Change Real Estate Presents:

285 Winding Trail Lane Unit 10A
Oakland MD 21550

Sold for $559,250.00 Closed

Close Date: 2025-09-02

Oakland
5 bedrooms
5 bathrooms
3,300 build ft2

About This Property

Welcome to this stunning 5-bedroom, 4.5-bathroom duplex-style home at Deep Creek Lake, offering the perfect blend of mountain charm, modern finishes, and exceptional rental potential. This meticulously maintained retreat spans three finished levels and boasts a spacious, professionally designed lower-level patio featuring a cozy fire pit, relaxing mountain views, and a brand-new 2024 hot tub—perfect for entertaining or unwinding after a day on the slopes or lake. Inside, the main level showcases an open-concept kitchen with granite countertops, stainless steel appliances, and a rustic shiplap accent wall that adds warmth and character. The inviting living area features a gas fireplace and access to a covered deck—ideal for enjoying all-season outdoor living. The home offers three bedroom suites, each with private bathrooms featuring tile-accented tub/shower combos, offering comfort and privacy for guests or family members. The fully finished lower level includes a large recreation room with a pool table, wet bar, and easy access to the outdoor patio space. A thoughtfully modified garage space includes an owner’s storage area and a main level laundry room for added convenience. Located just minutes from Deep Creek Lake State Park, Wisp Resort, marinas, restaurants, and area attractions, this home is ideally situated for four-season fun. Currently operating as a high-performing Airbnb rental, this property generated over $50,000 in income last year with strong occupancy and room to grow! Whether you're seeking a private getaway, an income-producing investment, or both—this Deep Creek gem checks all the boxes. Don't miss your chance to own a piece of the lake life!

Listing Agent: Michael N Kennedy. Railey Realty, Inc. 301-616-6106 mkennedy@railey.com

Property Features

Location Information
County:
Subdivision: TIMBERLAKE VILLAGE
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Interior Features
Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Oven/Range - Electric, Refrigerator, Stainless Steel Appliances, Washer
Interior: Bar, Bathroom - Tub Shower, Carpet, Ceiling Fan(s), Combination Dining/Living, Dining Area, Entry Level Bedroom, Family Room Off Kitchen, Floor Plan - Open, Primary Bath(s), Recessed Lighting, Upgraded Countertops, Walk-in Closet(s), WhirlPool/HotTub, Wood Floors
Laundry:
Furnished: None
Flooring: CeramicTile, Hardwood, Carpet
Water: Public
Cooling: Central A/C, Ceiling Fan(s)
Heating: Forced Air
Fireplaces: None
Windows: Casement
Utilities:
Sewer: Public Sewer
Exterior Features
Year Built: 2008
Subdivision Name: Timberlake Village
Exterior Features: Extensive Hardscape, Hot Tub
Parking: Assigned, Paved Driveway
Association Fee 2: $500.00 (Monthly)
Association Amenities: Common Grounds
Schools
Elementary School: None
Junior High School: None
High School: None

IDXListing Courtesy of Michael N Kennedy. Railey Realty, Inc. 301-616-6106 mkennedy@railey.com

Property Photos [Click to enlarge]

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