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Hamptons.com
February 21, 2023

Luxury Living with Lighthouse Views on Shelter Island

David Lion Rattinerby David Lion Rattiner
in Real Estate, Trending
Home Real Estate
72 Gardiners Bay Drive, Shelter Island, NY 11964

72 Gardiners Bay Drive, Shelter Island, NY 11964
Saunders Exclusive: $5,990,000
View Listing

 

Nestled in the heart of the Hamptons, Shelter Island is a tranquil retreat known for its natural beauty and stunning waterfront properties. Among these properties, 72 Gardiners Bay Drive, located in the Hay Beach section of the island, is a breathtaking estate that epitomizes luxury living on Shelter Island.

 

The panoramic views of Gardiners Bay from nearly every room are unparalleled. “Bug Light” lighthouse, both a beacon and a perfect photo opportunity, glistens at sunrise and sunset just off the beach. Although its current map was developed in the 1970s, Hay Beach, located on the north side of Shelter Island, played a significant role during the American Revolution, when timber cut from this area was sent to aid General George Washington’s troops. This waterfront estate boasts fine elevation from the home for views looking onto the salt water.

72 Gardiners Bay Drive, Shelter Island, NY 11964

The home’s interior is a marvel of design and craftsmanship, featuring double-height ceilings, a step-down living room, a soaring two-story stone fireplace, hardwood floors, and an abundance of natural light.  There is space galore with over 5,000 sq. ft. of finished living space on over three levels, including a primary suite that measures close to 700 sq. ft. The living and dining areas are equally impressive and ready to entertain guests or relax with family. The layout offers many bonus areas, including a library, media room, sunroom, lounge area overlooking the bay and deck, and game room.

72 Gardiners Bay Drive, Shelter Island, NY 11964

But it’s not just the interior that makes this property so special—its location and outdoor living areas punctuate its beauty. The hardwood deck, just off the living room, steps down onto a massive, raised deck within which the gunite pool has been set, with expansive views to the bay, and steps to the stone path leading to your own beach. A mooring can be placed just off the shoreline to accommodate a small vessel, and on any given summer day, sailboats and paddleboarding are a part of the vistas. During the winter months, harbor seals, familiar off-season visitors, and sun on the rocks just off the shoreline. This waterfront paradise is ideal for anyone who loves to be near the sea.

 

While many pack up towels, sunscreen, and refreshments to go to the beach, at 72 Gardiners Bay Drive, the beach is a part of your own backyard, a stone’s throw from your back door. 

 

As you explore the property, you’ll discover a wealth of features and amenities that make this estate truly unique. From the stunning pool to the outdoor shower and sense of space and place, every detail has been carefully considered to create a luxurious and comfortable living environment.

72 Gardiners Bay Drive, Shelter Island, NY 11964

And when it comes to finding your dream home on Shelter Island, there is no better real estate broker than Penelope Moore, who is representing this dream property. With years of experience and intimate knowledge of the local market, Penelope is uniquely qualified to help you find the best home to suit your needs and lifestyle. Her commitment to exceptional customer service and attention to detail ensure that every aspect of your real estate transaction is handled with care and professionalism.

 

72 Gardiners Bay Drive is a stunning waterfront estate that epitomizes luxury living on Shelter Island. From the breathtaking views of Gardiners Bay to the meticulously designed interiors and outdoor living areas, every detail has been carefully considered to create a truly exceptional living environment. Contact Penelope Moore to be sure your real estate transaction will be handled with the utmost care and professionalism.

 

PENELOPE A. MOORE
Licensed Associate Real Estate Broker
[email protected]
Cell: (917) 208-5519

 

For more information, Click Here

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November 20 @ 11:00 AM - November 20 @ 12:00 PM
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Fahrenheit 451 – Bay Street Theater

November 20 @ 07:00 PM - November 30 @ 02:00 PM
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Carolina Calvache Trio, World-Renowned Jazz at Parrish Art Museum

Carolina Calvache Trio, World-Renowned Jazz at Parrish Art Museum

  • Join Share the Harvest Farm for a day filled with local flavor, community spirit, and holiday cheer at their annual Thanksgiving Market. This indoor event, taking place on Saturday, November 22nd, at St. Luke’s (18 James Lane, East Hampton), from 10am to 2pm, will showcase some of the East End’s most beloved small businesses and artisans, offering delicious, handmade, and heartfelt gifts and treats for the season.⁠
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In the spirit of Thanksgiving, all vendors are generously donating 20% of their profits to support Share the Harvest Farm’s mission of fighting food insecurity on the East End. Visitors will also find the limited-edition Share the Harvest Farm x Hamptons Handpoured candle, a cozy, locally made gift with a portion of proceeds supporting the farm’s programs.⁠
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This year’s vendors include:⁠
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Hamptons Handpoured I Aki’s Kitchen I Peter Ambrose I South Shore Mushrooms I Urban Coyote Microgreens I Springs Salt I Hamptons Preserves I La Famille Bakery I Lamora Salsa I Twisted Challah I Nikki’s Not Dog Stand I Butter Me Up I Marilena’s Crackers I Ocean Fog Farm I Share the Harvest Farm I Big Fresh Bakery I Montauk Smoked Fish I EAST + PALM and more!⁠
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Guests can enjoy complimentary apple cider served courtesy of EAST + PALM, along with live music by Silas Jones, setting the perfect soundtrack for a cozy, festive market.⁠
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There will also be exciting raffles featuring prizes such as bakery baskets from Panadda Sourdough, a spa gift certificate to Naturopathica, and treats from our wonderful vendors. Those interested in contributing an item to the raffle are encouraged to reach out.
  • Tina Marie Realmuto is bringing her “Tales of an Italian Millennial: Stand-up Comedy Show” to the Southampton Cultural Center on Friday, November 21st, and Saturday, November 22nd, at 7:00 PM, with a final show on Sunday, November 23rd, at 4:00 PM.⁠
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This New York-based actor and comedian opened up to Hamptons.com about the show, her journey in the business, and more in this exclusive interview.⁠
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Could you please tell us about your history with the SCC?⁠
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My history with the Southampton Cultural Center has been a rewarding one. I was first involved with the SCC when I did a summer college internship there in 2011. Michael Disher was directing a production of Working: A Musical and graciously offered me the opportunity to act in the musical, along with stage managing the show and being his assistant as well. I absolutely loved working with him and the rest of the cast. It was a wonderful experience and I learned so much. Then, after graduating from Connecticut College with a BA in Theater and the Actors Studio Drama School at Pace University with an MFA in Acting, I was so happy to return to the SCC to perform in their production of Crimes of the Heart directed by Joan Lyons. I was so fortunate to play Babe and work yet again with such an incredible group of actors. Subsequently, in 2018, I was cast as Annie Sullivan in Boots on the Ground Theater’s production of The Miracle Worker at the SCC. Portraying Annie and working with a phenomenally talented cast was a true highlight of my career as an actress. My latest acting project at the SCC was in their 2019 production of the musical Mamma Mia!. That was another fantastic opportunity to learn, grow, and develop my craft. Now I am so proud to say that I am currently teaching acting classes at the SCC to both children and adults. I am so grateful to have returned yet again to the SCC in this new capacity. Therefore, my history with the SCC has been a complex and joyful one.⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#tinamarierealmuto #comedyshow #southampton⁠
  • East Hampton Historical Society will host the annual House & Garden Tour celebrating some of the finest examples of architecture on the East End. The Kickoff Cocktail Party will take place on Friday, November 28th from 6 to 8 p.m. at a private residence in the Devon Colony, with the location to be revealed to attendees upon purchasing tickets. ⁠
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The House Tour will take place on Saturday, November 29th from 1 to 4:30 p.m. featuring five distinguished homes to be revealed as the event approaches. @easthamptonhistory⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#easthampton #homeandgardentour #tour
  • Check out the Top Hamptons Events This Weekend!⁠
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🎨 Artist-Led Tour With Nina Yankowitz⁠
📅 Friday, November 14th, 2025⁠
⏰ 6–7pm⁠
📍 Parrish Art Museum, Water Mill⁠
⁠
Join artist Nina Yankowitz for a tour of Nina Yankowitz: In the Out/Out the In.⁠
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🍷 Candlelight Fridays at Wölffer Estate⁠
📅 Friday, November 14th, 2025⁠
⏰ 4–7pm⁠
📍 The Tasting Room, Sagaponack⁠
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🎨 Student Art Festival: Rauschenberg 100 at Guild Hall⁠
📅 Opens Saturday, November 15th, 2025⁠
📍 Guild Hall, East Hampton⁠
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Discover collaborative works from 8 public schools and 10 East End artists, part of an international initiative by the Rauschenberg Foundation.⁠
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🎶 Bridgehampton Chamber Music Autumn Series: Gilles Vonsattel⁠
📅 Saturday, November 15th, 2025⁠
⏰ 5–6:30pm⁠
📍 Bridgehampton Presbyterian Church⁠
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Hear Beethoven’s sonatas, including the bold “Hammerklavier.”⁠
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😂 Sticks & Stones Comedy’s All-Star Show⁠
📅 Saturday, November 15th, 2025⁠
⏰ 8pm⁠
📍 Southampton Cultural Center⁠
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Featuring Steve Rocco, Michelle Schwartzman, Joe Winchell & D’yan Forest!⁠
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🎵 WHBPAC Presents: Warriors Rock⁠
📅 Saturday, November 15th, 2025⁠
⏰ 7pm⁠
📍 WHBPAC, Westhampton Beach⁠
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An uplifting evening honoring veterans & first responders through music and heartfelt tributes.⁠
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✏️ Drawing Meetup with Jackie Hoving & Norm Paris⁠
📅 Sunday, November 16th, 2025⁠
⏰ 3–4:30pm⁠
📍 The Church, Sag Harbor⁠
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A communal drawing salon to spark creativity!⁠
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🎬 Die My Love at Sunset Theater⁠
📅 Opens Friday, November 14th, 2025⁠
📍 Sunset Theater, Westhampton Beach⁠
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See the new film starring Robert Pattinson & Jennifer Lawrence at the chicest theater in the Hamptons.⁠
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🥾 Long Springs Loop Hike⁠
📅 Saturday, November 15th, 2025⁠
⏰ 10am–12pm⁠
📍 Southampton Youth Services⁠
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A refreshing hike with panoramic views, springs, streams & ponds.⁠
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💙 A Community Fundraiser & Celebration of Strength: Rally for Rob⁠
📅 Saturday, November 15th, 2025⁠
⏰ 6–9pm⁠
📍 Clubhouse Hamptons, East Hampton⁠
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Support Rob—a beloved husband, father, friend, and healer known for his humor and kindness.⁠
🔗 Link in bio⁠
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#hamptons #weekend
  • Rosebud Baker is a writer, actress, and comedian whose sharp wit and dark humor have earned her a devoted fan base. Her hilarious show this past summer at the Westhampton Beach Performing Arts Center had the entire theater in stitches.⁠
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Since beginning her stand-up career in 2014, Baker has performed nationwide, drawing inspiration from her own life to craft her signature style of dark comedy. She has written for comedy shows, including That Damn Michael Che and Saturday Night Live, and has appeared in Roku Channel’s Will Smith–produced series This Joka as well as Hulu’s comedy-drama Life & Beth. You can catch her on the Rosebud Baker Live tour.⁠
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Rosebud sat down with Hamptons.com to talk about her writing process, stand-up, and the Hamptons.⁠
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How did the nickname “Rosebud” come about?⁠
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I’m not actually sure — several people in my family have taken credit for it, which makes them unreliable narrators. I can only assume that my parents wanted something unique but Southern-gothic enough that I’d either become a writer or haunt an old house. I think I’ve managed a little of both.⁠
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@rosebudbaker⁠
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Read the full interview at Hamptons.com (Link in Bio)⁠
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#rosebudbaker #comedy
  • In Southampton Village, where the streets are charted as much by memory as by map, the Van Brunt House has long been a defining landmark. On Elm Street amid the hedges and measured façades, you can still feel the trace of horse-drawn carriages and Gilded Age sophistication—a continuity honored in the now restored Van Brunt home located at 121 Elm Street.⁠
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Following a museum-caliber renewal, the Van Brunt House regains its original presence as an enduring testament to architectural integrity and cultural legacy. Not a remake but a return—a traditional foundation reconciled with today’s lifestyle, its inspiration made durable.⁠
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Now artfully restored and represented exclusively by The Oakley-Leicht Team, the Van Brunt House reclaims its place among the Village’s most iconic homes. A treasure for its next owner and a testament to the character of Southampton Village.⁠
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@pattyandbriansellthehamptons⁠
@hamptonsrealestate⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#vanbrunthouse #hamptons #southampton #realestate #queenanneresidence #luxuryrealestate
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