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Shelter Island Heights, NY Homes for Sale with Water View

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  • /43

    $1,999,000

    • 6 Beds
    • 4 Baths
    • 4,949 Sq Ft

    61 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Welcome to this stunning 6-Bedroom, 4-Bath Home with Water Views on Shelter IslandThis expansive 6-bedroom, 4-bathroom home, nestled in one of Shelter Island’s most sought-after locations, offers a perfect blend of luxury and comfort. Featuring a grand primary suite and a versatile junior suite, it’s ideal for both relaxation and hosting guests.The very large dining room is perfect

    Agent Photo

    Marie Catanzano

    Signature Premier Properties

    (844) 791-3908

    61 Gardiners Bay Dr, Shelter Island Heights, NY 11965
  • /48

    $2,895,000

    • 3 Beds
    • 2.5 Baths
    • 1,901 Sq Ft

    7 Gazon Rd, Shelter Island, NY 11964

    Immerse yourself in the serene charm of 7 Gazon Road, a Zen-inspired retreat tucked away on Shelter Island. This waterfront sanctuary offers the perfect balance of modern luxury and tranquil living. With three bedrooms and two-and-a-half baths, you can choose between a first or second-floor primary suite, each thoughtfully updated to exude sophistication and comfort. Nestled on 1.6 acres of lush

    Agent Photo

    Terry Thompson

    Douglas Elliman Real Estate

    (631) 800-7430

    7 Gazon Rd, Shelter Island, NY 11964
  • /36

    $6,750,000

    • 6 Beds
    • 4.5 Baths
    • 3,157 Sq Ft

    5 N Menantic Rd, Shelter Island, NY 11964

    A rare offering on Shelter Island, this waterfront estate represents a legacy of architectural pedigree and enduring luxury. Built in 1860 and renovated over the years, the home is a singular blend of history and Hamptons elegance, set on nearly 3 acres with western-facing water views, a deepwater dock, and every hallmark of refined coastal living. In an iconic Shelter Island location on West

    Myles Reilly Saunders & Associates

    5 N Menantic Rd, Shelter Island, NY 11964
  • /38

    $6,495,000

    • 6 Beds
    • 5.5 Baths
    • 6,824 Sq Ft

    55C Shore Rd, Hampton Bays, NY 11946

    Waterfront Compound with 2 DocksLocated on one of the most prestigious beaches on all of Shelter Island is this expansive compound with all the amenities one would want. 332 +/- sandy beach and two docks, breathtaking sunset views from all major rooms, 4 lots, including underwater ownership totaling 1.31 acres, multiple waterfront decks, 4 car garage, game room, regulation size indoor racquet

    Beth Marano Corcoran

    55C Shore Rd, Hampton Bays, NY 11946
  • /16

    $5,600,000

    • 3 Beds
    • 3 Baths
    • 2,061 Sq Ft

    68 Peconic Ave, Shelter Island, NY 11964

    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

    68 Peconic Ave, Shelter Island, NY 11964
  • /19

    $4,000,000

    • 3 Beds
    • 3 Baths
    • 1,626 Sq Ft

    100 Peconic Ave, Shelter Island, NY 11964

    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

    100 Peconic Ave, Shelter Island, NY 11964
  • /11

    $3,695,000

    • 6 Beds
    • 4.5 Baths
    • 4,229 Sq Ft

    3 Bayview Ave, Hampton Bays, NY 11946

    Sited on one of the highest points on the island, this home offers magnificent panoramic views everywhere you turn. Well-appointed with 4 bedrooms, 3.5 baths, elevator, eat-in chefs kitchen, formal dining room, living room with fireplace. Expansive decks, and heated Gunite pool offer unobstructed water views. Separate Guest house with 2 bedrooms, bath and sitting room. Heat: Oil/Hot Air, SI Town

    Melina Wein M WEIN REALTY INC

    3 Bayview Ave, Hampton Bays, NY 11946
  • /48

    $5,700,000

    • 5 Beds
    • 3.5 Baths
    • 3,325 Sq Ft

    90 Peconic Ave, Shelter Island, NY 11964

    Surprisingly larger than it looks! Value, Location and Style adorn this Rare Sunset 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

    Susan Cincotta Susan C Cincotta

    90 Peconic Ave, Shelter Island, NY 11964
  • /23

    $4,995,000

    • 7 Beds
    • 6 Baths
    • 5,000 Sq Ft

    20 Prospect Ave, Sag Harbor, NY 11963

    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

    20 Prospect Ave, Sag Harbor, NY 11963
  • /2

    $1,475,000

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    1 Meadow Place, Shelter Island, NY 11964

    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

    1 Meadow Place, Shelter Island, NY 11964
  • /44

    $9,955,000

    • 9 Beds
    • 6 Baths
    • 3,944 Sq Ft

    15A / 15 & 13 S Menantic Rd, Shelter Island Heights, NY 11964

    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 separate parcels combined total 4.9 acres, which have been combined into one sale, presenting an unrivaled waterfront retreat. The Menantic Creek, known as Hurricane

    Paula Quesnel - Jerman Daniel Gale Sothebys Intl Rlty

    15A / 15 & 13 S Menantic Rd, Shelter Island Heights, NY 11964
  • /25

    $1,625,000

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    7 Grand Ave, Shelter Island Heights, NY 11965

    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

    7 Grand Ave, Shelter Island Heights, NY 11965
  • /39

    $2,750,000

    • 4 Beds
    • 4 Baths
    • 3,420 Sq Ft

    156 Ram Island Dr, Shelter Island, NY 11964

    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

    156 Ram Island Dr, Shelter Island, NY 11964
  • /34

    $1,749,000

    • 3 Beds
    • 2.5 Baths
    • 2,762 Sq Ft

    8b Lilliput Ln, Shelter Island, NY 11964

    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

    8b Lilliput Ln, Shelter Island, NY 11964
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