11 Sunnyside Avenue

Shelter Island, NY 11964

$5,500,000
  • 4 Bedrooms
  • 5 Bathrooms / 1 Half
  • 4,000 Sqft

11 Sunnyside Avenue
Shelter Island, NY 11964

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Shelter Island / NY

Single Family HIGHLIGHTS

  • Private Beach

    Yes

  • Lot Size

    200 Acres

  • Special Features

    Tennis

  • Home Style

    A-Frame

Listing courtesy of Benjamin P. Dixon of Douglas Elliman Real Estate.

An architecturally significant modern retreat set on two private acres within coveted Shelter Island Heights owners association. Floor-to-ceiling glass dissolves the boundary between indoors and out, framing the surrounding natural environment from nearly every room. Conceived by developer Angelo Varischetti in collaboration with the award-winning team at WE+ Architecture & Design, the home is a study in light, landscape, and contemporary form. Newly constructed and spanning approximately 4,000 square feet, the residence offers four bedrooms and five-and-a-half bathrooms, thoughtfully designed for both privacy and connection. The open-concept living spaces are anchored by soaring window walls and refined materiality, creating a seamless flow between living, dining, and kitchen areas. The chef's kitchen is both functional and sculptural, featuring premium appliances, custom millwork, and an oversized island designed for gathering. Throughout the home, curated finishes including stone surfaces, bespoke cabinetry, and carefully considered architectural details reinforce the home's modern design language. Each bedroom suite is privately positioned with its own ensuite bath and direct access to the surrounding landscape, offering a retreat-like experience for both owners and guests. The lower level provides flexibility for a wellness area, gym, or media space. Outdoor living is equally compelling. A 50x14 heated knife-edge pool is set within lush, natural surroundings, complemented by expansive decking, an outdoor shower, full bath, and multiple areas for dining and entertaining. The setting is intentionally private, with mature greenery and open sky enhancing the sense of escape. Located within the Shelter Island Heights community, the property offers access to private beaches, tennis, and the island's most sought-after destinations, all while maintaining a sense of seclusion that is increasingly rare. This is Shelter Island at its best. Where architecture, landscape, and lifestyle converge to create a home that feels both elevated and effortless.
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  • Acres

    200 Acres

  • Bathrooms (Full)

    5

  • Bathrooms (Half)

    1

  • Bedrooms Total

    4

  • City Region

    Shelter Island

  • Elementary School

    Shelter Island School, Shelter Island District

  • High School

    Shelter Island School, Shelter Island District

  • Living Area

    4,000 Sqft

  • Lot Size

    8,712,000 Sqft

  • MLS #

    990118

  • Middle School

    Shelter Island School, Shelter Island District

  • Pool Features

    Private

  • Private Pool

    Yes

  • Property Type

    Single Family

  • Year Built

    2026

  • Laundry Features

    Laundry Room

  • Architectural Style

    A-Frame

  • Building Area Total

    5500

  • Construction Materials

    Unknown

  • Year Built

    2026

  • Elementary School

    Shelter Island School

  • High School

    Shelter Island School

  • Middle or Junior School

    Shelter Island School

  • Parking Features

    Carport

  • Annual Taxes

    $4,031

  • Appliances

    Dishwasher, Oven, Refrigerator, Stainless Steel Appliance(s)

  • Basement

    Partially Finished

  • Cooling

    Yes - Central Air

  • Fireplace

    Yes - 1

  • Heating

    Yes - Propane, Radiant Floor

  • Interior Features

    Kitchen Island, Natural Woodwork, Open Floorplan, Pantry, Master Downstairs, Recessed Lighting, Sound System, Storage, Walk-In Closet(s), Wet Bar, Wired for Sound

  • Total Rooms

    8

  • Sewer

    Septic Tank

  • Utilities

    See Remarks

in US Dollars

%

Total/Month

  • Principal & Interest
  • Property Taxes (monthly) $336

 *The values provided are approximate. For more precise information, please contact a BHS agent who can offer further assistance.

11 Sunnyside Avenue

Location

Nearby Points of Interest

  • Endless Summer Grille

    Restaurants, Independent

  • Shelter Island Golf Course

    Golf Course, Independent

  • Forest

    Parks

  • Hallman, William T Inc

    Common Needs, Independent

  • Shelter Island Hardware

    Common Needs, Independent

Data courtesy of LocalLogic.co

  • Shelter Island School

    Grades: PK, KG, 1, 2, 3, 4, 5, 6, 7, 8, 9, 10, 11, 12

  • Greenport Elementary School

    Grades: PK, KG, 1, 2, 3, 4, 5, 6, UG

  • Greenport High School

    Grades: 7, 8, 9, 10, 11, 12, UG

  • Southold Elementary School

    Grades: KG, 1, 2, 3, 4, 5, 6, UG

  • Southold Junior Senior High School

    Grades: 7, 8, 9, 10, 11, 12, UG

GreatSchools.org

Data provided by GreatSchools.org © 2026. All rights reserved.

Shelter Island
Neighborhood

Shelter Island

Shelter Island, NY is a serene, secluded haven nestled between the North and South Forks of Long Island, accessible only by ferry. Its unspoiled beauty, quiet roads, and preserved natural spaces offer a peaceful escape from the bustle...

11 Sunnyside Avenue

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