- 4 bds
- 3 ba
- 2,100 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTY
In-ground pool
Shelter Island NY Real Estate & Homes For Sale
106 results
- 27 Terry Dr, Shelter Island, NY 11964
- Price cut: $36,000 (8/7)
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- Single-story living
- Waterfront boathouse
- 60 Westmoreland Dr, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 2,854 sqft
LISTING BY: CORCORAN GROUPTwo car garage
- 14 Freds Ln, Shelter Island, NY 11964
- 6 bds
- 4 ba
- -- sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYPrice cut: $246,000 (8/31)
- 2 Prospect Avenue, Shelter Island, NY 11964
- 6 bds
- 3 ba
- 5,900 sqft
LISTING BY: COMPASS GREATER NY LLCThree income-producing historic cottages
- 13 Montclair Ave, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,851 sqft
LISTING BY: SAUNDERS & ASSOCIATESCentral air conditioning
- Scenic waterfront backdrop
- 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
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- Substantial finished lower level
- 28 Lake Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 2,299 sqft
LISTING BY: SAUNDERS & ASSOCIATESRenovated bathrooms
- 5 Marc Street, Shelter Island, NY 11964
- 4 bds
- 4 ba
- 2,777 sqft
LISTING BY: RE/MAX SIGNATURE REAL ESTATEPrice cut: $350,001 (8/16)
- Wood burning fireplace
- 7 Locust Woods Dr, Shelter Island, NY 11964
- 6 bds
- 7 ba
- 4,884 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEBeautifully appointed interiors
- 6 Oxford Avenue, Shelter Island, NY 11964
- 4 bds
- 2 ba
- 2,074 sqft
LISTING BY: DANIEL GALE SOTHEBYS INTL RLTYQuiet road
- 100 S Midway Rd, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,300 sqft
LISTING BY: DERING HARBOR REAL ESTATESpacious contemporary
- 1 Tuthill Dr, Shelter Island, NY 11964
- 0.4 acres lot
LISTING BY: SAUNDERS & ASSOCIATESPristine acreage
- 4 Quail Hedge Ln, Shelter Island Heights, NY 11965
- 3 bds
- 3 ba
- 2,510 sqft
LISTING BY: CORCORAN GROUPBack deck
- 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
- 6,106 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYFully finished lower level
- 8 Brander Pkwy, Shelter Island Heights, NY 11965
- 4 bds
- 4 ba
- 3,160 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEUninterrupted views
- Four bathrooms
- 15 Menantic Rd, Shelter Island, NY 11964
- 5 bds
- 6 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEFloating dock
- 44 Country Club Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,097 sqft
LISTING BY: CORCORAN GROUPRenovated home
- 11 Sunnyside Ave, Shelter Island, NY 11964
- 4 bds
- 6 ba
- 4,000 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATESoaring window walls
- 23 Dickerson Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 3,210 sqft
LISTING BY: CORCORAN GROUPOpen: Sat 10:30am-12:30pm (9/5)
- 12 Hilo Dr, Shelter Island, NY 11964
- 0.64 acres lot
LISTING BY: DOUGLAS ELLIMAN REAL ESTATE164 days on Zillow
- 58 Country Club Dr, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,200 sqft
LISTING BY: CORCORAN GROUPPool house
- 5 Hagar Rd #3, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,312 sqft
LISTING BY: SAUNDERS & ASSOCIATESAttached two-car garage
- 17 Crescent Way, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 3,373 sqft
LISTING BY: SAUNDERS & ASSOCIATESCheery sun-filled contemporary
- 141A N Ferry Rd, Shelter Island, NY 11964
- 4 bds
- 7 ba
- 4,400 sqft
LISTING BY: ATLAS SALES REALTY LLCGunite pool
- 4 Duvall Ave, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,200 sqft
LISTING BY: SIMON HARRISON REAL ESTATE761 days on Zillow
- Panoramic vistas
- 13 Tower Hill Ave, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 3,228 sqft
LISTING BY: SAUNDERS & ASSOCIATESRegulation-size tennis court
- 4 Bayview Ave, Shelter Island Heights, NY 11965
- 6 bds
- 6 ba
- 6,089 sqft
LISTING BY: CORCORAN GROUPCentral air
- Beautifully renovated home
- 4 Duvall Rd, Shelter Island, NY 11964
- 2 bds
- 2 ba
- 1,200 sqft
LISTING BY: SIMON HARRISON REAL ESTATE93 days on Zillow
- 21 N Ferry Rd, Shelter Island, NY 11964
- 3 bds
- 5 ba
- 5,000 sqft
LISTING BY: DERING HARBOR REAL ESTATEPlenty of onsite parking
- 66 N Midway Rd #A, Shelter Island, NY 11964
- 2 bds
- 3 ba
- 1,488 sqft
LISTING BY: SAUNDERS & ASSOCIATESSecond fireplace
- 42 Prospect Ave #23, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 4,133 sqft
LISTING BY: SAUNDERS & ASSOCIATESFinnleo sauna
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Based on information submitted to the MLS GRID as of 2026-09-01 02:18:17 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)
