14

Recently Sold Shelter Island, NY Homes

Section Image
  • 16 Shelterlands Path, Shelter Island, NY 11964

    $1,140,000

    Sold Jul 20, 2026

    16 Shelterlands Path, Shelter Island, NY 11964

    • 3 Beds
    • 3 Baths
    • 1,950 Sq Ft
    • Built 1988

    Last Sold Summary

    • 3% Below List Price
    • $585/SF
    • 58 Days On Market

    Last Listing Agent Mary Elizabeth Galle Corcoran

    16 Shelterlands Path, Shelter Island, NY 11964
  • 156 Ram Island Dr, Shelter Island, NY 11964

    $2,679,000

    Sold Jan 21, 2026

    156 Ram Island Dr, Shelter Island, NY 11964

    • 4 Beds
    • 4 Baths
    • 3,420 Sq Ft
    • Built 1995

    Last Sold Summary

    • 36% Below List Price
    • $783/SF
    • 446 Days On Market

    Current Estimated Value $2,995,289

    Last Listing Agent Mary Elizabeth Galle Corcoran

    156 Ram Island Dr, Shelter Island, NY 11964
  • /46

    $3,025,000

    Sold Jul 14, 2026

    52 S Midway Rd, Shelter Island, NY 11964

    • 4 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 1908

    Last Sold Summary

    • 19% Below List Price
    • $1,375/SF
    • 312 Days On Market

    Current Estimated Value $2,041,585

    Last Listing Agent Shane Donahue The Agency Hamptons

    52 S Midway Rd, Shelter Island, NY 11964
  • /9

    $795,000

    Sold Oct 10, 2025

    33B S Midway Rd, Shelter Island, NY 11964

    • 2 Beds
    • 2 Baths
    • Built 1950

    Last Sold Summary

    • 11% Below List Price
    • 142 Days On Market

    Current Estimated Value $764,912

    Last Listing Agent Shane Donahue The Agency Hamptons

    33B S Midway Rd, Shelter Island, NY 11964
  • 7 Gazon Rd, Shelter Island, NY 11964

    $2,650,000

    Sold Oct 16, 2025

    7 Gazon Rd, Shelter Island, NY 11964

    • 3 Beds
    • 2.5 Baths
    • 1,901 Sq Ft
    • Built 1955

    Last Sold Summary

    • 8% Below List Price
    • $1,394/SF
    • 130 Days On Market

    Current Estimated Value $2,754,787

    Last Listing Agent Terry Thompson Douglas Elliman Real Estate

    7 Gazon Rd, Shelter Island, NY 11964
  • 73 N Midway Rd, Shelter Island, NY 11964

    $1,600,000

    Sold Aug 24, 2026

    73 N Midway Rd, Shelter Island, NY 11964

    • 4 Beds
    • 3 Baths
    • 2,296 Sq Ft
    • Built 1976

    Last Sold Summary

    • 16% Below List Price
    • $697/SF
    • 248 Days On Market

    Current Estimated Value $1,814,088

    Last Listing Agent JoAnn Wind Daniel Gale Sothebys Intl Rlty

    73 N Midway Rd, Shelter Island, NY 11964
  • 10 Strawberry Ln, Shelter Island, NY 11964

    $999,000

    Sold Jun 11, 2026

    10 Strawberry Ln, Shelter Island, NY 11964

    • 3 Beds
    • 2 Baths
    • 1,340 Sq Ft
    • Built 1967

    Last Sold Summary

    • 23% Below List Price
    • $746/SF
    • 211 Days On Market

    Current Estimated Value $1,040,771

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

    10 Strawberry Ln, Shelter Island, NY 11964
  • 7 Westmoreland Dr, Shelter Island, NY 11964

    $4,350,000

    Sold Oct 31, 2025

    7 Westmoreland Dr, Shelter Island, NY 11964

    • 6 Beds
    • 4.5 Baths
    • 4,957 Sq Ft
    • Built 1901

    Last Sold Summary

    • 1% Above List Price
    • $878/SF
    • 18 Days On Market

    Last Listing Agent Carl Gambino Compass Greater NY LLC

    7 Westmoreland Dr, Shelter Island, NY 11964
  • 21 Thompson Rd, Shelter Island, NY 11964

    $5,700,000

    Sold Apr 07, 2026

    21 Thompson Rd, Shelter Island, NY 11964

    • 2 Beds
    • 2 Baths
    • 1,504 Sq Ft
    • Built 2022

    Last Sold Summary

    • 16% Below List Price
    • $3,790/SF
    • 115 Days On Market

    Current Estimated Value $5,094,988

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

    21 Thompson Rd, Shelter Island, NY 11964
  • /46

    $1,450,000

    $345K PRICE DROP Pending
    • 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
  • 12 Terry Dr, Shelter Island, NY 11964

    $2,799,000

    Sold Nov 14, 2025

    12 Terry Dr, Shelter Island, NY 11964

    • 5 Beds
    • 4.5 Baths
    • 4,200 Sq Ft
    • Built 2015

    Last Sold Summary

    • $666/SF
    • 24 Days On Market

    Current Estimated Value $2,675,507

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

    12 Terry Dr, Shelter Island, NY 11964
  • 8 Wheeler Rd, Shelter Island, NY 11964

    $660,000

    Sold Dec 02, 2025

    8 Wheeler Rd, Shelter Island, NY 11964

    • Land
    • 1.2 Acres
    • $550,000 per Acre

    Last Sold Summary

    • 17% Below List Price
    • 99 Days On Market

    Last Listing Agent Nicholas Planamento William Raveis New York LLC

    8 Wheeler Rd, Shelter Island, NY 11964
  • 1 Gazon Rd, Shelter Island, NY 11964

    $1,180,000

    Sold Mar 26, 2026

    1 Gazon Rd, Shelter Island, NY 11964

    • 4 Beds
    • 3 Baths
    • 2,618 Sq Ft
    • Built 1962

    Last Sold Summary

    • 13% Below List Price
    • $451/SF
    • 151 Days On Market

    Current Estimated Value $1,467,337

    Last Listing Agent Kristy Naddell Douglas Elliman Real Estate

    1 Gazon Rd, Shelter Island, NY 11964
  • 27 Country Club Dr, Shelter Island, NY 11964

    $1,725,000

    Sold Jan 14, 2026

    27 Country Club Dr, Shelter Island, NY 11964

    • 3 Beds
    • 2 Baths
    • 3,170 Sq Ft
    • Built 2011

    Last Sold Summary

    • 13% Below List Price
    • $544/SF
    • 221 Days On Market

    Current Estimated Value $2,259,209

    Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty

    27 Country Club Dr, Shelter Island, NY 11964

Frequently Asked Questions

What is the average home price in Shelter Island, NY?
Homes for sale in Shelter Island, NY have an average home price of $3,423,512.
What is the average time to sell a house in Shelter Island, NY?
The houses for sale in Shelter Island, NY spend an average of 203 days on the market.
What is the number of active homes for sale in Shelter Island, NY?
There are 25 active homes for sale in Shelter Island, NY.
How many homes have sold over the last 12 months in Shelter Island, NY?
12 homes have sold in Shelter Island, NY over the last 12 months.

Home Price Trends

Median Sale Price
$2,187,500
Median Single Family Sale Price
$2,700,000
Median 2 Bedroom Sale Price
$3,247,500
Average Price Per Sq Ft
$1,106
Number of Homes for Sale
25
Last 12 months Home Sales
12
Months of Supply
25.00
Median List Price
$2,895,000
Median Change From 1st List Price
13%
Median Home Sale Price YoY Change
18%
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