160 Wyandanch Lane presents a rare offering at the highest level of Southampton Village real estate - a timeless waterfront estate set on just under four private acres along one of the village's most prestigious and storied lanes. Making its market debut, this exceptional property embodies the scale, privacy, and understated elegance that define the great Southampton estates. Originally designed by renowned architect Francis Fleetwood, whose work has become synonymous with some of the most significant homes in Southampton history, the estate reflects a level of architectural pedigree rarely offered to the market. Centered around a classic traditional main residence, the property unfolds across meticulously maintained grounds with sweeping lawns, mature specimen plantings, and a seamless connection to the water. The 7-bedroom, 7.5-bathroom main residence is thoughtfully designed for both refined entertaining and relaxed waterfront living, with 2 bedrooms located on the first floor and 5 additional bedrooms upstairs. A newly renovated kitchen anchors the home's interior spaces, complemented by a vaulted-ceiling den featuring a double-sided fireplace that flows into the kitchen while offering the ability to be closed off for privacy when desired. Additional gathering spaces include a grand living room, formal dining room, and an impressive foyer filled with natural light through oversized windows throughout. Spanning the rear of the home, a dramatic screened-in porch creates a seamless indoor-outdoor connection, while multiple second-floor balconies overlook the estate's manicured gardens, waterfront setting, and lush hedged grounds. The unfinished lower level offers a rare opportunity for the next owner to envision and create additional living, wellness, or entertainment spaces tailored to their own lifestyle. A private dock provides direct access to Old Town Pond, while a collection of resort-caliber amenities includes a pool and spa, tennis and sport court, boathouse, guest cottage, and curated vegetable and flower gardens that bring an extraordinary sense of tranquility and permanence to the setting.