Embrace a truly rare offering with this stunning 1930s bed & breakfast zoned "Resort Waterfront Business", renovated in 2021 to blend timeless style with modern luxury and room for a pool. Also available as an unmatched private waterside home, spanning 4,246 +/- sq. ft. on .45 acres, with a total of 8 bedrooms, 6 full baths, and a powder room. This 2-level waterside retreat is one of the few fully licensed B&Bs on the East End - an unparalleled investment opportunity to continue this enduring Hamptons legacy. The heartwarming interior includes a parlor-style formal dining room, a welcoming living room with a wood-burning fireplace, and an updated galley kitchen complemented by a generous breakfast room. Six beautifully renovated bedrooms offer various layouts and elegant accommodations, while a separate 2-bedroom apartment adds flexibility for owners or guests. The property's classic charm extends to the covered front porch, lined with Adirondack chairs, and a sunny courtyard patio with multiple lounging areas, a hot tub, and a fire pit. The property has ample exterior parking as well as an attached oversized two-car garage, plus a detached one-car garage. This exceptional property also offers future expansion potential for a sunny pool and extra guest rooms. Moments from a private beach on Shinnecock Bay and near Southampton Village's world-class golf, dining, and luxury shopping, this is a one-of-a-kind chance to own a piece of Hamptons history, fully updated for today's lifestyle.