Introducing 434 on Main - an exceedingly rare opportunity on Main Street in Amagansett, a historic .66-acre estate of exceptional character and provenance. Originally built in 1905 on the coveted south side of Main Street, this distinguished property predates local zoning and retains a grace and scale seldom found today. Meticulously restored in 2013-2014, the residence first known as Sunset View Lodge has been thoughtfully reimagined for modern living while honoring its storied past. Currently zoned and operated as an inn, the home offers four beautifully appointed ensuite bedrooms, formal living and dining rooms, a wonderful chef's kitchen, and both front and back staircases. A gracious front porch recalls the leisurely spirit of turn-of-the-century summers, while a newly finished lower level with soaring 9-foot ceilings provides abundant additional space. The grounds are nothing short of enchanting. An early barn structure, now used as a studio and garage, stands as a charming reminder of Amagansett's rural heritage. This barn once served as the creative studio of acclaimed artist Bill Durham, who made Amagansett his home in 1966. Known for his expressive use of color and celebrated for both abstract and figurative works, Durham's art earned national recognition, including a Pollock-Krasner grant in 1998. His legacy endures in collections such as Guild Hall, and his time here-living, creating, and even welcoming guests in a bed-and-breakfast-infuses the property with a rare cultural resonance. Beyond the barn, an expansive, sun-filled garden unfolds an utterly magical setting with intimate seating areas, mature plantings, and a sense of serenity rarely found at the village center. Whether you're seeking an income-producing inn or a comfortable residence, this home offers both possibilities. An extraordinary offering of authenticity, history, and unmistakable presence, this is a once-in-a-generation Historic Main Street estate for the buyer seeking something truly special. The location is prime-just a short stroll to town for fine dining and great shopping, with the convenience of the LIRR and Hampton Jitney stops only moments away. And of course, the ocean is a mere 0.36 miles from the home. It truly doesn't get any better.