Primary listing photo
Listing photo 2
Listing photo 3
Listing photo 4
Listing photo 5

178 Winding Trail Ln #5B, Oakland, MD, 21550

5beds
5baths
3,300sqft
$589,000
$178price/sqft
$4,158/moest. monthly cost
$166,320/yrincome needed

About This Home

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!

Getting Around

17
WalkingCar-Dependent
0
TransitVery Limited Transit
6
BikeSomewhat Bikeable

Schools

4/10
5/10
Southern Middle SchoolGrades 6-86.5 mi
5/10

Construction

Condition

  • Year built: 2006

Materials

  • Foundation: Other
  • Roof: Shingle
  • Construction materials: HardiPlank Type

Type & Style

  • Home type: Condo
  • Architectural style: Contemporary
  • Property subType: Condominium

Interior

Appliances

  • Appliances included: Microwave,Dishwasher,Disposal,Dryer,Exhaust Fan,Ice Maker,Self Cleaning Oven,Oven/Range - Electric,Refrigerator,Washer,Water Heater,Electric Water Heater
  • Laundry features: Dryer In Unit,Washer In Unit,Lower Level

Basement

  • Area: 0

Basement

  • Has basement: Yes
  • Basement: Connecting Stairway,Full,Finished,Heated,Exterior Entry,Rear Entrance,Windows

Bedrooms & Bathrooms

  • Bedrooms: 5
  • Bathrooms: 5
  • Full bathrooms: 4
  • 1/2 bathrooms: 1
  • Main level bathrooms: 2
  • Main level bedrooms: 1

Features

  • Breakfast Area,Ceiling Fan(s),Dining Area,Entry Level Bedroom,Open Floorplan,Kitchen - Gourmet,Recessed Lighting,Bathroom - Tub Shower,Upgraded Countertops,Walk-In Closet(s),Cathedral Ceiling(s)
  • Door features: Sliding Glass,Storm Door(s)
  • Window features: Casement,Insulated Windows,Screens,Window Treatments
  • Flooring: Hardwood,Ceramic Tile,Carpet,Wood
  • Finished area below ground: 0
  • Finished area above ground: 3,300

Heating & Cooling

  • Heating features: Forced Air,Heat Pump,Propane
  • Cooling features: Ceiling Fan(s),Central Air,Heat Pump,Electric

Interior Area

  • Total structure area: 3,300
  • Total interior livable area: 3,300 sqft

Property

Accessibility

  • Accessibility features: None

Details

  • Parcel number: 1218085933
  • Attached to another structure: Yes
  • Zoning: RESIDENTIAL
  • Special condition: Standard

Features

  • Levels: Three
  • Stories: 3
  • Pool features: None
  • Patio & porch: Deck,Porch
  • Exterior features: Lighting,Rain Gutters,Chimney Cap(s)
  • Has spa: Yes
  • Spa features: Hot Tub
  • Has view: Yes
  • View description: Pasture,Trees/Woods,Lake
  • Has water view: Yes
  • Water view: Lake

Lot

  • Features: Corner Lot/Unit

Parking

  • Total spaces: 1
  • Parking features: Garage Faces Front,Garage Door Opener,Inside Entrance,Limited Common Elements,Shared Driveway,Attached,Driveway
  • Has garage: Yes
  • Attached garage spaces: 1
  • Covered spaces: 1
  • Has uncovered spaces: Yes