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Sia Glafkides

11 Sunnyside Avenue, Shelter Island, New York

$5,500,000 11 Sunnyside Avenue, Shelter Island, NY 11964

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.

 

  • For Sale
    Status
  • 4
    Bedrooms
  • 6
    Bathrooms
  • 2026
    Year Built
  • 4,000 Sq.Ft.
    Living Area

Features & Amenities

Area & Lot

  • Status: For Sale
  • Living Space: 4,000 Sq.Ft.
  • Total Area: 2 Acres
  • Type: Residential
  • Year Built: 2026

Interior

  • Total Bedrooms: 4
  • Total Bathrooms: 6
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Kitchen: Chef's Kitchen
  • Laundry Room: Full Laundry Room
  • Fireplace: Fireplace
  • Other Interior Features: Custom Millwork

Exterior & Building

  • Stories: 2
  • Pool: 50x14 Heated Gunite Pool
  • Parking: Covered Parking
  • Air Conditioning: Central Air

Financial

  • Sales Price: $5,500,000

11 Sunnyside Avenue, Shelter Island, New York

Courtesy of Benjamin Dixon and Brianna Ottati

Work With Sia

Sia understands that a home is the single largest investment a person makes in a lifetime, and she is devoted to helping both buyers and sellers make the most of that investment.
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