Commanding nearly a quarter-mile of pristine frontage on Georgica Pond, 100 & 90 Briar Patch is one of East Hampton's most extraordinary waterfront estates. Encompassing two contiguous parcels across 11.2+/- acres, this rare compound offers an unparalleled level of privacy, scale, and natural beauty, complemented by approximately 13,800+/- square feet of exquisitely curated living space. Positioned to capture sweeping southwestern views, the estate enjoys breathtaking sunsets over Georgica Pond, with the Atlantic Ocean shimmering on the horizon beyond. A property of exceptional pedigree and provenance, Briar Patch presents a once-in-a-generation opportunity to own a landmark East Hampton retreat where history, architecture, and setting converge in perfect harmony. The main residence, originally constructed in 1931, is a masterful expression of timeless elegance and architectural distinction. Designed for grand-scale entertaining and sophisticated living, the home encompasses six bedrooms, eight full baths, and two powder rooms, along with an array of expansive gathering spaces. Rich in character and craftsmanship, the interiors seamlessly blend old-world charm with refined contemporary comforts. French doors throughout the residence open to expansive terraces and outdoor entertaining areas, creating a seamless connection to the estate's spectacular waterfront surroundings. Set on a separate 3.7+/- acre parcel, the guest house was designed by renowned architect Peter Marino and completed in 1990. Both modern and enduring in its design, this exceptional residence offers four ensuite bedrooms, four full baths, and a powder room. Coffered ceilings, a fireplace, and beautifully proportioned living spaces create an atmosphere of understated luxury, while a full kitchen and private accommodations provide the ultimate retreat for family and guests. Between the two residences, a heated gunite pool and spa serve as the centerpiece of the compound's resort-like amenities. Meandering nature trails wind through mature specimen trees and lush natural landscaping, leading to a secluded private pond. From the property's shoreline, residents can sail, paddleboard, or kayak across Georgica Pond directly to the ocean, embracing the quintessential East Hampton waterfront lifestyle. Originally commissioned by Arthur C. Jackson, the main residence was designed by the celebrated architect behind the plans for the New York Public Library and Lasata, the childhood home of Jacqueline Kennedy Onassis. In 1990, Peter Marino further elevated the estate, thoughtfully enhancing the main residence while introducing the guest house, creating a cohesive architectural vision across the compound. Ideally situated south of the highway on coveted Briar Patch Road, the estate is moments from East Hampton's celebrated ocean beaches, fine dining, and luxury boutiques, accessible by car or boat. Rarely does a property of such magnitude, heritage, and seclusion become available. 100 & 90 Briar Patch stands as one of the Hamptons' most distinguished private estates - a legacy property of enduring significance.