9836 Winding Trail Drive
OCEAN CITY, MD 21842
- 4 beds
- 3 baths
- 2,710 sqft
- 10,772 sqft lot
- $257 per sqft
- 2003 build
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!
Last checked:
As a licensed real estate brokerage, Estately has access to the same database professional Realtors use: the Multiple Listing Service (or MLS). That means we can display all the properties listed by other member brokerages of the local Association of Realtors—unless the seller has requested that the listing not be published or marketed online.
The MLS is widely considered to be the most authoritative, up-to-date, accurate, and complete source of real estate for-sale in the USA.
Estately updates this data as quickly as possible and shares as much information with our users as allowed by local rules. Estately can also email you updates when new homes come on the market that match your search, change price, or go under contract.
Checking…
•
Last updated Mar 28, 2025
•
MLS# MDWO2029480 —
The Building
-
Year Built:2003
-
Year Built Source:Assessor
-
Roof:Architectural Shingle
-
New Construction:No
-
Construction Materials:Vinyl Siding
-
Building Name:None Available
-
Structure Type:Detached
-
Historic:No
-
Architectural Style:Coastal, Traditional
-
Levels:2
-
Window Features:Insulated
-
Accessibility Features:Doors - Swing In
-
Foundation Details:Crawl Space
-
Basement:No
-
Total SqFt Source:Assessor
-
Total Below Grade SqFt Source:Assessor
-
Above Grade Finished Area Units:Square Feet
-
Above Grade Finished SqFt:2710
-
Above Grade Finished SqFt Source:Assessor
-
Below Grade Finished Area Units:Square Feet
-
Below Grade Unfinished Area Units:Square Feet
-
Below Grade Finished SqFt Source:Assessor
-
Below Grade Unfinished SqFt Source:Assessor
-
Tax Total Finished SqFt:2710
Interior
-
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
-
Room List:Living Room, Dining Room, Primary Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Laundry, Bathroom 2, Bonus Room, Primary Bathroom, Screened Porch
-
Room Count:11
-
Flooring Type:Hardwood, Carpet
-
Fireplace:Yes
-
Fireplaces:1
-
Fireplace Features:Gas/Propane
-
Wall & Ceilings:Dry Wall
-
Living Area SqFt Source:Assessor
Room Dimensions
-
Total SqFt:2710
-
Living Area SqFt:2,710 Sqft
Financial & Terms
-
Sale Type:Standard
-
Acceptable Financing:Conventional, Cash
-
Possession:Settlement
Location
-
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
-
Latitude:38.32941000
-
Longitude:-75.12095000
-
Location Type:Corner Lot/Unit
The Property
-
Property Type:Residential
-
Property Condition:Very Good
-
Lot Size Units:Square Feet
-
Lot Size Acres:0.25
-
Lot Size Source:Assessor
-
Lot Size Dimensions:0.00 x 0.00
-
Lot Dimensions Source:Assessor
-
Lot Features:Corner
-
Lot SqFt:10,772 Sqft
-
Additional Parcels:No
-
Zoning:A-1
-
In City Limits:No
-
Outdoor Living Structures:Deck(s), Screened, Porch(es)
-
Other Structures:Above Grade, Below Grade
-
Waterview:No
-
Waterfront:No
-
Water Oriented:No
-
Water Access:No
-
Navigable Water:No
-
Tidal Water:No
-
Land Use Code:R
-
Riparian Rights:No
Listing Agent
- Contact info:
- Agent phone:
- (443) 523-2360
- Office phone:
- (410) 723-3600
Taxes
-
Tax ID Number:2410388597
-
Tax Year:2024
-
Tax Lot:69
-
Tax Annual Amount:$3,743
-
Tax Assessed Value:$391,100
-
Year Assessed:2024
-
County Tax:3305.00
-
Total Taxes Payment Frequency:Annually
Beds
-
Bedrooms:4
-
Bedrooms Main Level:1
-
Upper Level Bedrooms:3
-
Upper Level 1 Bedrooms:3
Baths
-
Total Baths:3
-
Full Baths:2
-
Half Baths:1
-
Main Level Baths:1.00
-
Main Level Half Baths:1
-
Upper Level Full Baths:2
-
Upper Level Total Baths:2
-
Upper Level Total Baths:2.00
-
Upper Level Full Baths:2
Heating & Cooling
-
Cooling Type:Central A/C
-
Central Air:Yes
-
Cooling Fuel:Electric
-
Heating:Yes
-
Heating Type:Forced Air, Heat Pump - Electric BackUp
-
Heating Fuel:Natural Gas
Utilities
-
Utilities:Cable TV, Electric Available, Natural Gas Available, Sewer Available, Water Available
-
Sewer/Septic:Public Sewer
-
Electric Service:200+ Amp Service
-
Hot Water:Electric
-
Water Source:Public
Appliances
-
Appliances:Built-In Microwave, Cooktop, Dishwasher, Disposal, Dryer - Electric, Icemaker, Water Heater, Refrigerator, Dryer - Front Loading, Microwave, Oven/Range - Electric, Washer - Front Loading
-
Laundry Type:Main Floor
Schools
-
High School:STEPHEN DECATUR
-
School District Name:Worcester County Public Schools
-
School District Source:Listing Agent
The Community
-
Subdivision Name:Whispering Woods
-
Senior Community:No
-
Exterior Features:Lawn Sprinkler
-
Pool:No Pool
-
Spa:No
-
Association Recreation Fee:No
-
HOA:Yes
-
Condo/Coop Association:No
-
HOA Fee:$500
-
HOA Fee Frequency:Annually
-
HOA Name:Whispering Woods
Parking
-
Total Garage and Parking Spaces:6
-
Garage:Yes
-
Garage Features:Garage - Side Entry, Garage Door Opener
-
Garage Spaces:2.00
-
Type of Parking:Driveway, Attached Garage, Off Street
-
# of Attached Garage Spaces:2
-
Driveway - # of Spaces:4
Extra Units
-
Vacation Rental:No
Monthly cost estimate

Asking price
$699,000
Expense | Monthly cost |
---|---|
Mortgage
This calculator is intended for planning and education purposes only. It relies on assumptions and information provided by you regarding your goals, expectations and financial situation, and should not be used as your sole source of information. The output of the tool is not a loan offer or solicitation, nor is it financial or legal advice. |
$3,742
|
Taxes | $311 |
Insurance | $192 |
Utilities | $199 See report |
Total | $4,444/mo.* |
*This is an estimate |
Walk Score®
Provided by WalkScore® Inc.
Walk Score is the most well-known measure of walkability for any address. It is based on the distance to a variety of nearby services and pedestrian friendliness. Walk Scores range from 0 (Car-Dependent) to 100 (Walker’s Paradise).
Bike Score®
Provided by WalkScore® Inc.
Bike Score evaluates a location's bikeability. It is calculated by measuring bike infrastructure, hills, destinations and road connectivity, and the number of bike commuters. Bike Scores range from 0 (Somewhat Bikeable) to 100 (Biker’s Paradise).
Soundscore™
Provided by HowLoud
Soundscore is an overall score that accounts for traffic, airport activity, and local sources. A Soundscore rating is a number between 50 (very loud) and 100 (very quiet).
Air Pollution Index
Provided by ClearlyEnergy
The air pollution index is calculated by county or urban area using the past three years data. The index ranks the county or urban area on a scale of 0 (best) - 100 (worst) across the United Sates.
Max Internet Speed
Provided by BroadbandNow®
This is the maximum advertised internet speed available for this home. Under 10 Mbps is in the slower range, and anything above 30 Mbps is considered fast. For heavier internet users, some plans allow for more than 100 Mbps.
Sale history
Date | Event | Source | Price | % Change |
---|---|---|---|---|
3/27/25
Mar 27, 2025
|
Listed / Active | BRIGHT | $699,000 |