Patricia Johnson

12903 Windy Drive

Ocean City, MD
$ 9,500,000 Beds 6 Baths 4.5 Sq 8,638
Monthly Estimate* How much can I afford?

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.

ACTIVE

  • Price
  • $ 9,500,000
  • City
  • Ocean City
  • Bedrooms
  • 6
  • Full Bathrooms
  • 4
  • County
  • WORCESTER
  • Half Bathrooms
  • 1
  • Area
  • West Ocean City
  • Lot Size
  • 37 Acres
  • Zip
  • 21842
  • Sqr Footage
  • 8,638
  • Year Built
  • 1985
  • Taxes
  • $ 17155
  • Style
  • MLS#
  • MDWO2039854
Listed By: Jay Phillips with Holiday Real Estate - 4105247700;
Data Source: Bright MLS

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 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

Affordability Calculator

$3,786

Per Month

Based on the average sale price from the Martinsburg, WV office

  • Monthly Principal & interest $2,658
  • Monthly Property Taxes $1,062
  • Monthly Home Insurance $67
Adjust Payment Options
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Let's determine your purchasing power. Working with my mortgage partner, you'll have the information you need to shop for a home with confidence.

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.

Mortgage calculator provided courtesy of Inside Real Estate.

Schools

Elementary School Unknown Elementary School
Middle School Unknown Middle School
High School Unknown High School

Price History

7/28/2026 Listed $9,500,000

Property vs Zip Code Average in 21842

Price
AVG $1.48M
$9.5M
Taxes
AVG $6,855
$17,155
Year Built
AVG 1984
1985
Visits
AVG 562
59
Data Provided by Inside Real Estate®

In The Neighborhood

Areas That We Cover

12903 Windy Drive Ocean City, MD is a Single Family Home for sale at $9500000 with 8638 sqft and a lot size of 37 Acres Acre(s). 12903 Windy Drive Ocean City has 6 bedrooms, 4 baths and was built in 1985. The property's zip code is 21842 which is in Ocean City, MD

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: 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.

Mortgage calculator provided courtesy of Inside Real Estate.

All information deemed reliable, but not guaranteed, and should be independently verified. The real estate information and related content displayed on this site is provided for consumers personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Patricia Johnson

Patricia Johnson

240-427-8870

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