Waterfront estate
Shelter Island NY Luxury Homes
76 results
- (undisclosed Address), Shelter Island, NY 11964
- 5 bds
- 8 ba
- 5,800 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTY21 days on Zillow
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- 37 E Brander Pkwy, Shelter Island Heights, NY 11965
- 6 bds
- 7 ba
- 4,200 sqft
LISTING BY: CORCORAN GROUPBulkheaded waterfront
- 8 Little Ram Island Dr, Shelter Island, NY 11964
- 8 bds
- 10 ba
- 8,000 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYPrice cut: $1,500,000 (3/20)
- 15 Menantic Rd, Shelter Island, NY 11964
- 9 bds
- 6 ba
- 3,944 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYWaterfront retreat
- 42 Prospect Ave, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 4,133 sqft
LISTING BY: SAUNDERS & ASSOCIATESScandinavian fireplace
- 42 Prospect Ave #23, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 4,133 sqft
LISTING BY: SAUNDERS & ASSOCIATESFloor-to-ceiling glass walls
- Panoramic vistas
- Waterfront boathouse
- Top-of-the-line sub-zero appliances
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- Additional en-suite guest rooms
- 5 E Brander Pkwy, Shelter Island Heights, NY 11965
- 5 bds
- 6 ba
- 4,495 sqft
LISTING BY: CORCORAN GROUPFinished lower level - Rare waterfront property
- 82 S Midway Rd, Shelter Island, NY 11964
- 5.6 acres lot
LISTING BY: SAUNDERS & ASSOCIATESCoveted waterfront acreage - 29 E Brander Pkwy, Shelter Island, NY 11964
- 4 bds
- 4 ba
- 2,939 sqft
LISTING BY: SAUNDERS & ASSOCIATESGunite pool - 5 N Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 3,157 sqft
LISTING BY: SAUNDERS & ASSOCIATESOriginal moldings - 20 Prospect Ave, Shelter Island Heights, NY 11965
- 7 bds
- 6 ba
- 5,000 sqft
LISTING BY: HEDGEROW EXCLUSIVE PROPERTIESModern comforts - Oversized windows
- 100 S Ferry Rd, Shelter Island, NY 11964
- 6 bds
- 8 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEAbundance of natural light - 11 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,187 sqft
LISTING BY: SAUNDERS & ASSOCIATESPrice cut: $200,000 (3/31) - 141A N Ferry Rd, Shelter Island, NY 11964
- 4 bds
- 7 ba
- 4,400 sqft
LISTING BY: ATLAS SALES REALTY LLCGunite pool - 100 Peconic Ave, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 1,626 sqft
LISTING BY: M WEIN REALTY INC.Wood burning fireplace - 7 Locust Woods Dr, Shelter Island, NY 11964
- 8 bds
- 7 ba
- 4,884 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATERefined gathering spaces - 8 Hilo Dr, Shelter Island, NY 11964
- 4 bds
- 6 ba
- 3,985 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEPremium thermador appliances throughout - 43 Gardiners Bay Dr, Shelter Island Heights, NY 11965
- 5 bds
- 6 ba
- 5,375 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATE228 days on Zillow - 11 Freds Ln, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 4,254 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATECozy office Showcase - 126 S Midway Rd, Shelter Island, NY 11964
- 6 bds
- 6 ba
- 4,540 sqft
LISTING BY: SOTHEBY'S INTERNATIONAL REALTYIndependent two-bedroom casita - 24 Rocky Point Rd, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,890 sqft
LISTING BY: SAUNDERS & ASSOCIATESPrice cut: $310,000 (3/31) - 28 Lake Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 2,299 sqft
LISTING BY: SAUNDERS & ASSOCIATESRenovated bathrooms - 13 Tarkettle Rd, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,373 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYScandinavian-style waterfront cottage - 12 Terry Dr., Shelter Island, NY 11964
- 5 bds
- 5 ba
- 4,200 sqft
LISTING BY: DANIEL GALE SOTHEBYS INTL RLTYOn Market Apr 08
- 4 Sheep Pasture Ln, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 1,832 sqft
LISTING BY: SAUNDERS & ASSOCIATESRaised fireplace - Gently cleared land
- Beautifully renovated home
- Beautifully appointed hall bath
- 14 days on Zillow
- 14 Fred's Lane, Shelter Island, NY 11964
- 6 bds
- 4 ba
- 3,413 sqft
LISTING BY: DANIEL GALE SOTHEBYS INTL RLTYOn Market Apr 08 - 15 Dickerson Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 1,500 sqft
LISTING BY: SAUNDERS & ASSOCIATESBonus room - Charming shingled home
- 5 Hagar Rd, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,312 sqft
LISTING BY: SAUNDERS & ASSOCIATESWaterfront peninsula
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Based on information submitted to the MLS GRID as of 2026-02-06 15:18:24 PST. 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)
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- New York
- Suffolk County
- Shelter Island
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Disclaimer: School attendance zone boundaries are supplied by Pitney Bowes and are subject to change. Check with the applicable school district prior to making a decision based on these boundaries.
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