Back 73 N Midway Rd
Off Market

73 N Midway Rd

Shelter Island NY 11964

4
3
2544 sq. ft.
38333 sq. ft.
Single-Family
Last sold for $1,600,000
JoAnn WindJoAnn Wind, last sold this property on 24 August 2026 after 296 days on market.

Overview

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 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.

Features

4 bedrooms
3 bathrooms
2544 sq. ft. floor area
38333 sq. ft. lot size
Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Shelter Island over the last 12 months, the estimated median property value of 73 N Midway Rd is $1.53m.

Median value
$1.53m
Estimated value range
$1.18m - $2.68m
Median days on market
277
Estimated value trend
-24%
decrease over the last 12 months
Average days on market is based on recent, comparable sales in Shelter Island. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 73 N Midway Rd

2026
Sold
$1,600,000
24 Aug 2026 by JoAnn Wind, of Daniel Gale Sothebys Intl Rlty

Happy sellers in Shelter Island

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We have insufficient information to provide an overview of customer satisfaction for Shelter Island. Viewing the agent profiles, reviews and sales for Shelter Island can provide insights for this location.

Local market activity for 4 bedroom single-family properties in Shelter Island

In the last 12 months, 3 four-bedroom single-family properties similar to 73 N Midway Rd, have been sold.

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