12903 Windy Dr, Ocean City, MD 21842
Local realty services provided by:Better Homes and Gardens Real Estate Reserve
12903 Windy Dr,Ocean City, MD 21842
$9,500,000
- 6 Beds
- 5 Baths
- - sq. ft.
- Single family
- Coming Soon
Listed by: jay phillips, denise a milko
Office: holiday real estate
MLS#:MDWO2039854
Source:BRIGHTMLS
Price summary
- Price:$9,500,000
About this home
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....
Contact an agent
Home facts
- Year built:1985
- Listing ID #:MDWO2039854
- Updated:July 28, 2026 at 07:42 PM
Rooms and interior
- Bedrooms:6
- Total bathrooms:5
- Full bathrooms:4
- Half bathrooms:1
- Flooring:Wood
- Dining Description:Dining Area, Formal/Separate Dining Room
- Kitchen Description:Built-Ins, Cooktop, Crown Moldings, Dishwasher, Icemaker, Kitchen - Eat-In, Kitchen - Island, Microwave, Oven - Double, Refrigerator, Water Heater
- Bedroom Description:Primary Bedroom - Bay Front, Walk In Closet(s)
- Basement:Yes
- Basement Description:Interior Access, Rear Entrance
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Shake, Wood
- Year built:1985
- Lot Features:Bayfront
- Construction Materials:Frame, Rock, Stick Built
- Foundation Description:Block
- Levels:2 Stories
Utilities
- Water:Private
- Sewer:Public Sewer
Finances and disclosures
- Price:$9,500,000
- Tax amount:$17,155 (2026)
Features and amenities
- Laundry features:Dryer - Electric, Washer
- Amenities:120/240V, Built-Ins, Crown Moldings, Electric Alarm, Primary Bedroom - Bay Front
Parking
- Parking description:Attached Garage, Garage Door Opener, Inside Access, Oversized
- Garage:Yes
- Garage spaces:3
New listings near 12903 Windy Dr
- Coming Soon
$1,699,000Coming Soon5 beds 5 baths5 Beach Side Mews, OCEAN CITY, MD 21842
MLS# MDWO2039900Listed by: RE/MAX ADVANTAGE REALTY - Coming Soon
$619,000Coming Soon3 beds 2 baths1 Fountain Dr E #3e, OCEAN CITY, MD 21842
MLS# MDWO2040132Listed by: COLDWELL BANKER REALTY - Coming Soon
$880,000Coming Soon3 beds 2 baths11000 Coastal Hwy #1712, OCEAN CITY, MD 21842
MLS# MDWO2040156Listed by: ATLANTIC SHORES SOTHEBY'S INTERNATIONAL REALTY - Coming Soon
$649,900Coming Soon2 beds 2 baths9402 Coastal Hwy #605, OCEAN CITY, MD 21842
MLS# MDWO2040164Listed by: COLDWELL BANKER REALTY - Coming Soon
$499,900Coming Soon4 beds 2 baths138 Clam Shell Rd, OCEAN CITY, MD 21842
MLS# MDWO2040106Listed by: MONTEGO BAY REALTY - New
$769,000Active3 beds 2 baths1,434 sq. ft.11000 Coastal Hwy #1911, OCEAN CITY, MD 21842
MLS# MDWO2040108Listed by: KELLER WILLIAMS REALTY DELMARVA - Open Fri, 3 to 5pmNew
$185,000Active-- beds 1 baths376 sq. ft.202 32nd St #210, OCEAN CITY, MD 21842
MLS# MDWO2039962Listed by: KELLER WILLIAMS REALTY DELMARVA - New
$325,000Active1 beds 2 baths525 sq. ft.16 51st St #205, OCEAN CITY, MD 21842
MLS# MDWO2040096Listed by: RE/MAX ONE - Coming Soon
$899,900Coming Soon3 beds 2 baths131 Old Wharf Rd, OCEAN CITY, MD 21842
MLS# MDWO2039952Listed by: COLDWELL BANKER REALTY