Nestled in the heart of Westport's exclusive Old Hill, this breathtaking custom home was carefully designed and built for the Builder's own family...with meticulous care, exquisite attention to detail and unparalleled workmanship and technology. A truly remarkable home, 1 Winding Court was completed in 2020 and is fully finished on four levels spanning over 10,000+ square feet showcasing 7 Bedrooms, 10 Bathrooms, and a spacious bright main level complete with spectacular 10' and 20' ceilings and architectural finishes. As you step through into the dramatic 2- story foyer the open modern floor plan greets you with excitement. Grand-scale heart of the home offers gorgeous Gourmet Kitchen, easy flow through Dining areas and spectacular Family room with Fireplace and dual French doors revealing an indoor/outdoor seamless lifestyle. Enjoy a five-star experience outside whether swimming in the heated Pool, preparing in the outdoor Kitchen/Bar, eating alfresco on the expansive terraces, or simply lounging under the Veranda with Fireplace and TV watching the nightly sunset! Convenient outdoor Shower and Bath add to your comforts. Back inside the home offers private Home Office, formal Dining and Living rooms, Second Level private living, Lower level Gym with Sauna, Bath, Media room Playroom, ensuite Bedroom, and Bonus room with Fireplace. Other features include Indoor/Outdoor Audio, Generator, 400 Amp service, UV Air filtration, Full-House AV Smart System, and Heated 3-car Garage.