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

Residential Listings

Elegant Shelter Island Oasis

Elegant Shelter Island Oasis

Priced at $2,950,000    Beds: 3    Baths: 3   

The home at 55 Peconic Avenue, built in 2022 on 1.4 acres, was designed with a focus on year-round  ... Property Details

Shelter Island Harborfront with Pool

Shelter Island Harborfront with Pool

Priced at $5,350,000    Beds: 4    Baths: 4    Sq. Feet: 2939

Built in 2022, this contemporary residence on West Neck Harbor reflects a Scandinavian sensibility,  ... Property Details

Shelter Island Pondfront with Dual Levels

Shelter Island Pondfront with Dual Levels

Priced at $1,545,000    Beds: 2    Baths: 3    Sq. Feet: 1488

Set on the gentle slope of a spring-fed pond, this Shelter Island residence, similar in ways to a  ... Property Details

Shelter Island Estate Waterfront Compound

Shelter Island Estate Waterfront Compound

Priced at $7,850,000    Beds: 7    Baths: 7.5    Sq. Feet: 4347

A rare offering on Shelter Island, this estate compound includes two distinct homes sold together: a  ... Property Details

Shelter Island Turn-Key Waterfront with Peninsula

Shelter Island Turn-Key Waterfront with Peninsula

Priced at $2,349,000    Beds: 3    Baths: 2.5    Sq. Feet: 3312

Set on 1.06 acres with elevated sunrise vistas, this freshly renovated single-story cottage is fully  ... Property Details

Shelter Island Modern Waterfront Sanctuary with Dock and Pool

Shelter Island Modern Waterfront Sanctuary with Dock and Pool

Priced at $4,450,000    Beds: 4    Baths: 4.5    Sq. Feet: 3187

Set on 1.3 private acres on a peninsula at the end of a long driveway, this sleek modern has been  ... Property Details

Shelter Island Shingle Style 1870 Farmhouse near Beach

Shelter Island Shingle Style 1870 Farmhouse near Beach

Priced at $1,450,000    Beds: 4    Baths: 3    Sq. Feet: 1235

Located just outside Shelter Island Heights, this charming three-story stick-and-shingle style,  ... Property Details

Shelter Island Modernist Gem with Pool and Guest House

Shelter Island Modernist Gem with Pool and Guest House

Priced at $3,600,000    Beds: 4    Baths: 2.5    Sq. Feet: 2890

This architecturally distinctive home, inspired by the mid-century California Case Study Houses and  ... Property Details

Shelter Island Cape Cod with Pool near Beach

Shelter Island Cape Cod with Pool near Beach

Priced at $1,595,000    Beds: 3    Baths: 3    Sq. Feet: 1933

Located within close proximity of association beaches, this fresh and delightfully rambling Cape Cod  ... Property Details

Exquisite Shelter Island Soundfront Beach House with Dock

Exquisite Shelter Island Soundfront Beach House with Dock

Priced at $4,799,000    Beds: 4    Baths: 4.5    Sq. Feet: 2967

This elegant traditional, sited in an inspiring waterfront setting, is a one-of-a-kind, with four  ... Property Details

Shelter Island Fabulous Waterfront with Dock and Pool

Shelter Island Fabulous Waterfront with Dock and Pool

Priced at $2,650,000    Beds: 3    Baths: 3    Sq. Feet: 1870

Located in a popular boating area, this clean, contemporary waterfront is all about sun, fun and  ... Property Details

Shelter Island Heights Classic 1874 Traditional

Shelter Island Heights Classic 1874 Traditional

Priced at $1,295,000    Beds: 5    Baths: 2.5    Sq. Feet: 1970

Nestled in the heart of Shelter Island Heights, this delightful 1874 classic is within close  ... Property Details

Shelter Island Stylish Cape with Pool and Deeded Dock Access
Pending

Shelter Island Stylish Cape with Pool and Deeded Dock Access

Priced at $2,100,000    Beds: 4    Baths: 3.5    Sq. Feet: 2200

Built in 2006, this classic traditional home resting on .70 acres is located on a quiet corner in  ... Property Details

Shelter Island 1832 Restored Classic with Pool

Shelter Island 1832 Restored Classic with Pool

Priced at $1,950,000    Beds: 5    Baths: 3    Sq. Feet: 2300

This classic Shelter Island 1832 Cape Cod was recently renovated by its designer-owners and is the  ... Property Details

Shelter Island Unparalleled Peninsula Estate with Pool

Shelter Island Unparalleled Peninsula Estate with Pool

Priced at $17,975,000    Beds: 5    Baths: 5    Sq. Feet: 5447

Tucked away at the end of a hidden, nearly mile-long drive through protected "forever green" land,  ... Property Details

1887 Dering Harbor Village Victorian with Pool and Dock
Pending

1887 Dering Harbor Village Victorian with Pool and Dock

Priced at $5,195,000    Beds: 5    Baths: 3.5    Sq. Feet: 4053

This charming, renovated 1887 Victorian is located on a quiet lane on 1.44+/- acres in the Village  ... Property Details

Shelter Island 1937 Cape Cod Harborfront with Deepwater Dock

Shelter Island 1937 Cape Cod Harborfront with Deepwater Dock

Priced at $4,450,000    Beds: 3    Baths: 2    Sq. Feet: 1622

Behold this enchanting 1937 Cape Cod, that affords a glimpse into the original splendor of Ram  ... Property Details

Shelter Island Contemporary with Pool near Beach

Shelter Island Contemporary with Pool near Beach

Priced at $1,975,000    Beds: 3    Baths: 3.5    Sq. Feet: 2750

Located within close proximity to five sandy beach areas, this cheery, sun-filled contemporary sited  ... Property Details

Shelter Island Classic Modern Elegance

Shelter Island Classic Modern Elegance

Priced at $1,875,000    Beds: 3    Baths: 2.5    Sq. Feet: 3038

Tucked on a quiet lane with views of preserved forest and a native lowland glade, this three-story  ... Property Details

Shelter Island Heights Charming Waterview Farmhouse

Shelter Island Heights Charming Waterview Farmhouse

Priced at $1,850,000    Beds: 4    Baths: 2    Sq. Feet: 2007

Located in the heart of Shelter Island Heights, this circa-1885 farmhouse-once a parish house-offers  ... 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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