Shelter Island Home Values and Market Report
| Address | Beds | Baths | Acres | Living ft2 | List Price |
|---|---|---|---|---|---|
| 11 Sunnyside Avenue | 4 | 6 | 200 | 4,000 | $5,500,000 |
| 6 Great Circle Drive | 5 | 7 | 0.9400000000000001 | 5,535 | $4,995,000 |
| 90 Peconic Avenue | 5 | 4 | 1.12 | 3,325 | $4,800,000 |
| 100 S Ferry Road | 6 | 8 | N/A | 5,622 | $4,295,000 |
| 141A N Ferry Road | 4 | 7 | 1.1 | 5,500 | $3,999,000 |
| 8 Hilo Drive | 4 | 6 | 1.4100000000000001 | 3,985 | $3,850,000 |
| 5 Sea Gull Road | 5 | 5 | 0.68 | 3,072 | $3,795,000 |
| 43 Gardiners Bay Drive | 5 | 5 | 0.92 | 6,106 | $3,625,000 |
| 9 Locust Woods Drive | 4 | 4 | 2.2 | 3,856 | $3,499,000 |
| 12 Terry Dr. | 5 | 5 | 0.5 | 4,200 | $2,950,000 |
| Average: | 4.1 | 4.3 | 5,070 | $2,759,363 | |
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| Address | Beds | Baths | Acres | Living ft2 | List Price |
|---|---|---|---|---|---|
| 73 N Midway Road | 4 | 3 | 0.88 | 2,296 | $1,845,000 |
| 5 Spring Garden Avenue | 5 | 3 | 0.25 | 2,845 | $1,500,000 |
| 26 S Menantic Road | 4 | 4 | 1.47 | 1,702 | $1,450,000 |
| Average: | 4.3 | 3.3 | 2,281 | $1,598,333 | |
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| Address | Beds | Baths | Acres | Living ft2 | List Price | Sold Date |
|---|---|---|---|---|---|---|
| 21 Thompson Road | 2 | 2 | 9.4 | 1,504 | $5,875,000 | 4/7/26 |
| 9 / 7 Westmoreland Drive | 6 | 5 | 2.02 | 4,957 | $4,300,000 | 10/31/25 |
| 12 Terry Drive | 5 | 5 | 0.5 | 4,200 | $2,799,000 | 11/14/25 |
| 156 Ram Island Drive | 4 | 4 | 1.9 | 3,420 | $2,750,000 | 1/21/26 |
| 31 Grand Ave and 20 Spring Garden Ave | 6 | 5 | 0.25 | 2,640 | $2,950,000 | 2/2/26 |
| 5 Bay Shore Drive | 3 | 2 | 0.53 | 1,674 | $2,750,000 | 8/14/25 |
| 27 Country Club Drive | 3 | 2 | 1.05 | 3,170 | $1,850,000 | 1/14/26 |
| 1 Gazon Road | 4 | 3 | 0.46 | 2,618 | $1,250,000 | 3/26/26 |
| 16 Shelterlands Path | 3 | 3 | 0.93 | 1,950 | $1,175,000 | 7/20/26 |
| 10 Strawberry Lane | 3 | 2 | 0.58 | 1,340 | $1,195,000 | 6/11/26 |
| Average: | 3.9 | 3.3 | 2,747 | $2,689,400 | ||
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Listings courtesy of OneKey® MLS as distributed by MLS GRID. Based on information submitted to the MLS GRID as of . 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.
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. This information is not verified for authenticity or accuracy and is not guaranteed and may not reflect all real estate activity in the market. ©2026 The Real Estate Board of New York, Inc. All rights reserved.