Behind The Hedges: Hamptons Real Estate & LifestyleBehind The Hedges: Hamptons Real Estate & Lifestyle
  • Home Pros
  • 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
    • North Fork
    • South Fork
    • Shelter Island
    • Palm Beach
    • Greater Long Island
  • Podcasts
  • Digital Editions
    • Behind The Hedges
    • Behind The Hedges: Powered by The Long Island Press
  • Dan’s Papers
  • Advertise
Behind The Hedges: Hamptons Real Estate & LifestyleBehind The Hedges: Hamptons Real Estate & Lifestyle
  • Home Pros
  • 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
    • North Fork
    • South Fork
    • Shelter Island
    • Palm Beach
    • Greater Long Island
  • Podcasts
  • Digital Editions
    • Behind The Hedges
    • Behind The Hedges: Powered by The Long Island Press
  • Dan’s Papers
  • Advertise
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
  • North Fork
  • South Fork
  • Shelter Island
  • Palm Beach
  • Greater Long Island
  • Digital Editions
  • Behind The Hedges
  • Behind The Hedges: Powered by The Long Island Press
  • Home Pros
  • Podcasts
  • Dan’s Papers
  • Advertise

Shelter Island

North Fork Open Houses: A Simple Shelter Island Cottage

North Fork open houses
Open Houses
By Parker Schug

A home to make your own is in reach this weekend. Placed at 10 North Midway Road on Shelter Island, a romantic cottage awaits its next owner.

Summer Rental Spotlight: Modern Shelter Island Luxury Waterfront

24 Stearns Point Road, Shelter Island
Rental Market
By Taylor K. Vecsey

This summer, enjoy 180-degree views of the Peconic Bay from its perch on a bluff on Shelter Island. 

Shelter Island: Top 10 Most Expensive Home Sales of 2021

Shelter Island
Shelter Island
By Taylor K. Vecsey

We told you about the priciest sales on both the South Fork and the North Fork, now let’s take a look at the biggest sales on Shelter Island during 2021.

The ‘Finest’ House in Dering Harbor Sits Perched Atop a Bluff

44 Manhanset Road, Shelter Island Heights – LivingRoom_Photo Credit Brian Bailey for Gary DePersia
Magazine Feature
By Taylor K. Vecsey

A recognizable historic waterfront mansion in Shelter Island’s Dering Harbor is available for the first time in 20 years.

New to the market, the 2.7-acre property is listed at $11.95 million

Equine Properties: Roll Out of Bed and Saddle Up!

44 St. Mary’s Road, Shelter Island
Magazine Feature
By Taylor K. Vecsey

Why board your horse when it could be in your backyard? We look at several East End properties where that’s possible.

For equestrians, nothing beats waking up and heading straight to the barn

Unparalleled Waterfront Privacy in Fabled Protected Shelter Island Harbor

47D South Ferry Road, Shelter Island
House of the Day
By Taylor K. Vecsey

The home at 47D South Ferry Road on Shelter Island, new to the market, offers a panoramic view over Coecles Harbor for $6.4 million.

Create a dream compound on Coecles Harbor

See a Shelter Island Heights Historic Home During Open House This Weekend

11 Locust Avenue, Shelter Island
Open Houses
By Taylor K. Vecsey

A Shelter Island Heights property is among the many listings to host an open house this weekend.

Plenty to see this weekend on the East End

Preservation Fund Spikes in First Quarter As Shelter Island’s Revenue Nearly Triples

7 Apple Orchard Lane, Shelter Island
News & Features
By Taylor K. Vecsey

First quarter revenues for the Peconic Bay Community Preservation (CPF) were the largest in the fund’s 23-year history, Assemblyman Fred W. Thiele Jr. reported late last week.

The CPF received $55.22 million in the first four months of 2021

Ram’s Head Inn Traded for Under $8 Million

Ram’s Head Inn
News & Features
By Taylor K. Vecsey

Earlier this month, we told you Shelter Island’s storied Ram’s Head Inn had been sold. Now we can tell you for how much. 

The waterfront restaurant and inn has opened for the season

Shelter Island’s Star-Shaped ‘Constellation House’ Shines On

5 Heritage Drive, Shelter Island
News & Features
By Taylor K. Vecsey

When this distinctive midcentury modern home was built in 1966, “it was such a novelty,” Penelope Moore of Saunders & Associates says, “that the kids on Shelter Island would bike by just to see the star-shaped house in Cricket Hollow.”

Posts navigation

Older
Newer

Reach thousands of Hamptons homebuyers every weekday

Find out more

Read the latest issue of Behind The Hedges

Insights and exclusive content delivered direct to you

Subscribe

Latest Posts

  • Palm Beach Palm Beach Lakefront Estate Sells for $30.8M
  • Conserve water using advanced irrigation technology with RB IrrigationRB Irrigation: Conserve Blue & Save Green with Irrigation Technology
  • Shelter Island, modern home, summer rental 2026 Modern Shelter Island Home Seeks $200K Summer Rental
  • Port of Egypt, Southold, North Fork Hinckley Drops Anchor on the North Fork with Port of Egypt Acquisition
  • The Candy Man, Orient Sweet Tradition Ends as Orient’s Beloved ‘Candy Man’ Closes

Real Estate

  • Palm Beach Palm Beach Lakefront Estate Sells for $30.8M
  • Shelter Island, modern home, summer rental 2026 Modern Shelter Island Home Seeks $200K Summer Rental
  • Port of Egypt, Southold, North Fork Hinckley Drops Anchor on the North Fork with Port of Egypt Acquisition
  • North Sea, Southampton, Big Fresh Pond, waterfront Big Fresh Pond Home in Southampton Asks $1.95 Million
  • Cutchogue, North Fork, waterfront Dock, Decks and Sunsets: Cutchogue Waterfront Asks $4.25M

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

  • Shelter Island, modern home, summer rental 2026 Modern Shelter Island Home Seeks $200K Summer Rental
  • North Sea, Southampton, Big Fresh Pond, waterfront Big Fresh Pond Home in Southampton Asks $1.95 Million
  • 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

More from our Sister Sites

Sanles
Long Island Press

Syosset father, son arrested for allegedly having explosives-making chemicals in home

Speaker Julie Menin announced a new Advisory Group on Housing Affordability aimed at reevaluating construction codes she said are outdated and stunt housing development.
amNY

‘Lots’ of potential: Menin says City Council will launch advisory group to cut red tape, develop small vacant sites for new housing

Celebrate World Turtle Day at the Quogue Wildlife Refuge with your kids
Dan’s Papers

Sag Harbor Event to Focus on Turtle Awareness & Wildlife Education

  • Events
  • Webinars
  • The Magazine
  • Advertise with Us
  • Contact Us
  • © Behind The Hedges 2026 Dan’s Hamptons LLC
  • Privacy Policy
  • Terms of Use
  • Sitemap
  • Sections
  • Magazine
  • Contact
  • Webinars
  • Dan’s List