1,356

Homes in ZIP Code 11965

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  • /43

    $2,450,000

    • 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
  • /31

    $90,000 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    23 Tuthill Dr, Shelter Island, NY 11964

    This newly updated ranch house on Tuthill Drive (a private road on Big Ram Island) has been reimagined with the greatest attention to detail and quality. The open plan connects a spacious sun and (high fidelity) TV room with living room (and wet bar),cook's kitchen, and full dining room Three bedrooms include a private guest suite (with steam shower)primary and secondary bedrooms both

    23 Tuthill Dr, Shelter Island, NY 11964
  • 5 Wade Rd, Shelter Island, NY 11964

    $1,450,000 Sold May 30, 2025

    • 1,854 Sq Ft
    • $782/SF
    • 20 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1967

    5 Wade Rd, Shelter Island, NY 11964

    Situated far back from the road and offering privacy and tranquility, a long driveway leads to this move-in ready, super comfortable expanded ranch nestled on a landscaped .62-acre lot and loaded with updates ~ A spacious tiled entry hall welcomes you into the home and leads you to the open-concept main area ~ Gleaming quartz counters add a stylish touch to a well-equipped kitchen complete with

    Rosanna Piazza Signature Premier Properties

    5 Wade Rd, Shelter Island, NY 11964
  • /45

    $4,500,000 Open Sun 9:30AM - 11PM

    • 4 Beds
    • 7 Baths
    • 5,500 Sq Ft

    139 A N Ferry Rd, Shelter Island Heights, NY 11965

    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

    139 A N Ferry Rd, Shelter Island Heights, NY 11965
  • /11

    $5,000 per month

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • House for Rent

    3 Saint Johns St, Shelter Island Heights, NY 11965

    Set on a peaceful street in Shelter Island’s historic Heights neighborhood, this mid-century modern home has everything you need for an easy, laid-back summer. There’s plenty of room to spread out, a spacious deck for lounging or dining outside, and a gas grill ready for summer cookouts. You’re just a few blocks from shops, restaurants, and all the local action. As a bonus, you’ll have access to

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    3 Saint Johns St, Shelter Island Heights, NY 11965
  • 1 Rebel Rd, Shelter Island, NY 11964

    $975,000 Sold May 20, 2025

    • 1,472 Sq Ft
    • $662/SF
    • 174 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    1 Rebel Rd, Shelter Island, NY 11964

    Discover this inviting Ranch-style home just blocks from the sandy shores of Bootlegger's Alley beach and breathtaking sunsets. Inside, you'll find an open-concept floor plan featuring a country kitchen, dining area, living room, and den, perfect for both everyday living and entertaining guests. Cozy up by the wood-burning fireplace or relax on the spacious deck overlooking serene views and

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    1 Rebel Rd, Shelter Island, NY 11964
  • /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
  • /20

    $15,000 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    10 Crescent Way, Shelter Island, NY 11964

    This 4 bedroom 3 and a half bathroom awaits your summer vacation. Perfect for families, entertaining, and relaxing. The first floor features 3 bedrooms including a guest suite. Additional 2 bedrooms with a shared bath and a half bath. The eat in kitchen, living room with cathedral ceilings and dining room blend for seamless entertaining. The second floor features a private primary ensuite

    10 Crescent Way, Shelter Island, NY 11964
  • 44 Saint Mary's Rd, Shelter Island, NY 11964

    $3,500,000 Sold Feb 11, 2025

    • 3,225 Sq Ft
    • $1085/SF
    • 28 Days On Market
    • 3 Beds
    • 4 Baths
    • Built 1985

    44 Saint Mary's Rd, Shelter Island, NY 11964

    Limited opportunity for this special property! Unique Shelter Island opportunity to find 8.5 acres with unobstructed scenic views that will leave you speechless. This classic property is currently being utilized as a horse farm, with a 3 bedroom main house, 3 stall horse stables, a barn and a pool house/garage with studio and full bath above. The main house features 3 en-suite bedrooms, kitchen,

    Michael Brennan Douglas Elliman Real Estate

    44 Saint Mary's Rd, 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
  • /27

    $50,000 per month

    • 3 Beds
    • 3 Baths
    • 3,000 Sq Ft
    • House for Rent

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Experience the ultimate in tranquility and luxury at this secluded oasis, where every moment is a picturesque escape. Discover breathtaking panoramic water views and soak in the mesmerizing sunrise & sunsets over Gardiner's Bay from just about every room in the house. Boasting an impressive layout featuring an open plan den/media room, dining room, and chef's kitchen-all thoughtfully designed to

    Michael Brennan Douglas Elliman Real Estate

    28 Gardiners Bay Dr, Shelter Island Heights, NY 11965
  • 5 Country Club Dr, Shelter Island, NY 11964

    $1,250,000 Sold Feb 07, 2025

    • 2,380 Sq Ft
    • $525/SF
    • 304 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    5 Country Club Dr, Shelter Island, NY 11964

    Nestled on 1.06 acres of serene beauty, this charming ranch-style home offers the perfect blend of comfort and coastal living. Enjoy easy access to pristine beaches, world-class golf courses, and all the amenities Hay Beach has to offer. Inside, you'll find a spacious and inviting interior with hardwood floors, vaulted ceilings, and a skylight-lit eat-in kitchen. The primary suite features a

    Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    5 Country Club Dr, 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
  • /20

    $31,240 per month

    • 6 Beds
    • 6 Baths
    • 3,874 Sq Ft
    • Condo for Rent

    13 Brander Pkwy Unit ID1014115P, Shelter Island, NY 11964

    Welcome to Sandpoint, an exclusive Shelter Island retreat recently built on 1.4 acres, just a stone's throw from a sandy beach and across from a 12-acre preserve. This stunning home features five bedrooms, including two master suites and one room with twin beds. Sunlit and spacious, the heart of the home is a well-equipped kitchen with an oversized island overlooking a large pool and landscaped

    13 Brander Pkwy Unit ID1014115P, Shelter Island, NY 11964
  • 45 New York Ave, Shelter Island, NY 11964

    $1,850,000 Sold Oct 29, 2024

    • 2,628 Sq Ft
    • $704/SF
    • 96 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2005

    45 New York Ave, Shelter Island, NY 11964

    No details spared in this impeccably renovated Village Classic 4-bedroom spacious home with water views of Chase Creek in the heart of Shelter Island Heights and down the street from shops, restaurants, The Chequit Hotel, Eccentric Bagel, Stars Caf?, Marie Eiffel, Leon 1901, Sunset Beach, Shelter Island Golf Club and more. The first floor graciously flows from the living room with new raised

    David Tenenbaum Brown Harris Stevens Hamptons

    45 New York Ave, Shelter Island, NY 11964
  • /20

    $3,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,890 Sq Ft

    24 Rocky Point Rd, East Marion, NY 11939

    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

    24 Rocky Point Rd, East Marion, NY 11939
  • /12

    $25,000 per month

    • 3 Beds
    • 2 Baths
    • House for Rent

    21 Peconic Ave, Shelter Island, NY 11964

    Discover summer on Shelter Island in this newly renovated and beautifully furnished 3 bedroom two bath cottage, with wrap around decks overlooking Peconic Bay and evening Sunsets. Located in this quiet community with Beaches directly across from your house this is Summer as you remember it. The open floor plan of the house provides great spaces for family and friends to enjoy meals and gather

    21 Peconic Ave, Shelter Island, NY 11964
  • 8 Crescent Way, Shelter Island, NY 11964

    $2,515,000 Sold Oct 18, 2024

    • 2,800 Sq Ft
    • $898/SF
    • 96 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2017

    8 Crescent Way, Shelter Island, NY 11964

    Located in a desirable area of Shelter Island known as Hay beach, This traditional home is ready for it's new owner. The home offers an open floor plan with vaulted ceilings, a chef's kitchen with a large island and dining area. The master suite offers substancial closets, double sinks with a large shower with a bench seat. The two additional bedrooms share a bathroom, the second floor has a

    Christine Beckwith Douglas Elliman Real Estate

    8 Crescent Way, Shelter Island, NY 11964
  • /47

    $2,799,000

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft

    12 Terry Dr, Shelter Island, NY 11964

    Located in the desirable Harborview area of Shelter Island, this stunning modern farmhouse offers the perfect blend of luxury, comfort, and coastal living. As a member of a private waterfront association just one and a half blocks away, enjoy easy access to kayaking, boating, and beach front. Set on a beautifully landscaped half-acre, this meticulously maintained property is designed for

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    12 Terry Dr, Shelter Island, NY 11964
  • 16 Great Circle Dr, Shelter Island, NY 11964

    $1,579,000 Sold Oct 10, 2024

    • 1,637 Sq Ft
    • $965/SF
    • 390 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    16 Great Circle Dr, Shelter Island, NY 11964

    Modern luxury meets tranquility in Hay Beach. This exceptional 3-bedroom, 3-bath Modern Ranch nestled in Hay Beach's wooded haven offers an escape from the ordinary. Step inside and be greeted by an open floor plan, seamlessly connecting the living room, dining area, and a chef's dream kitchen. High-end appliances from Bosch, Liebherr, and Viking shine within custom Levante wood cabinetry and

    Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    16 Great Circle Dr, 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
  • 3 Bevan Place, Shelter Island, NY 11964

    $2,475,000 Sold Oct 02, 2024

    • 1,795 Sq Ft
    • $1379/SF
    • 307 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1979

    3 Bevan Place, Shelter Island, NY 11964

    Shelter Island Heights Waterfront Property ! This contemporary 3-bedroom home with stunning sunset and water views, perched above trees, is fantastic place for someone looking for a serene and picturesque setting. Decks surrounding the living areas providing plenty of outdoor spaces for relaxation and entertainment. The bright and open living room with a fireplace, dining room, and eat-in

    Mary Elizabeth Galle Corcoran

    3 Bevan Place, Shelter Island, NY 11964
  • /45

    $2,100,000

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

    4 Bayview Ave, Hampton Bays, NY 11946

    6 Bedroom 6 Bath residence nestled in the heart of historic Shelter Island Heights.Over 5000 sq ft of living spaceGunite Heated PoolExtensive ipe decking on main house and guest house apartment Brand New Kitchen with Monogram appliancesPrivate Beach Club Immediate occupancy available Being sold furnished

    Joseph Johns Joseph W Johns

    4 Bayview Ave, Hampton Bays, NY 11946
  • 36 Rocky Point Rd, East Marion, NY 11939

    $999,999 Sold Sep 13, 2024

    • 1,411 Sq Ft
    • $709/SF
    • 100 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1992

    36 Rocky Point Rd, East Marion, NY 11939

    Discover this custom-built contemporary home nestled on 1.47 acres of serene beauty. Crafted with love, it boasts cedar siding, wide plank pine floors, and hand-hewn timbers. Approach the meandering driveway, greeted by vibrant gardens and majestic trees-a perfect outdoor oasis. Inside, soak in the timeless charm of pine floors and abundant natural light. A passive solar design ensures energy

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    36 Rocky Point Rd, East Marion, NY 11939
  • /35

    $1,990,000

    • 3 Beds
    • 2 Baths
    • 3,170 Sq Ft

    27 Country Club Dr, Shelter Island, NY 11964

    Nestled in the desirable and tranquil Hay Beach neighborhood, this elegant custom home was lovingly crafted by a local artist in 2011 and spans 3,170 square feet. Designed to maximize natural light, the residence offers a seamless blend of craftsmanship, comfort, and modern convenience. The home features 21' vaulted ceilings, radiant floor heating, and a striking stone fireplace, creating a warm

    Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    27 Country Club Dr, Shelter Island, NY 11964
  • 74 Peconic Ave, Shelter Island, NY 11964

    $2,000,000 Sold Sep 12, 2024

    • 1,296 Sq Ft
    • $1543/SF
    • 73 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1953

    74 Peconic Ave, Shelter Island, NY 11964

    Enjoy this original 1953 waterfront summer cottage with southwest prevailing breezes. The deck and covered porch are great for entertaining off the main living areas. This home is situated on .46 acres and offers original wood panelled walls and vaulted ceilings with oak floors throughout. The living room has a wood burning fireplace and open floorplan. This property is being sold "As Is". There

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    74 Peconic Ave, Shelter Island, NY 11964
  • /21

    $1,085,000

    • 3 Beds
    • 2 Baths

    26 Ole Buck Run, Shelter Island, NY 11964

    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

    26 Ole Buck Run, Shelter Island, NY 11964
  • 39 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    $850,000 Sold Aug 15, 2024

    • Land
    • 1.00 Acre
    • $850,000 per Acre
    • 111 Days On Market

    39 Gardiners Bay Dr, Shelter Island Heights, NY 11965

    Opportunity to build your dream home. Located in coveted Hay Beach of Shelter Island. Pristine neighborhood, close proximity to beaches, boating and golf. Only 250 yards to Town beach access on Gardiners Bay overlooking Bug Lighthouse.

    Annmarie Seddio Atlas Sales Realty

    39 Gardiners Bay Dr, Shelter Island Heights, NY 11965
  • /26

    $1,885,000

    • 2 Beds
    • 2 Baths
    • 1,208 Sq Ft

    64 N Cartwright Rd, Shelter Island, NY 11964

    This modern architectual jewel,was desiged by the famed architect William Pedersen, who was the founding design partner of Kohn Pedersen Fox Associates (KPF). The home, studio and garage are situated on 1.3 private acres with specimen trees. Close to Coecles Harbor, nature preserves, and sandy beaches.

    Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

    64 N Cartwright Rd, Shelter Island, NY 11964

Showing Results 1 - 40, Page 1 of 18

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