
9827 Winding Trail Dr Ocean City, MD 21842
West Ocean City NeighborhoodEstimated payment $4,176/month
Highlights
- Pond View
- Open Floorplan
- Deck
- Ocean City Elementary School Rated A
- Colonial Architecture
- Pond
About This Home
Tranquil Lakeside Living in Whispering Woods
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!
Listing Agent
Coldwell Banker Bud Church Realty,Inc. License #646021 Listed on: 04/24/2025

Home Details
Home Type
- Single Family
Est. Annual Taxes
- $4,075
Year Built
- Built in 2009
Lot Details
- 10,049 Sq Ft Lot
- South Facing Home
- Sprinkler System
- Backs to Trees or Woods
- Property is in excellent condition
- Property is zoned A-1
HOA Fees
- $42 Monthly HOA Fees
Parking
- 2 Car Direct Access Garage
- 3 Driveway Spaces
- Oversized Parking
- Parking Storage or Cabinetry
- Front Facing Garage
Home Design
- Colonial Architecture
- Coastal Architecture
- Slab Foundation
- Frame Construction
- Asphalt Roof
- Concrete Perimeter Foundation
- Stick Built Home
Interior Spaces
- Property has 2 Levels
- Open Floorplan
- Ceiling height of 9 feet or more
- Ceiling Fan
- Recessed Lighting
- Vinyl Clad Windows
- Double Hung Windows
- Window Screens
- Sliding Doors
- Family Room
- Combination Kitchen and Living
- Formal Dining Room
- Pond Views
- Crawl Space
- Attic Fan
Kitchen
- Breakfast Area or Nook
- Self-Cleaning Oven
- Built-In Range
- Built-In Microwave
- Ice Maker
- Dishwasher
- Upgraded Countertops
Flooring
- Wood
- Carpet
- Tile or Brick
Bedrooms and Bathrooms
- En-Suite Primary Bedroom
- En-Suite Bathroom
Laundry
- Laundry on main level
- Washer and Dryer Hookup
Home Security
- Exterior Cameras
- Fire and Smoke Detector
- Flood Lights
Eco-Friendly Details
- Energy-Efficient Windows
Outdoor Features
- Pond
- Deck
- Exterior Lighting
- Shed
- Outbuilding
- Porch
Schools
- Ocean City Elementary School
- Stephen Decatur Middle School
- Stephen Decatur High School
Utilities
- Forced Air Heating and Cooling System
- Humidifier
- 200+ Amp Service
- 60 Gallon+ High-Efficiency Water Heater
- Cable TV Available
Community Details
- Association fees include common area maintenance, trash
- Whispering Woods Subdivision
Listing and Financial Details
- Tax Lot 9
- Assessor Parcel Number 2410387922
Map
Home Values in the Area
Average Home Value in this Area
Tax History
Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
---|---|---|---|---|
2025 | $3,836 | $450,400 | $153,500 | $296,900 |
2024 | $3,836 | $425,800 | $0 | $0 |
2023 | $3,727 | $401,200 | $0 | $0 |
2022 | $3,588 | $376,600 | $110,000 | $266,600 |
2021 | $3,595 | $375,633 | $0 | $0 |
2020 | $3,586 | $374,667 | $0 | $0 |
2019 | $3,576 | $373,700 | $110,000 | $263,700 |
2018 | $3,539 | $373,700 | $110,000 | $263,700 |
2017 | $3,539 | $373,700 | $0 | $0 |
2016 | -- | $382,300 | $0 | $0 |
2015 | -- | $382,300 | $0 | $0 |
2014 | $3,119 | $382,300 | $0 | $0 |
Property History
Date | Event | Price | Change | Sq Ft Price |
---|---|---|---|---|
07/21/2025 07/21/25 | Price Changed | $697,777 | -1.6% | $231 / Sq Ft |
06/10/2025 06/10/25 | Price Changed | $709,000 | -3.3% | $235 / Sq Ft |
04/24/2025 04/24/25 | For Sale | $733,000 | -- | $243 / Sq Ft |
Purchase History
Date | Type | Sale Price | Title Company |
---|---|---|---|
Deed | $170,000 | -- | |
Deed | $170,000 | -- | |
Deed | $145,000 | -- | |
Deed | $64,900 | -- |
Mortgage History
Date | Status | Loan Amount | Loan Type |
---|---|---|---|
Open | $250,000 | Credit Line Revolving | |
Closed | $189,000 | Stand Alone Refi Refinance Of Original Loan | |
Closed | -- | No Value Available |
About the Listing Agent

I'm an expert real estate agent with Real Estate Professionals in Danbury, CT and with Coldwell Banker Church Realty in Ocean City, MD and the nearby areas. I provide homebuyers and sellers with professional, responsive and attentive real estate services.
Want an agent who'll really listen to what you want in a home? Need an agent who knows how to effectively market your home so it sells? Give me a call! I'm eager to help and would love to talk to you.
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Source: Bright MLS
MLS Number: MDWO2030342

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