Penelope Moore
Licensed Associate Real Estate Broker
(631) 749-5801
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Home > Listings

Sold Listings

Shelter Island Harborview Traditional Bordering Preserve
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Shelter Island Harborview Traditional Bordering Preserve

Priced at $4,749,000    Beds: 4    Baths: 4    Sq. Feet: 4200

Perched on a hilltop and set on 2.92 acres adjoining over 28 acres of preserved land, this  ... Property Details

Sweet Shelter Island Classic Cape Cod
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Sweet Shelter Island Classic Cape Cod

Priced at $1,395,000    Beds: 3    Baths: 2.5    Sq. Feet: 1802

Tucked behind a tall privet hedge, this classic Cape Cod home is ready to welcome its next owners. A  ... Property Details

Shelter Island 1892 Converted Barn with Pool on 1.9 Acres
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Shelter Island 1892 Converted Barn with Pool on 1.9 Acres

Priced at $3,750,000    Beds: 4    Baths: 3    Sq. Feet: 3612

Sited on 1.9 acres in one of the original estate areas of Shelter Island this former barn, built in  ... Property Details

Shelter Island Turnkey Traditional with Dock and Pool
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Shelter Island Turnkey Traditional with Dock and Pool

Priced at $3,750,000    Beds: 3    Baths: 3.5    Sq. Feet: 3227

Discover this elegant traditional, built in 2006, nestled on a peaceful cul-de-sac on a 1.01 acre,  ... Property Details

Shelter Island 1865 Historic Lester House
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Shelter Island 1865 Historic Lester House

Priced at $1,995,000    Beds: 4    Baths: 3    Sq. Feet: 2062

Named "Lester House" after its original owners who built it around 1865, this charming Shelter  ... Property Details

Shelter Island Dering Harbor Bayview Traditional
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Shelter Island Dering Harbor Bayview Traditional

Priced at $2,495,000    Beds: 4    Baths: 3    Sq. Feet: 2548

Affectionately named "Tower House," this charming traditional home, built in 1945, rests on nearly  ... Property Details

Shelter Island Spacious Seclusion with Pool
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Shelter Island Spacious Seclusion with Pool

Priced at $1,750,000    Beds: 3    Baths: 3.5    Sq. Feet: 2555

Tucked down a tree lined driveway amidst perennial gardens, this clean cape on a shy acre promises  ... Property Details

1 Gardiners Bay Drive
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1 Gardiners Bay Drive

Priced at $1,950,000    Beds: 2    Baths: 3    Sq. Feet: 2155

 ... Property Details

Sound Front Nantucket Style Home
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Sound Front Nantucket Style Home

Priced at $3,250,000    Beds: 4    Baths: 3.5    Sq. Feet: 2504

Stunning sunsets are enjoyed from this beautiful Nantucket-style home in Silver Beach. The beach  ... Property Details

Shelter Island Contemporary with Pool near Beach
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Shelter Island Contemporary with Pool near Beach

Priced at $1,745,000    Beds: 3    Baths: 2 Full, 1 Half    Sq. Feet: 2780

Sited on two gently rolling acres, this quiet contemporary is conveniently located in close  ... Property Details

22 Osprey Road
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22 Osprey Road

Priced at $1,200,000    Beds: 1   

 ... Property Details

Shelter Island Exuberant Retreat with Barn
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Shelter Island Exuberant Retreat with Barn

Priced at $1,395,000    Beds: 4    Baths: 2.5    Sq. Feet: 2264

New price! Embrace timeless elegance in this traditional gem, located moments from Shelter Island  ... Property Details

4 Southwick Lane
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4 Southwick Lane

Priced at $1,150,000    Beds: 2    Baths: 1.5    Sq. Feet: 1714

 ... Property Details

Shelter Island Tranquil Water View Contemporary
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Shelter Island Tranquil Water View Contemporary

Priced at $2,290,000    Beds: 3    Baths: 3.5    Sq. Feet: 2546

This Shelter Island contemporary is more than just a place to rest your head, it's a private oasis  ... Property Details

Shelter Island Tranquil, Grassy Acreage
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Shelter Island Tranquil, Grassy Acreage

Priced at $795,000    Beds: 1   

Located within close proximity to five area beaches, it is easy to envision your dreams becoming a  ... Property Details

Shelter Island Estate Section Acreage
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Shelter Island Estate Section Acreage

Priced at $999,000    Beds: 1   

Located on Shelter Island in Dering Harbor Village, one of the smallest incorporated villages in the  ... Property Details

Shelter Island Restored 1900 Farmhouse with Barn
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Shelter Island Restored 1900 Farmhouse with Barn

Priced at $2,195,000    Beds: 3    Baths: 3    Sq. Feet: 2374

Nestled within a picturesque rural landscape, enveloped by verdant foliage and time-honored trees,  ... Property Details

Shelter Island Pristine Mid-Century with Meadows
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Shelter Island Pristine Mid-Century with Meadows

Priced at $999,000    Beds: 3    Baths: 2    Sq. Feet: 1281

Charming mid-century style home located near a marina, kayak trails, and beach. This pristine ranch  ... Property Details

Shelter Island Pristine Acreage near Resort and Estate Section
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Shelter Island Pristine Acreage near Resort and Estate Section

Priced at $795,000    Beds: 1   

With sloping elevation toward a plateaued building site, this virgin land totaling 1.34 surveyed  ... Property Details

Shelter Island Renovated 1931 Bungalow with Pool
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Shelter Island Renovated 1931 Bungalow with Pool

Priced at $1,695,000    Beds: 3    Baths: 2.5    Sq. Feet: 1791

Step through the gate and experience the enchantment of this charming, turn-key Arts and Crafts  ... Property Details

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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

Contact Penelope

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