Suffolk, NY Homes

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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

  

  Marie Catanzano

  Signature Premier Properties

  (844) 791-3908

  61 Gardiners Bay Dr, Shelter Island Heights, NY 11965
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  Explore Shelter Island

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  /20

  $18,000 per month

  • 4 Beds
  • 3 Baths
  • House for Rent

  71 Gardiners Bay Dr, Shelter Island, NY 11964

  Beautiful home across the street from beach access, relax and unwind in this 4 bedroom 3 bath home steps to beach. Back deck off the dining room for additional entertaining space. Additional playroom on the lower level. The kitchen and baths are recently updated. [[Rental Registration # 2025-V0002]]

  71 Gardiners Bay Dr, Shelter Island, NY 11964
• 

  $4,950,000 Sold May 30, 2025

  • 4,040 Sq Ft
  • $1225/SF
  • 14 Days On Market

  • 5 Beds
  • 5.5 Baths
  • Built 2023

  104 S Ferry Rd, Shelter Island, NY 11964

  This exceptional south-facing two-story home is nestled on 3.44 acres, offering breathtaking panoramic views of lush lawns, towering mature trees, a serene pond, and a charming barn. The front yard features a circular driveway and a double-arched covered porch with a beautiful bluestone patio. Inside, the entryway leads into a bright dining room and a spacious living room, both adorned with

  Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  104 S Ferry Rd, Shelter Island, NY 11964
• 

  Est $1,657,106 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft

  63 N Midway Rd, Shelter Island, NY 11964

  63 N Midway Rd, Shelter Island, NY 11964
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  /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

  

  Terry Thompson

  Douglas Elliman Real Estate

  (631) 800-7430

  7 Gazon Rd, Shelter Island, NY 11964
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  /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
• 

  $1,450,000 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
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  Est $1,432,000 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,400 Sq Ft

  75 W Neck Rd, Shelter Island Heights, NY 11965

  75 W Neck Rd, Shelter Island Heights, NY 11965
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  /36

  $3,750,000

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  52 S Midway Rd, Shelter Island, NY 11964

  Around the bend from Turkem's Rest and a short paddle from Salt and Shipwreck, this recently renovated, 4-bedroom, circa 1908 Shelter Island farmhouse, on a shy acre, is perched above Menantic Creek with a substantial dock and profits from panoramic water views with southwestern exposure for magical sunsets. Wide waterfront vistas unfold across beautiful landscaping by Marders, broad greens lined

  Shane Donahue The Agency Hamptons

  52 S Midway Rd, Shelter Island, NY 11964
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  /20

  $32,000 per month

  • 3 Beds
  • 3 Baths
  • House for Rent

  63 S Menantic Rd, Shelter Island, NY 11964

  This newly renovated Shelter Island gem features green lawns, private beach and dock. Newly renovated, the house is clean and airy with beautiful light from windows overlooking West Neck Harbor. The kitchen opens onto waterside deck for sunset dinners and evening breezes. Open living/dining space with two additional rooms on the first floor for quiet reading or movie watching. Additional office

  63 S Menantic Rd, Shelter Island, NY 11964
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  $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
• 

  Est $1,500,413 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft

  5 Emerson Ln, Shelter Island, NY 11964

  5 Emerson Ln, Shelter Island, NY 11964
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  /45

  $4,500,000

  • 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
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  /20

  $30,000 per month

  • 4 Beds
  • 4 Baths
  • 3,100 Sq Ft
  • House for Rent

  15 S Cartwright Rd, Shelter Island, NY 11964

  Located on the southern side of Shelter Island within close proximity to beaches and boating, this house has been completely renovated with all modern amenities in place. The entry porch leads you into the great room, which includes the kitchen, dining, living and lounge area. The kitchen and dining area are open plan and lead out to the pool, garden and expansive fenced garden. The bedrooms are

  Michael Brennan Douglas Elliman Real Estate

  15 S Cartwright Rd, Shelter Island, NY 11964
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  $1,950,000 Sold Mar 14, 2025

  • 1,650 Sq Ft
  • $1182/SF
  • 322 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1953

  3 Sea Gull Rd, Shelter Island, NY 11964

  The ultimate sunrise and sunset views adorn this special waterfront 3 bedroom home on Mabel's Creek overlooking Shelter Island Sound and the Shelter Island South Ferry route to and from Sag Harbor's North Haven. Sit outside and renovated 2 story cottage/beach house getaway with water views from most rooms in the house on a quiet street ending at a private Shorewood Association boat launch access

  Cynthia Barrett Brown Harris Stevens Hamptons

  3 Sea Gull Rd, Shelter Island, NY 11964
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  Est $2,678,000 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,450 Sq Ft

  6 Behringer Ln, Shelter Island, NY 11964

  6 Behringer Ln, Shelter Island, NY 11964
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  /28

  $4,895,000

  • 6 Beds
  • 8 Baths
  • 5,622 Sq Ft

  100 S Ferry Rd, Shelter Island, NY 11964

  A buyers dream rooted in nature, enhanced by design. This modern farmhouse nestled in the heart of Shelter Island, NY. completed in 2024, sits on a generous 2.16 acres of immaculate grounds, is a mere half mile from the South Ferry, placing convenience at your doorstep.Boasting six bedrooms, each with their own en-suite, and two additional half-baths, this residence effortlessly blends style and

  Christine Beckwith Douglas Elliman Real Estate

  100 S Ferry Rd, Shelter Island, NY 11964
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  /20

  $50,000 per month

  • 3 Beds
  • 4 Baths
  • House for Rent

  14A Heron Ln, Shelter Island, NY 11964

  Stylishly renovated beach house with spectacular sunrise to sunset water views on a sandy beach. Set on West Neck Harbor with 3 waterside ensuite bedrooms plus a study with convertible sofa and 4 bathrooms in all. In a lovely setting well off the main road, the house has an enclosed stone courtyard leading to the glassed entry which opens on to a spacious common area with views of the water

  14A Heron Ln, Shelter Island, NY 11964
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  $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
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  Est $2,625,093 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,200 Sq Ft

  Unlisted Address

  Unlisted Address
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  /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
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  /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
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  $2,500,000 Sold Feb 11, 2025

  • 2,774 Sq Ft
  • $901/SF
  • 16 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1973

  18 Dickerson Dr, Shelter Island, NY 11786

  , Additional information: Interior Features:Guest Quarters,Marble Bath

  Michael Brennan Douglas Elliman Real Estate

  18 Dickerson Dr, Shelter Island, NY 11786
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  Est $4,971,717 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  6 Club Dr, Shelter Island, NY 11964

  6 Club Dr, Shelter Island, NY 11964
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  /18

  $5,000,000

  • 7 Beds
  • 7 Baths
  • 4,646 Sq Ft

  115 S Ferry Rd, Shelter Island, NY 11964

  Escape to tranquility in this shingle-style waterfront home, perfectly situated on 1.16 acres of mature plantings with 155 feet of pristine beach frontage. Enjoy breathtakingwater views from nearly every room, where nature's beauty meets relaxedliving. The main house features 4 spacious bedrooms and baths, Livingroom with build-in's, Cathedral ceiling and a wall of glass windows and doors leading

  Melina Wein M WEIN REALTY INC

  115 S Ferry Rd, Shelter Island, NY 11964
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  /20

  $30,000 per month

  • 5 Beds
  • 6 Baths
  • House for Rent

  37 Tuthill Dr, Shelter Island, NY 11964

  WHEN AN ARTIST MAKES A HOME Serena Dugan, Co-Founder of Serena&Lily has completed her renovation of 37 Tuthill Drive, Shelter Island. This property is a robust representation of Serena's vision as an artist and a designer. Each detail was carefully considered and selected, and her point of view is visible throughout the house. The artwork, fabrics, and wallpapers are of her design. In some

  37 Tuthill Dr, Shelter Island, NY 11964
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  $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
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  Est $1,270,815 Not Listed For Sale

  • 2 Beds
  • 2.5 Baths
  • 1,726 Sq Ft

  105 S Ferry Rd, Shelter Island, NY 11964

  105 S Ferry Rd, Shelter Island, NY 11964
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  /24

  $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
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  /25

  $25,000 per month

  • 3 Beds
  • 3 Baths
  • 1,675 Sq Ft
  • House for Rent

  5 Bay Ave, Shelter Island, NY 11964

  Open plan beach house with superb water views located in the highly sought after Montclair Colony. Centrally located near markets and many conveniences, there is much to adore in this home. Open plan living room with sunroom, dining and eat in kitchen. This home offers two bedrooms with two full baths and another bedroom with a full bath over the two car garage. In addition the master bedroom has

  Michael Brennan Douglas Elliman Real Estate

  5 Bay Ave, Shelter Island, NY 11964
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  $1,050,000 Sold Jan 24, 2025

  • 2,460 Sq Ft
  • $427/SF
  • 153 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1993

  1 Deer Park Ln, Shelter Island, NY 11964

  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

  Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  1 Deer Park Ln, Shelter Island, NY 11964
• 

  Est $799,000 Not Listed For Sale

  169 N Ferry Rd, Shelter Island, NY 11964

  169 N Ferry Rd, Shelter Island, NY 11964
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  /14

  $3,600,000

  • 4 Beds
  • 3.5 Baths
  • 3,000 Sq Ft

  24 Rocky Point Rd, East Marion, NY 11939

  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

  24 Rocky Point Rd, East Marion, NY 11939
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  /20

  $10,000 per month

  • 3 Beds
  • 2 Baths
  • House for Rent

  6 Crab Creek Rd, Shelter Island, NY 11964

  It all about the sandy Peconic Bay beach and stunning maze of creeks at the end of this quiet street. Create wonderful summer memories in this open and comfortable cottage. After a fun day at the waters edge unwind in the bright and airy sun-room with easy access to large deck and peaceful yard. Living room with high ceiling, skylights and fireplace flows into dining room and kitchen providing

  6 Crab Creek Rd, Shelter Island, NY 11964
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  $710,000 Sold Dec 18, 2024

  • Land
  • 1.00 Acre
  • $710,000 per Acre

  • 39 Days On Market

  3 N Cartwright Rd, Shelter Island, NY 11964

  Build Your Dream Home On This Magnificent, Level, Buildable Lot Near Town Dock And Coecles Inlet. Board Of Health Approved & Plans Allow For A 4000 Plus Square Foot Home On The Site.

  Scott Bennett Douglas Elliman Real Estate

  3 N Cartwright Rd, Shelter Island, NY 11964
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  Est $3,672,000 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft

  148E N Ferry Rd, Shelter Island, NY 11964

  148E N Ferry Rd, Shelter Island, NY 11964
• 

  /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
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  /35

  $75,000 per month

  • 6 Beds
  • 4.5 Baths
  • 4,600 Sq Ft
  • House for Rent

  15 Montclair Ave, Shelter Island, NY 11964

  Enjoy all The Hamptons have to offer in this newly recreated waterfront home in the heart of West Neck Harbor! Complete with a boat and complimentary captain at the end of your private dock. Every detail was masterfully thought through by a leading design team. The floor plan offers a first-floor primary suite, four additional private guest bedrooms with two gracious common living spaces, a

  Margot Reutter Corcoran

  15 Montclair Ave, Shelter Island, NY 11964
• 

  $1,237,500 Sold Nov 20, 2024

  • 81 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1979

  79A N Midway Rd, Shelter Island, NY 11964

  Don't miss this exceptional opportunity and great value to own a special slice of heaven down a private lane close to Shelter Island Country Club, Sunset Beach, Shopping, Restaurants and more. This 4 Bedroom 2 1/2 Bath sits on over 1.2 beautiful acres with mature trees and expansive lawns Creating a peaceful retreat. Room for majestic pool and guest house. Has attached garage and full basement

  Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

  79A N Midway Rd, Shelter Island, NY 11964
• 

  Est $1,525,000 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft

  10 Penny's Path, Shelter Island, NY 11964

  10 Penny's Path, Shelter Island, NY 11964

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