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Hamptons.com
April 16, 2025

Shelter Island Award-Winning Modern With Unparalleled Views

Hamptons.comby Hamptons.com
in Real Estate, Trending
Home Real Estate

42 Prospect Avenue + Part 23 Serpentine Drive, Shelter Island, NY 11964
Saunders Exclusive: $7,950,000
View Listing

Built in 2002, “Treetops” is an AIA Archi Award-winning modern classic that boasts some of the most sweeping and unobstructed views on Eastern Long Island—stretching across the North Fork, Peconic Bay, Long Island Sound, and reaching to Connecticut.

Positioned at 162 feet above sea level on “Divinity Hill” in Shelter Island Heights, it sits at one of the island’s highest natural elevations.

The home is the result of a thoughtful evolution of an original design by Peter Schladermundt, renowned for his iconic structures at the 1964 New York World’s Fair, brought to its current form by noted architect Frederick Stelle.

The architectural concept centers around two clean-lined volumes joined by a glass pavilion, using a restrained palette of stone, steel, and glass, executed with clarity and elegance.

 

On the view-facing side of the home, a dramatic pavilion wrapped in 9-foot floor-to-ceiling glass walls provides unobstructed vistas. These are framed with anodized aluminum windows, hand-laid aluminum inlay mouldings, and solid core doors that reflect the home’s refined craftsmanship.

The main living area is open, featuring a fireplace, radiant heat floors, a screened dining area, and access to two decks, one with a built-in barbecue.

An elevated kitchen is outfitted with Poliform cabinetry, high-end appliances, and a butler’s pantry.

Additional spaces on this level include a family room with Scandinavian fireplace, powder room, laundry, office/library, and a first-floor en-suite guest bedroom.

A sculptural bluestone staircase, with treads subtly suspended one inch from a glass wall, rises beside 19-foot acid-etched glass windows, filtering natural light through the space, offering a graceful ascent to the primary en-suite bedroom.

An aerie above the canopy of treetops, this suite features a covered rooftop terrace, steam shower, soaking tub, and a Scandinavian propane stove, offering a serene and secluded experience.

The at-grade lower level includes recently installed travertine flooring, a guest bedroom with direct access to the pool area, a mirrored gym/exercise studio, Finnleo sauna, full bath, second laundry area, walk-in cedar closet, Eurocave 150-bottle wine cooler, and a Sub-Zero side-by-side refrigerator and freezer.

Outdoors, a 57-foot heated freeform Gunite pool is bordered by Arizona buff stone and surrounded by lush perennial gardens. Pathways lead to a separate garden with multilevel bluestone decking and grandfathered steel cord railings, blending natural and architectural elements.

As Hamptons Cottages & Gardens once wrote: “This place is indeed divine… not only in the sense of ‘oh how divine,’ but also in its distinctive sense of other-worldliness. Here the air, the light, the very atmosphere, feels celestial. Clouds floating by overhead appear within reach, and the sunsets are cinematic events.

” A rare Shelter Island offering, “Treetops” is as much a sanctuary as it is a landmark, complete with a protective vegetative buffer and unmatched architectural pedigree.

 

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

 

For more information, Click Here

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  • Saunders & Associates once again demonstrated its commitment to the East End community with the 12th Annual Thanksgiving Donation Drive, which this year reached a record-breaking milestone. ⁠
⁠
Coinciding with Giving Tuesday, the campaign raised an impressive $62,000 for Hamptons food pantries—making it the most successful drive to date and significantly expanding support for local families during the holiday season.⁠
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As the Hamptons’ leading real estate brokerage, Saunders & Associates’ annual Thanksgiving Donation Drive underscores the firm’s longstanding commitment to supporting the Hamptons community all year long.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptons #saunders #community #foodpantries
  • East Hampton Historical Society hosted its annual House & Garden Tour on Saturday, November 29th. The highly anticipated event invited attendees to uncover five stunning architectural masterpieces in East Hampton. ⁠
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The event quickly sold out, as did the Friday kickoff cocktail party, set at a private, historic home located in the Devon Colony, which had previously been featured on the House & Garden Tour. ⁠
⁠
📸: Rossa Cole⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#easthamptonhistoricalsociety #easthampton #houseandgardentour
  • Santa arrived in style via helicopter in East Hampton to kick off Santa Fest 🎅 

#santa #santafest #easthampton #holidays #parade #holidays #community
  • Top Hamptons Events This Weekend ✨⁠
⁠
Santa Fest in East Hampton⁠
Fri, Dec 5 – Sat, Dec 6 | 10AM – 6PM⁠
Main Street, East Hampton⁠
Sip & Shop on Friday, then meet Santa and enjoy festive fun across the village on Saturday.⁠
⁠
⁠
Our Fabulous Variety Show: Holiday Spectacular⁠
Fri, Dec 5 at 6:30PM & Sun, Dec 7 at 2PM⁠
Guild Hall, East Hampton⁠
Seasonal dance routines, skits, and festive performances for all ages.⁠
Link in bio for event details.⁠
⁠
Six Course Dinner at R.AIRE⁠
Fri, Dec 5 – Sat, Dec 6 | 6:30PM – 9PM⁠
R.AIRE at The Hampton Maid, Hampton Bays⁠
A six-course tasting menu by award-winning Chef Alex Bujoreanu.⁠
⁠
⁠
15th Annual Friends Bazaar⁠
Saturday, Dec 6 | 10AM – 4PM⁠
Ashawagh Hall, East Hampton⁠
Shop unique gifts including home decor, ceramics, jewelry, photography, and more.⁠
⁠
⁠
Winter Wonderland at Wölffer Estate⁠
Sunday, Dec 7 | 11AM – 2PM⁠
Wölffer Estate Vineyard, Sagaponack⁠
Meet Santa, enjoy wine and bites, cozy fires, live music, and holiday cheer.⁠
⁠
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Gingerbread House Decorating at CMEE⁠
Saturday, Dec 6 | 10AM – 12PM⁠
Children’s Museum of the East End, Bridgehampton⁠
Family fun with homemade gingerbread houses provided by Citarella.⁠
Link in bio for tickets.⁠
⁠
Poxabogue County Park Hike⁠
Saturday, Dec 6 | 10AM – 11:30AM⁠
Poxabogue County Park, Bridgehampton⁠
Enjoy fresh air and beautiful views of grasslands, ponds, and swamps.⁠
⁠
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Holiday Stroll in Westhampton Beach⁠
Friday, Dec 5 | 6PM – 9PM⁠
Main Street, Westhampton Beach⁠
Shop local and discover unique gifts, treats, and holiday finds.⁠
⁠
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Wreath Workshop at Gurney’s Montauk⁠
Sunday, Dec 7 | 11AM – 1PM⁠
The Dune Lounge, Gurney’s Montauk⁠
Decorate your own wreath with Ocean Fog Farm benefiting Share the Harvest Farm.⁠
⁠
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Choral Society Holiday Concert⁠
Rejoice and Sing⁠
Sunday, Dec 7 | 3PM & 5:30PM⁠
Bridgehampton Presbyterian Church⁠
Featuring festive music and a world premiere by Bruce Saylor.⁠
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Check out more events at Hampton.com (Link in Bio)⁠
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#santafest #treelighting #holidaymarket #holidaystroll #easthampton #hike #menorahlighting
  • When young filmmaker Doug Gallo decided to document his mother’s swimming group in Hampton Bays, he didn’t yet imagine he would uncover a story that would resonate far beyond the East End. ⁠
⁠
West Landing, Doug’s debut short documentary, dives into the lives of a group of senior swimmers who find strength and connection in their daily swims to a landmark rock out in the Peconic Bay. The resulting film is a heartfelt portrayal of friendship, resilience, and the ways community can form at any age.⁠
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Doug Gallo’s fresh perspective and emotional storytelling have earned West Landing recognition at festivals across the country and abroad, including a Best Short Documentary award in Sicily. He spoke about the inspiration behind the film, the remarkable group of swimmers who brought it to life, and what the journey has meant to him as a first-time filmmaker.⁠
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Next up, West Landing will be screened at the Hamptons Doc Fest as part of their Shorts & Breakfast Bites program at Bay Street Theater on December 7th at 10:00 a.m.⁠
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@westlandingdoc ⁠
@hamptonsdocfest⁠
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Read the interview at Hamptons.com (Link in Bio)⁠
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#westlanding #documentary #film #hamptons
  • 24 On the Bluff is a work of art—a sculptural tribute to vision, emotion, and architectural inheritance. Constructed from concrete and dark mahogany, lined with bamboo, and bathed in open light, the space is a living extension of architectural identity and vision—every element intentional.⁠
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24 on the Bluff is currently for sale, represented co-exclusively by Laura White. @laurawhiterealestate @hamptonsrealestate⁠
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Past the gated entry, the first glimpse of the hilltop sanctuary reveals its integral design. The home emerges from the earth as a dramatic concrete structure, softened by rich mahogany and – almost impossibly – in harmony with its natural surroundings. In many ways, its foundation began in the Ice Age, when glaciation formed the land’s topography, exposing the ancient soil and stone that the home now echoes.⁠
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Speaking with the home’s single owners, their nuanced understanding of architecture becomes instantly apparent. The home pulls from the greats, but the owners’ voice guides the vision. “We are decisive. Once we had the vision, we stuck to it. These concrete walls are sculptures—we didn’t cover them. The mahogany slats, the millwork—they follow a modernist philosophy. I had to remind the builders. I was involved in every detail.”⁠
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When you are here, the home causes you to consider architecture as an experience rather than a form. For me, the quiet contemplation of space, light, and materials is the foundation for all inspiring architecture.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsrealestate #sagharbor #art #architecture #hamptons
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