- 6 bds
- 6 ba
- 4,250 sqft
LISTING BY: HEDGEROW EXCLUSIVE PROPERTIES
Private waterfront setting
Waterfront - Shelter Island NY Waterfront Homes
33 results
- 8 Margarets Dr, Shelter Island, NY 11964
- 8c Pheasant Circle, Shelter Island, NY 11964
- 3 bds
- 4 ba
- 3,801 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYPrivate sandy beach
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- 6 Harbor Ln, Shelter Island Heights, NY 11965
- 7 bds
- 6 ba
- 4,500 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEOversized windows
- Waterfront estate
- 9 Bay Shore Dr, Shelter Island, NY 11964
- 0.62 acres lot
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTY16 hours ago
- 66 Gardiners Bay Dr, Shelter Island, NY 11964
- 7 bds
- 10 ba
- 5,042 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYPrivate beach
- 15 Dickerson Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,370 sqft
LISTING BY: SAUNDERS & ASSOCIATESContemporary waterfront
- West-facing waterfront retreat
- 5 N Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 3,157 sqft
LISTING BY: SAUNDERS & ASSOCIATESOriginal moldings
- 32 Hilo Dr, Shelter Island Heights, NY 11965
- 4 bds
- 5 ba
- 2,237 sqft
LISTING BY: CORCORAN GROUPPrice cut: $500,000 (9/2)
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- Regulation-size racquetball court
- Private dock
- 11 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,187 sqft
LISTING BY: SAUNDERS & ASSOCIATESFloor-to-ceiling windows
- 5 Sea Gull Rd, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 3,072 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYExpansive primary suite
- Undisclosed Address, Shelter Island, NY 11964
- 4 bds
- 4 ba
- 2,407 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSDramatic rooftop observation deck
- 60 Westmoreland Dr, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 2,854 sqft
LISTING BY: CORCORAN GROUPTwo car garage
- 3 Montclair Ave, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,851 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLS51 days on Zillow
- 20 Prospect Ave, Shelter Island Heights, NY 11965
- 7 bds
- 6 ba
- 5,000 sqft
LISTING BY: HEDGEROW EXCLUSIVE PROPERTIESModern comforts
- 2 Prospect Avenue, Shelter Island, NY 11964
- 6 bds
- 3 ba
- 5,900 sqft
LISTING BY: COMPASS GREATER NY LLCThree income-producing historic cottages
- 171 N Ferry Rd #J/g, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,000 sqft
LISTING BY: CORCORAN GROUPSouth facing balcony deck
- 4 Irene Ln, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,028 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTY116 days on Zillow
- Wood burning fireplace
- 5 Hagar Rd #3, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,312 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSAttached two-car garage
- 8 Brander Pkwy, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 3,160 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEUninterrupted views
- Scenic waterfront backdrop
- 23 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 3,210 sqft
LISTING BY: CORCORAN GROUPBeautiful view
- 64A N Midway Road, Shelter Island, NY 11964
- 5 bds
- 4 ba
- 2,642 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEGas fireplace
- 66 N Midway Rd #A, Shelter Island, NY 11964
- 2 bds
- 3 ba
- 1,488 sqft
LISTING BY: SAUNDERS & ASSOCIATESSecond fireplace
- 66-A N Midway Rd, Shelter Island, NY 11964
- 2 bds
- 3 ba
- 1,488 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSSpring-fed pond
- 15 Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 6 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEFloating dock
- 12 Hilo Dr, Shelter Island, NY 11964
- 0.64 acres lot
LISTING BY: DOUGLAS ELLIMAN REAL ESTATE180 days on Zillow
- 82 S Midway Rd, Shelter Island, NY 11964
- 5.6 acres lot
LISTING BY: SAUNDERS & ASSOCIATESCoveted waterfront acreage
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Based on information submitted to the MLS GRID as of 2026-09-17 04:48:11 PDT 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. Some IDX listings have been excluded from this website. [Click here for more information](/mls-disclaimers/#778)
