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Hamptons.com
April 16, 2025

Shelter Island Award-Winning Modern With Unparalleled Views

511
VIEWS
Hamptons.comby Hamptons.com
in Real Estate, Trending
Home Real Estate

42 Prospect Avenue + Part 23 Serpentine Drive, Shelter Island, NY 
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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Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

INTERVIEW: Jonathan Shoemaker on the Accabonac Theater Project, This Land Is Your Land, and Life in Springs

Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

Read more
When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.

Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.

From Rosé to a Lifestyle Collective: Jesse Bongiovi on Building Lily Pond Group

When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.

Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.

Read more
Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

Cultivating Connection on the East End: A Conversation with the Founders of Amber Waves Farm

Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

Read more

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  • On Tuesday, March 3rd, HamptonsFilm and Executive Producer Regina K. Scully hosted a special evening celebrating the film What Would Sophia Loren Do?. Complete with cocktails and a seated dinner, the screening was held at the gorgeous Colony Hotel in Palm Beach, FL. ⁠
⁠
The film’s subject Nancy Kulik, director Ross Kauffman, and executive producer Regina K. Scully were present, in addition to HamptonsFilm Executive Director Bob Feinberg and Chief Creative Officer David Nugent. Additional attendees included Kulik’s husband Alan Kulik, Maria Cuomo Cole, Kenneth Cole, Geralyn Dreyfous, Caroline Hirsch, Susan Rockefeller, Sam Pezzullo, Anita Cosgrove among others.⁠
⁠
📸: Shay Photography⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#hamptonsfilm #film #palmbeach #screening #colonyhotel
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
🍀 Hampton Bays St. Patrick’s Day Parade⁠
📍 Hampton Bays⁠
🗓 Saturday, March 21 | 11AM
Celebrate with marching bands, festive floats & community spirit!⁠
⁠
🌼 Spring Equinox Party⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
🗓 Saturday, March 21 | 10AM⁠
A fun, hands-on way for kids to explore the science of spring.⁠
⁠
🥟 Dumpling Pop-Up at Kidd Squid⁠
📍 Sag Harbor⁠
🗓 Saturday, March 21 | 1PM⁠
Dumplings, live music & good vibes.⁠
⁠
🎨 Artists’ Table: Almond Zigmund x Jason Weiner⁠
📍 Watermill Center⁠
🗓 Saturday, March 21 | 12PM⁠
An intimate artist talk paired with a farm-to-table meal.⁠
⁠
💬 Dragon Hemp’s Happier Hour with Holly Rilinger⁠
📍 Sag Harbor⁠
🗓 Sunday, March 22 | 11AM⁠
A conversation on strength, recovery & overall wellness.⁠
⁠
🌿 Montauk Mountain Preserve Hike⁠
📍 Montauk⁠
🗓 Wednesday, March 25 | 11AM–12PM⁠
Enjoy a scenic hike through one of NY’s last maritime grasslands.⁠
⁠
🎬 Project Hail Mary in IMAX⁠
📍 Southampton Playhouse⁠
🗓 Now–March 25⁠
A gripping sci-fi story of survival and discovery in space.⁠
⁠
🎭 **Hampton Theatre Company: I Do! I Do! **⁠
📍 Quogue⁠
🗓 Now–March 25 | 7–9PM⁠
A charming musical about love, marriage & life’s ups and downs.⁠
⁠
✨ Which one are you checking out?⁠
⁠
#hamptons #stpatricksday #art #hamptonbays #kiddsquid popup
  • This winter, while most of us on the East End were hunkered down during historic snowfall, Rod Cummings was doing what he does best: selling luxury real estate. Not even a cumulative 50” of snowfall could derail the deal at 13 Beach Lane in Quogue Village, now in contract and last listed at $6,500,000.⁠
⁠
Successful sales in the Hamptons are always notable, but a sale (and bidding war) that materializes fast, in less than a month on the market, in February, under the weight of historic snowfall across the East End – that’s newsworthy.⁠
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@rodcummingshamptons⁠
@hamptonsrealestate 
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsrealestate #luxuryrealestate
  • On February 28th, the New York Junior League celebrated the 74th Annual Winter Ball: A Gilded Legacy: Celebrating 125 Years of Impact, one of New York City’s most anticipated black-tie events, held at Cipriani South Street. The sold-out event delivered a historic $1 Million, setting a new fundraising record in the Winter Ball’s 74-year history.⁠
⁠
Serving as the centerpiece of a year-long 125th anniversary celebration, the ‘Gilded Legacy’ theme paid tribute to the organization’s 1901 founding by Mary Harriman and honored its enduring commitment to advancing women’s leadership and strengthening New York City communities. ⁠
⁠
📸: Andrew Werner⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#newyorkjuniorleague #winterball #nyc⁠
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  • One of the most iconic homes in East Hampton Village, a beautifully restored Queen Anne Victorian at 30 Huntting Lane, is now Sold & Closed.⁠
⁠
Exclusively represented by Romaine Gordon of Saunders & Associates, the property went into contract following Gordon’s appointment as the exclusive agent (last listed at $6.395 M), underscoring the effectiveness of her disciplined representation, market positioning, and professional execution.⁠
⁠
Built in 1896 by the Huntting family (and namesake of Huntting Lane), the home carries rare Village provenance, with its original character preserved and its history newly illuminated through photographs uncovered during the restoration, revealing connections to prominent American families including the Beales and Bouviers.⁠
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@romainehamptons⁠
@hamptonsrealestate⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsrealestate #easthamptons #saunders
  • Check out the Top Hamptons Events This Weekend!⁠
⁠
🎬 HamptonsFilm X Guild Hall: Winter Classic Series – “Paths of Glory”⁠
📅 Friday, March 13⁠
⏰ 7 PM⁠
📍 Guild Hall – East Hampton⁠
HamptonsFilm and Guild Hall’s Winter Classic Series returns with HamptonsFilm Co-Chair Alec Baldwin and Chief Creative Officer David Nugent presenting Stanley Kubrick’s 1957 epic Paths of Glory, starring Kirk Douglas.⁠
⁠
☘️ Westhampton Beach St. Patrick’s Day Parade⁠
📅 Saturday, March 14⁠
⏰ 12 PM – 3 PM⁠
📍 Main Street – Westhampton Beach⁠
Celebrate St. Patrick’s Day with the whole community!⁠
⁠
🍀 St. Patrick’s Day at the Sunset Social Club⁠
📅 Saturday, March 14⁠
⏰ 2 PM⁠
📍 Sunset Theater – Westhampton Beach⁠
Keep the celebration going with Irish coffee and perfectly poured Guinness.⁠
⁠
🛍 Sag Saturday⁠
📅 Saturday, March 14⁠
⏰ All Day⁠
📍 Sag Harbor Village⁠
A celebration of culture, cuisine, community, and shopping in the heart of Sag Harbor.⁠
⁠
🥾 Barcelona Neck Preserve Hike⁠
📅 Saturday, March 14⁠
⏰ 10 AM – 12 PM⁠
📍 Sag Harbor Golf Course – Sag Harbor⁠
A scenic hike featuring views of Cedar Point Lighthouse and the surrounding natural beauty.⁠
⁠
🧘 A Morning of Mindfulness & Stillness⁠
📅 Saturday, March 14⁠
⏰ 11 AM – 12 PM⁠
📍 Dragon Hemp Apothecary – Sag Harbor⁠
A meditative morning guided by Reiki Master Marissa Kerwin with products designed to support relaxation and clarity.⁠
⁠
🎥 The Oscars: Live from Sag Harbor⁠
📅 Sunday, March 15⁠
⏰ 5:30 PM – 10 PM⁠
📍 Sag Harbor Cinema⁠
Walk the red carpet, vote in the Oscars ballot, and compete for best dressed. VIP tickets include cocktails and canapés.⁠
⁠
🦭 Seal Cruise in Southampton⁠
📅 Sunday, March 15⁠
⏰ 12 PM – 2 PM⁠
📍 Stony Brook Marine Station – Southampton⁠
Join a CRESLI scientist for a two-hour expedition observing seals in Shinnecock Bay.⁠
⁠
🎷 Generations of Jazz: Women in Modern Jazz⁠
📅 Sunday, March 15⁠
⏰ 2 PM – 3:30 PM⁠
📍 St. Ann’s Episcopal Church – Bridgehampton⁠
A multi-generational ensemble celebrating the power of female voices in modern jazz.⁠
⁠
#hamptons #stpatricksday #weekend⁠
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