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$650,000
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Property Description
🡠Tranquil Lakeside Living in Whispering Woods - price enhanced for smart buyers - sellers motivated! Nestled in the serene Whispering Woods community of West Ocean City, this meticulously maintained 4-bedroom, 3-bathroom home offers 3,020 sq. ft. of pristine living space. Thoughtfully designed for comfort and style, it features a first-floor primary suite complete with a private bath and walk-in closet. Upstairs, additional bedrooms, a full bath, and a spacious family room provide a private retreat for guests. At the heart of the home is the open-concept kitchen, beautifully appointed with granite countertops. It connects seamlessly to the formal dining room and flows effortlessly into the breakfast area and living room, where French sliders lead to a deck overlooking the pond-a peaceful backdrop where birds and nature abound. Additional highlights include: Oversized, heated garage Ample storage throughout Optional membership to Mystic Harbour pool amenities Close proximity to Ocean City, the beach, and Assateague Island (home to the famous wild ponies) Boat ramp within a quarter mile Custom home by owner/builder Quiet, walkable streets with street lighting-ideal for jogging, pet walking, and enjoying the outdoors Professionally maintained ponds and common areas Whispering Woods is a private, wooded community surrounded by mature forest and tranquil ponds-offering a peaceful retreat just minutes from shopping, dining, and outdoor adventures. With low HOA fees and minimal community maintenance responsibilities, it provides a relaxed, welcoming environment. This home is a rare gem-perfect for those seeking a harmonious blend of tranquility and convenience in a picturesque setting. Move-in ready!
Full Property Details
Full Property Details for 9827 Winding Trail Dr
General
- Sold For: $650,000
- HOA FEE: $42/month
- HOA FEE FREQ.: Annually
- Taxes: $4,075 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDWO2030342
- Added to Site: 268 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Bedroom 2, Bedroom 3, Bedroom 4, Kitchen, Family Room, Bedroom 1, Bathroom 2, Primary Bathroom, Half Bath
- Interior Features: Attic, Attic/House Fan, Breakfast Area, Carpet, Ceiling Fan(s), Combination Kitchen/Living, Entry Level Bedroom, Floor Plan - Open, Formal/Separate Dining Room, Primary Bath(s), Recessed Lighting, Pantry, Window Treatments, Upgraded Countertops, Wood Floors
- Appliances: Built-In Microwave, Built-In Range, Dishwasher, Humidifier, Icemaker, Oven - Self Cleaning, Refrigerator, Water Heater - High-Efficiency
- Flooring: Carpet, Tile/Brick, Wood
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- Half Bathrooms: 1
- Upper Floor Baths: 1
- Upper - Full Baths: 1
- Main Floor Baths: 2
- Main - Full Baths: 1
- Main - 1/2 Baths: 1
Bedrooms
- Total Bedrooms: 4
- Bedrooms Upper: 3
- Bedrooms Main & Up: 1
Other Rooms
- Laundry: Hookup, Main Floor
Additional Information
- Security/Safety: Exterior Cameras, Smoke Detector
Exterior
- Exterior Features: Exterior Lighting, Flood Lights, Outbuilding(s), Sidewalks, Street Lights, Underground Lawn Sprinkler
- Porch/Patio/Deck: Deck(s), Porch(es)
Parking
- Garage: Yes
- Garage Spaces: 2
- Total Spaces: 5
- Parking Features: Asphalt Driveway
- Parking Type: Attached Garage, Driveway
- Garage Description: Additional Storage Area, Garage - Front Entry, Oversized, Inside Access
Location
- Area: West Ocean City (85)
- County: WORCESTER
- Subdivision: WHISPERING WOODS
- Cross Streets: Whispering Trail
- Driving Directions: Route 50 to Route 611. Right onto Whispering Woods Drive. Right onto Winding Trail. House on right. GPS Friendly.
- Direction Faces: South
- Location Details: Pond
School Information
- School District: Worcester County Public Schools
- Elementary School: Ocean City
- Middle School: Stephen Decatur
- High School: Stephen Decatur
Community
- Association: Yes
- Assoc. Fees Include: Common Area Maintenance, Trash
- Pets Allowed: Yes
- Pets: No Pet Restrictions
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Forced Air
- Heating Fuel: Electric
- Water Heater: 60+ Gallon Tank
Utilities
- Sewer: Public Sewer
- Water: Community
- Utility Description: Electric Available, Cable TV Available
Structural Information
- Architectural Style: Coastal, Colonial
- Structure Type: Detached
- Construction: Stick Built, Frame
- Foundation: Crawl Space, Concrete Perimeter, Slab
- Roof: Asphalt
- Walls/Ceilings: 9'+ Ceilings, Dry Wall
- Windows: Double Hung, Energy Efficient, Screens, Vinyl Clad
- Doors: Sliding Glass
- Stories Description: Main, Upper 1
- Square Feet: 3,534
- Sq. Ft. Source: Estimated
- Living Area: 3,020 Sq. Ft.
- Finished Above Grnd: 3,020 Sq. Ft.
- Unfin. Above Grnd: 514 Sq. Ft.
- Year Built: 2009
- Year Built Source: Assessor
- Property Condition: Excellent
Additional Structures
- Other Structures: Shed
Lot Features
- Property View: Pond
- Lot Size (Acres): 0.23
- Lot Size (Sq. Ft.): 10,049
- Lot Size Source: Assessor
- Street/Road Desc.: Paved
- Zoning: A-1
- Lot Description: Backs to Trees, Pond
Water Features
- Water View: Yes
Financial Considerations
- Price Per Sq. Ft.: $225.15
- Association Fee: $500
- Assoc Fee Freq.: Annually
- Assessment Year: 2025
- County Tax: $3,598
- County Tax Freq: Annually
- Tax w/Assessment: $450,400
- Tax Amount: $4,075
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 3020
Disclosures and Reports
- Ownership: Fee Simple
- Exclusions: Front yard "Fish" Statute, furnishings, etc
- Inclusions: Lighting as seen and window treatments
- Lot Number: 9
Listed by Coldwell Banker/Bud Church Rea, Allyson Bernard
Sold by Coastal Life Realty Group LLC, Brooks Ronald Decker
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Schools
Schools serving 9827 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 | 3.7 mi |
Stephen Decatur High School 9913 Seahawk Road, Berlin, MD 21811 | 9-12 | 3.8 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 9827 Winding Trail Dr
Date
Details
Price
Change
Source
12/15/2025
Sold
$650,000
-4.4%
MLS
10/21/2025
Price Reduced
$679,950
-2.55%
MLS
7/21/2025
Price Reduced
$697,777
-1.58%
MLS
6/10/2025
Price Reduced
$709,000
-3.27%
MLS
4/24/2025
Listed
$733,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
9827 Winding Trail Drive, Ocean City, MD 21842 (MLS# MDWO2030342) is a Single Family property that was sold at $650,000 on December 15, 2025. Want to learn more about 9827 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.

