Shelter Island Heights, NY Homes for Sale

Located in the desirable Harborview area of Shelter Island, this modern farmhouse blends luxury, comfort, and coastal living. Just 0.2 miles from a private waterfront association, enjoy easy access to kayaking and the beach.Set on a beautifully landscaped half acre, the home is designed for seamless indoor-outdoor living. The open-concept interior is flooded with natural light, featuring a

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

This newly constructed modern residence offers stunning south-facing water views over West Neck Bay in Shelter Island. Thoughtfully designed to maximize its prime setting, the home spans approximately 3,985 square feet and features 4 ensuite bedrooms and 5.5 bathrooms, providing exceptional comfort and privacy. The interiors showcase a high level of craftsmanship and attention to detail,

Enzo Morabito Douglas Elliman Real Estate

Introducing 70 Peconic Avenue-an irreplaceable, one-of-a-kind waterfront estate commanding sweeping southwest views across the Peconic toward Southampton. With four fully finished levels, nearly every room framed by water, and private shoreline access, this is the kind of property that simply does not come back to market. From the moment you enter the front foyer, the view stops you in your

Jack Richardson SERHANT.

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

Hedgerow Exclusive Team Hedgerow Exclusive Properties

Infinite Views over Shelter Island Sound and extensive bulk-headed sandy beach front make for perfect, summer days and sunset filled nights spent enjoying the beauty and tranquility of this property. Charming interior with beautiful wood floors and touches of wainscoting, living room with beamed cathedral ceiling, picture window and wood burning fireplace, cooks kitchen with dining alcove, two

Melina Wein M WEIN REALTY INC

Shelter Island Sound water front beach house offers stunning sunsets, sandy beach, fully bulkheaded, L'Shaped dock with lift and splash boards;a waterside 50' heated Gunite pool; and expansive unobstructed views out to Robins Island. A serene retreat with a blend of comfort and coastal charm nestled on .75 acres. Designed for relaxation as well as easy entertaining, with a straightforward layout

Melina Wein M WEIN REALTY INC

***NEW PRICE*** This recently renovated 3 bedroom, 2 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 and painted interior. New back decks and exterior basement entry. Full basement with a walkout makes for a possible fourth ensuite bedroom. Adjacent to the 14 acre Westmoreland Farm Open

Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

This lovely home is nicely sited ona shy acre close to Menhaden LaneBeach and Golf. Hard wood floors throughout.Spaciousliving room with cathedral ceiling, fireplace andsliders which open onto a large deck and yard beyond. Three nice sized bedrooms, two full baths, formal dining room, chef's kitchen with gas stove, Den/potential media roomwith egress, two-car garage+.Yard is fenced with plenty of

Melina Wein M WEIN REALTY INC

Welcome to 55 Peconic Avenue, a bold, newly built statement home completed in 2022 and set on an expansive 1.4-acre parcel in one of Shelter Island's most coveted locations. Designed for true year-round living, this residence captures southwest-facing water views, dramatic light, and a seamless indoor-outdoor lifestyle that today's buyers demand. The main level delivers a clean, open-concept

Jack Richardson SERHANT.

Newly and imaginatively staged by Cristiana Mascarenhas in conjunction with the acclaimed Brazilian design and furniture company Espasso, the house exudes a sophisticated yet laid-back Brazilian beach vibe that highlights the beauty and the functionality of D&D Harvey Architects design. Introducing an extraordinary new construction completed in 2024, nestled in the Historic Business District of

Hedgerow Exclusive Team Hedgerow Exclusive Properties

Nestled off the road for added privacy this updated home offers Chase Creek water views. Featuring 2 bedrooms and 2 renovated bathrooms, the layout includes an office perfect for remote work or creative pursuits. The open-concept living and dining area is bright and inviting, flowing into the renovated kitchen with modern finishes and storage. Step out onto the back deck thru sliders from the

Melina Wein M WEIN REALTY INC

Presenting a rare and compelling joint offering at 55 & 70 Peconic Avenue-a modern compound opportunity in one of Shelter Island's most coveted waterfront enclaves. Together, these two distinct yet complementary properties deliver scale, privacy, and irreplaceable southwest-facing water views across the Peconic toward Southampton-creating a legacy estate unlike anything else on the market. 55

Jack Richardson SERHANT.

Nestled along the shores of Shelter Island Sound, this extraordinary waterfront retreat is a modern masterpiece offering incomparable comfort, privacy, and amenities. Set on approximately 1.31 acres with an impressive 332' of private sandy beach and panoramic water views, the 7,500 SF contemporary residence spans two stories plus a fully finished lower level. With 6 bedrooms, 5 full and 1 half

Ian Dios Compass

Tucked away on a shy acre, this private retreat features a heated Gunite pool, fire-pit seating area, all 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

Melina Wein M WEIN REALTY INC

Set on a beautifully level 1.47 acre lot adjacent to a serene town-owned park, this delightful cottage-style home offers a unique opportunity just moments from Montclair Colony, Salt Restaurant, and the Island Boatyard Marina. Originally built in 1960, the main residence features a spacious open-plan living and dining area with a cozy fireplace, a formal dining room, and a sunroom off the

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

Nestled on a full acre in the heart of Shelter Island, this exceptional island retreat offers the perfect blend of relaxed elegance and modern comfort. The main residence features an airy open-concept design ideal for both everyday living and entertaining. A chef’s kitchen anchors the home, seamlessly flowing into the dining and living areas, where a dramatic vaulted ceiling fills the space with

Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

Welcome to this exceptional custom-built home nestled on 1.1 secluded acres, offering the perfect blend of luxury, comfort and privacy. Hidden at the end of a long driveway, the main house boasts 3 bedrooms and 3.5 bathrooms. The 1st floor main suite features include double doors that open to a private deck, a WIC and an expansive master bathroom equipped with a spa style rain shower. To add to

Annmarie Seddio Atlas Sales Realty