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Hamptons.com
October 13, 2025

An Elevated Enclave with Pool & Tennis

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

 

2587 Deerfield Road, Sag Harbor, NY 11963
Saunders Exclusive: $4,495,000
View Listing

 

At the end of a long drive lined with beach grass, past the gated entry, this architecturally inspired Hamptons enclave reveals itself as a private, peaceful retreat. Designed for year-round luxury living and seamless entertaining, the property offers two distinct living and gathering spaces, 5 bedrooms, 6.5 baths, large gunite pool, tennis court, and an oversized 4-car garage. A central specimen tree anchors the front grounds, creating a sense of calm as the home rises gracefully among mature trees. 

Inside, the double-height entry foyer makes an immediate statement with floating stairs leading to the second level, while the first floor unfolds in bright, airy living spaces wrapped in floor-to-ceiling sliding glass doors. These open to the sunny poolside dining patio and multiple points of access to the manicured outdoor grounds.The sunken living room, anchored by a wood-burning fireplace, features three walls of glass that flood the space with natural light and frame serene views of the surrounding landscape.

A separate den/media room with pocket doors overlooks the tennis court and enjoys its own patio-perfect for private lounging or casual entertaining. At the home’s heart is a large eat-in kitchen with premium appliances, custom cabinetry, and a built-in service counter/bar. An adjoining dining area is ideal for hosting gatherings, while the mudroom/laundry room conveniently connects to an outdoor kitchen and a separate dining patio.

Outdoors, specimen trees and seasonal plantings bloom throughout the year. The poolside patio is bright, tranquil, and inviting, while a stone path meanders through lush grounds to the tennis court with half-court basketball. On the main second level, each ensuite bedroom boasts modern baths, soaring pitched ceilings, and clerestory windows that bring in abundant natural light and enhance the home’s passive-solar design.

Additionally, two of the bedrooms have private balconies. A glass-walled skybridge-a striking architectural feature-connects the main residence to a separate living and recreation wing above the garage.

Outfitted with dark hardwood floors, this area includes a media lounge and wet bar and is equally suited for entertaining or unwinding in style. Two well-sized bedrooms and the recreation wing open to a distinctive scalloped balcony, perfect for enjoying morning coffee or evening stargazing.

Below, the spacious 4-car garage provides ample storage for cars and watersport gear, along with a versatile home office or gym. Every space, inside and out, of this Hamptons retreat is imbued with inspiration and architectural verve, offering comfort, sophistication, and thoughtful details at every turn. Perfectly positioned in a quiet coastal community near picturesque bay beaches, restaurants in Noyac and elevated luxury in Sag Harbor Village, and the Hamptons’ famed oceanfront beyond. 

 


ELLIOT PEGG
Licensed Real Estate Salesperson
[email protected]
Cell: 631-644-6636

 


VINCENT HORCASITAS
Licensed Associate Real Estate Broker
[email protected]
Cell: (516) 768-7330

 

For more info, click here.

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LOCAL EVENTS

Events

05
Nov
05
Nov
-
05
Nov

Full Frost Super Moon Hike

November 5 @ 05:00 PM - November 5 @ 06:00 PM
SOFO Museum, 377 Bridgehampton/Sag Harbor Turnpike
07
Nov
07
Nov
-
07
Nov

Pizza & Pajama Night at Children’s Museum of the East End (CMEE)

November 7 @ 10:00 AM - November 7 @ 06:30 PM
376 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932
07
Nov
07
Nov
-
07
Nov

Stretching for Seniors w/ Monica

November 7 @ 02:30 PM - November 7 @ 03:30 PM
One Ocean Yoga - 760 Montauk Highway (The Mill Center, above Goldberg's)
07
Nov
07
Nov
-
28
Nov

Sip a Stray Dog Martini at Calissa to Support Tyler’s Rescue From 11/7-11/28

November 7 @ 05:00 PM - November 28 @ 11:30 PM
Calissa Watermill - 1020 Montauk Hwy, Water Mill, NY 11976
07
Nov
07
Nov
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07
Nov

Aperitivo – Sunset Cocktail Hour

November 7 @ 05:00 PM - November 7 @ 08:00 PM
The Baker House 1650
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REVIEW: “Vanya and Sonia and Masha and Spike” Delivers Total Entertainment at the Southampton Cultural Center

REVIEW: "Vanya and Sonia and Masha and Spike" Delivers Total Entertainment at the Southampton Cultural Center

  • A few minutes past Amagansett Village, in that quiet pocket between the ocean and the bay, the new estate built by Bluefin, 137 Cross Highway to Devon, has intrigued me since the moment I saw it — a rare combination of proximity to the Village, craftsmanship, and design integrity in one of the most desirable areas on the East End. ⁠
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Real-savvy Hamptons people know that Amagansett North is a quiet kind of magic—close enough to feel the Village’s heartbeat, far enough to hear the birds. If you think 137 Cross Highway to Devon is out of the way, then you don’t know Amagansett.⁠
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Four minutes to Amber Waves, under five to Balsam Farms and the Village, and less than ten to the ocean at Atlantic Avenue Beach.⁠
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Location, of course, is the headline anyway. The essentials—farm stands, ocean and bay beaches, golf and racquet clubs, coffee, restaurants, provisions—are so close they become afterthoughts: grab greens at Balsam, seafood at Stuarts, swing back for a baguette at Amber Waves, be home before the ice melts. It’s the rare setup where everyday errands feel like part of the vacation.⁠
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@romainehamptons @sarahminardire⁠
@hamptonsrealestate⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsrealestate #hamptons #amagansett
  • @paddlediva and @wychs_bloom inaugural Witches Paddle on Wednesday, October 29 at Paddle Diva was a huge success. 

A portion of the proceeds benefited the Surfrider Foundation’s Eastern Long Island Chapter. @surfridereasternlongisland 

#witches  #witchespaddle #halloween #paddleboarding #hamptons
  • Little Lucy’s 24th Annual Halloween Pet Parade pumpkin👻

#halloween #halloweencostume #petcostume #halloweenpetcostume #hamptons
  • Saunders & Associates announced the kickoff of its 12th Annual Thanksgiving Donation Drive, renewing a cherished Hamptons tradition that supports local food banks from Westhampton to Montauk. This year, the firm has set an ambitious goal: $50,000 in monetary donations to be distributed directly to community partners serving year-round families across the East End.⁠
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All donations made to the GoFundMe will be matched dollar for dollar by Andrew & Colleen Saunders. Every dollar contributed will go entirely to food pantries in the Hamptons, where the need remains critical.⁠
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Last year’s drive surpassed its monetary goal, powered by more than 100 contributions from Saunders agents and the wider Hamptons community. Those funds helped ensure local families had access to essential resources during the holiday season—a critical time of year for many.⁠
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In the years since COVID-19, Saunders & Associates has shifted to monetary contributions, enabling local pantries to purchase essentials in bulk that their clients need most. Continuing a commitment from last year, Colleen and Andrew Saunders will personally match every dollar donated, effectively doubling the impact of each gift.⁠
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“Year twelve is a major milestone, and a mirror on the Hamptons community at its best,” said Steve Glick, Senior Vice President of Marketing at Saunders & Associates. “It reflects the generosity of a community that shows up for one another beyond the summer season. When you give to this drive, you help neighbors directly and immediately. Every contribution is multiplied, and every dollar goes where it’s needed most.”⁠
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Saunders & Associates’ agents and staff—who live and work in the Hamptons year-round—will once again champion the effort, rallying clients, friends, and local businesses to participate throughout the Thanksgiving season.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptons #saunders #hamptonsrealestate #localfoodpantries #community⁠
  • Happy Halloween! Get ready for a spooky time at some of the best Halloween parties in the Hamptons! 

Check out the top Hamptons events this weekend!

👻 Calissa’s Halloween in the Hamptons Party
🕔 Fri, Oct 31 | 5PM – 2AM
📍 Calissa Hamptons, Water Mill
Wear your costume to dinner & toast with a complimentary glass of bubbles! 💃🥂
🔗 Link in Bio

🎸 Halloween Party with Hello Brooklyn
🕙 Fri, Oct 31 | 10PM
📍 The Stephen Talkhouse, Amagansett
Party at the most iconic music venue in the Hamptons! 🎶
🔗 Link in Bio

🎬 Hollywood Halloween Costume Party
🕖 Sat, Nov 1 | 7PM – Midnight
📍 Sunset Theater, Westhampton Beach
Dress up as your fave movie character 🎭 — 2 free cocktails & prizes! 🍸🏆
🔗 Link in Bio

🎧 Clubhouse Hamptons’ Halloween Party
🕘 Fri, Oct 31 | 9PM
📍 Clubhouse Hamptons, East Hampton
Costume contest & beats by DJ Chile, CK Beats & Nick Corredor 🔥
🔗 Link in Bio

💿 Disco Ball at LTV Studios
🕕 Sat, Nov 1 | 6PM – 9PM
📍 LTV Studios, Wainscott
A retro-inspired evening of music, dancing, food, & raffles! 🕺✨
🔗 Link in Bio

🍽️ Long Island Restaurant Week: Fall Edition
🗓️ Nov 2 – 9 | 12PM – 12AM
📍 Various Locations
Dine at new favorites & support local restaurants! 😋
🔗 Link in Bio

🎺 East Meets West Jazz Jam Session
🕑 Sun, Nov 2 | 2PM – 5PM
📍 Southampton Cultural Center
REEB kicks off a live jazz jam — all musicians welcome to join! 🎷
🔗 Link in Bio

🎈 Halloween Party for Kids
🕞 Fri, Oct 31 | 3:30PM – 5:30PM
📍 Glover’s Park, Westhampton Beach
DJ, dancing, candy & surprises for the little ones! 🍬🎃
🔗 Link in Bio

🎨 Almond Artists & Writers Series: Fitzhugh Karol
🕕 Mon, Nov 3 | 6PM
📍 Almond, Bridgehampton
Art meets dining — enjoy a 3-course family-style meal with artist Fitzhugh Karol. 🍷🎭
🔗 Link in Bio

🌕 Full Frost Super Moon Hike
🕔 Wed, Nov 5 | 5PM – 6PM
📍 SOFO, Bridgehampton
Hike under the moonlight, sip cider & relax with gong vibrations. 🌙🍎
🔗 Link in Bio

🧘‍♀️ Bodymind Ballwork Workshop
🕑 Sat, Nov 1 | 2PM – 5PM
📍 One Ocean Yoga, Bridgehampton
Relieve tension & rejuvenate with this bodywork session using rubber balls. 🧘‍♀️✨
🔗 Link in Bio

#halloween #hamptons #artists #art #hollywood #costume
  • Dust off your favorite witch’s hat and opt for a paddleboard instead of a broom for Paddle Diva & Wych’s Bloom’s inaugural Witches Paddle on Wednesday, October 29, from 4–6 p.m. at Paddle Diva (10 Boat Yard Rd., East Hampton, NY). A portion of the proceeds will go to the Surfrider Foundation’s Eastern Long Island Chapter and its efforts to protect the world’s oceans, waves, and beaches through dedicated activism. ⁠
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We’ve all seen Witches Paddles grace our social media feeds, and now you can partake in the spooky fun! This tradition combines Halloween vibes with the healing power of nature as you glide and take in the beautiful Three Mile Harbor views.⁠
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Gina Bradley excitedly shared, “I am thrilled to be hosting this at Paddle Diva’s permanent location inside Swan’s Marina (formerly Vanderveer’s). This kind of paddle has been on my mind for many years, as I’ve seen them in all parts of the world, and it looks so cool seeing all the witches gracefully gliding along the water. This is particularly exciting because we’ve joined forces with Wych’s Bloom, a local herbal apothecary brand, and Surfrider to raise money and awareness for ocean and clean bay initiatives that are crucial for our waters on the East End of Long Island.”⁠
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“As an herbalist, Samhain, or Halloween, offers a special occasion for me to celebrate the healers who came before us to teach the wisdom of the plants in our region. I had seen people gathering for Witches Paddles all over the country, and as a surfer, I connected instantly with these events. When I texted Gina the idea, she was immediately in. That’s what I love about the women on the East End—they’re always up for an adventure,” shared Wych’s Bloom owner and Surfrider Foundation board member Christina Winters.⁠
⁠
Join us in taking part in this one-of-a-kind event! Craft a witch’s outfit and set sail at the inaugural Witches Paddle for a great cause.⁠
⁠
@paddlediva @wychs_bloom⁠
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#witch #witchespaddle #paddlediva #hamptons #halloween #easthampton⁠
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