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Back 9836 Winding Trail Dr
Off Market

9836 Winding Trail Dr

Ocean City MD 21842

4
3
6
2710 sq. ft.
10772 sq. ft.
Single-Family
Last sold for $670,000
Chris JettChris Jett, last sold this property on 24 July 2025 after 118 days on market.

Overview

Welcome to this stunning home in the highly sought-after community of Whispering Woods, nestled in the heart of West Ocean City. Relax and unwind on the inviting covered front porch or enjoy outdoor living on the spacious deck and screened porch with hot tub. Step inside to a bright and airy foyer, where natural light floods through large windows, highlighting the beautiful hardwood floors. The first floor boasts a generous living room with a cozy gas fireplace, a large dining room, and a well-appointed kitchen with newer appliances and featuring an island with counter bar, built-in desk area, and easy access to the deck, screened porch, and attached two-car side load garage. This level also includes a versatile den/office (that could also be used as a fourth bedroom), a convenient half bath, and a laundry room with a utility sink. Upstairs, the expansive primary bedroom offers a peaceful retreat complete with an updated in suite bathroom featuring heated floors, bidet, and rain shower with multiple water jets. Two additional spacious bedrooms, a full renovated bath with double sinks, and a versatile bonus room over the garage—perfect for a playroom, media room, or extra guest space, complete the second floor. Additional highlights include encapsulated crawl space, tankless hot water heater, water treatment system, lawn irrigation, a large paved driveway, and access to an optional pool membership at the neighboring community of Mystic Harbor for just $450 per year, offering an Olympic-sized swimming pool. Ideally located just minutes from top-tier waterfront restaurants, shopping, marinas, and a boat ramp, this home also provides easy access to Ocean City, Assateague Island, and the Ocean City Municipal Airport. Don’t miss the opportunity to own this beautiful home in one of the area’s most desirable neighborhoods!

Features

4 bedrooms
3 bathrooms
6 carspaces
2 garage spaces
2710 sq. ft. floor area
10772 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Ocean City over the last 12 months, the estimated median property value of 9836 Winding Trail Dr is $734.5k.

Median value
$734.5k
Estimated value range
$329k - $2.95m
Median days on market
23
Estimated value trend
1%
increase over the last 12 months
Average days on market is based on recent, comparable sales in Ocean City. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 9836 Winding Trail Dr

2025
Sold
$670,000
24 Jul 2025 by Chris Jett, of REMAX Advantage Realty | Ocean City
2019
Sold
$368,000
11 Jan 2019 by Cindy Poremski, of Berkshire Hathaway HomeServices PenFed Realty - OP

Happy sellers in Ocean City

86%
86% of sellers in Ocean City reported that their sale price either exceeded or met their price expectations.

Ocean City stands out for consistently delivering exceptional satisfaction and strong market results for homeowners.

This is based on voluntary sentiment collected from 20 reviews in Ocean City over the last 12 months.

Local market activity for 4 bedroom single-family properties in Ocean City

In the last 12 months, 45 four-bedroom single-family properties similar to 9836 Winding Trail Dr, have been sold.

This represents a 46% decrease in four-bedroom single-family properties sales when compared to the previous 12 months.

Nearby agents

Compare and contact these top performing agents who’ve delivered exception customer service for their clients in Ocean City

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Dave Whittington

Sellers who recommend Dave Whittington have praised them for being clear communication and well-prepared

  •   5   (42 reviews)
  •  13 Reviews in Ocean City
  •  20 Sales in Ocean City
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Kimberly Heaney

Kimberly Heaney is an award winning recommended agent for Ocean City.  They have 9 local sales and collected 8 local reviews across the last 12 months.

  •   5   (61 reviews)
  •  8 Reviews in Ocean City
  •  9 Sales in Ocean City
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Jeffrey Messick

Jeffrey Messick is a recommended agent for Ocean City.  They have 12 local sales and collected 5 local reviews across the last 12 months.

  •   4.9   (12 reviews)
  •  5 Reviews in Ocean City
  •  12 Sales in Ocean City
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Rhonda Frick

Sellers who recommend Rhonda Frick have praised them for being local expert, clear communication, responsive, reliable, friendly, patient, and supportive

  •   5   (62 reviews)
  •  5 Reviews in Ocean City
  •  11 Sales in Ocean City
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