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Shelter Island, NY Homes for Sale | Realty.com
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41 listings
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Homes for Sale in Shelter Island, NY

Homes for Sale in Shelter Island, NY

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24 of 41 Listings
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Homes for Sale in Shelter Island, NY

24 of 41 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #10311208632

Call Thomas
  1. Active

    $90,000

    2 bd · 2 ba · 1,152 sqft

    1661 Old Country Road 415, Shelter Island, NY

    Joanne Gigantiello Kane · Joanne Kane Gigantiello

  2. 7 Wheeler Road — photo33Active

    $2,690,000

    4 bd · 3 ba · 2,289 sqft

    7 Wheeler Road, Shelter Island, NY

    Matthew Hart · World Prop Intl Sea to Sky

  3. 13 Spring Garden Avenue — photo49Active

    $2,995,000

    3 bd · 3 ba · 2,300 sqft

    13 Spring Garden Avenue, Shelter Island, NY

    Douglas Cabral · Century 21 Excelsior Realty

  4. 11 Jaspa Road — photo50Active

    $1,350,000

    2 bd · 2 ba · 1,464 sqft

    11 Jaspa Road, Shelter Island, NY

    Karen A. Neglia · RustyCap O Inc

  5. 6 Cozy Lane — photo39Active

    $1,685,000

    3 bd · — ba · 1,424 sqft

    6 Cozy Lane, Shelter Island, NY

  6. 169 N Ferry Road — photo41Active

    $4,250,000

    4 bd · 6 ba · 3,500 sqft

    169 N Ferry Road, Shelter Island, NY

    Sheri Winter Parker · Corcoran

  7. 22 Locust Point Road — photo38Active

    $8,900,000

    6 bd · 9 ba · 7,300 sqft

    22 Locust Point Road, Shelter Island, NY

    Romaine M. Gordon · Saunders West LLC

  8. 3 Bevan Pl — photoOpen house Sat, Oct 10 · 11:00 AM35Active

    $8,500,000

    3 bd · — ba · 1,798 sqft

    3 Bevan Pl, Shelter Island, NY

  9. 1-3 Montclair Avenue — photo33Active

    $4,750,000

    3 bd · 2 ba · 1,851 sqft

    1-3 Montclair Avenue, Shelter Island, NY

    Penelope A. Moore · Saunders & Associates

  10. 64A N Midway Road — photo31Active

    $2,199,000

    5 bd · 4 ba · 2,642 sqft

    64A N Midway Road, Shelter Island, NY

    Christine M. Beckwith · Douglas Elliman Real Estate

  11. 6 Great Circle Drive — photo44Active

    $4,995,000

    5 bd · 7 ba · 5,535 sqft

    6 Great Circle Drive, Shelter Island, NY

    Kristy B. Naddell · Douglas Elliman Real Estate

  12. 14 Crescent Way — photoPrice Reduced24Active

    $1,950,000

    4 bd · 3 ba · 3,059 sqft

    14 Crescent Way, Shelter Island, NY

    Penelope A. Moore · Saunders & Associates

  13. 11 Prospect Avenue — photoPrice Reduced25Active

    $2,200,000

    4 bd · 3 ba · 1,994 sqft

    11 Prospect Avenue, Shelter Island, NY

    Donna L. Walker · Douglas Elliman Real Estate

  14. 100 Peconic Ave — photo18Active

    $4,000,000

    3 bd · — ba · — sqft

    100 Peconic Ave, Shelter Island, NY

  15. 6 Oxford Avenue — photo32Active

    $1,495,000

    4 bd · 2 ba · 2,074 sqft

    6 Oxford Avenue, Shelter Island, NY

    Tina Marika Kaasik · Daniel Gale Sothebys Intl Rlty

  16. 5 Sea Gull Road — photo35Active

    $3,795,000

    5 bd · 5 ba · 3,072 sqft

    5 Sea Gull Road, Shelter Island, NY

    Tina Marika Kaasik · Daniel Gale Sothebys Intl Rlty

  17. 43 Gardiners Bay Drive — photoPrice Reduced40Active

    $3,290,000

    5 bd · 5 ba · 6,106 sqft

    43 Gardiners Bay Drive, Shelter Island, NY

    Mackenzie Needham · Daniel Gale Sothebys Intl Rlty

  18. 16 Bowditch Road — photoPrice Reduced23Active

    $999,999

    3 bd · 2 ba · 1,266 sqft

    16 Bowditch Road, Shelter Island, NY

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

  19. 90 Peconic Avenue — photo35Active

    $4,800,000

    5 bd · 4 ba · 3,325 sqft

    90 Peconic Avenue, Shelter Island, NY

    Elizabeth Melichar · Serhant East End LLC

  20. 2 Prospect Avenue — photo26Active

    $2,700,000

    6 bd · 3 ba · 5,900 sqft

    2 Prospect Avenue, Shelter Island, NY

    Marco L. Maida · Compass Greater NY LLC

  21. 3 Conrad Rd — photoPrice Reduced34Active

    $2,395,000

    4 bd · — ba · 2,000 sqft

    3 Conrad Rd, Shelter Island, NY

  22. 4 Irene Lane — photo45Active

    $1,850,000

    4 bd · 3 ba · 2,600 sqft

    4 Irene Lane, Shelter Island, NY

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

  23. 11 Mimosa Place — photoPrice Reduced29Active

    $1,275,000

    3 bd · 3 ba · 1,564 sqft

    11 Mimosa Place, Shelter Island, NY

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

  24. 9 Margarets Drive — photoPrice Reduced39Active

    $5,000,000

    4 bd · — ba · 4,250 sqft

    9 Margarets Drive, Shelter Island, NY

12
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The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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Listing data & MLS disclosures

NY State MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange (IDX) program of the New York State Alliance MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Real estate listings held by brokerage firms other than Realty.com, are indicated by detailed information about them such as the name of the listing firms. All information deemed reliable but not guaranteed and should be independently verified. All properties are subject to prior sale, change or withdrawal. Neither the listing broker(s) nor Realty.com shall be responsible for any typographical errors, misinformation, misprints, and shall be held totally harmless. Copyright © 2026 New York State Alliance and participating MLS's - CNYIS, UNYREIS and WNYREIS. All Rights Reserved.
OneKey MLS
The data relating to real estate for sale on this website comes in part from the Internet Data exchange of OneKey MLS. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed. Copyright © 2026 OneKey MLS. All Rights Reserved
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #10311208632

    Call Thomas

    Nearby areas

    ZIP codes

    • 11968 (108)
    • 11901 (103)
    • 11937 (103)
    • 11946 (103)
    • 11978 (58)
    • 11963 (50)
    • 11942 (49)
    • 11977 (45)

    Cities

    • Southampton (472)
    • Southold (167)
    • East Hampton (144)
    • Riverhead (132)
    • Hampton Bays (15)
    • Brookhaven (13)
    • Sag Harbor (13)
    • Montauk (10)

    Shelter Island, NY community profile

    Area
    9.7 sq. mi.

    Source: HJN community data

    Shelter Island housing market

    July 2026 · This period is still settling

    Homes on the market · MLS, as of Jul 21, 2026

    Median list price
    $3,897,000
    Homes for sale
    14

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Jul 15, 2026

    Median home size
    2,131 sq. ft.