WaterfrontNew Listing

12903 windy drive

OCEAN CITY, MD 21842

$9,500,000

6 BEDS 5 BATHS
8,638 SQFT37 AC LOT
Residential-Detached
WaterfrontNew Listing
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Bedrooms 6
Total Baths 5
Full Baths 4
Square Feet 8638
Acreage 37
Status Active
MLS # MDWO2039854
County WORCESTER
More Info
Category Residential-Detached
Status Active
Square Feet 8638
Acreage 37
MLS # MDWO2039854
County WORCESTER
This 37-acre Waterfront Estate in the desirable West Ocean City Community of Captains Hill stands among Worcester County’s 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 Captain’s Hill Estate stands as one of the region’s premier offerings, a property with both present-day grandeur and limitless future potential. A Coastal Treasure without equal.
Location not available
Listing
Street
Satellite

Exterior Features

  • Style Other
  • Construction Single Family
  • Siding Frame, Rock, Stick Built, Other
  • Roof Shake, Wood
  • Garage Yes
  • Garage Description 3
  • Water Private
  • Sewer Public Sewer

Interior Features

  • Appliances Cooktop, Dishwasher, Icemaker, Microwave, Oven - Double, Refrigerator, Washer, WaterHeater, Dryer - Electric
  • Heating Heat Pump(s)
  • Cooling Central A/C
  • Basement Interior Access, Rear Entrance
  • Fireplaces 2
  • Living Area 8,638 SQFT
  • Year Built 1985

Neighborhood & Schools

  • Subdivision CAPTAINS HILL

Financial Information

  • Zoning A

Additional Services

Internet Service Providers

Listing Information

Listing Provided Courtesy of Holiday Real Estate - (410) 524-7700
© Bright MLS. All rights reserved. Listings provided by Bright MLS from various brokers who participate in IDX (Internet Data Exchange). Information deemed reliable but not guaranteed.
Listing data is current as of 08/06/2026.

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