$8,301 Closing Credit¹
#MDWO2029480, Chris Jett, Listing Office: RE/MAX Advantage Realty
$733,000 List price
9827 Winding Trail Dr Ocean City, MD 21842
$8,704
Closing credit¹
4 beds
2 full, 1 partial
3,020 sqft
0.2 acres
$243 / sqft
House
Property details
About 9827 Winding Trail Dr
🏡 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) 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!
Highlights
Home typeSingle Family Residence
HeatingForced Air
StatusActive
(ACTIVE)
(ACTIVE)
CoolingCentral Air
Size3,020 sqft
Lot size0.23 Acres
Year built2009
ParkingAdditional Storage Area,Garage - Front Entry,Oversized,Inside Access, Asphalt Driveway, Attached Garage,Driveway
MLS #MDWO2030342
Garage2 spaces
ViewPond
Summary
- Partial Bathrooms: 1
- Full Bathrooms: 2
- Appliances: Microwave, Range, Dishwasher, Humidifier, Ice Maker, Self Cleaning Oven, Refrigerator, Water Heater
- Basement: No
- Flooring Type: Carpet, Tile/Brick, Wood
- Interior: 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
- Total Bedroom Count: 4
- Garage Space: 2 spaces
- Parking: Additional Storage Area,Garage - Front Entry,Oversized,Inside Access, Asphalt Driveway, Attached Garage,Driveway
- View: Pond
- Exterior: Exterior Lighting, Flood Lights, Outbuilding(s), Sidewalks, Street Lights, Underground Lawn Sprinkler
- Architectural Style: Coastal, Colonial
- Heating: Forced Air
- Cooling: Central Air
- List Price: $733,000
- Price/SqFt: $242
- HOA Amount: $42
- HOA Frequency: Annually
- Annual Tax Amount: $3,727
- Tax Year: 2024
- Lot: Trees, Pond
- Directions: Route 50 to Route 611. Right onto Whispering Woods Drive. Right onto Winding Trail. House on right. GPS Friendly.
- Year Built: 2009
- Stories: 2
- Living Area: 3,020 SqFt
- Lot Size: 0.23 Acres
- MLS Number: MDWO2030342
- MLS Name: BRIGHT
- Office Name: Coldwell Banker/Bud Church Rea
- Office Phone: (410) 524-7888
- Office Email: bchurch565@aol.com
- Listing Agent: Allyson Bernard
- Agent Phone: (203) 470-3125
- Agent Email: allysonbernard@snet.net
Information Deemed Reliable But Not Guaranteed. 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 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. Some properties which appear for sale on this website may no longer be available because they are under contract, have sold or are no longer being offered for sale. Some real estate firms do not participate in IDX and their listings do not appear on this website. Some properties listed with participating firms do not appear on this website at the request of the seller. This home sale information is not to be construed as an appraisal and may not be used as such for any purpose.
BRIGHT MLS is the (or a) provider of this home sale information and has compiled content from various sources. Some properties represented may not have actually sold due to reporting errors. ©2025 BrightMLS. All rights reserved.
Data displayed may be a portion of, and not a complete set of all listings published in the MLS.
Last updated on: 4/29/2025, 2:20:51 AM Eastern. If you have any questions regarding the accuracy of this data, please contact us at help@rockethomes.com.
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$733,000
9827 Winding Trail Dr
$8,704
closing credit¹
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Price information
Property sales
| Date | Event | Price |
|---|---|---|
| Dec 10, 2007 | Home Sold | $170,000 |
| Dec 19, 2003 | Home Sold | $145,000 |
| Nov 27, 2001 | Home Sold | $64,900 |
Tax history
| Year | Assessment | Property Tax |
|---|---|---|
| 2024 | $425,800 | $3,727 |
| 2023 | $401,200 | $3,727 |
| 2022 | $376,600 | $3,594 |
| 2021 | $375,633 | $3,594 |
| 2020 | $374,667 | $3,585 |
| 2019 | $373,700 | $3,576 |
| 2018 | $373,700 | $3,538 |
| 2017 | $373,700 | $3,538 |
History based on county public records data.
Nearby schools
10
Ocean City Elementary School
Public District PK-4
1.4 mi
•12828 Center Dr
8
Berlin Intermediate School
Public District 4-6
4.9 mi
•309 Franklin Ave
9
Buckingham Elementary School
Public District PK-4
5.5 mi
•100 Buckingham Rd
School ratings are a score out of 10, where 10 is the highest and 1 is the lowest.
Neighborhood
The neighbors living near this home have an average income of $64,931. The most common annual income of people living in Ocean City, MD is between $35k-100k. Most families are single, no kids. The most common level of education of people living in this area is post secondary degree.
How much money do the neighbors make?
27%
<35k
40%
35k-100k
20%
100k-200k
13%
200k+
What level of education do the neighbors have?
High School Diploma
Post Secondary Degree
Masters Degree
What types of families live nearby?
46%
Single, No Kids
8%
Single, with Kids
32%
Married, No Kids
14%
Married, with Kids
Are the neighbors home owners or renters?
Home Owners
Renters
How old are people in this area?
12%
<11 yrs old
5%
12-17 yrs old
19%
18-34 yrs old
43%
35-64 yrs old
21%
65+ yrs old
What do the neighbors do for fun?
College Football
NASCAR
PGA/LPGA
Where do the neighbors shop?
Express/Express For Men
Dick's Sporting Goods
Stein Mart
Where do the neighbors go to eat?
Sonic
Arbys
Cracker Barrel
What do the neighbors drive?
Kia
GMC
Lexus
What do the neighbors listen to?
New Country
Adult Hits
Oldies
All data provided by Home Junction and Claritas
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Frequently asked questions
Living in Ocean City, MD
Transportation in Ocean City is well-suited to the needs of both residents and tourists. The town features a public bus service that runs along the Coastal Highway, providing convenient access to various points of interest. The area is also bike-friendly, with several bike paths and lanes available for those who prefer to cycle. For drivers, the city is easily navigable with well-maintained roads and highways connecting to nearby cities and attractions. While specific ride-sharing statistics are not mentioned, such services are commonly used by visitors and locals alike.
The community is served by a range of essential services, including public schools that cater to residents and the seasonal influx of families. Healthcare is accessible through local clinics and urgent care centers, ensuring medical needs are met promptly. Ocean City also boasts a variety of retail shops and dining options, from casual eateries to fine dining, many of which showcase the local seafood cuisine. The town is proactive in maintaining and enhancing its services to accommodate both its permanent population and seasonal visitors.
Ocean City is celebrated for its vibrant boardwalk, pristine beaches, and family-friendly atmosphere. The community prides itself on being a premier resort town, with numerous events throughout the year, including the famous Ocean City Air Show and the Sunfest music and arts festival. The town's character is shaped by its coastal environment, offering a relaxed lifestyle with a focus on outdoor recreation and water-based activities.
Ocean City's housing market is diverse, offering a mix of residential options that cater to a range of preferences. The area is known for its beachfront condominiums, which make up a significant portion of the housing stock, providing residents with scenic views and easy access to the beach. Single-family homes are also available, featuring styles from classic beach cottages to contemporary designs. The market is characterized by a mix of both year-round and seasonal properties, reflecting the city's popularity as a vacation destination.
About 9827 Winding Trail Dr
The listing price of 9827 Winding Trail Dr property is $733,000.
The property 9827 Winding Trail Dr is a house located in Ocean City, Maryland, 21842.
Active Listing: 9827 Winding Trail Dr is For Sale (Active/New) which means the seller is accepting offers.
The nearby schools for 9827 Winding Trail Dr are: Ocean City Elementary School (GreatSchools Rating 10/10), Berlin Intermediate School (GreatSchools Rating 8/10), Buckingham Elementary School (GreatSchools Rating 9/10), Stephen Decatur Middle School (GreatSchools Rating 10/10), Selbyville Middle School (GreatSchools Rating 5/10), Southern Delaware School of the Arts (GreatSchools Rating 8/10), Stephen Decatur High School (GreatSchools Rating 5/10), Indian River High School (GreatSchools Rating 5/10), Snow Hill High School (GreatSchools Rating 5/10).
According to the records, the last property tax for 2024 is $3,727 (source: MLS/based on county public records data).
The last sale was on December 10, 2007 for $170,000 (source: MLS/tax record).
The property at 9827 Winding Trail Dr has 4 bedrooms and 2 full and 1 half bathrooms.
The property 9827 Winding Trail Dr is 3,020 SqFt (source: MLS/tax record).
The year of construction for 9827 Winding Trail Dr is 2009.
This home is located at 9827 Winding Trail Dr in Ocean City, MD and zip code 21842. This 3,020 square foot home, which was built in 2009, sits on a 0.23 acre lot. Features: 4 bedrooms, 3 bathrooms. It has been listed on Rocket Homes since April 24, 2025 and is currently priced at $733,000.
Ocean City, MD housing market in March 2025 saw over 5 listings sold above listed price, more than 18 sold at listed price and over 30 sold below. The number of listings in Ocean City, MD increased by 32% between February and March 2025. In March 2025, listings were on the market for 56 days. During the same period, the median list price in this real estate market was $490,000.
From Rocket Homes Real Estate and based on county public records data.