View 8 Hilo Drive Shelter Island, NY MLS# 962070
$3,850,000
4

Beds

5.1

Baths

3,985

Sq.Ft.

8 Hilo Drive

Shelter Island, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 14B Heron Lane Shelter Island, NY MLS# 1049849
$3,750,000
0.0

Baths

43,560

Sq.Ft.

14B Heron Lane

Shelter Island, NY

Courtesy of BROWN HARRIS STEVENS HAMPTONS
View 5 Sea Gull Road Shelter Island, NY MLS# 1016596
$3,695,000
5

Beds

5.0

Baths

3,072

Sq.Ft.

5 Sea Gull Road

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
The time to sell is now! THE TIME TO SELL IS NOW!
View 43 Gardiners Bay Drive Shelter Island, NY MLS# 1012419
$3,290,000
5

Beds

4.1

Baths

6,106

Sq.Ft.

43 Gardiners Bay Drive

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 20 Baldwin Road Shelter Island, NY MLS# 1062621
$3,250,000
4

Beds

3.0

Baths

3,097

Sq.Ft.

20 Baldwin Road

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 9 Locust Woods Drive Shelter Island, NY MLS# 981046
$2,995,000
4

Beds

3.2

Baths

3,856

Sq.Ft.

9 Locust Woods Drive

Shelter Island, NY

Courtesy of KELLER WILLIAMS REALTY GREATER
View 12 Terry Dr. Shelter Island, NY MLS# 977439
  • Virtual Tour
1 of 30
$2,800,000
5

Beds

4.1

Baths

4,200

Sq.Ft.

12 Terry Dr.

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 2 Pandion Road Shelter Island, NY MLS# 1055760
  • Virtual Tour
1 of 28
$2,800,000
0.0

Baths

162,043

Sq.Ft.

2 Pandion Road

Shelter Island, NY

Courtesy of COMPASS GREATER NY LLC
View 2 Prospect Avenue Shelter Island, NY MLS# 1005789
$2,700,000
6

Beds

3.0

Baths

5,900

Sq.Ft.

2 Prospect Avenue

Shelter Island, NY

Courtesy of COMPASS GREATER NY LLC
View 7 Wheeler Road Shelter Island, NY MLS# 1048489
$2,690,000
4

Beds

2.1

Baths

2,289

Sq.Ft.

7 Wheeler Road

Shelter Island, NY

Courtesy of WORLD PROP INTL SEA TO SKY
View 2 Quail Run Shelter Island, NY MLS# 1070714
  • Recently Listed
1 of 39
OPEN HOUSE: Saturday 11/14 12:00 PM - 1:30 PM
$2,495,000
3

Beds

2.1

Baths

2,228

Sq.Ft.

2 Quail Run

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 14 Freds Lane Shelter Island, NY MLS# 978923
  • Virtual Tour
1 of 33
$2,239,000
6

Beds

4.0

Baths

3,413

Sq.Ft.

14 Freds Lane

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 61 N Cartwright Road Shelter Island, NY MLS# 1058792
$2,230,000
5

Beds

4.0

Baths

3,262

Sq.Ft.

61 N Cartwright Road

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 64A N Midway Road Shelter Island, NY MLS# 1029569
$2,199,000
5

Beds

4.0

Baths

2,642

Sq.Ft.

64A N Midway Road

Shelter Island, NY

Courtesy of DOUGLAS ELLIMAN REAL ESTATE
View 5 Marc Shelter Island, NY MLS# 1060077
$1,999,999
4

Beds

3.1

Baths

2,777

Sq.Ft.

5 Marc

Shelter Island, NY

Courtesy of RE/MAX SIGNATURE REAL ESTATE
View 4 Irene Lane Shelter Island, NY MLS# 1003398
$1,850,000
4

Beds

3.0

Baths

2,600

Sq.Ft.

4 Irene Lane

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 9 Bay Shore Drive Shelter Island, NY MLS# 1046396
$1,595,000
0.0

Baths

27,007

Sq.Ft.

9 Bay Shore Drive

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 11 Mimosa Place Shelter Island, NY MLS# 1001893
$1,275,000
3

Beds

2.1

Baths

1,564

Sq.Ft.

11 Mimosa Place

Shelter Island, NY

Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
View 6 Oxford Avenue Shelter Island, NY MLS# 1017824
    1 of 32
    OPEN HOUSE: Saturday 11/14 12:00 PM - 1:30 PM
    $1,275,000
    4

    Beds

    2.0

    Baths

    2,074

    Sq.Ft.

    6 Oxford Avenue

    Shelter Island, NY

    Courtesy of DANIEL GALE SOTHEBYS INTL RLTY
    View 11 Jaspa Road Shelter Island, NY MLS# 1049777
    $1,250,000
    2

    Beds

    2.0

    Baths

    1,464

    Sq.Ft.

    11 Jaspa Road

    Shelter Island, NY

    Courtesy of RUSTYCAP O INC

    About Shelter Island

    "An island sheltered by islands" is the name given to Shelter Island by the Manhanset Indians. The name holds true today in this peaceful, protected, and bountiful paradise. Nearly a third of the island's 8,000 acres is owned by the Nature Conservancy and preserved in its pristine state. Miles of nature and bird-watching trails include a barrier-free Braille trail. All three deep-water harbors offer a marina and welcome arrivals by boat. Car ferries are available from Greenport on the North Fork or North Haven on the South Fork. Inns and hotels combine with shops and services across the island, interspersed with vacation and permanent homes. Quietude and a gentle pace bring visitors back again and again to a place that reflects a time that seems to be forever lost in modern existence.

    Listings in Shelter Island, NY

    29

    Estimated median home price

    $2,495,000
    Shelter Island NY Homes for Sale & Properties

    Weichert Realtors is one of the nation's leading providers of Shelter Island, New York real estate for sale and home ownership services. Contact Weichert today to buy or sell real estate in Shelter Island, NY.

    Homes for Sale by Price in Shelter Island, NY

    PriceCount
    $0 - 100K0
    $100K - 200K0
    $200K - 300K0
    $300K - 400K0
    $400K - 500K0
    $500K - 600K1
    $600K - 700K0
    $700K - 800K1
    $800K - 900K2
    $900K - 1M1
    $1M - Max24

    Homes for Sale by Type in Shelter Island, NY

    Property TypeCount
    Single Family23
    Townhouse0
    Condo0
    Commercial0
    Rental6
    Lots and Land6
    Condo/Town/CoOp0
    CoOp0
    Multi Family0
    Mobile Home0
    Farms0

    (Data as of 11/13/2026)

    Information deemed reliable but not guaranteed.

    The data relating to real estate for sale on this website comes in part from the IDX Program of OneKey® MLS.

    The source of the displayed data is either the property owner or public record provided by non-governmental third parties. It is believed to be reliable but not guaranteed. This information is provided exclusively for consumers’ personal, non-commercial use.

    Information Copyright 2021, OneKey® MLS. All Rights Reserved.