12903 Windy Drive Ocean City, MD $ 9,500,000
12903 Windy Drive
$ 9,500,000
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12903 Windy Drive

Ocean City, MD, 21842
$ 9,500,000
Bedrooms6 Baths4.1 Sq 8,638

Monthly Estimate*

$ 59,984

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Single Family Home for sale in Ocean City, MD

for $9,500,000 with 6 bedrooms and 4 full baths, 1 half bath. This 8,638 square foot home was built in 1985 on a lot size of 37.

This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester Countys true legacy properties. A rare combination of Coastal Luxury, privacy, acreage and future opportunity. Set on a expansive rise overlooking the bay, the Estate commands sweeping water and skyline views that shift elegantly from sunrise to the golden glow of sunset. A long driveway leads you to the 8000+ Sq Ft Coastal Residence, a grand yet serene retreat surrounded by park-like grounds and mature landscape that creates an atmosphere of total privacy. The main Estate and grounds encompass 27 acres that feature a diverse landscape designed for both beauty and functionality. Such highlights include a 3-acre freshwater pond that anchors the properties tranquil setting, an outdoor pool with surrounding deck ideal for families and entertaining, an expansive lawn for gatherings and pets, a large covered porch perfect for enjoying the broad water views and nature, covered parking entrance and a three-car garage. The residence itself offers the architectural presence and scale expected of a Coastal Estate of this magnitude, with generous living spaces, impressive ceiling heights and endless potential for customization or enhancement. In addition, this Estate offers additional parcels and development potential that allows for flexibility for future use. Included in the offering is a 2.73-acre Waterfront Lot and 20 plated lots with their own road frontage. This rare land portfolio provides exceptional opportunities, ideal for a private compound, multi-generational retreat, curated development or long-term investment that makes this property uniquely valuable. Opportunities of this size, location and versatility rarely ever come to market. With commanding views, coastal proximity, and expansive acreage, this Captains Hill Estate stands as one of the regions premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.

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Single Family Coming Soon

Price

$ 9,500,000

Bedrooms

6

Full Bath

4

Half Bath

1

Property Type

Single Family

Taxes

$ 17,155

Style

Lot Size

37

Year Built

1985

Town/City

Ocean City

County/Region

Worcester

MLS | Web ID

MDWO2039854

Features
General
Living Area 8638
Sewer Public Sewer
Heating Heat Pump(s)
Cooling Central A/C
Possession Immediate
Roof Shake Wood
Appliances Cooktop Dishwasher Icemaker Microwave Oven - Double Refrigerator Washer Water Heater Dryer - Electric
Zoning A
Garage Spaces 3.00
Association Fee Includes None
Architectural Style Other
Security Features Electric Alarm
Construction Materials Frame Rock Stick Built Other
School District WORCESTER COUNTY PUBLIC SCHOOLS
Year Built 1985
Electric 120/240V
View Bay
Levels 2
Tax Year 2026
Ownership Fee Simple
Cool Fuel Electric
Building Name NONE AVAILABLE
Accessibility Other
County WORCESTER
New Construction N
Property Type Residential
HOA N
Subdivision Name CAPTAINS HILL
Garage Y/N Y
Water Access Y/N Y
Other Structures Above Grade
Full Baths 4
Status COMING SOON
Directions Rt 50 East Left onto Golf Course Rd. Left onto Windy Dr..Property has sign
City OCEAN CITY
Senior Community Y/N N
MLS Area West Ocean City (85)
Lot Size Units Square Feet
Lot Size Square Feet 1611720.00
Tax Annual Amount 17155.0
Structure Type Detached
Condo/Coop Association fee Y/N N
Bathrooms Full Main Level 1
Bathrooms Count Main Level 2.00
Price Per Sq Ft Total AG 1099.79
Vacation Rental Y/N N
Location Type Bayfront
Standard Status Coming Soon
Year Built Source Estimated
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Interior
Interior Amenities Built-Ins Crown Moldings Dining Area Floor Plan - Open Formal/Separate Dining Room Kitchen - Eat-In Kitchen - Island Primary Bedroom - Bay Front Walk-in Closet(s) Wood Floors Additional Stairway
Heating Fuel Electric
Basement Interior Access Rear Entrance
Flooring Wood
Total Fireplaces 2
Fireplace Features Stone
Hot Water Electric
Basement (Y/N) Y
Heating Y/N Y
Fireplace Y/N Y
Above Grade Finished Area 8638
Half Baths 1
Central Air Y/N Y
Total Bedrooms 6
Main Level Bedrooms 1
Above Grade Finished Area Source Estimated
Above Grade Finished Area Unit Type Square Feet
Total Baths 5
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Exterior
Pool Yes - Personal
Water Source Private
Garage Features Garage Door Opener Inside Access Oversized
Type of Parking Attached Garage
Foundation Details Block Other
Water View Y/N Y
Lot Size Acres 37.00
Water Body Type Bay
Lot Size Source Estimated
Waterfront Y/N Y
Navigable Water Y/N Y
Water Oriented Y/N Y
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Internal Only
Street Number 1 12903
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* Excluded Features
List By
Holiday Real Estate

Broker

jphil10425@aol.com

Email

Affordability Calculator

$61,414
Per Month
98%
2%
0%
Monthly Principal & Interest
$59,984
Monthly Property Taxes
$1,430
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3534738 Elementary School
3535750 Middle School
Unknown High School High School
Pricing History
DatePricePrice ChangeDescription
7/28/2026$9,500,000 Listed Price

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12903 Windy Drive, Ocean City, MD, 21842 is a Single Family Home for sale at $9,500,000 with 8,638 sqft and a lot size of 37. 12903 Windy Drive has 6 bedrooms, 4.1 baths, and was built in 1985. The property's zip code is 21842 which is in Ocean City, MD