Homes for sale in Shelter Island, NY

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For SaleOneKey® MLS

$2,230,000

61 Cartwright Road, Shelter Island

5 bd · 4 ba · House · 8 DOM

1058792, Daniel Gale Sothebys Intl Rlty, Tina Marika Kaasik

For SaleOneKey® MLS

$1,999,999

5 Marc St, Shelter Island

4 bd · 3.5 ba · House · 9 DOM

1060077, RE/MAX Signature Real Estate, Anthony L. Guidice

For SaleOneKey® MLS

$1,250,000

11 Jaspa Road, Shelter Island

2 bd · 2 ba · House · 35 DOM

1049777, RustyCap O Inc, Karen A. Neglia

For SaleOneKey® MLS

$2,690,000

7 Wheeler Road, Shelter Island

4 bd · 2.5 ba · House · 30 DOM

1048489, World Prop Intl Sea to Sky, Matthew Hart

For SaleOneKey® MLS

$4,250,000

169 Ferry Road, Shelter Island

4 bd · 5 ba · House · 67 DOM

1036842, Corcoran, Sheri Winter Parker

For SaleOneKey® MLS

$2,199,000

64A Midway Road, Shelter Island

5 bd · 4 ba · House · 86 DOM

1029569, Douglas Elliman Real Estate, Christine M. Beckwith

For SaleOneKey® MLS

$4,995,000

6 Great Circle Drive, Shelter Island

5 bd · 6.5 ba · House · 86 DOM

1027086, Douglas Elliman Real Estate, Kristy B. Naddell

For SaleOneKey® MLS

$1,495,000

6 Oxford Avenue, Shelter Island

4 bd · 2 ba · House · 114 DOM

1017824, Daniel Gale Sothebys Intl Rlty, Tina Marika Kaasik

For SaleOneKey® MLS

$3,795,000

5 Sea Gull Road, Shelter Island

5 bd · 5 ba · House · 123 DOM

1016596, Daniel Gale Sothebys Intl Rlty, Tina Marika Kaasik

For SaleOneKey® MLS

$999,999

16 Bowditch Road, Shelter Island

3 bd · 2 ba · House · 123 DOM

1013318, Daniel Gale Sothebys Intl Rlty, Debra L. Von Brook Binder CBR

For SaleOneKey® MLS

$3,290,000

43 Gardiners Bay Drive, Shelter Island

5 bd · 4.5 ba · House · 123 DOM

1012419, Daniel Gale Sothebys Intl Rlty, Mackenzie Needham

For SaleOneKey® MLS

$2,700,000

2 Prospect Avenue, Shelter Island

6 bd · 3 ba · House · 141 DOM

1005789, Compass Greater NY LLC, Marco L. Maida

For SaleOneKey® MLS

$4,800,000

90 Peconic Avenue, Shelter Island

5 bd · 3.5 ba · House · 144 DOM

1007669, Serhant East End LLC, Elizabeth Melichar

For SaleOneKey® MLS

$1,850,000

4 Irene Lane, Shelter Island

4 bd · 3 ba · House · 147 DOM

1003398, Daniel Gale Sothebys Intl Rlty, Debra L. Von Brook Binder CBR

For SaleOneKey® MLS

$1,275,000

11 Mimosa Place, Shelter Island

3 bd · 2.5 ba · House · 150 DOM

1001893, Daniel Gale Sothebys Intl Rlty, Debra L. Von Brook Binder CBR

For SaleOneKey® MLS

$5,000,000

11 Sunnyside Avenue, Shelter Island

4 bd · 5.5 ba · House · 175 DOM

990118, Douglas Elliman Real Estate, Benjamin P. Dixon

For SaleOneKey® MLS

$2,995,000

9 Locust Woods Drive, Shelter Island

4 bd · 4 ba · House · 192 DOM

981046, Keller Williams Realty Greater, Ron Moschetta

For SaleOneKey® MLS

$2,239,000

14 Freds Lane, Shelter Island

6 bd · 4 ba · House · 199 DOM

978923, Daniel Gale Sothebys Intl Rlty, Debra L. Von Brook Binder CBR

For SaleOneKey® MLS

$2,800,000

12 Terry Dr., Shelter Island

5 bd · 4.5 ba · House · 203 DOM

977439, Daniel Gale Sothebys Intl Rlty, Debra L. Von Brook Binder CBR

For SaleOneKey® MLS

$3,850,000

8 Hilo Drive, Shelter Island

4 bd · 5.5 ba · House · 242 DOM

962070, Douglas Elliman Real Estate, Enzo Morabito

For SaleOneKey® MLS

$3,999,000

141A Ferry Road, Shelter Island

4 bd · 6 ba · House · 349 DOM

930022, Atlas Sales Realty, Annmarie Seddio

For SaleOneKey® MLS

$4,295,000

100 Ferry Road, Shelter Island

6 bd · 7 ba · House · 515 DOM

864101, Douglas Elliman Real Estate, Christine M. Beckwith

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Based on information submitted to the MLS GRID as of 10/15/2026, 12:11 AM EDT. 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.

Listings courtesy of OneKey® MLS as distributed by MLS GRID.

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