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$670,000
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Property 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 $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!
Full Property Details
Full Property Details for 9836 Winding Trail Dr
General
- Sold For: $670,000
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $3,743 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDWO2029480
- Added to Site: 295 day(s) ago
Interior
- Number of Rooms: 11
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Laundry, Bathroom 2, Bonus Room, Primary Bathroom, Screened Porch
- Interior Features: Attic, Crown Moldings, Floor Plan - Open, Kitchen - Island, Upgraded Countertops, Walk-in Closet(s), Wood Floors, Chair Railings, Ceiling Fan(s), Primary Bath(s), Window Treatments
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Gas/Propane, Gas/Propane
- Appliances: Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer - Electric, Icemaker, Water Heater, Refrigerator, Dryer - Front Loading, Microwave, Oven/Range - Electric, Washer - Front Loading
- Flooring: Hardwood, Carpet
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Main Floor Baths: 1
- Main - 1/2 Baths: 1
- Primary Bathroom: Primary Bathroom - D, Upper 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms Main & Up: 1
- Primary Bedroom: Primary Bedroom - Ceiling Fan(s), Window Treatments, Walk-In Closet(s), Flooring - Carpet, Upper 1
- Bedroom 1: Bedroom 2 - Window Treatments, Flooring - Carpet, Ceiling Fan(s), Cathedral/Vaulted Ceiling, Upper 1
- Bedroom 2: Bedroom 3 - Window Treatments, Flooring - Carpet, Ceiling Fan(s), Upper 1
- Bedroom 3: Bedroom 4 - Ceiling Fan(s), Crown Molding, Flooring - Carpet, Window Treatments, Main
Other Rooms
- Living Room: Living Room - Flooring - HardWood, Ceiling Fan(s), Crown Molding, Fireplace - Gas, Window Treatments, Main
- Kitchen: Kitchen - Breakfast Bar, Countertop(s) - Solid Surface, Flooring - Tile/Brick, Island, Window Treatments, Main
- Dining Room: Dining Room - Crown Molding, Flooring - HardWood, Window Treatments, Main
- Laundry: Main Floor, Main
- 3 Season Porch: Screened Porch - Ceiling Fan(s), Main
Exterior
- Exterior Features: Lawn Sprinkler
- Porch/Patio/Deck: Deck(s), Screened, Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 6
- Parking Type: Driveway, Attached Garage, Off Street
- Garage Description: Garage - Side Entry, Garage Door Opener
Location
- Area: West Ocean City (85)
- County: Worcester
- Development Name: Whispering Woods
- Subdivision: Whispering Woods
- Building Name: NONE AVAILABLE
- Driving Directions: Rt 611 South turn RIGHT into Whispering Woods development (just past Smoker's BBQ); make a RIGHT onto Winding Trail; destination will be on your LEFT
- Location Details: Corner Lot/Unit
School Information
- School District: Worcester County Public Schools
- High School: Stephen Decatur
Community
- Association: Yes
- Assoc. Name: WHISPERING WOODS
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Forced Air, Heat Pump - Electric BackUp
- Heating Fuel: Natural Gas
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV, Electric Available, Natural Gas Available, Sewer Available, Water Available
Structural Information
- Architectural Info: Coastal, Traditional
- Architectural Style: Coastal, Traditional
- Structure Type: Detached
- Construction: Vinyl Siding
- Foundation: Crawl Space
- Roof: Architectural Shingle
- Walls/Ceilings: Dry Wall
- Windows: Insulated
- Stories/Levels: 0
- Stories Description: Main, Upper 1
- Square Feet: 2,710
- Sq. Ft. Source: Assessor
- Living Area: 2,710 Sq. Ft.
- Year Built: 2003
- Year Built Source: Assessor
- Property Condition: Very Good
Lot Features
- Lot Size (Acres): 0.25
- Lot Size (Sq. Ft.): 10,772
- Lot Size Source: Assessor
- Lot Dimensions: 0.00 x 0.00
- Lot Features: Corner
- Zoning: A-1
- Lot Description: Corner
Financial Considerations
- Price Per Sq. Ft.: $250.55
- Association Fee: $500
- Assoc Fee Freq.: Annually
- Assessment Year: 2024
- City/TownTax Freq: Annually
- County Tax: $3,305
- County Tax Freq: Annually
- Tax w/Assessment: $391,100
- Tax Amount: $3,743
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 2710
Disclosures and Reports
- Ownership: Fee Simple
- Lot Number: 69
Listed by RE/MAX Advantage Realty, Chris Jett
Sold by Redfin Corp, Danielle Marie Bullinger
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Schools
Schools serving 9836 Winding Trail Dr
School District:Worcester County Public Schools
| Name | Grades | Distance |
|---|---|---|
Ocean City Elementary School 12828 Center Drive, Ocean City, MD 21842 | PK-4 | 1.4 mi |
Berlin Intermediate School 309 Franklin Avenue, Berlin, MD 21811 | 4-6 | 4.9 mi |
Stephen Decatur Middle School, Berlin, MD 9815 Seahawk Road, Berlin, MD 21811 | 7-8 | 3.8 mi |
Stephen Decatur High School 9913 Seahawk Road, Berlin, MD 21811 | 9-12 | 3.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 9836 Winding Trail Dr
Date
Details
Price
Change
Source
7/24/2025
Sold
$670,000
-1.33%
MLS
5/08/2025
Price Reduced
$679,000
-1.45%
MLS
4/29/2025
Price Reduced
$689,000
-1.43%
MLS
3/28/2025
Listed
$699,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
9836 Winding Trail Drive, Ocean City, MD 21842 (MLS# MDWO2029480) is a Single Family property that was sold at $670,000 on July 24, 2025. Want to learn more about 9836 Winding Trail Drive? Do you have questions about finding other Single Family real estate for sale in Ocean City? You can browse all Ocean City real estate or contact a Coldwell Banker agent to request more information.

