Recently Sold Shelter Island, NY Homes

$975,000 Sold May 20, 2025

1 Rebel Rd, Shelter Island, NY 11964

• 2 Beds
• 2 Baths
• 1,472 Sq Ft
• Built 1981

Last Sold Summary

• 20% Below List Price
• $662/SF
• 174 Days On Market

Current Estimated Value $1,522,000

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

$3,500,000 Sold Feb 11, 2025

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

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

Last Sold Summary

• 10% Below List Price
• $1,085/SF
• 28 Days On Market

Current Estimated Value $2,810,220

Last Listing Agent Michael Brennan Douglas Elliman Real Estate

$1,950,000 Sold Mar 14, 2025

3 Sea Gull Rd, Shelter Island, NY 11964

• 3 Beds
• 2.5 Baths
• 1,650 Sq Ft
• Built 1953

Last Sold Summary

• 1% Below List Price
• $1,182/SF
• 322 Days On Market

Current Estimated Value $2,369,670

Last Listing Agent Cynthia Barrett Brown Harris Stevens Hamptons

$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

Last Listing Agent Shane Donahue The Agency Hamptons

$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

Last Listing Agent Terry Thompson Douglas Elliman Real Estate

$1,450,000 Sold May 30, 2025

5 Wade Rd, Shelter Island, NY 11964

• 3 Beds
• 3 Baths
• 1,854 Sq Ft
• Built 1967

Last Sold Summary

• 3% Below List Price
• $782/SF
• 20 Days On Market

Current Estimated Value $1,538,168

Last Listing Agent Rosanna Piazza Signature Premier Properties

$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

$2,500,000 Sold Feb 11, 2025

18 Dickerson Dr, Shelter Island, NY 11786

• 4 Beds
• 3.5 Baths
• 2,774 Sq Ft
• Built 1973

Last Sold Summary

• $901/SF
• 16 Days On Market

Current Estimated Value $2,478,200

Last Listing Agent Michael Brennan Douglas Elliman Real Estate

$4,950,000 Sold May 30, 2025

104 S Ferry Rd, Shelter Island, NY 11964

• 5 Beds
• 5.5 Baths
• 4,040 Sq Ft
• Built 2023

Last Sold Summary

• $1,225/SF
• 14 Days On Market

Current Estimated Value $4,985,281

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

$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

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

$1,050,000 Sold Jan 24, 2025

1 Deer Park Ln, Shelter Island, NY 11964

• 3 Beds
• 3.5 Baths
• 2,460 Sq Ft
• Built 1993

Last Sold Summary

• 40% Below List Price
• $427/SF
• 153 Days On Market

Current Estimated Value $1,580,126

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

$1,250,000 Sold Feb 07, 2025

5 Country Club Dr, Shelter Island, NY 11964

• 3 Beds
• 2.5 Baths
• 2,380 Sq Ft
• Built 1986

Last Sold Summary

• 25% Below List Price
• $525/SF
• 304 Days On Market

Current Estimated Value $1,555,756

Last Listing Agent Tina Marika Kaasik Daniel Gale Sothebys Intl Rlty