MarketsNY
Shelter Island, NY
Live listings and local prices in Shelter Island, refreshed Aug 8, 2026.
Listings84
Median price$2,692,500
Median $/sqft$936
Mix100% sale
Listings
60 homes
$1,845,000for sale
73 N Midway Rd
4 bd · 3 ba · 2,296 sqft · $804/sqft
$1,795,000for sale
4 Quail Hedge Ln
3 bd · 3 ba · 2,510 sqft
$1,850,000for sale
7 Locust Ave
4 bd · 2 ba · 2,007 sqft · $922/sqft
$2,199,000for sale
64 Midway Rd
5 bd · 4 ba · 2,646 sqft
$2,199,000for sale
64A N Midway Rd
5 bd · 4 ba · 2,642 sqft · $832/sqft
$2,350,000for sale
5 Marc St
4 bd · 4 ba · 2,777 sqft
$1,495,000for sale
6 Oxford Ave
4 bd · 2 ba · 2,074 sqft · $721/sqft
$2,950,000for sale
12 Terry Dr
5 bd · 5 ba · 4,200 sqft · $702/sqft
$3,250,000for sale
28 Lake Dr
3 bd · 3 ba · 2,300 sqft · $1413/sqft
$1,995,000for sale
23 Osprey Rd
4 bd · 4 ba · 3,484 sqft
$1,545,000for sale
66A N Midway Rd
2 bd · 3 ba · 1,488 sqft · $1038/sqft
$1,750,000for sale
72 S Ferry Rd
1 bd · 1 ba · 1,800 sqft · $972/sqft
$3,999,000for sale
141A N Ferry Rd
4 bd · 7 ba · 5,500 sqft
$3,290,000for sale
24 Rocky Point Rd
4 bd · 3 ba · 2,890 sqft
$2,995,000for sale
58 Country Club Dr
4 bd · 5 ba · 3,200 sqft · $936/sqft
$5,250,000for sale
9 Margarets Dr
4 bd · 6 ba · 4,250 sqft
$6,495,000for sale
28 S Menantic Rd
4 bd · 6 ba · 3,863 sqft
$4,950,000for sale
5 N Menantic Rd
5 bd · 5 ba · 3,206 sqft
$5,495,000for sale
32 Hilo Dr
4 bd · 5 ba · 2,237 sqft
$3,995,000for sale
7 Stearns Point Rd
9 bd · 9 ba · 5,820 sqft · $686/sqft
$10,750,000for sale
37 E Brander Pkwy
6 bd · 7 ba · 4,200 sqft
$4,800,000for sale
15 Menantic Rd
5 bd · 6 ba
$3,975,000for sale
11 Dickerson Dr
4 bd · 5 ba · 3,187 sqft
$2,349,000for sale
5 Part 3 Hagar Rd
3 bd · 3 ba · 3,312 sqft
$2,495,000for sale
3 Conrad Rd
4 bd · 4 ba · 2,000 sqft · $1248/sqft
$2,295,000for sale
100 S Midway Rd
4 bd · 3 ba · 2,300 sqft · $998/sqft
$2,199,000for sale
15 Dickerson Dr
3 bd · 3 ba · 3,370 sqft · $653/sqft
$2,685,000for sale
4 Sheep Pasture Ln
4 bd · 3 ba · 1,832 sqft
$3,625,000for sale
43 Gardiners Bay Dr
5 bd · 5 ba · 6,106 sqft · $594/sqft
$2,700,000for sale
2 Prospect Ave
6 bd · 3 ba · 5,900 sqft
$1,495,000for sale
15 N Brander Pkwy
3 bd · 2 ba · 1,400 sqft · $1068/sqft
$1,450,000for sale
26 S Menantic Rd
4 bd · 4 ba · 1,702 sqft
$6,999,000for sale
3A/3B Pandion Rd Units 3A & 3B
$7,750,000for sale
47 Ram Island Rd
6 bd · 6 ba · 6,477 sqft
$7,950,000for sale
42 Prospect Ave and Part 23 Serpentine Dr
3 bd · 4 ba · 4,133 sqft
$5,500,000for sale
11 Sunnyside Ave
4 bd · 6 ba · 4,000 sqft
$4,999,000for sale
16 Little Ram Island Dr
3 bd · 2 ba · 2,200 sqft · $2272/sqft
$6,250,000for sale
55 Shore Rd
6 bd · 6 ba · 7,500 sqft
$8,500,000for sale
3 Bevan Pl
3 bd · 3 ba · 1,798 sqft
$1,595,000for sale
44 Country Club Dr
4 bd · 3 ba · 2,097 sqft · $761/sqft
$4,750,000for sale
1-3 Montclair Ave
3 bd · 2 ba · 1,851 sqft
$3,600,000for sale
23 Dickerson Dr
4 bd · 3 ba · 3,210 sqft · $1121/sqft
$5,350,000for sale
29 E Brander Pkwy
4 bd · 4 ba · 2,939 sqft
$3,100,000for sale
126 S Midway Rd
6 bd · 6 ba · 4,540 sqft
$3,750,000for sale
7 Locust Woods Dr
6 bd · 7 ba · 4,884 sqft
$1,595,000for sale
146 W Neck Rd
3 bd · 2 ba · 1,032 sqft · $1546/sqft
$3,499,000for sale
9 Locust Woods Dr
4 bd · 4 ba · 3,856 sqft · $907/sqft
$6,995,000for sale
33 Dinah Rock Rd
6 bd · 4 ba
$3,250,000for sale
13 Tower Hill Ave
4 bd · 3 ba · 3,228 sqft · $1007/sqft
$4,995,000for sale
6 Great Circle Dr
5 bd · 7 ba · 5,535 sqft · $902/sqft
$1,950,000for sale
70 N Ferry Rd
5 bd · 3 ba
$1,950,000for sale
70 S Ferry Rd
5 bd · 3 ba · 2,000 sqft
$1,850,000for sale
4 Irene Ln
4 bd · 3 ba · 2,600 sqft · $712/sqft
$1,750,000for sale
7 Fox Hollow Run
3 bd · 3 ba · 3,038 sqft
$1,875,000for sale
17 Crescent Way
3 bd · 4 ba · 3,373 sqft
$2,095,000for sale
14 Crescent Way
4 bd · 3 ba · 3,059 sqft · $685/sqft
$6,495,000for sale
5 E Brander Pkwy
5 bd · 6 ba · 4,495 sqft · $1445/sqft
$3,795,000for sale
5 Sea Gull Rd
5 bd · 5 ba · 3,072 sqft · $1235/sqft
$5,750,000for sale
82 S Midway Rd
$4,295,000for sale
100 S Ferry Rd
6 bd · 8 ba · 5,622 sqft