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$589,000

  • For Sale
  • Active
  • Condo
  • 5 Beds
  • 4 Full Baths
  • 1 Partial Bath
  • 3,300 Sq. Ft.
  • 1 Car Garage
  • Updated 7 days ago
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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!

Full Property Details for 178 Winding Trail Ln #5B

General

  • Price: $589,000
  • HOA FEE: $400/month
  • Taxes: $6,339 (2025)
  • Status: Active
  • Type: Condo
  • Source: BrightMLSMidAtlantic
  • MLS ID: MDGA2010960
  • Updated: 1/8/2026
  • Added to Site: 7 day(s) ago

Interior

  • Interior Features: 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
  • Appliances: Built-In Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Icemaker, Oven - Self Cleaning, Oven/Range - Electric, Refrigerator, Washer, Water Heater
  • Flooring: Hardwood, Ceramic Tile, Carpet

Rooms

Bathrooms

  • Total Bathrooms: 5
  • Full Bathrooms: 4
  • Half Bathrooms: 1
  • Upper Floor Baths: 2
  • Upper - Full Baths: 2
  • Main Floor Baths: 2
  • Main - Full Baths: 1
  • Main - 1/2 Baths: 1
  • Lower Floor Baths: 1
  • Lower - Full Baths: 1

Bedrooms

  • Total Bedrooms: 5
  • Bedrooms Upper: 2
  • Bedrooms Lower: 2
  • Bedrooms Main & Up: 1

Other Rooms

  • Laundry: Dryer In Unit, Washer In Unit, Lower Floor

Additional Information

  • Shared Amenities: Common Grounds

Exterior

  • Exterior Features: Exterior Lighting, Gutter System, Hot Tub, Chimney Cap(s)
  • Porch/Patio/Deck: Deck(s), Porch(es)

Parking

  • Garage: Yes
  • Garage Spaces: 1
  • Total Spaces: 1
  • Parking Features: Limited Common Elements, Shared Driveway
  • Parking Type: Attached Garage, Driveway
  • Garage Description: Garage - Front Entry, Garage Door Opener, Inside Access

Location

  • County: GARRETT
  • Subdivision: TIMBERLAKE VILLAGE
  • Cross Streets: Zeddock Miller
  • Driving Directions: 178 Winding Trail Ln will be on the right hand side headed up the hill
  • Location Details: Corner Lot/Unit

School Information

  • School District: Garrett County Public Schools

Community

  • Assoc. Fees Include: Common Area Maintenance, Lawn Maintenance, Reserve Funds, Road Maintenance, Snow Removal, Water
  • Pets Allowed: Yes
  • Pets: No Pet Restrictions

Heating & Cooling

  • Central air: Yes
  • Cooling Type: Ceiling Fan(s), Central A/C, Heat Pump(s)
  • Cooling Fuel: Electric
  • Heating Type: Forced Air, Heat Pump(s)
  • Heating Fuel: Propane - Leased
  • Water Heater: Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public

Structural Information

  • Architectural Style: Contemporary
  • Structure Type: Twin/Semi-Detached
  • Construction: HardiPlank Type
  • Basement: Yes
  • Basement Entrance: Yes
  • Basement Desc.: Connecting Stairway, Daylight, Full, Fully Finished, Heated, Outside Entrance, Rear Entrance, Windows
  • Foundation: Other
  • Roof: Shingle
  • Walls/Ceilings: Cathedral Ceilings
  • Windows: Casement, Insulated, Screens
  • Doors: Sliding Glass, Storm
  • Stories Description: Lower 1, Main, Upper 1
  • Square Feet: 3,300
  • Sq. Ft. Source: Assessor
  • Living Area: 3,300 Sq. Ft.
  • Finished Above Grnd: 3,300 Sq. Ft.
  • Year Built: 2006
  • Year Built Source: Assessor

Unit Information

Unit 1

  • Bathrooms-Lower: 1
  • Bedrooms-Lower: 2

Lot Features

  • Property View: Pasture, Trees/Woods, Lake
  • Lot Size Source: Estimated
  • Zoning: RESIDENTIAL

Water Features

  • Water View: Yes

Financial Considerations

  • Price Per Sq. Ft.: $178.48
  • Condo Fee: $400
  • Condo Fee Freq: Monthly
  • Tax w/Assessment: $560,000
  • Tax Amount: $6,339
  • Tax Year: 2025
  • Tax Total Finished Sq. Ft.: 3300

Disclosures and Reports

  • Ownership: Fee Simple
  • Condo: Yes
  • Lot Number: 5B

Listed by Railey Realty, Inc., Nina A Beitzel

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Listing agent

— 178 Winding Trail Ln #5B —

  • Nina A Beitzel

    Railey Realty, Inc.

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 178 Winding Trail Ln #5B

School District:Garrett County Public Schools
NameGradesDistance
Broad Ford Elementary School
607 Harvey Winters Drive, Oakland, MD 21550
PK-56.5 mi
Southern Middle School, Oakland, MD
605 Harvey Winters Drive, Oakland, MD 21550
6-86.5 mi
Southern Garrett High School
345 Oakland Drive, Oakland, MD 21550
9-127.4 mi
Disclaimer: School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 178 Winding Trail Ln #5B Get Price Alerts and Save Property

Date
Details
Price
Change
Source
1/08/2026
Listed
$589,000
21.19%
MLS
9/08/2021
Sold
$486,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 178 Winding Trail Ln #5B

Year
Property Taxes
Change
Tax Assessment
Change
2025
$7,179
11%
$560,000
15%
2024
$6,463
17%
$486,667
18%
2023
$5,530
39%
$413,333
22%
2022
$3,971
-14%
$340,000
—
2020
$4,617
23%
$340,000
—
2017
$3,747
-14%
$340,000
1%
2019
$4,347
-8%
$336,500
1%
2018
$4,735
2%
$333,000
1%
2017
$4,664
—
$329,500
—
2016
$4,664
—
$329,500
-3%
2015
$4,685
-4%
$340,000
-4%
2014
$4,871
—
$355,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 178 Winding Trail Ln #5B

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by Railey Realty, Inc., Nina A Beitzel

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178 Winding Trail Lane #5B, Oakland, MD 21550 (MLS# MDGA2010960) is a Condo property with 5 bedrooms, 4 full bathrooms and 1 partial bathroom. 178 Winding Trail Lane #5B is currently listed for $589,000 and was received on January 08, 2026. Want to learn more about 178 Winding Trail Lane #5B? Do you have questions about finding other Condo real estate for sale in Oakland? You can browse all Oakland real estate or contact a Coldwell Banker agent to request more information.

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