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178 Winding Trail Ln # 5B photo 1
for sale
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$569,000

5beds
|
5baths
|
3,300sqft
|
2006built
178 Winding Trail Ln # 5B,Oakland, MD 21550

Est.$3,741/moCustomize payment

What's special

$172/sqft

Price per square foot

Built in 2006

20 years old

1 parking spaces

Garage

Overview

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...

Listing updated: May 20, 2026 at 7:00 PM

Listed by:

Nina A Beitzel 724-272-8454, Railey Realty, Inc.

Source: Bright MLS · MLS #MDGA2010960Bright MLS

Property details

Cost estimate

Est. monthly payment

$4,101/mo
Principal & interest
$2,983
Property tax
$528
Home insurance (est.)
$190
HOA fee
$400

Down payment

$113,80020% of list price
Adjust down payment20%
0%25%50%

Based on 20% down ($113,800), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.

Rates provided by Mable Loans.

Customize scenario

Price history

DateEventPrice
May 20, 2026Price reduced$569,000($20,000)
Jan 8, 2026Listed for sale$589,000

Location

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

Recently sold nearby

Similar homes sold within 0.5 miles in the last 90 days.

This home sale information is not to be construed as an appraisal and may not be used as such for any purpose. BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors.

Nearby homes

$569,000

5 beds · 5 baths · 3,300 sqft

Bright MLS

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange (IDX) program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Samson Properties participates, and is provided by BRIGHT through a licensing agreement. © 2026 Bright MLS, All Rights Reserved. Information deemed reliable but not guaranteed. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale. Data last updated: 6/5/2026.