Penelope Moore
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Home > Listings > Shelter Island Unparalleled Peninsula Estate with Pool

Shelter Island Unparalleled Peninsula Estate with Pool

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Tucked away at the end of a hidden, nearly mile-long drive through protected “forever green” land, Congdon’s Point is a rare and irreplaceable peninsula estate. Spanning 2.1 acres with 443 +/- feet of Coecles Harbor shoreline, this secluded sanctuary offers breathtaking views of Reel Point and Mashomack Preserve. The combination of its unique location, exceptional craftsmanship, and high-end materials makes this a truly one-of-a-kind opportunity-impossible to recreate in a new build on Shelter Island. Built in 2014 on a grandfathered site, this architectural masterpiece was crafted from reclaimed New England hardwoods, seamlessly blending timeless character with modern luxury. The grand living room, crowned with 24-foot ceilings and expansive 10-foot windows, frames mesmerizing water views from both sides of the home. Designed for both professional chefs and for effortless entertaining, the Thermador-equipped kitchen balances function and elegance. The first-floor primary suite is a private retreat, featuring 180-degree harbor views, a spa-inspired bath with a steam shower, a beverage center, and a secluded deck. Upstairs, two guest suites embrace the rhythms of the day-one greeting the sunrise, the other basking in sunset hues-while a nostalgic bunk room with built-ins offers a charming retreat for all ages. Nearly every inch of the home is designed for seamless indoor-outdoor living. A sweeping wraparound porch overlooks the inviting pool and spa, set against Shelter Island’s natural splendor, where bald eagles often soar. A raised stone terrace extends the home’s entertaining space; Renowned chefs have presented gourmet dinners here, and it has inspired visiting artists to create captivating artwork. A short path leads to the scenic boathouse, a 957 +/- sq. ft. escape with an open first and second floor living areas, full bar with powder room, library, and en-suite bedroom. Your classic cars are easily stowed within, by way of an elevator to a secure underground garage. A 100 ft. dock awaits near the sandy beach area, accommodating four boats of up to 40 ft. long seeking adventure. Square footage shown is the total above grade living space. Congdon’s Point is more than a residence-it’s an extraordinary fusion of unreplaceable location, masterful craftsmanship, and timeless luxury. A rare opportunity to own a truly unique piece of Shelter Island.

Property Details

Price: $17,975,000
Address: 34A North Cartwright Road
City: Shelter Island
State: NY
Zip: 11964
MLS#: 11217634
Pool: Yes
Waterfront: Yes
Beds: 5
Baths: 5
Square Feet: 5447
Garage: Detached, 2 spaces
Year Built: 2014
Acres: 2.10
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.

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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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