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Street View
$9,500,000
Monthly Est:$47,285
6 Beds
- 5 Baths
4 full baths + 1 half bath
8,638sqft
12903 Windy Dr, Ocean City, MD 21842
$9,500,000
$47,285/moEst:
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Single Family Residence
Built in 1985
$-- HOA
37 acres lot
$1,100/sq.ft
Description
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.
- Houzeo last checked: 12 hours ago
- Listing updated: August 3, 2026 at 3:30 pm
- Listing Provided by: Jay Phillips (410) 726-8631 , Denise A Milko (410) 430-7188 | Holiday Real Estate (410) 524-7700
- Source: Bright MLS-NJ | MLS#: MDWO2039854

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1985
HOA Fees
-
Finished Area
8,638 sqft
Lot Size
37 acres lot
Basement Area
- sqft
MLS Name
Bright MLS
MLS Number
MDWO2039854
MLS Status
ACTIVE-BRIGHT
Days on Market
4

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 6
Bathrooms: 5
Interior
Flooring
Wood
Interior Features
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
Sewer
Public Sewer
Appliances
Cooktop, Dishwasher, Icemaker, Microwave, Oven Double, Refrigerator, Washer, Water Heater, Dryer Electric
Heating
Heat Pump(s)
Cooling
Central A/c
Construction
Year Built
Year Built: 1985
Home type
Single Family Residence
Foundation Details
Block, Other
Construction Materials
Frame, Rock, Stick Built, Other
Architectural Style
Other
Roof
Shake, Wood
Utilities & Energy
Security Features
Electric Alarm
Water Source
Private
Basement
Interior Access, Rear Entrance
Electric
120/240v
Fireplace Features
Stone
Other Features
Subdivision Name
Captains Hill
Price History
| Date | Event | Price |
|---|---|---|
07/31/2026 Source: | Listed for Sale | $9,500,000 $1,100/sqft |
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