, WaterHeater
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
Laundry:
Furnished: None
Flooring: Hardwood, CeramicTile, Carpet
Water: Public
Cooling: Ceiling Fan(s), Central A/C, Heat Pump(s)
Heating: Forced Air, Heat Pump(s)
Fireplaces: None
Windows: Casement, Insulated, Screens
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 2006
Subdivision Name: Timberlake Village
Exterior Features: Exterior Lighting, Gutter System, Hot Tub, Chimney Cap(s)
Parking: Limited Common Elements, Shared Driveway
Garage Spaces: 1.0
Association Fee 2: $400.00 (Monthly)
Association Amenities: Common Grounds
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Nina A Beitzel. Railey Realty, Inc. 724-272-8454 nbeitzel@railey.com

Property Photos [Click to enlarge]

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