73 N Midway Road, Shelter Island, NY 11964

$1,845,000

A thoughtfully designed retreat offering peace, privacy, and understated luxury. Tucked away on a private drive in the island's center, you're close enough to bike to all of the island’s beaches or restaurants. The approach sets the tone: a winding drive reveals the house gradually. The home emerges across an… Read More expansive lawn, its clean black lines and Anderson windows throughout creating a striking silhouette against the natural canopy. That hammock strung between two trees? Exactly where you'll spend Sunday mornings with coffee and a good read. Inside, the design philosophy is clear: let the outside take the stage. White walls, black accents, and a massive window wall make the front yard feel like your living room's best feature. The newly installed Ortal 110 TS fireplace anchors the open space, a sculptural centerpiece that warms the kitchen, dining, and living areas. Ascoli smart lighting throughout means you can set the color temperature to exactly your liking and automate it to match the rhythms of your day. The kitchen features Robern cabinets, a Thermador gas range, a double oven, and a refrigerator, plus a generous island for preparing all that local fish and farmstand produce. Upstairs, three bedrooms include a primary with an ensuite walk-in shower, a second bedroom with queen-sized built-in bunk beds and clever storage nooks, and a third with expansive windows overlooking the rolling front lawn. A second full bathroom with a tub serves the floor. Downstairs, heated floors make winter mornings civilized. The spacious bathroom features Robern cabinets and heated towel rack, while walk-in closets are generous enough that you and your partner won't need to negotiate territory treaties. Every detail considered, nothing overdone. The fully fenced backyard is its own retreat. Your dog thinks it's paradise. Your green thumb agrees. The newly built backyard office/art studio/yoga sanctuary, properly insulated with new windows and doors, offers a legitimate reason to work from home that doesn't involve your kitchen table. Whether it becomes your creative sanctuary, your focus zone, or just where you hide from houseguests, it's ready. The house comes with complete pool plans designed by Glenn Lawton at Spatial Arts. Modern amenities where they matter: EV charger, bike and board storage, without sacrificing the serenity that brought you to Shelter Island in the first place. Even the entrance makes a statement with its sculptural fountain and thoughtfully designed wood and bluestone steps. Read Less

Listing Courtesy of Daniel Gale Sothebys Intl Rlty, 631-477-0013.

Listing Snapshot

Days Online

210

Last Updated

May 28, 2026

Property Type

Single Family Residence

Beds

Full Baths

Square Ft.

2,296

Year Built

1976

Property Tax

$7,610

MLS Number

929830

30 Days Snapshot Of 11964

$5.70M

(avg) sold price

-100%

homes sold

221

(avg) days on market

Snapshot

Area Map

Additional Details

Appliances & Equipment

Description: "Dishwasher", "Dryer", "Gas Cooktop", "Gas Oven", "Refrigerator", "Washer"

Basement

Description: "Finished", "Walk-Out Access"

Building

Area: 2296, Architecture: "Contemporary", Building Area: 2544, Construction Materials: "Wood Siding", Levels: "Two", Year Built: 1976, Effective Year built: 2019

Cooling

Details: "Central Air"

Exterior Features

Patio Features: "Patio"

Fence

Description: "Back Yard"

Fireplaces

Total Fireplaces: 1

Floors

Flooring: "Ceramic Tile", "Hardwood"

Heating

Heating: "Propane", "Radiant", "Radiant Floor"

Laundry

Description: "Laundry Room"

Lot

Acres: 0.88

Utilities

Sewer: "Septic Tank", Water Source: "Well", Utilities: "Cable Connected", "Electricity Connected", "Propane"

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Debra A Chiappetta, Real Estate Broker

Debra A Chiappetta, Real Estate Broker