


355 Markwood Drive, Oakland, MD 21550
Listing Courtesy of Taylor-Made Deep Creek Sales















































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 i...
Listing updated: July 15, 2026 at 11:16 AM
Listed by:
Nina A Beitzel (724) 272-8454, Railey Realty, Inc.
Source: Bright MLS · MLS #MDGA2010960
Est. monthly payment
Down payment
Based on $111,800 down (20% of list price), 6.85% interest rate, 30-year fixed. Insurance is an estimate. Actual costs may vary.
Rates provided by Mable Loans.
| Date | Event | Price |
|---|---|---|
| Jul 15, 2026 | Price reduced | $559,000(−$10,000) |
| May 20, 2026 | Price reduced | $569,000(−$20,000) |
| Jan 8, 2026 | Listed for sale | $589,000 |
| Sep 13, 2021 | Sold | $486,000 |
178 Winding Trail Lane #5b, Oakland, MD 21550
Est. monthly payment
at 20% down · $559,000 list
Tour for free, no strings attached
Mable Loans · Equal Housing Lender
NMLS #1949497
Similar homes sold within 0.5 miles in the last 90 days.

209 Glendale Road
Oakland, MD
$2.00M
Sold Jun 18, 2026 · Listed $2.10M

24 Trailside Way
Oakland, MD
$530K
Sold May 29, 2026 · Listed $540K
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.
$3,645/mo
Est. · $559,000 list

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