133 South Midway Road, Shelter Island, NY 11964

Cotswold Cottage is a living embodiment of the energy, integrity, and aesthetic that define the renowned Heiberg Cummings Design. Inspired and inspiring, perched on 1.85 hilltop acres, this luxurious Shelter Island estate is imbued with elements both classic and contemporary, comfortable and chic - the pinnacle of luxury living in the Hamptons. Built by hand in 1955 and masterfully restored in 2022 by Heiberg Cummings Design for an elevated coastal contemporary lifestyle while retaining the context and character of Shelter Island architecture. Clad in cedar-shake siding, Cotswold Cottage offers 1,510 +/- sq. ft. of living space on 2 stories, plus a finished lower level with 5 bedrooms, 2 full baths, 1 half bath, and a heated saltwater pool. Inside, every premium detail has been artfully considered and crafted-antique copper light fixtures and ironwork, high-gloss woodwork, warm and bright interiors. Beneath the striking beam ceiling, the large living room is defined by a grand wood-burning fireplace built into a prominent stone wall. Expertly renovated for today's entertainer, the kitchen is a marriage of the past and present, boasting custom cabinetry, built-in premium appliances, and a gorgeous antique center island. Conversation and connections come easily in the dining room, elegantly walled with windows on 3 sides and doubling as an all-seasons room. Outdoor living is prioritized by dual French door egress on either side of the main level. Bedrooms are well-sized and filled with light that glistens over pearly white wood paneling. The luxe primary bath includes a modern tiled, glass-boxed rain shower and deep freestanding soaking tub. Upstairs, spaces are elegantly defined by painted wide-plank floors and arched ceilings. On one side of a closet-line gallery, find a picturesque, spacious office/library and a tucked-away viewing nook over the grounds; a large bedroom on the other. Below, the lower level offers modern brushed concrete flooring and an egress window. The spacious and stunning exterior grounds is a union of premium luxury and natural beauty. Masterfully manicured, the backyard is perfect for entertaining and relaxing; ready to accommodate with sun lounges, a fire pit, brick-paved dining patio for dining al fresco. Just beyond, a fully fenced gunite pool is filled with light all day. On the side, a serene and sun-filled Belgian stone sitting courtyard. Subtle sounds ripple from an understated obelisk-shaped fountain that anchors the multiple sitting areas into one calming and cohesive space that maximizes the all-day sun and beckons to be enjoyed every day. The essential Shelter Island experience is all around with boutique shops, charming dining, beaches, and boundless natural beauty. Located just past the South Ferry to Sag Harbor, your Hamptons adventures await.