Shelter Island, NY Homes

• 

  Est $1,771,000 Not Listed For Sale

  3 Bevan Place, Shelter Island, NY 11964

  • 3 Beds
  • 2.5 Baths
  • 1,795 Sq Ft
  • Built 1979

  3 Bevan Place, Shelter Island, NY 11964

  Last Sold Summary

  • 28% Below List Price
  • $1,379/SF
  • 307 Days On Market

  Last Sold Price $2,475,000

  Last Listing Agent Mary Elizabeth Galle Corcoran
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  /29

  $1,350,000

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft

  4 Duvall Rd, Shelter Island, NY 11964

  Amazing 1800s house with 3 bedrooms and 2 baths. Perfectly quiet location in Shelter Island! Tennis courts directly across the street and backyard view of rolling land, minutes to the beach and a few steps to restaurants and gallery.

  Simon Harrison Simon Harrison Real Estate

  4 Duvall Rd, Shelter Island, NY 11964
• 

  Est $2,725,059 Not Listed For Sale

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

  • 3 Beds
  • 4 Baths
  • 3,225 Sq Ft
  • Built 1985

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

  Last Sold Summary

  • 22% Below List Price
  • $1,085/SF
  • 28 Days On Market

  Last Sold Price $3,500,000

  Last Listing Agent Michael Brennan Douglas Elliman Real Estate
• 

  

  

  /35

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,340 Sq Ft

  10 Strawberry Ln, Shelter Island, NY 11964

  Nestled on a serene .58-acre parcel just minutes from Wades Beach and Fresh Pond, this well-maintained ranch-style home offers the perfect blend of classic Shelter Island charm and modern convenience. Built in 1967 and lovingly cared for, the home features 1,340 square feet of single-level living with 3 bedrooms and 2 full baths, including a primary en-suite for added comfort and privacy. The

  Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  10 Strawberry Ln, Shelter Island, NY 11964
• 

  Est $3,032,000 Not Listed For Sale

  74 Peconic Ave, Shelter Island, NY 11964

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft
  • Built 1953

  74 Peconic Ave, Shelter Island, NY 11964

  Last Sold Summary

  • 52% Above List Price
  • $1,543/SF
  • 73 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
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  /7

  $695,000

  • Land
  • 1 Acre
  • $695,000 per Acre

  1 Strawberry Ln, Shelter Island, NY 11964

  This truly magical building lot is ready for your dream home. A full acre of land with test well in place. "C" Zone which is the least restrictive residential zone on Shelter Island. A stone's throw from Fresh Pond and short distance to Wades Beach. Quiet location. Close to shops, school, library, restaurants and beaches. Exclusive: $695K

  Angelo Piccozzi DERING HARBOR REAL ESTATE LLC

  1 Strawberry Ln, Shelter Island, NY 11964
• 

  Est $3,899,000 Not Listed For Sale

  148E N Ferry Rd, Shelter Island, NY 11964

  • 3 Beds
  • 3 Baths
  • 2,350 Sq Ft
  • Built 1990

  148E N Ferry Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 37% Above List Price
  • $1,213/SF
  • 79 Days On Market

  Last Sold Price $2,850,000

  Last Listing Agent Bridget Elkin Compass Greater NY LLC
• 

  

  /48

  $5,875,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,504 Sq Ft

  21 Thompson Rd, Shelter Island, NY 11964

  Perched 59 feet above sea level for commanding views and peace of mind, this exceptional contemporary estate—designed by noted architect Kenton van Boer—rests on 9.4 private acres, of which 2.7 acres are buildable, and offers 561 feet of premier waterfront on Smiths Cove. Sweeping panoramic vistas of the Sound and the tranquil yacht anchorage set the scene for direct beachfront access and creek

  Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  21 Thompson Rd, Shelter Island, NY 11964
• 

  Est $1,590,000 Not Listed For Sale

  10 Penny's Path, Shelter Island, NY 11964

  • 4 Beds
  • 3 Baths
  • 2,270 Sq Ft
  • Built 1980

  10 Penny's Path, Shelter Island, NY 11964

  Last Sold Summary

  • 22% Above List Price
  • $573/SF
  • 47 Days On Market

  Last Sold Price $1,300,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
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  /49

  $1,695,000

  • 4 Beds
  • 3.5 Baths
  • 1,702 Sq Ft

  26 S Menantic Rd, Shelter Island, NY 11964

  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

  26 S Menantic Rd, Shelter Island, NY 11964
• 

  Est $1,724,000 Not Listed For Sale

  1 Worthy Way, Shelter Island, NY 11964

  • 3 Beds
  • 2 Baths
  • 1,217 Sq Ft
  • Built 1980

  1 Worthy Way, Shelter Island, NY 11964

  Last Sold Summary

  • 60% Above List Price
  • $883/SF
  • 86 Days On Market

  Last Sold Price $1,075,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  

  /35

  $1,250,000 Pending

  • 4 Beds
  • 3 Baths
  • 2,618 Sq Ft

  1 Gazon Rd, Shelter Island, NY 11964

  This enchanting Shelter Island home feels like a true getaway. Tucked into a peaceful setting, it offers a sense of calm and ease the moment you arrive. The house has a warm and welcoming atmosphere, with open, airy spaces that invite you to slow down and unwind. A large living room and kitchen create the heart of the home, centered by a wood-burning fireplace - perfect for gathering with friends

  Kristy Naddell Douglas Elliman Real Estate

  1 Gazon Rd, Shelter Island, NY 11964
• 

  Est $1,844,171 Not Listed For Sale

  6 Evans Rd, Shelter Island, NY 11964

  • 3 Beds
  • 2.5 Baths
  • 2,600 Sq Ft
  • Built 1986

  6 Evans Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 12% Above List Price
  • $635/SF
  • 267 Days On Market

  Last Sold Price $1,650,000

  Last Listing Agent Tina Marika Kaasik Daniel Gale Sotheby's
• 

  

  /16

  $4,900,000

  • 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
• 

  Est $1,624,000 Not Listed For Sale

  27 Terry Dr, Shelter Island, NY 11964

  • 4 Beds
  • 3 Baths
  • 2,098 Sq Ft
  • Built 1974

  27 Terry Dr, Shelter Island, NY 11964

  Last Sold Summary

  • 62% Above List Price
  • $477/SF
  • 186 Days On Market

  Last Sold Price $999,999

  Last Listing Agent Annmarie Seddio Atlas Sales Realty
• 

  

  /17

  $3,995,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  47B S Ferry Rd, Shelter Island, NY 11964

  Discover a secluded paradise on Shelter Island, nestled within the expansive 2,350-acre Mashomack Nature Preserve. Tucked away at the end of a private road lies a unique opportunity: 1.74 acres of picturesque land featuring a charming 1,800 square-foot home with three bedrooms. Enjoy breathtaking water vistas from every window, 150 feet of direct water frontage, and the convenience of a private

  Hedgerow Exclusive Team Hedgerow Exclusive Properties

  47B S Ferry Rd, Shelter Island, NY 11964
• 

  Not Listed For Sale

  8 Margaret's Dr, Shelter Island, NY 11964

  • 6 Beds
  • 4.5 Baths
  • 2,978 Sq Ft
  • Built 1973

  8 Margaret's Dr, Shelter Island, NY 11964

  Last Sold Summary

  • $672/SF
  • 247 Days On Market

  Last Sold Price $2,000,000

  Last Listing Agent Marianne Collins Brown Harris Stevens N Fork
• 

  

  /18

  $6,999,000

  • Land
  • 6 Acres
  • $1,166,500 per Acre

  3a/3b Pandion Rd Unit 3a/3b, Shelter Island, NY 11964

  In a market where exceptional land opportunities are scarce, this rare property on Shelter Island presents the chance to create your ultimate Hamptons waterfront compound. With 875 feet of water frontage, this six-acre, two-parcel offering along Coecles Harbor comes with architectural plans fully approved by both the Suffolk County Department of Health Services and the Department of Environmental

  Breitenbach Advisory Team Compass

  3a/3b Pandion Rd Unit 3a/3b, Shelter Island, NY 11964
• 

  Est $1,758,720 Not Listed For Sale

  2 Dering Woods Rd, Shelter Island, NY 11964

  2 Dering Woods Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 60% Above List Price
  • 373 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Annmarie Seddio Atlas Sales Realty
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  /38

  $9,900,000

  • 4 Beds
  • 3.5 Baths
  • 3,800 Sq Ft

  47L S Ferry Rd, Shelter Island, NY 11964

  Discover unparalleled privacy and serenity within the heart of the 2,350-acre Mashomack Nature Preserve, a rare and cherished enclave. At the culmination of a secluded, winding drive, this newly constructed architectural gem unveils itself, a testament to modern design and uncompromising quality. Spanning 3,800 square feet, this residence is a symphony of light and space, framed by walls of glass

  Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

  47L S Ferry Rd, Shelter Island, NY 11964
• 

  Est $1,024,025 Not Listed For Sale

  29 St Marys Rd, Shelter Island, NY 11964

  • Built 1955

  29 St Marys Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 3% Above List Price
  • $688/SF
  • 215 Days On Market

  Last Sold Price $990,000

  Last Listing Agent Richard Connelly Douglas Elliman Real Estate
• 

  Est $1,437,377 Not Listed For Sale

  9 S Midway Rd, Shelter Island, NY 11964

  • 4 Beds
  • 2 Baths
  • 1,672 Sq Ft
  • Built 1948

  9 S Midway Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 58% Above List Price
  • $544/SF
  • 309 Days On Market

  Last Sold Price $910,000

  Last Listing Agent Karen Connolly Karen O Connolly
• 

  Est $1,813,000 Not Listed For Sale

  58 Country Club Dr, Shelter Island, NY 11964

  • 4 Beds
  • 5 Baths
  • 3,200 Sq Ft
  • Built 2023

  58 Country Club Dr, Shelter Island, NY 11964

  Last Sold Summary

  • 17% Below List Price
  • $680/SF
  • 224 Days On Market

  Last Sold Price $2,175,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  Est $1,072,385 Not Listed For Sale

  10 N Midway Rd, Shelter Island, NY 11964

  • 2 Beds
  • 1 Bath
  • 976 Sq Ft
  • Built 1955

  10 N Midway Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 3% Below List Price
  • $1,127/SF
  • 171 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Linda Mccarthy Daniel Gale Sotheby's
• 

  Est $1,459,001 Not Listed For Sale

  98 S Ferry Rd, Shelter Island, NY 11964

  • 3 Beds
  • 1.5 Baths
  • 1,250 Sq Ft
  • Built 1880

  98 S Ferry Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 173% Above List Price
  • $428/SF
  • 72 Days On Market

  Last Sold Price $535,000

  Last Listing Agent Mike Carroll RE/MAX
• 

  Est $2,702,709 Not Listed For Sale

  101 S Ferry Rd, Shelter Island, NY 11964

  • 8 Beds
  • 4.5 Baths
  • 3,098 Sq Ft
  • Built 1975

  101 S Ferry Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 69% Above List Price
  • $516/SF
  • 451 Days On Market

  Last Sold Price $1,600,100

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  Est $1,616,582 Not Listed For Sale

  7 Marc St, Shelter Island, NY 11964

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1966

  7 Marc St, Shelter Island, NY 11964

  Last Sold Summary

  • 5% Below List Price
  • $1,417/SF
  • 103 Days On Market

  Last Sold Price $1,700,000

  Last Listing Agent Rachel Rushforth-Worrell Sothebys Int'l Realty Hamptons
• 

  Est $2,470,932 Not Listed For Sale

  47 Peconic Ave, Shelter Island, NY 11965

  • 3 Beds
  • 3.5 Baths
  • 3,137 Sq Ft
  • Built 1970

  47 Peconic Ave, Shelter Island, NY 11965

  Last Sold Summary

  • 10% Below List Price
  • $877/SF
  • 14 Days On Market

  Last Sold Price $2,752,518

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  Est $10,039,366 Not Listed For Sale

  29 Winthrop Rd, Shelter Island, NY 11964

  • 6 Beds
  • 10 Baths
  • 9,230 Sq Ft
  • Built 1888

  29 Winthrop Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 15% Above List Price
  • $948/SF
  • 17 Days On Market

  Last Sold Price $8,750,000

  Last Listing Agent Deborah Pirro Daniel Gale Sotheby's
• 

  Est $890,213 Not Listed For Sale

  68 S Ferry Rd, Shelter Island, NY 11964

  • 3 Beds
  • 1 Bath
  • 900 Sq Ft
  • Built 1960

  68 S Ferry Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 25% Above List Price
  • $789/SF
  • 287 Days On Market

  Last Sold Price $710,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  Est $1,508,977 Not Listed For Sale

  63 N Midway Rd, Shelter Island, NY 11964

  • 3 Beds
  • 2.5 Baths
  • 2,150 Sq Ft
  • Built 1920

  63 N Midway Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 21% Above List Price
  • $581/SF
  • 21 Days On Market

  Last Sold Price $1,250,000

  Last Listing Agent Linda Mccarthy Daniel Gale Sotheby's
• 

  Est $1,656,986 Not Listed For Sale

  5 Emerson Ln, Shelter Island, NY 11964

  • 3 Beds
  • 2 Baths
  • 1,710 Sq Ft
  • Built 2016

  5 Emerson Ln, Shelter Island, NY 11964

  Last Sold Summary

  • 51% Above List Price
  • $643/SF
  • 43 Days On Market

  Last Sold Price $1,100,000

  Last Listing Agent Dawn Watson Serhant East End LLC
• 

  Est $5,720,052 Not Listed For Sale

  6 Club Dr, Shelter Island, NY 11964

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft
  • Built 1973

  6 Club Dr, Shelter Island, NY 11964

  Last Sold Summary

  • 41% Above List Price
  • $1,157/SF
  • 25 Days On Market

  Last Sold Price $4,050,000

  Last Listing Agent Edward Mulderrig Compass Greater NY LLC
• 

  Est $1,487,000 Not Listed For Sale

  1 Behringer Ln, Shelter Island, NY 11964

  • 4 Beds
  • 2.5 Baths
  • 1,860 Sq Ft
  • Built 1977

  1 Behringer Ln, Shelter Island, NY 11964

  Last Sold Summary

  • 53% Above List Price
  • $524/SF
  • 33 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Christopher Griffing Atlas Sales Realty
• 

  Est $4,327,369 Not Listed For Sale

  6 Cave Way, Shelter Island, NY 11964

  • 3 Beds
  • 4 Baths
  • 2,680 Sq Ft
  • Built 1973

  6 Cave Way, Shelter Island, NY 11964

  Last Sold Summary

  • 57% Above List Price
  • $1,026/SF
  • 41 Days On Market

  Last Sold Price $2,750,000

  Last Listing Agent Tina Marika Kaasik Daniel Gale Sotheby's
• 

  Not Listed For Sale

  78 Peconic Ave, Shelter Island, NY 11964

  • 4 Beds
  • 3.5 Baths
  • 2,504 Sq Ft
  • Built 1962

  78 Peconic Ave, Shelter Island, NY 11964

  Last Sold Summary

  • 23% Above List Price
  • $1,338/SF
  • 15 Days On Market

  Last Sold Price $3,350,000

  Last Listing Agent Debra Von Brook Binder Daniel Gale Sotheby's
• 

  Est $1,735,089 Not Listed For Sale

  15 S Midway Rd, Shelter Island, NY 11964

  • 4 Beds
  • 2.5 Baths
  • 2,144 Sq Ft
  • Built 1975

  15 S Midway Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 75% Above List Price
  • $462/SF
  • 63 Days On Market

  Last Sold Price $990,000

  Last Listing Agent Christine Beckwith Douglas Elliman Real Estate
• 

  Est $1,443,808 Not Listed For Sale

  4 Sleepy Hollow Rd, Shelter Island, NY 11964

  • 3 Beds
  • 2 Baths
  • 1,451 Sq Ft
  • Built 1990

  4 Sleepy Hollow Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 48% Above List Price
  • $672/SF
  • 68 Days On Market

  Last Sold Price $975,000

  Last Listing Agent Annmarie Seddio Atlas Sales Realty
• 

  Est $3,259,867 Not Listed For Sale

  133 S Midway Rd, Shelter Island, NY 11964

  • 3 Beds
  • 1 Bath
  • 1,510 Sq Ft
  • Built 1955

  133 S Midway Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 121% Above List Price
  • $977/SF
  • 13 Days On Market

  Last Sold Price $1,475,000

  Last Listing Agent Linda Mccarthy Daniel Gale Sotheby's
• 

  Est $1,159,504 Not Listed For Sale

  70 S Ferry Rd, Shelter Island, NY 11964

  • 4 Beds
  • 2 Baths
  • 2,300 Sq Ft
  • Built 1832

  70 S Ferry Rd, Shelter Island, NY 11964

  Last Sold Summary

  • 61% Above List Price
  • $313/SF
  • 58 Days On Market

  Last Sold Price $720,000

  Last Listing Agent Tina Marika Kaasik Daniel Gale Sotheby's

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