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

Residential Listings

Shelter Island 1899 Farmhouse Close to Beach-Business Zoned

Shelter Island 1899 Farmhouse Close to Beach-Business Zoned

Priced at $924,000    Beds: 2    Baths: 2    Sq. Feet: 1267

Located within close proximity to popular Sunset Beach, ferry, Heights and golf, this charming 1899  ... Property Details

Shelter Island Decorator Showcase with Pool

Shelter Island Decorator Showcase with Pool

Priced at $1,350,000    Beds: 3    Baths: 2    Sq. Feet: 1378

Located at the end of a quiet cul-de-sac near Wades Beach, this immaculate mid-century modern is  ... Property Details

Shelter Island Star-Shaped Modern with Pool

Shelter Island Star-Shaped Modern with Pool

Priced at $1,495,000    Beds: 2    Baths: 2    Sq. Feet: 1997

This distinctive star-shaped mid-century modern built in 1966 is set on 1.1 acres enveloped within  ... Property Details

Shelter Island Country Bungalow Bordering Nature Trails

Shelter Island Country Bungalow Bordering Nature Trails

Priced at $775,000    Beds: 2    Baths: 1    Sq. Feet: 828

Tucked away from view, behind established holly and ivy covered picket fences, this meticulously  ... Property Details

Shelter Island Traditional with Pool, Close Proximity to Beach

Shelter Island Traditional with Pool, Close Proximity to Beach

Priced at $1,695,000    Beds: 3    Baths: 2.5    Sq. Feet: 2962

Located on one acre within close proximity to beach, ferry and golf, this hilltop Traditional is in  ... Property Details

Shelter Island Restored 1770’s Farmhouse with Barn
Pending

Shelter Island Restored 1770’s Farmhouse with Barn

Priced at $999,000    Beds: 2    Baths: 2.5    Sq. Feet: 1519

Set on 1.4 acres, this charming farmhouse was built by Remington Havens, a farmer and miller.  ... Property Details

Shelter Island Estate Over 7 Acres with Pool and Cabana

Shelter Island Estate Over 7 Acres with Pool and Cabana

Priced at $5,650,000    Beds: 6    Baths: 6.5    Sq. Feet: 5015

This is a unique opportunity to own the 7.68-acre Oriole Farm estate, located in the heart of the  ... Property Details

Shelter Island Resort Style Retreat with Pool near Beach

Shelter Island Resort Style Retreat with Pool near Beach

Priced at $1,399,000    Beds: 3    Baths: 2    Sq. Feet: 1543

This Shelter Island retreat with an exquisite 21'x42' Gunite, wifi-enabled luxury heated pool is  ... Property Details

Shelter Island European Country Modern with Pool

Shelter Island European Country Modern with Pool

Priced at $1,595,000    Beds: 3    Baths: 3    Sq. Feet: 3304

Located on a shy acre a stone's throw from popular sandy beach, this clean and spacious home with  ... Property Details

42 Prospect Avenue and 23 Serpentine Drive

42 Prospect Avenue and 23 Serpentine Drive

Priced at $8,100,000    Beds: 3    Baths: 3.5    Sq. Feet: 4133

Built in 2002, "Treetops", an AIA Archi Award winning classic modern, possesses arguably the best  ... Property Details

Vintage Shelter Island Heights Victorian

Vintage Shelter Island Heights Victorian

Priced at $1,525,000    Beds: 4    Baths: 2    Sq. Feet: 1698

Located on a quiet lane within close proximity of the North Ferry, Shelter Island Yacht Club, shops  ... Property Details

Shelter Island Estate Section Opportunity
Pending

Shelter Island Estate Section Opportunity

Priced at $2,750,000    Beds: 4    Baths: 4    Sq. Feet: 4425

Located in the estate section of Ram Island on Shelter Island, this is a once-in-a-lifetime  ... Property Details

Shelter Island Three Level Reminiscent of a Houseboat

Shelter Island Three Level Reminiscent of a Houseboat

Priced at $1,290,000    Beds: 4    Baths: 2.5    Sq. Feet: 1672

Located a stone's throw from Wades Beach, this charming 1954 traditional offers three levels of  ... Property Details

Classic Shelter Island Harborfront with Tennis and Pool

Classic Shelter Island Harborfront with Tennis and Pool

Priced at $5,250,000    Beds: 4    Baths: 3.5    Sq. Feet: 3783

Tucked off a quiet lane on 1.82+/- acres on Little Ram Island an estate section on Shelter Island,  ... Property Details

Shelter Island Mid Century Modern Beach House with Pool

Shelter Island Mid Century Modern Beach House with Pool

Priced at $4,950,000    Beds: 4    Baths: 3.5    Sq. Feet: 3500

Phenomenal views of Gardiner's Bay abound from this dramatic Reel Point, Ram Island mid century  ... Property Details

Shelter Island Tranquil Traditional with Pool near Beach

Shelter Island Tranquil Traditional with Pool near Beach

Priced at $1,495,000    Beds: 4    Baths: 3    Sq. Feet: 1850

Located a short distance from popular Wades Beach and Fresh Pond, this hilltop traditional on 1.37  ... Property Details

Handsome Shelter Island Traditional with Pool on 1.8 Acres
Pending

Handsome Shelter Island Traditional with Pool on 1.8 Acres

Priced at $2,850,000    Beds: 5    Baths: 6    Sq. Feet: 6383

Located on desirable Ram Island, just a stone's throw from Reel Point and Coecles Harbor, this  ... Property Details

Estate Section Compound with Deep Water Dock, Sandy Beach, Pool

Estate Section Compound with Deep Water Dock, Sandy Beach, Pool

Priced at $4,325,000    Beds: 5    Baths: 4.5    Sq. Feet: 6625

Located on historic Westmoreland Farms peninsula on West Neck Bay, this glorious traditional boasts  ... Property Details

Shelter Island Cottage with Pool and Dock

Shelter Island Cottage with Pool and Dock

Priced at $895,000    Beds: 3    Baths: 2    Sq. Feet: 1201

Located within close proximity of South Ferry and Sag Harbor, this delightful, sunny cottage has all  ... Property Details

Shelter Island Turnkey Waterview with Dock, Guest House and Barn

Shelter Island Turnkey Waterview with Dock, Guest House and Barn

Priced at $3,249,000    Beds: 5    Baths: 5    Sq. Feet: 4198

This compound with views to West Neck Harbor is one of a kind in today's market, having just entered  ... 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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