This spectacular bay front gem is set on over an acre, offering 152 +/- feet of frontage on Shelter Island Sound and a 140 +/- foot deep water dock. The unobstructed east facing views of the bay include the Mashomack Nature Preserve. This 5,179 +/- sq. ft. home (plus 3,000 +/- sq. ft. finished basement) features the modern design of Mark Matthews and incorporates the finest materials with the most up-to-date technology. The home offers six bedrooms and nine bathrooms (seven full and two-half ). The thoughtful interplay between indoor and outdoor spaces creates a Zen-like atmosphere throughout. The family room includes a wall of floor- to-ceiling sliding glass doors that open wide to an al fresco veranda. The open living room features a copper-surround fireplace and extra large glass sliders, which frame the panoramic water vistas. The huge finished basement has 10-foot ceilings, large recreation space, fireplace, exercise room and a wine cellar. This extraordinary property also features a private bay beach, waterside gunite saltwater pool and spa, cabana with an outdoor kitchen and a two-car garage.
- House8000 sq. ft.
- Half Baths3
- Min Stay3 - 7 nights
6 bedrooms, 10 baths, Sleeps 14
- Calendar last updated:
- Oct 17, 2018
Pool / Spa
Local Services & Businesses
Sports & Adventure Activities
Check-in: 4:00 PM
Check-out: 11:00 AM
Canceled bookings will not receive a refund
Beautiful home, surpassed our wildest imaginations!
We met Jay in January, when he showed us around his property in the snow. Despite the chilly temperatures and the frozen Shelter Island bay outside, we saw the potential in his property to host our 60 person wedding ceremony and reception.
The house is incredible- allowing us to host parents, siblings and grandparents on both sides to stay at the house with us on our special weekend. Every room has a ensuite bathroom, the rooms are large and furnished well for a weekend stay, and the condition of everything is great.
The yard is really beyond words. The lawn was perfectly manicured and the grounds were ready for us. The pool was clean and the outdoor furniture had been set up for our arrival. We literally just showed up and stocked the fridges!
Jay had warned us about a few broken items before we arrived: the screen doors and the retractable pool cover. There were a few extra flukes throughout the weekend that included the panel for the pool lights being out, some of the AV panels being non-responsive and some of the basement games being down (Pac-Man) or missing pieces (darts). None of which impacted our weekend more than a quick mention.
We would 100% rent Jay’s beautiful home again. It allowed us to have an incredibly simple and casual wedding with friends and family, letting everyone have lots of space to create their own fun and plenty of photograph opportunities!
Amazing home and property. My family had an incredible weekend. 2nd year in a row!
Home and property is beautiful. Our second year in a row and looking forward to next year already. Owner is really nice and accommodating. Weather wasn’t great this year but because the home is so beautiful, we still had a wonderful time.
Gorgeous home. Stunning views. Great setting for our family and friends get together.
Home is fully equiped - kitchen, staples, games room, TVs, stereo, games, puzzles. Barbeque and pool/spa area overlooking the water. Unbelievable sunrises and spaces to eat outside. Owner was easy to deal with and provided a terrific, detailed set of instructions. Our group had a great time!!
Beautiful home and property
We very much enjoyed our stay here. The pictures do not do it justice! The yard is beautiful with lovely trees and a large pool. The views are tremendous. The only issues we had were a somewhat spotty internet connection.
Spacious Waterfront Home--Perfect for Entertaining!
Jay's beautiful home helped my family and I celebrate my mom's birthday in style. With a fireplace in every room (including outdoors (!), Bluetooth music throughout the house, and a spectacular bay view from almost every room, we felt so lucky!
The kitchen is well equipped with a butler's pantry, cutlery for over 20, napkins, and tons of pots and pans. The night ended with pool, foosball, and karaoke in the basement!
The house easily sleeps 16 and with bathrooms, in every room, our guests feel right at home.
Jay's communication and house instructions were clear and very helpful.
Beautiful home, great stay.
We stayed at the property for four nights over new years and had a wonderful time. The house has lots of rooms and great activities (table tennis, pool, gym, TV, etc.) and a great kitchen for gathering and cooking. Fantastic sunrise views from the bedrooms, and location is convenient for trips to town, shopping, beaches, etc. Thank you!
Rates & Availability
Additional information about rental rates
Any questions, call 917-691-3396