Waterfront estate
Shelter Island NY Luxury Homes
101 results
- 6 Harbor Ln, Shelter Island Heights, NY 11965
- 7 bds
- 6 ba
- 4,500 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEOversized windows
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- 8c Pheasant Circle, Shelter Island, NY 11964
- 3 bds
- 4 ba
- 3,801 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYPrivate sandy beach
- 22 Locust Point Rd, Shelter Island, NY 11964
- 6 bds
- 9 ba
- 7,300 sqft
LISTING BY: SAUNDERS & ASSOCIATESNatural light
- West-facing waterfront retreat
- 42 Prospect Ave, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 4,133 sqft
LISTING BY: SAUNDERS & ASSOCIATESCovered rooftop terrace
- 42 Prospect Ave #23, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 4,133 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSFinnleo sauna
- 47 Ram Island Rd, Shelter Island, NY 11964
- 6 bds
- 6 ba
- 6,477 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATECentral island
- 66 Gardiners Bay Dr, Shelter Island, NY 11964
- 7 bds
- 10 ba
- 5,042 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYOpen: Sat 12:30-2:30pm (9/26)
- 8 Margarets Dr, Shelter Island, NY 11964
- 6 bds
- 6 ba
- 4,250 sqft
LISTING BY: HEDGEROW EXCLUSIVE PROPERTIESPrivate waterfront setting
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- Regulation-size racquetball court
- 8 Brander Pkwy, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 3,160 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEUninterrupted views
- 82 S Midway Rd, Shelter Island, NY 11964
- 5.6 acres lot
LISTING BY: SAUNDERS & ASSOCIATESCoveted waterfront acreage
- Price cut: $250,000 (9/23)
- 11 Sunnyside Ave, Shelter Island, NY 11964
- 4 bds
- 6 ba
- 4,000 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEOpen: Sun 2-3pm (9/27)
- 6 Great Circle Dr, Shelter Island, NY 11964
- 5 bds
- 7 ba
- 5,535 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATE65 days on Zillow
- 20 Prospect Ave, Shelter Island Heights, NY 11965
- 7 bds
- 6 ba
- 5,000 sqft
LISTING BY: HEDGEROW EXCLUSIVE PROPERTIESModern comforts
- 5 N Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 3,157 sqft
LISTING BY: SAUNDERS & ASSOCIATESOriginal moldings
- 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
- 32 Hilo Dr, Shelter Island Heights, NY 11965
- 4 bds
- 5 ba
- 2,237 sqft
LISTING BY: CORCORAN GROUPPrice cut: $100,000 (9/21)
- 15 Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 6 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEFloating dock
- Private dock
- 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 MLS60 days on Zillow
- 13 Montclair Ave, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,851 sqft
LISTING BY: SAUNDERS & ASSOCIATESCentral air conditioning
- Outdoor fireplace
- 100 S Ferry Rd, Shelter Island, NY 11964
- 6 bds
- 8 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEAbundance of natural light
- Custom white oak cabinetry
- Wood burning fireplace
- 141A N Ferry Rd, Shelter Island, NY 11964
- 4 bds
- 7 ba
- 4,400 sqft
LISTING BY: ATLAS SALES REALTY LLCGunite pool
- 60 Westmoreland Dr, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 2,854 sqft
LISTING BY: CORCORAN GROUPTwo car garage
- 7 Stearns Point Rd, Shelter Island Heights, NY 11965
- 9 bds
- 9 ba
- 5,820 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYModern sophistication
- 11 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,187 sqft
LISTING BY: SAUNDERS & ASSOCIATESFloor-to-ceiling windows
- 8 Hilo Dr, Shelter Island, NY 11964
- 4 bds
- 6 ba
- 3,985 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEPremium thermador appliances throughout
- 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
- 10 Point Ln, Shelter Island Heights, NY 11965
- 5 bds
- 6 ba
- 5,386 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATESpacious laundry room
- 7 Locust Woods Dr, Shelter Island, NY 11964
- 6 bds
- 7 ba
- 4,884 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEBeautifully appointed interiors
- 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965
- 5 bds
- 6 ba
- 6,106 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYFully finished lower level
- 20 Sunshine Rd, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 4,901 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEBeautifully appointed interiors
- 13 Tower Hill Ave, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 3,228 sqft
LISTING BY: SAUNDERS & ASSOCIATESRegulation-size tennis court
- 23 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 3,210 sqft
LISTING BY: CORCORAN GROUPPrice cut: $350,000 (9/23)
- 28 Lake Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 2,299 sqft
LISTING BY: SAUNDERS & ASSOCIATESRenovated bathrooms
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Based on information submitted to the MLS GRID as of 2026-09-26 06:13:18 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)
