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Property at 52 S Midway Rd, Shelter Island, NY 11964
IN ESCROW
$245,000
$3,150,000

52 S Midway RdShelter Island, NY, 11964

4 Beds3 Baths2,200 SqFt0.88 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.
1 / 46

Est. Monthly

$14,931/MO

$3,150,000
$245,000

52 S Midway Rd, Shelter Island, NY

4 Beds3 Baths2,200 SqFt0.88 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.

StatusIn Escrow
Property TypeResidential
Property SubtypeFarm
Year Built1908
Days on Market312 days

Est. Monthly Payment

$14,930.92

%
%
yr

Private Mortgage Insurance

Not required

Affordability Checkoptional
$

Enter your annual income to check affordability

Property Details

Property Information

52 S Midway Rd

Shelter Island, NY 11964 • Suffolk
4
Beds
3
Baths
2,200
SqFt
0.88
Acres
Status
In Escrow
Property Type
Residential
Property Subtype
Farm
Year Built
1908118 years ago
Days on Market
312 days
Tax History
Estimated values, may not reflect current amounts.
  • Annual Tax Amount
    $11,865
Property History
  • Price reduced
    May 21, 2026 • NY State MLS • 11541620
    $3,395,000 → $3,150,000
  • Listed for sale
    Jul 23, 2025 • NY State MLS • 11541620
    $3,750,000
Mortgage Calculator
Estimated monthly payment for this property
$14,930.92
Down Payment
Interest Rate
Loan Term
%
%
yearsyrs.
Affordability Checkoptional
$

Enter your annual income to see if this home fits your budget

Private Mortgage Insurance

Not required — down payment above 20%
MLS Information
  • Source
    NY State MLS
  • MLS#
    11541620
  • Listing Office
    The Agency Hamptons
  • Last Updated
    7 days ago

Appliances

  • Appliances
    • Washer
    • Stainless Steel Appliance(s)
    • Range
    • Microwave
    • Refrigerator
    • Dryer
    • Dishwasher

Climate & Systems

  • Heating
    • Forced Air
    • Oil
  • Fireplace
    Wood Burning Stove

Interior Features

  • Flooring
    Hardwood
  • Basement
    Unfinished
  • Interior Features
    Entrance Foyer

Lot & Grounds

  • Lot Size
    0.88 acres
  • Patio & Porch
    Patio

Type

  • Property Type
    Residential
  • Property Subtype
    Farm

Structure

  • Construction
    Shake Siding
  • Roof
    Cedar

Condition

  • Year Built
    1908
  • Days on Market
    312 days
  • Water
    Well
  • Sewer
    Septic Tank

607-282-6242, (607) 282-6242, or +1 607 282 6242

Kevin Lucero

Kevin Lucero

Lic. Real Estate Salesperson

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