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Behind The Hedges: Hamptons Real Estate & LifestyleBehind The Hedges: Hamptons Real Estate & Lifestyle
  • Home Pros
  • News
    • News & Features
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    • Brokers
    • Commercial Real Estate
    • Design
    • Featured in Behind The Hedges Magazine
    • Holiday
    • Home Improvement
    • House of the Day
    • Sold
    • Year-in-Review
  • Locations
    • North Fork
    • South Fork
    • Shelter Island
    • Palm Beach
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Behind The Hedges: Hamptons Real Estate & LifestyleBehind The Hedges: Hamptons Real Estate & Lifestyle
  • News
  • News & Features
  • Agriculture
  • Brokers
  • Commercial Real Estate
  • Design
  • Featured in Behind The Hedges Magazine
  •  
  • Holiday
  • Home Improvement
  • House of the Day
  • Sold
  • Year-in-Review
  • Locations
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  • South Fork
  • Shelter Island
  • Palm Beach
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Shelter Island

A Slice of History on the Shelter Island Heights Waterfront

Shelter Island Heights, history
House of the Day
By Marc Horowitz

A century and a half of history and an artistic pedigree come together on the Shelter Island Heights waterfront, once known as Divinity Hill.

Shelter Island’s Top 5 Most Expensive Real Estate Listings

Shelter Island
Real Estate
By Jack Chinsky

Shelter Island, accessible only by ferry, offers a unique real estate market, with prices topping out at $20 million.

Little Ram Island Retreat Is the Second Most Expensive Listing on Shelter Island Market

Shelter Island, Little Ram Island
House of the Day
By Taylor K. Vecsey

If this Shelter Island property sells for its $15.495 million asking price, or close to it, it would beat the island’s record for the most expensive sale.

Luxurious Shelter Island Property Makes For ‘The Perfect Designer Home’

Shelter Island
House of the Day
By Kayla Hutt

A fully furnished luxury home located at 18 Dickerson Drive on Shelter Island has hit the market for $2,495,000.

Renovated Midcentury A-Frame on Shelter Island Offers Serene Retreat

Shelter Island, A-frame, mid-century
House of the Day
By Taylor K. Vecsey

A midcentury A-frame at 7 Marc Street on Shelter Island, now on the market for $1.8 million, has been renovated into a stylish and serene retreat.

New Heiberg Cummings Design on Shelter Island Asks $11.25M

Shelter Island, Heiberg Cummings, waterfront
Design
By Taylor K. Vecsey

A Heiberg Cummings Design, this luxurious Shelter Island home is an architectural masterpiece, Stacey Cohen of Saunders & Associates says.

Classic Grand Colonial Home on the Shelter Island Waterfront

Shelter Island
House of the Day
By Taylor K. Vecsey

A classic grand colonial along the water on Shelter Island’s Dering Harbor listed recently for $8 million.

Shelter Island Estate Offers Parklike Acreage

Shelter Island
Magazine Feature
By Arlene Gross

A nearly nine-acre property is already a private compound that even has a horse stable, but there is potential for even more on this estate, known as Lady’s Legacy. Plus, it’s close to town on the exclusive island.

Shelter Island Home on Congdon’s Point Lists for $19.975M

Shelter Island, Congdon's Point, Coecles Harbor
House of the Day
By Taylor K. Vecsey

A new Shelter Island exclusive on a peninsula in Coecles Harbor hit the market this week with Penelope Moore of Saunders & Associates.

The Snyder House Sells, Setting Record for Shelter Island

Shelter Island, The Snyder House
Sold
By Taylor K. Vecsey

The sale of a waterfront mid-century modernist house on Shelter Island set a record for a single-family home for $12.95 million.

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Latest Posts

  • Cutchogue, North Fork, waterfront Dock, Decks and Sunsets: Cutchogue Waterfront Asks $4.25M
  • Vacant Lot in Palm Beach’s Manalapan Sells for $105M
  • New York City, spring real estate Pressure Budding: NYC’s Inventory Crunch Fuels Spring Urgency
  • Sundays on the Bay, Hampton Bays Sundays On The Bay & Marina Hits the Market
  • Popular Kitchen Flooring Materials

Real Estate

  • Cutchogue, North Fork, waterfront Dock, Decks and Sunsets: Cutchogue Waterfront Asks $4.25M
  • Vacant Lot in Palm Beach’s Manalapan Sells for $105M
  • New York City, spring real estate Pressure Budding: NYC’s Inventory Crunch Fuels Spring Urgency
  • Sundays on the Bay, Hampton Bays Sundays On The Bay & Marina Hits the Market
  • Blooming Market: Long Island Enters a New Spring Cycle

Design

  • Farrell, Palm Beach, Wellington Farrell Estates Opens Its Doors — With Design, Glamour and Giving
  • Mark Zeff, East Hampton Interior Designer Mark Zeff Puts His East Hampton “BLACKBARN” Home on the Market for $4.75M

House of the Day

  • Cutchogue, North Fork, waterfront Dock, Decks and Sunsets: Cutchogue Waterfront Asks $4.25M
  • East Hampton, Hamptons, retreat Design-Driven East Hampton Estate Lists for $17M
  • East Hampton, turnkey East Hampton Turnkey Home Asks $5.995M Just in Time for Summer 2026
  • North Fork, Fleets Neck North Fork Home in Fleets Neck Community Lists $1.78M
  • The Halcyon Residences & Marina, Naples, Florida Naples To Get New Waterfront Marina Development

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