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!
For sale
Price cut: $10K (7/15)
$559,000
178 Winding Trail Ln #5B, Oakland, MD 21550
5beds
3,300sqft
:
Get pre-qualified$4,133/mo
Condominium
Built in 2006
-- sqft lot
$535,100 Zestimate®
$169/sqft
$400/mo HOA
What's special
Peaceful wooded settingAttached garage
- 198 days |
- 593 |
- 29 |
Zillow last checked:
Listing updated:
Listed by:
Nina Beitzel 724-272-8454,
Railey Realty, Inc. 301-387-2000
Source: Bright MLS,MLS#: MDGA2010960
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
- Main level bathrooms: 2
- Main level bedrooms: 1
Basement
- Area: 0
Heating
- Forced Air, Heat Pump, Propane
Cooling
- Ceiling Fan(s), Central Air, Heat Pump, Electric
Appliances
- Included: Microwave, Dishwasher, Disposal, Dryer, Exhaust Fan, Ice Maker, Self Cleaning Oven, Oven/Range - Electric, Refrigerator, Washer, Water Heater, Electric Water Heater
- Laundry: Dryer In Unit, Washer In Unit, Lower Level
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)
- Flooring: Hardwood, Ceramic Tile, Carpet, Wood
- Doors: Sliding Glass, Storm Door(s)
- Windows: Casement, Insulated Windows, Screens, Window Treatments
- Basement: Connecting Stairway,Full,Finished,Heated,Exterior Entry,Rear Entrance,Windows
- Has fireplace: No
Interior area
- Total structure area: 3,300
- Total interior livable area: 3,300 sqft
- Finished area above ground: 3,300
- Finished area below ground: 0
Property
Parking
- Total spaces: 1
- Parking features: Garage Faces Front, Garage Door Opener, Inside Entrance, Limited Common Elements, Shared Driveway, Attached, Driveway
- Attached garage spaces: 1
- Has uncovered spaces: Yes
Accessibility
- Accessibility features: None
Features
- Levels: Three
- Stories: 3
- Patio & porch: Deck, Porch
- Exterior features: Lighting, Rain Gutters, Chimney Cap(s)
- Pool features: None
- 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
Details
- Additional structures: Above Grade, Below Grade
- Parcel number: 1218085933
- Zoning: RESIDENTIAL
- Special conditions: Standard
Construction
Type & style
- Home type: Condo
- Architectural style: Contemporary
- Property subtype: Condominium
- Attached to another structure: Yes
Materials
- HardiPlank Type
- Foundation: Other
- Roof: Shingle
Condition
- New construction: No
- Year built: 2006
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Condo and coop fee: $400 monthly
- Subdivision: Timberlake Village
HOA
- Has HOA: No
- Amenities included: Common Grounds
- Services included: Common Area Maintenance, Maintenance Grounds, Reserve Funds, Road Maintenance, Snow Removal, Water
- HOA name: Timberlake Village
Location
- Region: Oakland
Financial & listing details
- Price per square foot: $169/sqft
- Tax assessed value: $560,000
- Annual tax amount: $6,339
- Date on market: 1/8/2026
- Listing agreement: Exclusive Right To Sell
- Listing terms: Cash,Conventional
- Ownership: Fee Simple
Estimated market value
$535,100
$508,000 - $562,000
$4,011/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/15/2026 | Price change | $559,000-1.8%$169/sqft |
Source:  Bright MLS #MDGA2010960 Report a problem | ||
| 5/19/2026 | Price change | $569,000-3.4%$172/sqft |
Source: Bright MLS #MDGA2010960 Report a problem | ||
| 1/8/2026 | Listed for sale | $589,000-1%$178/sqft |
Source: Bright MLS #MDGA2010960 Report a problem | ||
| 11/23/2024 | Listing removed | $594,900$180/sqft |
Source: Bright MLS #MDGA2007474 Report a problem | ||
| 9/19/2024 | Price change | $594,900-3.3%$180/sqft |
Source: Bright MLS #MDGA2007474 Report a problem | ||
| 6/5/2024 | Listed for sale | $615,000+26.5%$186/sqft |
Source: Bright MLS #MDGA2007474 Report a problem | ||
| 9/13/2021 | Sold | $486,000+3.6%$147/sqft |
Source: Bright MLS #MDGA2000478 Report a problem | ||
| 7/30/2021 | Pending sale | $469,000$142/sqft |
Source: Bright MLS #MDGA2000478 Report a problem | ||
| 7/26/2021 | Listed for sale | $469,000+32.1%$142/sqft |
Source: Bright MLS #MDGA2000478 Report a problem | ||
| 2/2/2011 | Sold | $355,000-21.1%$108/sqft |
Source: Public Record Report a problem | ||
| 10/23/2006 | Sold | $450,000$136/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $7,179 +26.3% | $560,000 +15.1% |
| 2024 | $5,684 +17.7% | $486,667 +17.7% |
| 2023 | $4,828 +21.6% | $413,333 +21.6% |
| 2022 | $3,971 | $340,000 |
| 2021 | $3,971 | $340,000 |
| 2020 | $3,971 | $340,000 |
| 2019 | $3,971 +7.1% | $340,000 +1% |
| 2018 | $3,708 -1% | $336,500 -1% |
| 2017 | $3,747 | $340,000 +3.2% |
| 2016 | -- | $329,500 |
| 2015 | -- | $329,500 -3.1% |
| 2014 | -- | $340,000 -4.2% |
| 2013 | -- | $355,000 |
| 2012 | -- | $355,000 |
| 2011 | -- | $355,000 -12.3% |
| 2010 | -- | $405,000 |
| 2009 | -- | $405,000 |
| 2008 | -- | $405,000 |
| 2007 | -- | $405,000 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 21550
Nearby schools
GreatSchools rating
- 4/10Broad Ford Elementary SchoolGrades: PK-6Distance: 6.5 mi
- 5/10Southern Garrett High SchoolGrades: 7-12Distance: 7.4 mi
Schools provided by the listing agent
- District: Garrett County Public Schools
Source: Bright MLS. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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A local agent can set up tours, give advice and negotiate with sellers.
A local lender can help you make sure your offer is ready when you are.
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