Penelope Moore
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(631) 749-5801
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Home > Listings > Spacious Shelter Island Traditional with Pool

Spacious Shelter Island Traditional with Pool

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Open the gates and enter a gracious center hall colonial set on a shy acre, framed by established trees, hydrangeas, and thoughtfully designed perennial gardens. Built in 2003, the home offers just over 3,000 square feet of generously proportioned living space. The front foyer introduces a traditional floor plan with glass doors opening to a library on the left and a formal living room on the right. The living room flows seamlessly into the formal dining room, creating an elegant progression from the front to the rear of the home. At the heart of the residence, the kitchen is well positioned between the dining room and an impressive great room. Double-height ceilings, wood burning fireplace, second-floor overlook, and a dramatic wall of windows fill the space with natural light while framing views of the gardens beyond. Discreetly tucked behind the great room are a powder room, pantry and utility storage, laundry room, and interior access to an oversized two-car garage. The second floor is anchored by a generously proportioned en-suite primary bedroom occupying the right side of the home. Extending from front to back, it captures views in three directions and opens to a spacious bath with dual vanities, a soaking tub, separate shower, and private water closet. Three additional guest bedrooms are on the opposite wing and share a well-appointed hall bath. Completing the second floor is an unexpected bonus-a substantial, sun-filled media room equally suited as a recreation room, studio, home office, fitness room, or additional gathering space. A sunroom adjoining the kitchen opens onto an expansive entertaining deck overlooking an L-shaped Gunite pool enclosed by classic picket fencing and surrounded by paver surround. Just beyond the great room windows, an enchanting cutting garden provides a colorful backdrop throughout the growing season. Located in Hay Beach, the property is within easy reach of five beaches and golf. Property taxes per annum as of 2025 are $8,386.

Property Details

Price: $2,095,000
Address: 14 Crescent Way
City: Shelter Island
State: NY
Zip: 11964
MLS#: 11889461
Pool: Yes
Waterfront: No
Beds: 4
Baths: 2 Full, 1 Half
Square Feet: 3059
Garage: Attached, 2 spaces
Year Built: 2003
Acres: .94
Status: Active

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Penelope Moore

Penelope Moore

Since 1998, Penelope has been the driving force and leader in the Shelter Island real estate market, and is the go-to real estate broker for discerning buyers and sellers. She has experienced record-breaking sales in multiple categories over successive years, and her success has been distinguished not just by benchmark sales, but by volume in all categories.

Meet Penelope

Penelope Moore, Licensed Associate Real Estate Broker

9 Grand Avenue, PO Box 100
Shelter Island Heights, NY 11965-0100

(631) 749-5801
(917) 208-5519 Mobile

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