12903 Windy Dr, Ocean City, MD 21842
Local realty services provided by:Pagoda Realty ERA Powered
12903 Windy Dr,Ocean City, MD 21842
$9,500,000
- 6 Beds
- 5 Baths
- 8,638 sq. ft.
- Single family
- Active
Listed by: jay phillips, denise a milko
Office: holiday real estate
MLS#:MDWO2039854
Source:BRIGHTMLS
Price summary
- Price:$9,500,000
- Price per sq. ft.:$1,099.79
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
- Subdivision & Development:CAPTAINS HILL
- Listing ID #:MDWO2039854
- Added:50 day(s) ago
- Updated:September 17, 2026 at 02:11 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
- Living area:8,638 sq. ft.
Heating and cooling
- Cooling:Central A/C
- Heating:Electric, Heat Pump(s)
Structure and exterior
- Roof:Shake, Wood
- Year built:1985
- Building area:8,638 sq. ft.
- Lot area:37 Acres
- 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
- Price per sq. ft.:$1,099.79
- 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
$520,000Coming Soon3 beds 3 baths1,147 sq. ft.13031 Hayes Ave #9, OCEAN CITY, MD 21842
MLS# MDWO2041378Listed by: BERKSHIRE HATHAWAY HOMESERVICES PENFED REALTY-WOC - Coming Soon
$548,000Coming Soon3 beds 3 baths1,859 sq. ft.200 Wicomico St #102, OCEAN CITY, MD 21842
MLS# MDWO2041118Listed by: INTEGRITY REAL ESTATE - Coming Soon
$245,000Coming Soon1 beds 1 baths396 sq. ft.512 Robin Dr #9, OCEAN CITY, MD 21842
MLS# MDWO2041150Listed by: COASTAL LIFE REALTY GROUP LLC - Coming Soon
$329,000Coming Soon1 beds 1 baths666 sq. ft.735 Bradley Rd #209, OCEAN CITY, MD 21842
MLS# MDWO2041350Listed by: COASTAL LIFE REALTY GROUP LLC - Coming Soon
Listed by ERA$439,000Coming Soon1 beds 1 baths874 sq. ft.3001 Atlantic Ave #201, OCEAN CITY, MD 21842
MLS# MDWO2041324Listed by: O'BRIEN REALTY ERA POWERED - Coming Soon
$375,000Coming Soon3 beds 2 baths1,002 sq. ft.17 139th St #201, OCEAN CITY, MD 21842
MLS# MDWO2040798Listed by: KELLER WILLIAMS REALTY - Coming Soon
$700,000Coming Soon3 beds 3 baths1,560 sq. ft.127 Sandy Hill Dr, OCEAN CITY, MD 21842
MLS# MDWO2039806Listed by: RE/MAX ONE - Coming Soon
$375,000Coming Soon2 beds 2 baths882 sq. ft.6 141st St #202, OCEAN CITY, MD 21842
MLS# MDWO2041272Listed by: KELLER WILLIAMS REALTY DELMARVA - Coming Soon
$525,000Coming Soon2 beds 2 baths1,082 sq. ft.104 85th St #209, OCEAN CITY, MD 21842
MLS# MDWO2041268Listed by: KELLER WILLIAMS REALTY DELMARVA - Coming Soon
$525,000Coming Soon2 beds 2 baths916 sq. ft.6007 Atlantic Ave #205, OCEAN CITY, MD 21842
MLS# MDWO2041254Listed by: NORTHROP REALTY