luxury houses for sale Shelter Island, United States

Lovely Ranch in Hay Beach is sited on 1.06 Acres, with an eat-in-kitchen, a formal dining room, a den/family room, 3 bedrooms, one of which is a Master Bedroom suite with a walk-in closet, and 2 additional guest bedrooms with hall bath. This spacious home also features Cathedral/Vaulted/High Ceiling, Hardwood Floors, a Home Office, Pantry, Powder Room, Sky Light, and Storage.

70 South Ferry Road, Shelter Island, NY 11964

Indulge in coastal living at its finest with this meticulously maintained one-level home in a charming beach community. Renovated in 2012 by Fokine Construction, this home offers stunning water views of Menantic Creek from most rooms. The open-plan layout features a vaulted living room with fireplace, dining area, and a custom chef's kitchen. Step onto the water side deck for a serene outdoor retreat with mahogany railings and stainless wire. The primary bedroom boasts two walk-in closets and a luxurious en-suite bathroom. Enjoy the tranquility of the 1.29-acre shared parcel extending into the creek. This quiet enclave offers the perfect blend of luxury and natural beauty for coastal living at its finest. The shared parcel is 50% ownership of 3 Hagar Rd 700-18.-3-41, 1.29 acre vacant parcel. 1/2 taxes =$1,280.62

Welcome to this stunning Ranch nestled in the serene and sought-after neighborhood of Silver Beach on an impressive .87 acre lot with beach rights. This meticulously maintained residence offers a perfect blend of modern comfort and timeless elegance. Upon entering, you're greeted by an inviting living room accentuated by gleaming hardwood floors. The spacious living area seamlessly connects to the chef-inspired kitchen, complete with sleek stainless steel appliances, granite countertops, and ample cabinetry - an ideal setting for culinary enthusiasts and entertaining guests. Just off the dining area is a sunken enclosed sun room, insulated for all seasons. This tranquil area provides ample natural light and generous space for another living space or dining area. Two of the exterior walls are made up with floor to ceiling windows. Allowing for one to be completely surrounded by nature. Another key highlight of this home is its captivating outdoor space. The private backyard is perfect for relaxation or gatherings, with a well-manicured garden and a charming lounge area - an ideal spot for al fresco dining or enjoying the picturesque views.

Sited on Little Ram Island, a stunning Shelter Island peninsula, this magnificent home was designed to take full advantage of the light and jaw dropping water views. The current owners after an extensive hunt uncovered an ideal location to build. The property has coveted water frontage, a boater's dream dock and mooring. The home offers both intimate and dramatic public spaces as well as bedrooms that are grouped in pairs at the extremities of the house for maximum privacy. At 8500 square feet (inclusive of a finished lower level) this house is not a stage set, but a calm backdrop for an array of activities for all to enjoy. Imagined by architect, James Merrell, this home is situated on the banks of Coecles Harbor in one of Shelter Island's most desirable estate areas. 2+ private waterfront acres offer an infinity pool and spa, expansive lawns all in a natural setting designed by landscape architect Chris LaGuardia.

Don't miss this exceptional opportunity and great value to own a special slice of heaven. This 4 Bedroom, 2 1/2 Bath home sits on an acre of property with mature trees and expansive lawns, creating a peaceful retreat. Plenty of room to let your imagination run wild. Includes an attached garage and full basement. Close to Shelter Island Country Club, Sunset Beach, Shopping, Restaurants, and more. The well located property makes the ideal sanctuary for relaxation and leisure.

Enjoy this inviting ranch-style home just blocks from Bootlegger's Alley beach access and beautiful sunsets. Featuring an open plan with country kitchen, dining area, living room, and den, this home offers seamless living and entertaining. Warm up by the cozy wood-burning fireplace or relax in the spacious yard with a deck overlooking serene views of Westmoreland Mill Pond. Enjoy the Gunite inground pool with patio surround for summer refreshment. Perfect for enjoying sunsets and island living, this home combines comfort with outdoor leisure.

Step into the grandeur of this lovingly restored Historic Tudor home, a masterpiece built in 1901. Impeccable craftsmanship defines this 6-bedroom, 4.5-bathroom residence, where history meets modern luxury. The home boasts 6 meticulously restored fireplaces, each upgraded with heatilators for efficient warmth. The plaster has been refurbished, preserving its original charm. Additional insulation on the 2nd and 3rd floors ensures comfort and energy efficiency. A chef's dream, the kitchen has been completely renovated and now includes a newly added butler's pantry. New heating and central AC systems have been installed throughout, ensuring year-round comfort. Outside, the property is adorned with a new heated 20 x 50 Gunite pool and hot tub, complemented by a classic brick patio that enhances the elegance of the estate. A generous deep water dock accommodates multiple boats, perfect for those who cherish waterfront living. Offering a rare opportunity to own a piece of architectural history

Perched on a peaceful knoll overlooking the waters of Shelter Island Sound, Tower House offers beach access, water views and privacy in the coveted neighborhood of Lands End in the Village of Dering Harbor. Built in 1945 and with views out to Greenport Harbor, this special historic house of 2,500sf+/- sits on a quiet acre with a deeded walking path to the beach. The open interior of the house lends itself to an indoor/outdoor lifestyle, featuring a wall of full-length windows overlooking stone terraces, the knoll and the bay. Flooded by natural light, the inviting living room is perfect for entertaining with a wood burning fireplace and an airy dome ceiling. The kitchen features a generously sized island, granite countertops and stainless-steel, designer appliances. The first-floor primary bedroom offers views of the water, an ensuite bathroom and a walk-in closet. Another guest bedroom and full bath round out the first floor. Upstairs, there are two guest bedrooms, one of which boasts bay views from a large Palladian window, and a shared bath. The backyard, with bluestone patios and fieldstone walls, is a calm and park-like refuge. This property is a rare opportunity to own an enchanting historic house in one of the most charming villages on the East End.

Escape to tranquility in this beautiful contemporary home nestled on Shelter Island. Built in 1993, this 3-bedroom, 3.5-bathroom residence boasts 2,460 square feet of meticulously crafted living space, perfectly positioned to capture breathtaking water views from nearly every room. Upon entry, you're greeted by the inviting ambiance of the great room, featuring a majestic gas fireplace and expansive windows framing panoramic vistas of the tranquil pond. Sliders invite you to step outside onto the deck, where you can savor morning coffee or entertain guests against the backdrop of serene waters. Adjacent to the great room, a screened porch awaits, providing a peaceful retreat for relaxation in the cool breeze. Close Proximity to Wades Beach and less than a mile to South Ferry, just a short distance to the Hamptons.

In our beloved 2,350 acres of Mashomack Nature Preserve, there are a handful of residences. At the end of this long private road through this preserve, one can find this breathtaking newly constructed modern home with no details left behind. This expertly crafted home is loaded with premium amenities, top-of-the-line appliances, and walls of windows overlooking Coecles Harbor, this home has no comparisons. With 3,800 sq. ft., the home features an open floor plan with sweeping water views from every vantage point, whether dining, cooking, or lounging. Continue entertaining outside on the large outdoor waterfront deck where you become one with nature. The master and one of the guest bedrooms are en-suite, and the 2 additional bedrooms share a bath. All the bedrooms have abundant closet storage.

THIS TURNKEY HAS IT ALL Uniquely perched above a magical 1.30+/- acres this 3,000 sf+/- newly renovated waterfront contemporary sits on the revered and sheltered Menantic Creek. 300 feet of water frontage with a private deep-water dock with the capacity for 4 boats that allows for easy access to West Neck Harbor and the Peconic Bay beyond, all within close proximity to the coveted Island Boatyard, rightfully secures this home as a boater's paradise. Extensive decks, a Japanese style rock-terrace, abundant lush gardens, a newly built gunite pool surrounded by white marble, a hot-tub, outdoor shower and sauna are all easily accessible from the home, designed for ultimate indoor-outdoor living. The interior has soaring ceilings and is flooded by natural light from the bank of waterfront windows and sliding glass doors. The kitchen features quartz countertops and stainless steel appliances and adjoins an all year glassed-in pavilion that overlooks the spectacular Menantic Creek vista. All bathrooms have been meticulously renovated, the primary with Carrara marble. There are two bedrooms on the first floor, including a large first floor primary suite with stunning water views and direct access to decking and all that the property affords. There is an additional first floor bedroom with an ensuite bathroom. The second floor consists of another primary suite offering phenomenal panoramic water views plus an additional bedroom and a private office overlooking the every changing landscape, an expansive lawn and the luxurious pool. The finished lower level has a full bath that adds an additional 800+/- square feet of living space. A two car garage and separate garden shed, and the possibility of expansion rounds out this offering . A stellar location near world class restaurants and shopping, a quick drive to the south ferry to North Haven/Sag Harbor, golf, tennis and so much more. 11 Dickerson Drive is the very best of year-round living on Shelter Island.

Situated in a quiet neighborhood, just a 5 minutes from West Neck Bay, and Bootlegger Alley Beach. This 4 bedroom, 4.5 bathroom home is currently under construction with a Summer 2024 completion. The home features 4 ensuite bedrooms with room for King-sized beds. The open floor plans include a custom modern European kitchen with LP gas range and 8' island facing a dining and living room with wood burning fireplace. A wall of 8' tall glass sliding doors opens up to an expansive mahogany deck and private yard. The lower level is finished with 9' ceilings and glass sliding doors opening up to an areaway and OSE with lots of natural light. A separate car garage with aluminum and glass door has plenty of attic storage! Finished with wide plank European oak floors, Andersen Windows, Fiber Cement, and Mahogany siding.

Situated in a quiet neighborhood, just a 5 minutes from West Neck Bay, and Bootlegger Alley Beach. This 4 bedroom, 4.5 bathroom home is currently under construction with a Summer 2024 completion. The home features 4 ensuite bedrooms with room for King-sized beds. The open floor plans include a custom modern European kitchen with LP gas range and 8' island facing a dining and living room with wood burning fireplace. A wall of 8' tall glass sliding doors opens up to an expansive mahogany deck and private yard. The lower level is finished with 9' ceilings and glass sliding doors opening up to an areaway and OSE with lots of natural light. A separate car garage with aluminum and glass door has plenty of attic storage! Finished with wide plank European oak floors, Andersen Windows, Fiber Cement, and Mahogany siding.