Nestled in the heart of the prestigious Southampton Estate Section, this timeless 1891 residence is being offered for the first time in more than thirty years, presenting an extraordinary opportunity to own a piece of Southampton history. Just moments from the Village and its pristine ocean beaches, the estate sits on 1.23 acres of lush, private grounds featuring a pool, tennis court, and a legal guest house-rare amenities that elevate this offering in one of the most sought-after locations in the Hamptons. Thoughtfully updated while preserving the integrity of its historic architecture, the home blends original charm with effortless modern living. High ceilings, oversized windows, and abundant natural light define the interiors, while iconic Dutch doors, wide-plank wood floors, and antique details honor the home's storied past. Nearly every room opens to inviting outdoor spaces, creating a seamless flow between the historic residence and its sweeping lawns, gardens, and gathering areas. The main house offers six bedrooms, five full bathrooms, and a powder room, including a poolside cabana bath. The sunlit kitchen opens to an expansive deck ideal for summer entertaining, with views across the private pool and beautifully landscaped grounds. One of the property's most coveted features is the rare, grandfathered-in terrace off the primary suite-a private outdoor escape seldom found in the Estate Section today, adding both lifestyle appeal and enduring value. Completing the compound is the legal guest house, rich with original barn-style character and authentic details including wide-plank wood floors and antique windows. This charming structure offers one bedroom, two bathrooms, and a welcoming living area, making it ideal for guests, extended stays, or additional privacy. Together, the pool, tennis court, mature landscaping, and historic architecture create a one-of-a-kind property that embodies the very best of Southampton luxury real estate. With its unmatched setting, exceptional amenities, and deep historic roots, this is a once-in-a-generation offering-a classic Southampton estate, rich in history, natural light, and timeless lifestyle.