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Residential Land with Home for Sale in Shelter Island, New York

5 N Menantic Rd, Shelter Island, NY 11964

$5,150,000
3 acres
Active
$800k drop
Est $27,437/mo

A rare offering on Shelter Island, this waterfront estate represents a legacy of architectural pedigree and enduring luxury. Built in 1860 and renovated over the years, the home is a singular blend of history and Hamptons elegance, set on nearly 3 acres with western-facing water views, a deepwater dock, and every hallmark of refined coastal living. In an iconic Shelter Island location on West Neck Creek, this timeless model of Federal-style architecture offers 3,206 +/- sq. ft. of living space on 2 levels, 5 bedrooms, 4.5 baths, an attached 2-car garage, 3 fireplaces, a waterside heated gunite pool and room for expansion. The first level has a traditional floor plan with a living room, dining room, kitchen, ensuite primary and guest bedroom. Enjoy all-day sun from the patios, including a beautiful attached gazebo porch for dining al fresco and morning coffee. Bedrooms are each well-sized and bathrooms have been updated. Upstairs, the open third floor awaits your imagination. The restored interiors have been beautifully preserved, the original high ceilings with crown molding, wide-plank pine floors, marble mantelpieces, and even bannisters and newel posts-imbuing the estate with provenance and character and ready to be improved and updated to suit your lifestyle. The estate's park-like grounds showcase everything that makes summers on Shelter Island so special - peace, privacy, with direct access to the water in West Neck Creek. This outdoor oasis is the ultimate luxury, a highlight of every season with brilliant color changes, migrating songbirds, and extraordinary all-day light. The exceptionally well-considered heated gunite pool features a Hydrazzo finish that combines a silky-smooth texture with the proven durability of exposed aggregates. The bluestone patio is located perfectly to capture western light and water views without interrupting the open vista lawn stretching down to the water. Here, find a boaters' paradise with a deepwater dock and 250 feet of western-facing waterfrontage on West Neck Creek. From lawn games and late-night dancing under the stars to elegant dinners with guests arriving by boat, the property has long served as both a vibrant social hub and a serene private retreat. Shelter Island offers an abundance of seasonal pleasures-sailing, fishing, nature trails, and beaches so peaceful they often feel private. The island's charm extends beyond summer; when West Neck Creek glows with shifting light and the surrounding landscape turns vibrant with spring blossoms or autumn foliage. A haven for wildlife and inspiration alike, it's a rare retreat that feels both expansive and deeply personal, year-round.

3,206
Sq feet
5
Beds
4
Full baths
1
1/2 bath
1860
Built

Location

Street address
5 N Menantic Rd
Community
Shelter Island
School district
Shelter Island
Elevation
20 feet
Coordinates
41.0627, -72.3518

Property details

Acreage
2.94 acres
MLS #
MyStateMLS 11528975
Posted

Property taxes

Recent
$26,438

Parcels

  • 0700-018.00-02.00-022.000

Details and features

Listing

Type
Residential
Subtype
Single Family Residence

Lot

Waterfront
Waterfront

Exterior

Parking
Attached Garage, Garage, Underground/Basement

Structure

Style
Federal
Stories
2
Heating
Forced Air, Propane
Cooling
Central Air
Materials
Cedar, Clapboard, Wood Siding

Interior

Rooms
Basement, Bathroom x 5, Bedroom x 5, Bonus Room, Den, Dining Room, Kitchen, Living Room
Flooring
Hardwood, Tile
Appliances
Dishwasher, Dryer, Refrigerator, Washer
Features
Walk-In Closet

Property utilities

CategoryTypeStatusDescription
GasPropaneConnected

Listing history

DateEventPriceChangeSource
Oct 3, 2025Price drop$5,150,000$800,000 -13.4%MyStateMLS
Aug 6, 2025Price drop$5,950,000$800,000 -11.9%MyStateMLS
July 3, 2025New listing$6,750,000MyStateMLS
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This 2.94-acre property is located at 5 N Menantic Rd in Shelter Island, NY 11964. The property is available for sale for $5,150,000. It has a 3,206 sq ft 5 bedroom, 4 bath house built in 1860.

Checked 54 mins ago — Updated

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