4 Winthrop Rd, Shelter Island, NY 11964
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Beds
6
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Baths
3
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Acres
0.37
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Sq. ft.
Last Verified:
Aug 21, 2026
Highlights
Shelter Island Classic with
Set on one of Shelter Island’s most coveted streets, Winthrop Road, this exceptional six-bedroom, three-bathroom residence offers the perfect blend of sophisticated and timeless design, effortless indoor-outdoor living, and an enviable location.
Beautifully appointed throughout, the home showcases high-end and thoughtful design at every turn that creates a refined yet inviting atmosphere. Spacious interiors flow naturally from room to r
Home Details
Construction
Property type: Single-family
Property style: Traditional
New construction: No
Year built: 1950
Interior Details
Sq. ft: 2,920
Price per square foot: $985/sqft
Basement type: Full
Stories: 2
Floors: Hardwood
Fireplaces: 1
Bedrooms & Bathrooms
Bedrooms: 6
Full bathrooms: 3
Bathroom on first floor: Yes
Primary bedroom on first floor: Yes
Other Rooms
Family room/den, Great room
Utilities
Water source: Well
Heat type: Oil hot air
Central air conditioning: Yes
Security system: Yes
Financial Details
Price: $2,875,000
Taxes: $9,175/yr
Outdoor Details
Pool & Spa
Pool: Yes
Heated pool: Yes
Pool material: Gunite
Parking
Garage: Yes
Spaces in garage: 1
Outdoor Amenities
Tennis: No
Room for a tennis court: No
Water frontage/View: Waterview
Outdoor Shower(s): Yes
Lot Details
Lot size: 0.37 Acres
South of highway: No
Location
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Nearby Transportation
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1 mileShelter Island - Shelter Island Seaplane Base
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1 mileGreenport - LIRR
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1 mileGreenport - Hampton Jitney
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Nearby Beaches
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1 mileCrescent Beach
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3 milesWades Beach
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3 milesShell Beach
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