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Hamptons.com
May 23, 2026

An Elevated Enclave with Pool & Tennis

441
VIEWS
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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Effortless Luxury, Elevated Living in Bridgehampton

Effortless Luxury, Elevated Living in Bridgehampton

  • A Montauk sunset, endless summer energy, and Guy Gerber setting the soundtrack at The Surf Lodge. 🌊☀️ #guygerber #thesurflodge #montauk
  • Rounds at the U.S. Open ⛳️

Following Ryuichi Oiwa, Robbie Higgins, and Cooper Dossey as they tee it up on one of golf’s biggest stages.

#usopen #golf #shinnecockhills #southampton #golfclub
  • Check Out The Top Hamptons Events this Weekend

⛳ 126th U.S. Open Championship
📅 Now through Sunday, June 21
📍 Shinnecock Hills Golf Club, Southampton
The world’s top golfers return to historic Shinnecock Hills for one of golf’s most prestigious championships.

📚 Stirring the Pot: Padma Lakshmi
📅 Sunday, June 21 | 11 AM
📍 Guild Hall, East Hampton
Join Padma Lakshmi for a conversation about her new cookbook, All America: Tales, Travels and Recipes from Taste the Nation and Beyond.

🍷 Sunset at Wölffer with the Hoodoo Loungers
📅 Saturday, June 20 | 5 PM
📍 Wölffer Wine Stand, Sagaponack
Enjoy rosé, live music, vineyard views, and a stunning Hamptons sunset.

😂 Elon Gold Live
📅 Sunday, June 21 | 8 PM
📍 Westhampton Beach Performing Arts Center
Spend an evening laughing with acclaimed comedian Elon Gold.

🏌️ Mini Open at CMEE
📅 Friday, June 19 | 9 AM–5 PM
📍 CMEE, Bridgehampton
Kids can join the U.S. Open excitement with a golf-themed scavenger hunt and prizes.

💃 Lloyd Knight at Guild Hall
📅 Saturday, June 20 | 7 PM
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An immersive performance combining dance, spoken word, sound, and video.

🎨 Closing Party for “Uncharted Waters”
📅 Friday, June 19 | 6–8 PM
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🧘 Yoga with Victoria Gibbs
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🛍️ Shop & Sip at Ramy Brook
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🍽️ Artists’ Table
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📍 The Watermill Center, Water Mill
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🏃 Beacon of Hope 5K
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Check out more events at Hamptons.com (Link in Bio)
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#hamptons #usopen #shinnecockhills #wolffer #golf
  • After a cloudy start, Day 1 of the U.S. Open is underway. #usopen #hamptons #shinnecock #southampton
  • Golden hour just got a little sweeter 🍋☀️ Fishers Island Lemonade is back at the iconic Clam Bar in Amagansett. Last Saturday they hosted a special weekend pop-up with drinks and custom embroidery. Stop by for fresh oysters and refreshing Fishers Island Lemonade. The perfect way to kick off summer in the Hamptons. #hamptons #lemonade #clambar
  • On Friday, June 12th, the U.S. Open Championship Trophy arrived at the new Shinnecock Hills Station on the Long Island Rail Road (LIRR). President of the Long Island Rail Road Robert Free accompanied the trophy aboard the LIRR and was welcomed by USGA Senior Director Eric Steimer at the station.⁠
⁠
#usopen #golf⁠
#golfcourse #golfing #shinnecockhills
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