9836 Winding Trail Drive, Ocean City, MD 21842-9331 $699,000

Beds/Baths: 4/2.1
Interior Sq. Ft: 2,710
Acreage: 0.25
Age:22 years
Style:
Coastal, Traditional
MLS#: MDWO2029480
Subdivision: Whispering Woods
Design/Type:
Detached

Description

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 $300 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!

Primary Bed: 16 X 15 - Upper 1
Primary Bath: Upper 1
Bedroom 2: 16 X 13 - Upper 1
Bathroom 2: Upper 1
Bedroom 3: 13 X 11 - Upper 1
Bonus Room: 22 X 10 - Upper 1
Kitchen: 18 X 17 - Main
Living Room: 20 X 15 - Main
Dining Room: 15 X 13 - Main
Bedroom 4: 14 X 12 - Main
Laundry: Main
Screened Porch: Main
Taxes: $3,743
Home Assoc: $500/Annually
Condo Assoc: No
Garage: Y
Basement: N
Pool: No Pool
School Dist: Worcester County Public Schools
High School: Stephen Decatur

Features

Community
HOA: Yes;

Utilities
Forced Air Heating, Heat Pump - Electric BackUp, Natural Gas, Central A/C, Electric, Hot Water - Electric, Public Water, Public Sewer, 200+ Amp Service, Main Floor Laundry, Cable TV, Electric Available, Natural Gas Available, Sewer Available, Water Available

Garage/Parking
Attached Garage, Driveway, Off Street, Garage Door Opener, Garage - Side Entry, Attached Garage Spaces #: 2;

Interior
Attic, Crown Moldings, Floor Plan - Open, Kitchen - Island, Upgraded Countertops, Walk-in Closet(s), Carpet Flooring, Hardwood Flooring, Gas/Propane Fireplace, Dry Wall, Accessibility - Doors - Swing In, Insulated Windows

Exterior
Crawl Space Foundation, Architectural Shingle Roof, Vinyl Siding, Deck(s), Porch(es), Screened Porch/Deck, Lawn Sprinkler

Lot
Corner Lot, Corner Lot/Unit

Select a school from the following list. Schools are grouped by school type.
The schools on this list are selected by their proximity of up to 5 miles to the property address. Proximity does not guarantee enrollment eligibility. Please contact the school directly for more information on enrollment requirements.
* If there are more than 5 schools of any type within a close proximity, click on the button to see additional schools of that type near the search address.

Public Elementary (1 schools)

School District Grades Place Distance
Ocean City Elementary Worcester County Public Schools Preschool–4 Ocean City 1.43 mi

Public Middle (2 schools)

School District Grades Place Distance
Stephen Decatur Middle Worcester County Public Schools 7–8 Berlin 3.77 mi
Berlin Intermediate Worcester County Public Schools 5–6 Berlin 4.92 mi

Public High (1 schools)

School District Grades Place Distance
Stephen Decatur High Worcester County Public Schools 9–12 Berlin 3.86 mi

Private (1 schools)

School Grades Place Distance
Seaside Christian Academy Christian (no specific denomination) Preschool–12 Ocean City 1.07 mi

© 2025 LiveBy. All Rights Reserved.

This report is a detailed community overview for Ocean City (21842), Maryland.

Community Quick Facts

  • Average travel time to work for people in this community: 21
  • Average salary of people in this community: $46,876

Community Summary

  • Population Density (ppl / mile): 683
  • Household Size (ppl): 2.04
  • Households w/ Children: 22%

Housing Inventory

  • Owned: 3,625 (11.1%)
  • Rented: 1,559 (4.8%)
  • Vacant: 27,482 (84.1%)
  • Total: 32,666

Population Demographics

The population of the community broken down by age group. The numbers at the top of each bar indicate the number of people in the age bracket below.

Total: 10,655
Households: 5,184
Median Age: 52.40

Climate and Weather

The Temperature chart displays average high and low values for January and July, and is designed to provide an indication of both seasonal and daily temperature variability. The Weather Risk Index indicates the calculated risk of each type of weather event occurring in the future. This risk is based on historical localized storm events and weather patterns. The national average for each type of weather event equals a score of 100, so a score of 200 would represent twice the risk as the national average, and a score of 50 would represent half the risk of the national average.

Temperature

Education

Highest Level of Education Attained

  • Less than 9th Grade: 2.8%
  • Some High School: 5.5%
  • High School Graduate: 28.9%
  • Some College: 22.0%
  • Associate Degree: 8.5%
  • Bachelor's Degree: 21.3%
  • Graduate Degree: 10.9%

Income by dollar range

Median Income: $55,064

Fair Market Rents

The Fair Market Rents show average gross rent estimates based on figures provided by the U.S. Department of Housing and Urban Development (HUD).

  • Studio: $713
  • One Bedroom: $830
  • Two Bedroom: $1,105
  • Three Bedroom: $1,412
  • Four Bedroom: $3,501

© 2025 LiveBy. All Rights Reserved.

Contact Information

Listing Courtesy of: RE/MAX Advantage Realty , (410) 723-3600, blawrence.rma@gmail.com

The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Patterson-Schwartz Real Estate participates, and is provided by BRIGHT through a licensing agreement. 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.
Information Deemed Reliable But Not Guaranteed.
Copyright BRIGHT, All Rights Reserved
Listing data as of 3/31/2025.

9836 Winding Trail Drive, Ocean City, MD 21842-9331

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Broker Compensation

An offer of broker compensation or seller concession is not a guarantee. All compensation offers and concessions are negotiable and subject to written agreement between the parties. Please consult with your real estate agent for more information.