Property Attributes
- MLS#MDWO2039854
- TypeSingle Family
- Listing Status ACTIVE
- CountyWORCESTER
- CityOcean City
- AreaWest Ocean City
- NeighborhoodCaptains Hill
- Zip21842
- Style
- Year Built1985
- Taxes$ 17155
- Price$ 9,500,000
- Bedrooms6
- Full Bathrooms4
- Half Bathrooms1
- Sqr Footage8638
- Lot Size37 Acres
Data Source:
Bright MLS
Property Description
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.
| Price History | |
|---|---|
| 7/28/2026 | Listed $9,500,000 |
General Features
| 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 | No |
| Property Type | Residential |
| HOA | No |
| Subdivision Name | CAPTAINS HILL |
| Garage Y/N | Yes |
| Water Access Y/N | Yes |
| Other Structures | Above Grade |
| Full Baths | 4 |
| Status | ACTIVE |
| Directions | Rt 50 East Left onto Golf Course Rd. Left onto Windy Dr..Property has sign |
| City | OCEAN CITY |
| Senior Community Y/N | No |
| MLS Area | West Ocean City (85) |
| Lot Size Units | Square Feet |
| Lot Size Square Feet | 1611720.00 |
| Tax Assessed Value | 0.0 |
| Tax Annual Amount | 17155.0 |
| Structure Type | Detached |
| Condo/Coop Association fee Y/N | No |
| Bathrooms Full Main Level | 1 |
| Bathrooms Count Main Level | 2.00 |
| Price Per Sq Ft Total AG | 1099.79 |
| Vacation Rental Y/N | No |
| Total SQFT | 10568 |
| Location Type | Bayfront |
| Standard Status | Active |
| Year Built Source | Estimated |
Interior Features
| 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) | Yes |
| Heating Y/N | Yes |
| Fireplace Y/N | Yes |
| Above Grade Finished Area | 8638 |
| Half Baths | 1 |
| Central Air Y/N | Yes |
| Total Bedrooms | 6 |
| Main Level Bedrooms | 1 |
| LivingAreaSource | Estimated |
| Below Grade Unfin Area Units | Square Feet |
| Below Grade Unfin SQFT | 1930 |
| Below Grade Unfin SQFT Source | Estimated |
| Bedrooms Count All Upper Levels | 5 |
| Bedrooms Count Upper Level 1 | 5 |
| Bathrooms Half Main Level | 1 |
| Bathrooms Full Upper Level 1 | 3 |
| Bathrooms Full All Upper Levels | 3 |
| Bathrooms Count Upper Level 1 | 3.00 |
| Bathrooms Count All Upper Levels | 3 |
| Above Grade Finished Area Source | Estimated |
| Above Grade Finished Area Unit Type | Square Feet |
| Total Baths | 5 |
Exterior Features
| Pool | Yes - Personal |
|---|---|
| Water Source | Private |
| Total Parking Spaces | 3 |
| Garage Features | Garage Door Opener,Inside Access,Oversized |
| Type of Parking | Attached Garage |
| Foundation Details | Block,Other |
| Water View Y/N | Yes |
| Lot Size Acres | 37.00 |
| Water Body Type | Bay |
| Lot Size Source | Estimated |
| Waterfront Y/N | Yes |
| Navigable Water Y/N | Yes |
| Water Oriented Y/N | Yes |
| # of Attached Garage Spaces | 3 |
Amenities
- Foreclosure
- Views
- Short Sale
- New Construction
- Adult 55+
- Lease To Own
- No HOA Fees
- Furnished
- Primary On Main
- Air Conditioning
- Seller Finance
- Green
- Fixer Upper
- Horse
- Golf
- Fireplace
- Deck
- Garage
- Basement
- Pool
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