2 Judy Point Lane

Set on over 3 private acres with sweeping water views, 2 Judy Point Lane is a remarkable Westport waterfront estate offering approximately 14,000 square feet of living space and a rare compound-style layout. The property consists of two substantial residences connected by a breezeway, creating exceptional flexibility for multi-generational living, extended guests, or a private guest house. Dramatic interiors feature soaring ceilings, expansive windows, and multiple stone fireplaces that frame the natural beauty of the surrounding landscape. Generous living and entertaining spaces flow effortlessly to outdoor terraces and landscaped grounds designed for both relaxation and gathering. The property includes a waterside pool overlooking the water, a private dock for boating, and a gated driveway set among mature plantings that enhance the estate's sense of privacy. Additional amenities include the potential for an indoor pool and spa, offering an opportunity to further elevate the home's resort-like experience. A rare offering combining scale, versatility, and waterfront living in one of Westport's most sought-after coastal settings. * Rare opportunity to own a waterfront estate with 3 acres and private dock in Westport * Private dock providing direct access for boating * Two residences connected by a breezeway offering exceptional flexibility * Ideal for multigenerational living, guest house, or private work-from-home setup * Expansive outdoor areas designed for entertaining and relaxation * Waterside pool positioned to capture open water views * Potential for indoor pool and spa * Gated entry and mature landscaping create a high level of privacy * Generous room sizes, multiple living areas, and strong natural light throughout * Conveniently located to town, beaches, and all Westport amenities