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$381,600
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Property Description
Welcome to 1 Windward Ct, Ocean Pines, MD - where waterfront living meets unmatched community amenities! This charming split-level home boasts 3 bedrooms, 3 full baths, and 1,728 square feet of thoughtfully designed living space. The large living room has strong natural light, while the kitchen offers a serene view of the water out back - perfect for savoring the moments while cooking and preparing food. The primary bedroom features its own full bathroom for added convenience. A cozy fireplace warms the downstairs family room, which connects to a walk-out basement with sliding doors. Enjoy the tranquil surroundings from the screened-in porch or the spacious rear deck, both ideal for relaxation and entertaining. Nestled in the coveted Ocean Pines community, this home offers access to a variety of exclusive amenities. Boating and water enthusiasts will appreciate the fishing marina with boat slips, as well as the Ocean Pines Beach Club on 49th St. in Ocean City. Residents enjoy the Ocean Pines Golf Club, outdoor pools, tennis and pickleball courts, basketball courts, and soccer fields. For families and outdoor lovers, the community includes kids' play areas, walking and jogging trails, and several parks. Social opportunities abound, from dining at the Yacht Club overlooking the marina to participating in events like ice cream socials, bingo nights, and community yard sales. Located just minutes from the beach, dining, shopping, and top-notch golf courses, this property also offers unbeatable convenience. Less than 4 miles away, you'll find groceries, restaurants, and Veterans Memorial Park, while the Ocean City Beach at 62nd St. is just a quick drive under 10 miles. Across the street from the community, enjoy a vibrant farmers market, craft shows, live music under the pavilion, and a large playground. This home is ready to provide the perfect blend of coastal living and everyday convenience!
Full Property Details
Full Property Details for 1 Windward Ct
General
- Sold For: $381,600
- HOA FEE: $122/month
- HOA FEE FREQ.: Annually
- Taxes: $2,948 (2024)
- Status: Closed
- Type: Single Family
- Source: BrightMLSMidAtlantic
- MLS ID: MDWO2027250
- Added to Site: 450 day(s) ago
Interior
- Rooms/Areas: Living Room, Dining Room, Primary Bedroom, Kitchen, Family Room, Laundry, Primary Bathroom, Screened Porch
- Interior Features: Carpet, Combination Kitchen/Dining, Dining Area, Floor Plan - Traditional, Bathroom - Soaking Tub, Bathroom - Tub Shower, Upgraded Countertops, Stove - Wood
- Fireplace: Yes
- Number of Fireplaces: 1
- Fireplace(s): Mantel(s)
- Appliances: Dishwasher, Dryer, Oven/Range - Electric, Refrigerator, Washer, Water Heater
- Flooring: Carpet, Laminate Plank
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
- Upper Floor Baths: 2
- Upper - Full Baths: 2
- Lower Floor Baths: 1
- Lower - Full Baths: 1
Bedrooms
- Total Bedrooms: 3
- Bedrooms Upper: 3
Additional Information
- Shared Amenities: Bar/Lounge, Beach, Beach Club, Boat Ramp, Community Center, Golf Course, Golf Course Membership Available, Jog/Walk Path, Library, Marina/Marina Club, Meeting Room, Picnic Area, Pier/Dock, Swimming Pool, Tennis Courts, Tot Lots/Playground
- Shared Pool: Yes
- Pool: Yes
Exterior
- Exterior Features: Exterior Lighting, Other
- Porch/Patio/Deck: Deck(s), Porch(es), Screened
Parking
- Total Spaces: 4
- Parking Features: Gravel Driveway
- Parking Type: Driveway
Location
- Area: Worcester Ocean Pines
- County: WORCESTER
- Subdivision: OCEAN PINES - TEAL BAY
- Driving Directions: From Route 90 (Ocean City Expressway): Take the exit toward Ocean Pines and merge onto MD-589 (Racetrack Road). Continue onto W Frontage Rd, Turn L onto Race Track Rd, Turn L onto Beauchamp Rd, Turn R onto St Martins Ln, Turn L onto Ocean Pines/Ocean Pky, Turn L onto Customs Way, Turn R onto Teal Circle, Turn R stay on Teal Circle, Turn R onto Windward Ct, Property is on the Left.
School Information
- School District: Worcester County Public Schools
Community
- Association: Yes
- Assoc. Name: OCEAN PINES
Heating & Cooling
- Central air: Yes
- Cooling Type: Central A/C
- Cooling Fuel: Electric
- Heating Type: Heat Pump(s)
- Heating Fuel: Electric
- Water Heater: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
Structural Information
- Architectural Style: Split Level
- Structure Type: Detached
- Construction: Vinyl Siding
- Basement: Yes
- Basement Entrance: Yes
- Basement Desc.: Fully Finished, Heated, Outside Entrance, Walkout Level, Shelving
- Foundation: Permanent
- Roof: Shingle
- Walls/Ceilings: Dry Wall
- Stories Description: Lower 1, Main, Upper 1
- Square Feet: 1,728
- Sq. Ft. Source: Assessor
- Living Area: 1,728 Sq. Ft.
- Finished Above Grnd: 1,728 Sq. Ft.
- Year Built: 1989
- Year Built Source: Assessor
Unit Information
Unit 1
- Bathrooms-Lower: 1
Lot Features
- Lot Size (Acres): 0.18
- Lot Size (Sq. Ft.): 7,991
- Lot Size Source: Assessor
- Zoning: R-3
Water Features
- Water Front: Yes
- Navigable Water: Yes
- Water Access: Yes
- Water Access Desc: Boat - Powered, Canoe/Kayak, Private Access
- Water Front Type: Canal
- Water Front Name: Saint Martin River
Financial Considerations
- Price Per Sq. Ft.: $266.2
- Association Fee: $1,465
- Assoc Fee Freq.: Annually
- Assessment Year: 2024
- County Tax: $2,603
- County Tax Freq: Annually
- Tax w/Assessment: $308,000
- Tax Amount: $2,948
- Tax Year: 2024
- Terms: Standard Sale
- Tax Total Finished Sq. Ft.: 1728
Disclosures and Reports
- Ownership: Fee Simple
- Section: 4
- Lot Number: 307
Listed by Keller Williams Keystone Realty, Broc Schmelyun
Sold by Realty ONE Group Unlimited, Laura E Diamantoni
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Schools
Schools serving 1 Windward Ct
School District:Worcester County Public Schools
| Name | Grades | Distance |
|---|---|---|
Showell Elementary School 11318 Showell School Road, Berlin, MD 21811 | PK-3 | 2.8 mi |
Berlin Intermediate School 309 Franklin Avenue, Berlin, MD 21811 | 4-6 | 5.9 mi |
Stephen Decatur Middle School, Berlin, MD 9815 Seahawk Road, Berlin, MD 21811 | 7-8 | 4.8 mi |
Stephen Decatur High School 9913 Seahawk Road, Berlin, MD 21811 | 9-12 | 4.6 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 1 Windward Ct
Date
Details
Price
Change
Source
1/16/2026
Sold
$381,600
-17.04%
MLS
9/27/2025
Price Reduced
$460,000
-4.15%
MLS
8/23/2025
Price Reduced
$479,900
-2.04%
MLS
6/30/2025
Price Reduced
$489,900
-2.02%
MLS
5/19/2025
Price Reduced
$500,000
-4.76%
MLS
3/13/2025
Price Reduced
$525,000
-4.55%
MLS
12/08/2024
Listed
$550,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
1 Windward Court, Ocean Pines, MD 21811 (MLS# MDWO2027250) is a Single Family property that was sold at $381,600 on January 16, 2026. Want to learn more about 1 Windward Court? Do you have questions about finding other Single Family real estate for sale in Ocean Pines? You can browse all Ocean Pines real estate or contact a Coldwell Banker agent to request more information.

