- 4 bds
- 5 ba
- 3,856 sqft
LISTING BY: KELLER WILLIAMS REALTY GREATER
Price cut: $504,000 (9/25)
Shelter Island NY Luxury Homes
101 results
- 9 Locust Woods Drive, Shelter Island, NY 11964
- 58 Country Club Dr, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,200 sqft
LISTING BY: CORCORAN GROUPPool house
Loading...
- 13 Spring Garden Ave, Shelter Island Heights, NY 11965
- 3 bds
- 3 ba
- 2,300 sqft
LISTING BY: CENTURY 21 EXCELSIOR REALTYDetached one-car garage
- 11 Freds Ln, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 4,254 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEPrice cut: $300,000 (9/20)
- Sweeping motor court
- 12 Terry Dr, Shelter Island, NY 11964
- 5 bds
- 5 ba
- 4,200 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYCovered balcony
- 21 N Ferry Rd, Shelter Island, NY 11964
- 3 bds
- 5 ba
- 5,000 sqft
LISTING BY: DERING HARBOR REAL ESTATEPlenty of onsite parking
- 2 Prospect Avenue, Shelter Island, NY 11964
- 6 bds
- 3 ba
- 5,900 sqft
LISTING BY: COMPASS GREATER NY LLCThree income-producing historic cottages
- 7 Wheeler Road, Shelter Island, NY 11965
- 4 bds
- 3 ba
- 2,289 sqft
LISTING BY: WORLD PROP INTL SEA TO SKYPrice cut: $260,000 (9/17)
- 171 N Ferry Rd #J/g, Shelter Island, NY 11964
- 4 bds
- 5 ba
- 3,000 sqft
LISTING BY: CORCORAN GROUPSouth facing balcony deck
Loading...
- Single-story living
- 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
- 100 S Midway Rd, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,300 sqft
LISTING BY: DERING HARBOR REAL ESTATEPrice cut: $50,000 (9/12)
- 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)
- 11 Prospect Ave, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 1,994 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEExpansive windows
- 11 Prospect Avenue, Shelter Island Heights, NY 11965
- 4 bds
- 3 ba
- 1,994 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEPrice cut: $395,000 (9/23)
- 64 N Midway Rd, Shelter Island, NY 11964
- 5 bds
- 4 ba
- 2,646 sqft
LISTING BY: DOUGLAS ELLIMANGas fireplace
- 64A N Midway Road, Shelter Island, NY 11964
- 5 bds
- 4 ba
- 2,642 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEGas fireplace
- 15 Dickerson Dr, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,370 sqft
LISTING BY: SAUNDERS & ASSOCIATESContemporary waterfront
- 64 N Midway Rd #A, Shelter Island, NY 11964
- 5 bds
- 4 ba
- 2,646 sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATEGas fireplace
- 5 Marc Street, Shelter Island, NY 11964
- 4 bds
- 4 ba
- 2,777 sqft
LISTING BY: RE/MAX SIGNATURE REAL ESTATECentral air
- 4 Bayview Ave, Shelter Island Heights, NY 11965
- 6 bds
- 6 ba
- 6,089 sqft
LISTING BY: CORCORAN GROUPCentral air
- 70 S Ferry Rd, Shelter Island, NY 11964
- 5 bds
- 3 ba
- -- sqft
LISTING BY: DOUGLAS ELLIMAN REAL ESTATE563 days on Zillow
- 14 Crescent Way, Shelter Island Heights, NY 11965
- 4 bds
- 3 ba
- 3,059 sqft
LISTING BY: SAUNDERS & ASSOCIATESWood burning fireplace
- Charming shingled home
- 17 Crescent Way, Shelter Island Heights, NY 11965
- 3 bds
- 4 ba
- 3,373 sqft
LISTING BY: SAUNDERS & ASSOCIATESCheery sun-filled contemporary
- 17 Crescent Way, Shelter Island, NY 11964
- 3 bds
- 4 ba
- 2,423 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSCheery sun-filled contemporary
- 7 Locust Ave, Shelter Island, NY 11965
- 4 bds
- 2 ba
- 2,007 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSGlass-enclosed laundry area
- 4 Irene Ln, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,028 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTY126 days on Zillow
- 7 Locust Ave #&-4, Shelter Island Heights, NY 11965
- 4 bds
- 2 ba
- 2,007 sqft
LISTING BY: SAUNDERS & ASSOCIATESBluestone patio
- 4 Quail Hedge Ln, Shelter Island Heights, NY 11965
- 3 bds
- 3 ba
- 2,510 sqft
LISTING BY: CORCORAN GROUPBack deck
- Scenic waterfront backdrop
- 27 Terry Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,100 sqft
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYIn-ground pool
- 6 Cozy Ln, Shelter Island, NY 11964
- 3 bds
- 2 ba
- 1,424 sqft
LISTING BY: DERING HARBOR REAL ESTATEInviting fireplace
- Floor to ceiling windows
- 44 Country Club Dr, Shelter Island, NY 11964
- 4 bds
- 3 ba
- 2,097 sqft
LISTING BY: CORCORAN GROUPRenovated home
- 146 W Neck Rd, Shelter Island Heights, NY 11965
- 3 bds
- 2 ba
- 1,032 sqft
LISTING BY: CORCORAN GROUPLight filled home
- 9 Bay Shore Dr, Shelter Island, NY 11964
- 0.62 acres lot
LISTING BY: DANIEL GALE SOTHEBY'S INTERNATIONAL REALTYSurrounded by nature
- 7 Fox Hollow Run, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,038 sqft
LISTING BY: SAUNDERS & ASSOCIATES, Penelope Moore. Listing provided by NY State MLSCheerful breakfast nook
- 7 Fox Hollow Rd, Shelter Island, NY 11964
- 3 bds
- 3 ba
- 3,038 sqft
LISTING BY: SAUNDERS & ASSOCIATESCheerful breakfast nook
- 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
to get email alerts when listings hit the market.
Based on information submitted to the MLS GRID as of 2026-09-26 14:18:33 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)
