Shelter Island Heights, NY Houses for Sale

Tucked away on a shy acre, this private retreat features a heated Gunite pool framed by mature trees. The main house has an open floor plan with cathedral ceilings and exposed wood beams in the living room, a cook's kitchen with stainless steel appliances, island seating for 3-4, and a dining area that flows easily for entertaining. A deck off the kitchen sets the stage for alfresco dining and

Melina Wein M WEIN REALTY INC

This architecturally distinctive home, inspired by the mid-century California Case Study Houses and designed by AC Hocek, is set on two acres of gently sloping land in the prestigious estate area, "Greenlawns". Designed with a thoughtful balance of form and function, the property includes a main house and a separate guest house, offering a unique blend of modern design and natural

Penelope Moore SAUNDERS & ASSOCIATES

Sited on one of the highest elevations in Shelter Island Heights & within easy reach of the island's most coveted points of interest, this exquisitely imagined 4-bedroom, 4.5-bathroom brand-new residence on 2 quiet acres offers resort-style luxury living in an oasis of masterful design. A creation of WE+ Architecture & Design, anticipated completion July 2025. The expansive living areas are

Jeremy Dunham Compass

Value, Location and Style adorn this Rare Waterfront Green Lawns Gem on gorgeous Shelter Island. Available after 100 years of property ownership. The 190' of Silver Beach waterfront is fully bulk headed with dock on a level acre with generous side lawn. Perfect for entertaining or escaping as it's surrounded by mature landscaping. Reich Eklund custom built this jewel of a beach house in 1985 and

Susan Cincotta Susan C Cincotta

This waterfront home with deep water dock is a boater's dream. A cozy beach home featuring 3 bedrooms, 2 full baths, a 2 car garage, and outdoor shower, all tucked down a quiet dead-end road, in the sought after Silver Beach area. Enjoy breathtaking sunrises from this spacious yard overlooking West Neck Creek, and a nature preserve. This wonderful home is near the most desirable beaches on

Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

Introducing an extraordinary new construction completed in 2024, nestled in the Historic Business District of Shelter Island Heights. Allowing for both residential and commercial uses, the offering was constructed in a traditional Heights vernacular with all modern amenities, seamlessly integrating historic charm with functionality. The main building, currently permitted as a primary residence

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Surrounded by preserved land this classic home has an absolutely magnificent setting that includes stunning water views. The open kitchen, breakfast room and family room creates a comfortable bright living area that walks out to a lovely patio overlooking Gardiners Bay . The more formal dining and living room with fireplace also provides amazing views of the water. The spacious primary bedroom

Mary Elizabeth Galle Corcoran

This exquisite, light-filled, four bedroom, three-and-a-half bathroom architecturally designed mid-century modern is sited on two private acres in the Nostrand Estate section of Shelter Island, a short distance to Sunset Beach, Perlman Music Center, and the Pridwin Hotel. The main house offers spectacular open plan living with an expansive great room incorporating generous living (including a

Melina Wein M WEIN REALTY INC

Picture a rural drive through farm fields and vineyards to a short ferry boat ride from Greenport's harbor, then a scenic meander along Shelter Island's picturesque coves. Continue passing through a golf course and arrive at your home in Hay Beach, across the street from a sandy shoreline with a magnificent sunset and bay views directly in front of your home. This could be you this year. The 1900

Caroline Sarraf Compass

Nestled in the desirable and tranquil Hay Beach neighborhood, this elegant Traditional home was lovingly crafted by a local artist in 2011. Spanning 3,170 square feet, the residence offers a seamless blend of craftsmanship, comfort, and modern convenience. Designed to maximize natural light, the home features vaulted ceilings, radiant floor heating, and a striking stone fireplace, creating a warm

Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

For the first time in over a century, this extraordinary collection of generationally owned properties is being offered together as a singular and rare opportunity. Nestled along the serene and picturesque Menantic Creek, these three distinct parcels span a combined 4.9 acres, presenting an unrivaled waterfront retreat.At the heart of this offering is 15A Menantic Road, a legally designated

Paula Quesnel - Jerman Daniel Gale Sothebys Intl Rlty

This recently renovated 3 bedroom, two bath home with wood burning fireplace is situated on .89 private acres. The home now has a: new roof, siding, and air conditioners. Newly refinished floors, painted interior, new back decks, exterior basement entry and new appliances. Turn key and ready for you to enjoy for Summer 2025.

Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

SILVER BEACH WATER VIEWS: This lovely modern sits on an elevated 1.04 acres with water views of Crab Creek and Peconic Bay. The home has 3 bedrooms, 2 baths, wood burning fireplace, chef's kitchen with quartz counter tops, one car garage, wrap around decks, a 40' x 14' heated gunite swimming pool, and outdoor shower. A stone's throw from the 13 acre "Crab Creek Nature Preserve", and the

Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

Located just a seven minute walk from the North Ferry, this delightful 4-bedroom, 2.5-bath cottage blends charm with convenience. The home features an open kitchen and dining area, a cozy living room, a media room, and a patio with an outdoor shower and BBQ. The beautifully landscaped yard and garden offer a peaceful retreat, with space to add a pool or garage. Zoned for business, this property

Scott Murphy Saunders & Associates

At the end of a quiet lane, this contemporary home offers the ultimate in privacy and serenity. Located a short walk to Silver Beach and adjacent to a large county land preserve, the house is situated on 1.5 manicured acres of specimen trees and gardens with winding flagstone paths. Enjoy year round picturesque water views of Crab Creek and Peconic Bay from the house windows, the freeform gunite

John Catrambone DERING HARBOR REAL ESTATE LLC

LAVENDER HILL: Once a thriving lavender farm for the Behringer Family is now an opportunity for a well qualified buyer who would like to build their own dream home. The .87 acres lot has a SCWA hook up and Private septic. Room for swimming pool. Close to Perlmam Music, Pridwin Hotel, Sunset Beach Hotel, Crescent Beach and Shelter Island House's Chez' Marie!. Come take a look and make your dreams

Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

Introducing Aquarelle at 20 Prospect Ave, an iconic piece of Shelter Island Heights history. Built in 1883, this distinguished home holds a cherished place among the original residences in this esteemed neighborhood, now classified as a national historic district. When upon Prospect Avenue, once known as Divinity Hill, you'll find yourself transported to a time when Methodist ministers from New

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