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Recently Sold Homes in Town of Shelter Island, NY

43 homes

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SOLD
MAY 29, 2026
$6,500,000
8 Beds
7.5 Baths
55 & 70 Peconic Ave,
Shelter Island, NY 11964
SOLD
MAY 8, 2026
$1,100,000
5 Beds
2.5 Baths
1,970 sqft
5 Washington St,
Shelter Island, NY 11964
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SOLD
MAY 1, 2026
$1,560,000
3 Beds
3.5 Baths
3,397 sqft
62 S Ram Island Dr,
Shelter Island, NY 11964
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SOLD
APR 22, 2026
$1,450,000
3 Beds
3 Baths
1,933 sqft
30 Brander Pkwy,
Shelter Island, NY 11964
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SOLD
APR 20, 2026
$3,500,000
3 Beds
2 Baths
1,800 sqft
47B S Ferry Rd,
Shelter Island, NY 11964
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SOLD
APR 7, 2026
$5,700,000
2 Beds
2 Baths
1,504 sqft
21 Thompson Road,
Shelter Island, NY 11964
Daniel Gale Sothebys Intl Rlty
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SOLD
MAR 26, 2026
$1,180,000
4 Beds
3 Baths
2,618 sqft
1 Gazon Road,
Shelter Island, NY 11964
Douglas Elliman Real Estate
SOLD
MAR 16, 2026
$1,000,000
20 Stearns Point Rd,
Shelter Island Heights, NY 11965
SOLD
MAR 5, 2026
$5,100,000
8 Beds
7.5 Baths
6,790 sqft
79 N Midway Rd,
Shelter Island, NY 11964
SOLD
MAR 4, 2026
$875,000
2 Beds
1 Bath
960 sqft
64 N Menantic Rd,
Shelter Island, NY 11964
SOLD
MAR 2, 2026
$2,400,000
4 Beds
5 Baths
5,000 sqft
10B Sunshine Rd,
Shelter Island, NY 11964
SOLD
FEB 2, 2026
$1,745,000
2 Beds
2 Baths
3,170 sqft
27 Country Club Dr,
Shelter Island, NY 11965
SOLD
FEB 2, 2026
$2,525,000
6 Beds
4.5 Baths
2,640 sqft
31 Grand Ave and 20 Spring Garden Ave,
Shelter Island Heights, NY 11965
Daniel Gale Sothebys Intl Rlty
SOLD
JAN 26, 2026
$1,900,000
4 Beds
3.5 Baths
2,200 sqft
1 Valley Rd,
Shelter Island, NY 11964
SOLD
JAN 23, 2026
$925,000
9 W Neck Rd,
Shelter Island, NY 11964
SOLD
JAN 21, 2026
$2,679,000
4 Beds
3 Baths
3,420 sqft
156 Ram Island Drive,
Shelter Island, NY 11964
Corcoran
SOLD
JAN 16, 2026
$4,100,000
3 Beds
2 Baths
1,622 sqft
6-6A S Ram Island Dr,
Shelter Island, NY 11964
SOLD
JAN 14, 2026
$1,315,000
4 Beds
2.5 Baths
2,100 sqft
7 Grand Ave,
Shelter Island, NY 11964
SOLD
JAN 14, 2026
$1,725,000
3 Beds
2 Baths
3,170 sqft
27 Country Club Drive,
Shelter Island, NY 11964
Daniel Gale Sothebys Intl Rlty
SOLD
DEC 29, 2025
$1,800,000
3 Beds
2.5 Baths
1,822 sqft
23 Brander Pkwy,
Shelter Island Heights, NY 11965
SOLD
DEC 22, 2025
$3,579,700
3 Beds
3 Baths
3,158 sqft
3 Bay Rd,
Shelter Island, NY 11964
SOLD
DEC 12, 2025
$4,997,500
5 Beds
3.5 Baths
4,053 sqft
8 Gardiner Way #15A,
Shelter Island, NY 11964
SOLD
DEC 5, 2025
$1,845,000
3 Beds
1.5 Baths
1,344 sqft
26 Rocky Point Rd,
Shelter Island, NY 11964
SOLD
DEC 2, 2025
$660,000
8 Wheeler,
Shelter Island, NY 11964
William Raveis New York LLC
SOLD
NOV 21, 2025
$3,695,000
4 Beds
3.5 Baths
4,229 sqft
3 Bayview Ave,
Shelter Island Heights, NY 11965
SOLD
NOV 19, 2025
$1,700,000
3 Beds
2.5 Baths
2,762 sqft
8 Lilliput Ln #B,
Shelter Island Heights, NY 11965
SOLD
NOV 18, 2025
$1,675,000
3 Beds
2.5 Baths
2,373 sqft
9 Crescent Way,
Shelter Island, NY 11964
SOLD
NOV 14, 2025
$2,799,000
5 Beds
4.5 Baths
4,200 sqft
12 Terry Dr,
Shelter Island, NY 11964
Daniel Gale Sothebys Intl Rlty
SOLD
NOV 7, 2025
$1,275,000
3 Beds
1.5 Baths
1,790 sqft
57 N Menantic Rd,
Shelter Island, NY 11964
SOLD
NOV 7, 2025
$790,000
2 Beds
2 Baths
33 S Midway Rd #B,
Shelter Island, NY 11964
SOLD
OCT 31, 2025
$4,350,000
6 Beds
4.5 Baths
4,957 sqft
9 / 7 Westmoreland Drive,
Shelter Island, NY 11964
Compass Greater NY LLC
SOLD
OCT 28, 2025
$990,000
4 Beds
2.5 Baths
1,831 sqft
20 Bowditch Rd,
Shelter Island, NY 11964
SOLD
OCT 23, 2025
$3,950,000
6 Beds
6.5 Baths
6,590 sqft
42 Stearns Point Rd,
Shelter Island Heights, NY 11965
SOLD
OCT 16, 2025
$2,650,000
3 Beds
2.5 Baths
1,901 sqft
7 Gazon Road,
Shelter Island, NY 11964
Douglas Elliman Real Estate
SOLD
OCT 14, 2025
$120,000
3 Beds
2.5 Baths
2,100 sqft
1 Shorewood Rd,
Shelter Island, NY 11964
SOLD
OCT 10, 2025
$2,250,000
3 Beds
2.5 Baths
2,354 sqft
6 Ward St,
Shelter Island, NY 11964
SOLD
OCT 10, 2025
$795,000
2 Beds
2 Baths
33B S Midway Rd,
Shelter Island, NY 11964
The Agency Hamptons
SOLD
OCT 7, 2025
$700,000
Studio
92 Tuthill Dr,
Shelter Island Heights, NY 11965
SOLD
SEP 29, 2025
$1,675,000
3 Beds
2.5 Baths
2,962 sqft
23-C W Neck Rd,
Shelter Island, NY 11964
SOLD
SEP 23, 2025
$1,200,000
4 Beds
3.5 Baths
3,856 sqft
9 Locust Woods Dr,
Shelter Island, NY 11964

Explore Neighborhoods in Town of Shelter Island, NY

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Dering Harbor
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Neighborhood stats provided by third party data sources.

Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information. Some IDX listings have been excluded from this website. Click here for more information