Historic Italianate home located within the Greenport Village Historic District, this timeless residence captures classic Greenport charm just one block from the Village's best shops, restaurants, and harborfront attractions. The home spans approximately 2600 square feet on a generous lot. The first floor offers a kitchen with moveable island and full appliance suite, a light-filled living room with sterno fireplace and ceiling speakers, and front and back parlor rooms that open for easy flow and entertaining. A formal dining room, large ADA-compliant full bath, half bath, and laundry nook complete the main level. Upstairs are three bedrooms-including one with possible surround sound and TV setup-a full bathroom with steam shower, and an additional storage room. An unfinished attic and basement provide potential for expansion or creative use. Additional highlights include hardwood floors throughout, HardiePlank siding, wooden storm doors, an inground sprinkler system, and a gated driveway with space for two cars. Mechanical updates include a 2024 oil furnace, electric hot water heater, and modernized systems with cast iron radiators and electric baseboard heat. Village sewer and electric service, plus a private well with filtration, water softener, and reverse osmosis systems, ensure comfort and efficiency. A rare opportunity to own a true piece of Greenport's history-filled with character, warmth, and an unbeatable in-town location.