2,237

Shelter Island, NY Homes

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  • /6

    $825,000

    $70K PRICE DROP
    • Land
    • 36,590 Sq Ft
    • $982,143 per Acre

    9 Hillside Dr, Shelter Island, NY 11964

    First time listed is this mostly cleared (+/-) .84 acre in Hilo Shores. The building site has 85'-95' of elevation (per GIS attached) and offers a possible water view. The Hilo Shores Association has a community dock and racks for kayaks, paddle boards and other small personal water craft.

    Dickinson Baker Saunders & Associates

    9 Hillside Dr, Shelter Island, NY 11964
    • 8 Margaret's Dr, 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

      • 247 Days On Market

      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

    Matthew Breitenbach Compass

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

      Est $1,458,148

      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

      • 33 Days On Market

      Last Listing Agent Christopher Griffing Atlas Sales Realty

  • /33

    $2,485,000

    • 6 Beds
    • 4 Baths
    • 3,413 Sq Ft

    14 Freds Ln, Shelter Island, NY 11964

    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

    14 Freds Ln, Shelter Island, NY 11964
    • 6 Cave Way, Shelter Island, NY 11964

      Est $3,770,261

      Not Listed For Sale

      6 Cave Way, Shelter Island, NY 11964

      • 3 Beds
      • 4 Baths
      • 2,117 Sq Ft
      • Built 1973
      6 Cave Way, Shelter Island, NY 11964

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

  • /34

    $2,495,000

    $200K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,000 Sq Ft

    3 Conrad Rd, Shelter Island, NY 11964

    Set on a quiet street in the Montclair Colony section of Shelter Island, this newly renovated four-bedroom, four-bath combines the ease of single-story living with the feel of a private retreat. The turn-key residence is surrounded by mature hedges on a flat, manicured 0.70-acre lot, providing an exceptional setting for an immediate indoor-outdoor lifestyle and seamless entertaining. Inside, the

    Matthew Breitenbach Compass

    3 Conrad Rd, Shelter Island, NY 11964
    • 78 Peconic Ave, Shelter Island, NY 11964

      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

      • 15 Days On Market

      Last Listing Agent Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

  • /35

    $5,250,000

    $145K PRICE DROP
    • 4 Beds
    • 5.5 Baths
    • 4,250 Sq Ft

    9 Margarets Dr, Shelter Island, NY 11964

    Originally conceived as the Laguna Project, 9 Margarets Drive is an AIA Award-winning residence where architecture, landscape, and natural light exist in harmony. Encompassing approximately 5,530 square feet, including a substantial finished lower level, the home offers four en-suite bedrooms, five full baths, and one half bath, thoughtfully composed to create a seamless connection between

    Jennifer Friedberg Compass

    9 Margarets Dr, Shelter Island, NY 11964
    • 15 S Midway Rd, Shelter Island, NY 11964

      Est $1,760,340

      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

      • 63 Days On Market

      Last Listing Agent Christine Beckwith Douglas Elliman Real Estate

  • /29

    $1,350,000

    • 3 Beds
    • 2.5 Baths
    • 1,564 Sq Ft

    11 Mimosa Place, Shelter Island, NY 11964

    This well-maintained, single-level ranch is ideally situated in the desirable Harborview area of Shelter Island, offering association beach access for effortless coastal living. The home features a spacious kitchen with warm wood cabinetry, granite countertops, and stainless steel appliances—perfect for both everyday living and entertaining.A large, inviting living room with a wood-burning

    Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    11 Mimosa Place, Shelter Island, NY 11964
    • 9 S Midway Rd, Shelter Island, NY 11964

      Est $1,460,258

      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

      • 309 Days On Market

      Last Listing Agent Karen Connolly Karen O Connolly

    • 58 Country Club Dr, Shelter Island, NY 11964

      Est $1,676,000

      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

      • 224 Days On Market

      Last Listing Agent Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    • 10 N Midway Rd, Shelter Island, NY 11964

      Est $1,054,652

      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

      • 171 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

    • 4 Sleepy Hollow Rd, Shelter Island, NY 11964

      Est $1,712,858

      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

      • 68 Days On Market

      Last Listing Agent Annmarie Seddio Atlas Sales Realty

    • 133 S Midway Rd, Shelter Island, NY 11964

      Est $3,090,519

      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

      • 13 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

    • 98 S Ferry Rd, Shelter Island, NY 11964

      Est $1,420,411

      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

      • 72 Days On Market

      Last Listing Agent Mike Carroll RE/MAX Best

    • 70 S Ferry Rd, Shelter Island, NY 11964

      Est $1,555,142

      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

      • 58 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 149 Ram Island Dr, Shelter Island, NY 11964

      Not Listed For Sale

      149 Ram Island Dr, Shelter Island, NY 11964

      • 6 Beds
      • 7 Baths
      • 5,518 Sq Ft
      • Built 2003
      149 Ram Island Dr, Shelter Island, NY 11964

      Last Sold Summary

      • 201 Days On Market

      Last Listing Agent Andrea Ackerman Brown Harris Stevens Hamptons

    • 1 Wheeler Rd, Shelter Island, NY 11964

      Not Listed For Sale

      1 Wheeler Rd, Shelter Island, NY 11964

      • 6 Beds
      • 5.5 Baths
      • 3,700 Sq Ft
      • Built 1962
      1 Wheeler Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 91 Days On Market

      Last Listing Agent Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    • 13 Tarkettle Rd, Shelter Island, NY 11964

      Est $3,148,851

      Not Listed For Sale

      13 Tarkettle Rd, Shelter Island, NY 11964

      • 3 Beds
      • 2 Baths
      • 1,601 Sq Ft
      • Built 1950
      13 Tarkettle Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 71 Days On Market

      Last Listing Agent Andrew Spina HomeSmart Premier Living Rlty

    • 4 Wheeler Rd, Shelter Island, NY 11964

      Est $2,315,250

      Not Listed For Sale

      4 Wheeler Rd, Shelter Island, NY 11964

      • 4 Beds
      • 3.5 Baths
      • 2,800 Sq Ft
      • Built 2021
      4 Wheeler Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 129 Days On Market

      Last Listing Agent Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    • 84 N Cartwright Rd, Shelter Island, NY 11964

      Est $1,074,785

      Not Listed For Sale

      84 N Cartwright Rd, Shelter Island, NY 11964

      • 2 Beds
      • 1 Bath
      • 1,350 Sq Ft
      • Built 1940
      84 N Cartwright Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 157 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 82 N Cartwright Rd, Shelter Island, NY 11964

      Est $2,409,567

      Not Listed For Sale

      82 N Cartwright Rd, Shelter Island, NY 11964

      • 4 Beds
      • 3 Baths
      • 2,104 Sq Ft
      • Built 1920
      82 N Cartwright Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 157 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 47 Peconic Ave, Shelter Island, NY 11965

      Est $3,227,749

      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

      • 14 Days On Market

      Last Listing Agent Debra Von Brook Binder Daniel Gale Sothebys Intl Rlty

    • 24 S Midway Rd, Shelter Island, NY 11964

      Est $3,416,146

      Not Listed For Sale

      24 S Midway Rd, Shelter Island, NY 11964

      • 5 Beds
      • 5 Baths
      • 4,475 Sq Ft
      • Built 1940
      24 S Midway Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 251 Days On Market

      Last Listing Agent Peter Humphrey Douglas Elliman Real Estate

    • 29 Winthrop Rd, Shelter Island, NY 11964

      Est $10,553,737

      Not Listed For Sale

      29 Winthrop Rd, Shelter Island, NY 11964

      • 6 Beds
      • 10 Baths
      • 7,781 Sq Ft
      • Built 1888
      29 Winthrop Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 17 Days On Market

      Last Listing Agent Deborah Pirro Daniel Gale Sothebys Intl Rlty

    • /3

      Est $2,592,000

      Not Listed For Sale

      31A Dickerson Dr, Shelter Island, NY 11964

      • 4 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 1994
      31A Dickerson Dr, Shelter Island, NY 11964

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Lisa Pullini Pullini Realty Corp.

    • 42 Brander Pkwy, Shelter Island, NY 11964

      Est $1,196,532

      Not Listed For Sale

      42 Brander Pkwy, Shelter Island, NY 11964

      • 3 Beds
      • 1 Bath
      • 1,176 Sq Ft
      • Built 1959
      42 Brander Pkwy, Shelter Island, NY 11964

      Last Sold Summary

      • 180 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 3 Quail Hedge Ln, Shelter Island, NY 11964

      Est $621,640

      Not Listed For Sale

      3 Quail Hedge Ln, Shelter Island, NY 11964

      3 Quail Hedge Ln, Shelter Island, NY 11964

      Last Sold Summary

      • 100 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 28 Merkel Ln, Shelter Island, NY 11964

      Est $4,166,946

      Not Listed For Sale

      28 Merkel Ln, Shelter Island, NY 11964

      • 4 Beds
      • 3 Baths
      • 2,760 Sq Ft
      • Built 1984
      28 Merkel Ln, Shelter Island, NY 11964

      Last Sold Summary

      • 150 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

    • 87 N Ferry Rd, Shelter Island, NY 11964

      Est $2,645,255

      Not Listed For Sale

      87 N Ferry Rd, Shelter Island, NY 11964

      • 3 Beds
      • 2.5 Baths
      • 1,544 Sq Ft
      • Built 1980
      87 N Ferry Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 371 Days On Market

      Last Listing Agent Mary Elizabeth Galle Corcoran

    • 9 Wheeler Rd, Shelter Island, NY 11964

      Est $2,305,878

      Not Listed For Sale

      9 Wheeler Rd, Shelter Island, NY 11964

      • 5 Beds
      • 3.5 Baths
      • 2,371 Sq Ft
      • Built 2003
      9 Wheeler Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 237 Days On Market

      Last Listing Agent John Klupka Douglas Elliman Real Estate

    • 6 Quail Hedge Ln, Shelter Island, NY 11964

      Est $2,319,735

      Not Listed For Sale

      6 Quail Hedge Ln, Shelter Island, NY 11964

      • 4 Beds
      • 3.5 Baths
      • 3,054 Sq Ft
      • Built 1999
      6 Quail Hedge Ln, Shelter Island, NY 11964

      Last Sold Summary

      • 363 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

    • 20 Terry Dr, Shelter Island, NY 11964

      Est $1,632,263

      Not Listed For Sale

      20 Terry Dr, Shelter Island, NY 11964

      • 4 Beds
      • 2.5 Baths
      • 2,644 Sq Ft
      • Built 1984
      20 Terry Dr, Shelter Island, NY 11964

      Last Sold Summary

      • 94 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

    • 57 N Midway Rd, Shelter Island, NY 11964

      Est $1,243,726

      Not Listed For Sale

      57 N Midway Rd, Shelter Island, NY 11964

      • 2 Beds
      • 1 Bath
      • 1,546 Sq Ft
      • Built 1925
      57 N Midway Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Jonathan Gineo Jonathan D. Gineo

    • 8 Fox Hollow Rd, Shelter Island, NY 11964

      Est $1,323,980

      Not Listed For Sale

      8 Fox Hollow Rd, Shelter Island, NY 11964

      • 4 Beds
      • 2 Baths
      • 2,425 Sq Ft
      • Built 1990
      8 Fox Hollow Rd, Shelter Island, NY 11964

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    • 4 Marc St, Shelter Island, NY 11964

      Est $1,155,263

      Not Listed For Sale

      4 Marc St, Shelter Island, NY 11964

      • 3 Beds
      • 2 Baths
      • 1,260 Sq Ft
      • Built 1968
      4 Marc St, Shelter Island, NY 11964

      Last Sold Summary

      • 26 Days On Market

      Last Listing Agent Michael Brennan Douglas Elliman Real Estate

    • 48 Lake Dr, Shelter Island, NY 11964

      Est $1,133,732

      Not Listed For Sale

      48 Lake Dr, Shelter Island, NY 11964

      • 2 Beds
      • 1 Bath
      • 1,105 Sq Ft
      • Built 1955
      48 Lake Dr, Shelter Island, NY 11964

      Last Sold Summary

      • 189 Days On Market

      Last Listing Agent Linda Mccarthy Daniel Gale Sothebys Intl Rlty

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