Around the bend from Turkem's Rest and a short paddle from Salt

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Home For Sale

52 S Midway Rd

Shelter Island, New York 11964

Suffolk County

Community: 

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$3,750,000 4 br, 3.0 bath 2200 sq. ft. 0.880 acres

Around the bend from Turkem's Rest and a short paddle from Salt and Shipwreck, this recently renovated, 4-bedroom, circa 1908 Shelter Island farmhouse, on a shy acre, is perched above Menantic Creek with a substantial dock and profits from panoramic water views with southwestern exposure for magical sunsets. Wide waterfront vistas unfold across beautiful landscaping by Marders, broad greens lined with mature specimen plantings, and dotted with exceptional outdoor spaces from the patio to the breezy south lawn to the idyllic screened porch. From a circular peastone drive, past osmanthus, a mixed hedge, and hydrangeas, enter this sympathetically restored and exceptionally modernized farmhouse, by notable architect Kitty McCoy, through an adorable mud room vestibule. The gourmet kitchen has a breakfast area and French doors to the stone patio, perfect for lounging or waterside dining al fresco. The gorgeous dining room, adorned with restored original trim has a built-in cabinet for china and serveware. A bright and spacious living room with two sitting areas, fireplace, and dreamy bay window banquette seat leads to quite an enchanting wraparound screened porch, surrounded by water views. In a show of exceptional style by Culpepper Interiors, Holly Hunt window and Philip Jeffries wall coverings complement fixtures from Ralph Lauren, RH, and antique sourcing. A full bath and outdoor shower complete the main level. Upstairs, four well appointed bedrooms and two luxuriously updated baths, with Waterworks fixtures, are steeped in charm and benefit from delightful water views. With everything to love about the property and the home, the final question of the potential pool remains and a thorough examination of the site by EN-Consultants proposes two pool locations, including a south-facing waterside pool that conforms to zoning set backs and requires no variance, (to be independently verified by buyer's due diligence). Unique opportunity to own a turnkey, beautifully renovated farmhouse on the water with 400 feet of frontage, dock, sweeping views, and a gentle breeze.

Interior:
  • Bedrooms: 4
  • Baths: 3.0
  • Sq Ft: 2200
  • Year Built: 1908
  • Utilities: 
  • Fireplaces: Has Fireplace
  • Stories: 2
  • Heat/AC: Fireplace(s), Forced Air, Oil, Wood (Heating), Wood Stove
  • Garage: Garage
Exterior:
  • Lot Size: 0.880 acre
  • Lot Dimensions: 
  • View Types: 
  • Yard: 
  • Siding: Cedar
  • Roof: 
  • Property Taxes: $11,865
  • MLS #: 11541620
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Contact Information:
Beach Home For Sale in Shelter Island, New York
Listing Agent: Shane Donahue, The Agency Hamptons, 510-333-3317, 631-899-3224 Listing Site, Listing Status: Active
Copyright © 2025 My State MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.
Ad Number: 7164774
Viewed 12 times.
Updated: Dec 31, 2025

This property is a Home located at 52 S Midway Rd, Shelter Island, New York 11964, and is currently For Sale at $3,750,000. This Home has 4 bedrooms, 3.0 baths, 2200 sq ft.