Set in the heart of Sag Harbor Village, 207 Madison Street stands as both a work of architecture and a living chronicle of local history. Originally built in 1841 by Col. Henry Wentworth Hunt - publisher of The Sag Harbor Corrector, which later became The Sag Harbor Express - the house sheltered three generations of the Hunt-Johnson family before becoming a beloved gathering place for hosts Joe Petrocik and Myron Clement, whose circle famously included Truman Capote. Their imprint lives on in the estate's layered story, from the glass conservatory they salvaged at the Bridgehampton Horse Show to the echoes of evenings spent entertaining Sag Harbor's creative set. Fully reimagined, the home has been completely redone with an over three-year restoration led by Riostello Studio, MJS Building & Development, and Halcyon Design. The historic residence was carefully lifted to allow for a new foundation and expanded with a seamless 1,400 +/- sq. ft. addition. Original elements - including solid timber porch columns, the front door with rim lock and sidelights, hand-hewn beams, and early bricks and granite from the chimneys and foundation - were meticulously preserved and repurposed throughout the property. Today, the 5,000 +/- sq. ft. residence unfolds across three finished levels with five bedrooms and six bathrooms (plus 2 half baths). The interiors marry historic craftsmanship with modern sophistication: a gracious entry foyer opens to formal living and dining rooms, along with a Truman Capote-inspired lounge. The eat-in kitchen is anchored by custom white oak cabinetry, a leathered quartzite island, a La Cornue gas range, and top-tier appliances from Sub-Zero and Miele. Upstairs, three en suite bedrooms, including the primary suite, offer private retreats, while the lower-level guest/staff suite enjoys its own entrance. Wide-plank white oak, Belgian bluestone, custom millwork, and Waterworks fixtures lend refinement throughout, while amenities such as a fitness center with steam shower, radiant-heated baths, and Lutron home automation ensure comfort at every turn. Outdoors, the estate spans 0.38 +/- acres of newly landscaped grounds with an extensive investment in mature hornbeams, pleached lindens, and lush perimeter greenery. A heated 17' x 40' saltwater gunite pool and 8' x 8' spa form the centerpiece, flanked by the restored glass conservatory with its legal bath and the versatile garage/pool cabana with powder room, bar, and outdoor shower. Expansive Kota limestone terrace and gardens framed by original granite complete the setting. With existing HARB approval, a driveway gate can easily be installed for additional privacy. 207 Madison Street is not simply a home; it is a rare opportunity to own a reimagined landmark that blends nearly two centuries of Sag Harbor heritage with the luxuries of contemporary living.