178 Winding Trail Lane # 5B Oakland, MD $ 589,000
178 Winding Trail Lane # 5B
$ 589,000
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178 Winding Trail Lane # 5B

Oakland, MD, 21550
$ 589,000
Bedrooms5 Baths4.1 Sq 3,300

Monthly Estimate*

$ 3,627

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Condo for sale in Oakland, MD

for $589,000 with 5 bedrooms and 4 full baths, 1 half bath. This 3,300 square foot condo was built in 2006.

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 garageperfect 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 adventurethis is the lifestyle and investment opportunity youve been waiting for!

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Condo Active

Price

$ 589,000

Bedrooms

5

Full Bath

4

Half Bath

1

Property Type

Condo

Taxes

$ 6,339

Style

Contemporary

Year Built

2006

Town/City

Oakland

County/Region

Garrett

MLS | Web ID

MDGA2010960

Features
General
Living Area 3300
Sewer Public Sewer
Heating Forced Air Heat Pump(s)
Cooling Ceiling Fan(s) Central A/C Heat Pump(s)
Possession Settlement
Roof Shingle
Appliances Built-In Microwave Dishwasher Disposal Dryer Exhaust Fan Icemaker Oven - Self Cleaning Oven/Range - Electric Refrigerator Washer Water Heater
Zoning RESIDENTIAL
Garage Spaces 1.00
Association Fee Includes Common Area Maintenance Lawn Maintenance Reserve Funds Road Maintenance Snow Removal Water
Patio/Porch Features Deck(s) Porch(es)
Architectural Style Contemporary
Construction Materials HardiPlank Type
School District GARRETT COUNTY PUBLIC SCHOOLS
Year Built 2006
View Pasture Trees/Woods Lake
Levels 3
Unit Number 5B
Tax Year 2025
Ownership Fee Simple
Cool Fuel Electric
Accessibility None
HOA Fee 2 400.00
County GARRETT
New Construction N
Property Type Residential
Association Amenities Common Grounds
HOA N
Subdivision Name TIMBERLAKE VILLAGE
Garage Y/N Y
Water Access Y/N N
Other Structures Above Grade Below Grade
Full Baths 4
Status ACTIVE
Directions 178 Winding Trail Ln will be on the right hand side headed up the hill
City OAKLAND
Senior Community Y/N N
Lot Size Units Square Feet
Lot Size Square Feet 0.00
HOA Fee 2 Frequency Monthly
Tax Annual Amount 6339.0
Structure Type Twin/Semi-Detached
Condo/Coop Association fee Y/N Y
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 178.48
Acceptable Financing Cash Conventional
Vacation Rental Y/N N
Location Type Corner Lot/Unit
Standard Status Active
Year Built Source Assessor
Tax Lot 5B
Association Recreation Fee N
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Interior
Interior Amenities 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 Treatmen
Heating Fuel Propane - Leased
Basement Connecting Stairway Daylight Full Fully Finished Heated Outside Entrance Rear Entrance Windows
Flooring Hardwood Ceramic Tile Carpet
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Window Features Casement Insulated Screens
Fireplace Y/N N
Above Grade Finished Area 3300
Half Baths 1
Central Air Y/N Y
Total Bedrooms 5
Below Grade Finished Area 0
Main Level Bedrooms 1
Below Grade Finished Area Unit Type Square Feet
Laundry Type Dryer In Unit Washer In Unit Lower Floor
Below Grade Finished Area Source Assessor
Above Grade Finished Area Source Assessor
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Exterior Amenities Exterior Lighting Gutter System Hot Tub Chimney Cap(s)
Pool No Pool
Parking Features Limited Common Elements Shared Driveway
Water Source Public
Garage Features Garage - Front Entry Garage Door Opener Inside Access
Type of Parking Attached Garage Driveway
Foundation Details Other
Water View Y/N Y
Lot Size Acres 0.00
Lot Size Source Estimated
Waterfront Y/N N
Door Features Sliding Glass Storm
Land Assessed Value 75000.00
Navigable Water Y/N N
Water Oriented Y/N N
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Internal Only
Street Number 1 178
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* Excluded Features
List By
Railey Realty, Inc.

Broker

nbeitzel@railey.com

Email

Affordability Calculator

$4,155
Per Month
87%
13%
0%
Monthly Principal & Interest
$3,627
Monthly Property Taxes
$528
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3535905 Elementary School
3534321 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
1/8/2026$589,000 Listed Price

Map


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178 Winding Trail Lane # 5B, Oakland, MD, 21550 is a Condo for sale at $589,000 with 3,300 sqft. 178 Winding Trail Lane # 5B has 5 bedrooms, 4.1 baths, and was built in 2006. The property's zip code is 21550 which is in Oakland, MD