luxury properties with terrace for sale Shelter Island, United States

Set in one of Water Mill South's most coveted locations, this refined estate overlooks 34 acres of protected reserve, offering rare privacy, light, and open views. The 8,600± sq ft traditional residence features 7 bedrooms and 9.5 baths on 1.5 acres of mature, manicured grounds. Outdoors, multiple terraces surround a heated gunite pool, creating a resort-like setting. A separate 1,400± sq ft pool/guest house-with an additional 800± sq ft finished lower level-offers exceptional flexibility for guests, recreation, or work-from-home use. Designed for both gracious entertaining and effortless everyday living, the main level offers a beautifully proportioned formal living room, den, library, bar and dining room, along with a temperature-controlled wine room and powder room. A top-tier chef's kitchen anchors the home and opens seamlessly to a screened porch and sunroom-ideal for indoor-outdoor living. The second floor is highlighted by a serene primary suite, complemented by four spacious ensuite guest bedrooms. The expansive 4,000± sq ft lower level is fully finished and includes a billiards room, private theater, fitness room, golf simulator, and two additional ensuite bedrooms. Thoughtfully constructed and impeccably maintained, this Water Mill South estate delivers scale, privacy, and amenities rarely found in such a prime setting-perfectly suited for both quiet retreats and large-scale entertaining.

Unit 68 A rare opportunity to purchase a second story, year-round, 1 bedroom, 1 bath air-conditioned co-op unit with private balcony that enjoys a view of the ocean waves as they break along a pristine sandy beach of the Amagansett Dunes. When not pampered with chaise lounges, towels & umbrella cabana service either surf-side or heated pool-side; take in a work-out on one of the lighted two community tennis courts, shoot some hoops on the lighted basketball court or play a leisurely game of shuffleboard. BBQ in the community picnic park/playground or cook at home in renovated kitchen under the cathedral ceiling great room with its cheerful rays of light from north skylights including a wall of sliders leading to the oceanfront balcony that enjoys big breathtaking ocean views. Consider taking advantage of the income producing rental program in this full service resort either to recoup your cash or have it pay down your mortgage.SF is for the unit + balcony

Ideally positioned upon a secluded acre within the historic estate section of Southampton Village at 254 Captains Neck Lane, this elegant country house stands as an opportunity amongst the Hamptons' most exclusive offerings. Embodying the timeless coastal sophistication that defines the region, the features begin with a sun-drenched, heated Gunite pool and all-weather tennis court, creating an idyllic pastime enclave. The six-bedroom, five-bathroom wood shingled gambrel-style residence, offering approximately 5,000 square feet of interior living space, has been host to several families during its lifetime, with each one telling the same story: memories and the best of times having been experienced here. A gracious 23 x 30 tray ceilinged living room anchored by a wood-burning fireplace features French doors which open to the terrace and garden, a richly appointed library, and a formal dining room that provides the elegant backdrop for large gatherings and grand soirées. A rarity in many homes, a first-floor primary suite with an adjoining 17 x 15 library/office that serves as a private sanctuary, as well as access to the outdoors. A conveniently located staff bedroom lies adjacent to the well-stocked chef's kitchen, where the finest culinary experiences can be created. The second floor spans over 2000 square feet and offers three beautifully proportioned guest bedrooms and a nearly 1000 sprawling flex space waiting for the next owner's imagination, presenting endless possibilities. This property has convenient access to miles of quiet lanes for strolling (or any other activity) and is located within a short distance to the Atlantic Ocean and Main Street. Upscale boutique shopping, fine dining, and art galleries make for the best of enjoying the ideal seaside lifestyle. This is more than a home, however, and most importantly, a distinguished legacy property that captures the very essence of exceptional Hamptons living.