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Hamptons.com
June 7, 2023

4.5 Manicured Acres with a Primary Residence and 2 Cottages …Estate of a Lifetime

Anne Whiteby Anne White
in Real Estate, Trending
Home Real Estate
397 Sagg Main Street, Sagaponack, NY 11962

397 Sagg Main Street, Sagaponack, NY 11962
Saunders Exclusive: $18,900,000
View Listing

 

This extensive and exquisitely crafted multi-home estate is steeped in Sagaponack’s rich history and comes equipped with full approvals and plans from a renowned Hamptons designer. Originally named the Greenridge Cottage, this is truly a statement property epitomizing the Hamptons’ past, present, and future.

397 Sagg Main Street, Sagaponack, NY 11962

With generous acreage, there is ample room for expansion and tennis, and recent renovations have expertly expanded the property to offer 9 bedrooms across the 3 stunning structures-a handsome main home, a large guest home, and a guest cottage.

 

Listing broker John Healey notes that “There is no other property on the market today that encompasses this type of Estate-charm and feel, it is truly one of a kind.”

 

Originally constructed in 1899 by the renowned NY architectural firm of James E Ware & Sons for John G. Deshler’s family, one of the area’s earliest summer residents, this desirable estate is now available for only the second time in its long history.

397 Sagg Main Street, Sagaponack, NY 11962

As Healey explains, “This exemplary Sagaponack Village property should be at the top of any ‘legacy’ investment list one may have today. This Legacy-property will wrap your senses from a simpler time yet ground you to an estate of today.”

 

With 4.5 +/- bucolic acres, privately secluded on the iconic Sagg Main Street, this compound’s approach includes a teak-gated entrance leading to a half-circle driveway and a charming porte-cochère set in front of the house.

397 Sagg Main Street, Sagaponack, NY 11962

The estate boasts unparalleled charm and features a gambrel-roofed main home with a front foyer that leads to a sun-filled open living space complete with a wood-burning fireplace and views of a rolling green lawn bringing the outdoors in.

 

The first floor includes an eat-in kitchen with an open floor plan boasting premium appliances, custom cabinetry, and an inviting breakfast nook with built-in bench seating. Adjacent, a formal dining room is ready for elegant entertaining with convenient service from a rustic, Manhattan-style built-in bar and butler’s pantry.

397 Sagg Main Street, Sagaponack, NY 11962

The sunroom beams with light and open agricultural views from a striking wall of windows and opening to a large patio bookended by two magnificent mature Norwegian oaks.

 

A graceful staircase leads to the second floor, where the spacious en-suite primary bedroom and den feature a fireplace and fully renovated luxe bathroom. Additional bedrooms, a home office, artisan-crafted built-ins, walk-in closets, another fireplace, and a renovated bathroom complete the second floor. The third floor is highlighted by a white wood-paneled living space with two additional bedrooms and a bathroom.

397 Sagg Main Street, Sagaponack, NY 11962

The compound is surrounded by mature landscaping, complemented by a dining gazebo, covered patio, potting shed, cottage, and guest house. The gracefully appointed guest house is highlighted by a charming living room wrapped in built-ins and cathedral ceilings, plus 2 bright bedrooms and a full bath, kitchen, ample living space, fireplaces, patios overlooking the lush grounds, and an attached 2-car garage. The separate cozy guest cottage adds another bedroom, full bath, and attached studio space.

 

A gardener’s dream, the property is complete with an abundance of perennial flowers, manicured hydrangea beds, and a vegetable garden. The expansive estate is conveniently located near farm stands, Bridgehampton Village, and pristine ocean beaches. Ready for immediate move-in, you’ll have the opportunity to live in the luxurious guest home while expanding the main home. Honoring the home’s contribution to Hamptons history, designs by Michael Davis are an extension of the property’s character and charm, elegantly evolving the home into a masterclass of Hamptons luxurious lifestyle.

397 Sagg Main Street, Sagaponack, NY 11962

John Healey concludes “This legacy property will wrap your senses from a simpler time, yet ground you to an estate of today.”

 


JOHN A. HEALEY
Licensed Associate Real Estate Broker
[email protected]
Cell: (631) 774-8672

 

For more information, visit www.hamptonsrealestate.com

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LOCAL EVENTS

Events

31
May
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31
May

8th Annual Block Party at CMEE

May 31 @ 10:00 AM - May 31 @ 12:00 PM
376 Bridgehampton-Sag Harbor Turnpike, Bridgehampton, NY 11932
31
May
31
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31
May

The Met: Live in HD Returns to Guild Hall

May 31 @ 01:00 PM - May 31 @ 05:00 PM
158 Main Street, East Hampton, New York, 11937
31
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31
May
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31
May

The Matthiessen Talks: Bridging the Worlds of Spirit, Art & Activism with Chief Oren Lyons and Shane Weeks

May 31 @ 02:00 PM - May 31 @ 03:30 PM
The Church, 48 Madison St, Sag Harbor, NY 11963
31
May
31
May
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Launch Party at Stephen Talkhouse for Talkhouse Encore Tequila Pineapple

May 31 @ 03:00 PM - May 31 @ 06:00 PM
Stephen Talkhouse
31
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Now Playing at Sunset Theater: Karate Kid: Legends

May 31 @ 04:30 PM - June 2 @ 10:00 PM
Sunset Theater: 2 Brook Rd, Westhampton Beach, NY 11978
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Exhibit Opens with Live Art Performance at The White Room Gallery

Exhibit Opens with Live Art Performance at The White Room Gallery

  • Check out the Top Hamptons Events This Weekend!⁠
⁠
🍻 Back to the Bays x Kidd Squid: Brew for the Bay Release Party!⁠
📅 Fri, May 23 – Sat, May 24, 2025⁠
🕓 4pm – 9pm⁠
📍 Kidd Squid Brewery, 11 Spring St, Sag Harbor, NY⁠
⁠
Join us as we toast to conservation! 🌊🍺 Proceeds support marine restoration through @ccemarine Back to the Bays Initiative.⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🎶 Sunset Serenades: A Hamptons Summer Celebration⁠
📅 Fri, May 30th -31st
🕖 7pm⁠
📍 Various Hamptons Venues⁠
⁠
An intimate concert featuring TH·FM’s Salon Orchestra, soprano Greer Lyle & more — conducted by Logan Souther. 🌅🎻⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🏆 Celebrate Local Legends: Howard & Kenny Wood⁠
📅 Fri, May 30, 2025⁠
🕔 5pm⁠
📍 The Clubhouse, 174 Daniels Hole Rd, East Hampton, NY⁠
⁠
Join the party honoring Suffolk County Hall of Fame icons! 🎉⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🍍 Talkhouse Encore Launch Party⁠
📅 Sat, May 31, 2025⁠
🕒 3pm – 6pm⁠
📍 The Stephen Talkhouse, Amagansett, NY⁠
⁠
FREE entry, tequila pineapple cocktails, music, bites & giveaways! 🍹🎶⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🧱 CMEE’s 8th Annual Block Party⁠
📅 Sat, May 31, 2025⁠
🕙 10am – 12pm⁠
📍 CMEE, Bridgehampton, NY⁠
⁠
A FREE morning of crafts, rockets, chalk art & summer camp samplings! 👧🧒🎨⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
😂 Saturday Night Comedy at Sticks X Stones⁠
📅 Sat, May 31, 2025⁠
🕗 8pm⁠
📍 Sticks and Stones Comedy Club, Southampton, NY⁠
⁠
NYC’s top comedy club talent hits the Hamptons! 🎤🤣⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🎬 Sunset Theater: Karate Kid: Legends⁠
📅 Opens Fri, May 30, 2025⁠
🕐 Various Times⁠
📍 Sunset Theater, Westhampton Beach, NY⁠
⁠
Don’t miss the latest chapter in the Karate Kid saga! 🥋⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
🍰 Afternoon Tea at The Baker House 1650⁠
📅 Sun, June 1, 2025⁠
🕝 1:30pm – 4pm⁠
📍 181 Main St, East Hampton, NY⁠
⁠
Enjoy champagne, sweets & elegant tea service in a historic setting. ☕🍾⁠
⁠
🔗 [Click Link in Bio for Event Info]⁠
⁠
Check out more events at Hamptons.com⁠
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#hamptons #weekend⁠
  • Nearly two years after its debut, El Verano offers a taste of upscale Mexican cuisine in a setting inspired by the charm of vacation summer homes in Mexico. Customers enter a vibrant space filled with beautiful greenery and colorful decor as they enjoy dishes rooted in the heritage of acclaimed chef Julian Medina.⁠
⁠
Medina grew up in Mexico City, where his love for cooking first began. In pursuit of his career, he moved to New York City, where he graduated from the French Culinary Institute. Noticing a lack of refined Mexican dining in Southampton, Medina created El Verano to bring the bold flavors of his roots to the area. Blending Mexican coastal charm with rich culinary traditions, El Verano brings something new to the Southampton dining scene.⁠
⁠
Medina shared some of his signature dishes, journey through the cooking field, and highlighted El Verano’s fresh and locally sourced ingredients that shape each creation.⁠
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Read the interview at Hamptons.com (Link in Bio)⁠
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#elverano #dining #southampton #mexicancuisine
  • NAMIRO made its Southampton debut in style on May 17 with a ribbon-cutting ceremony and VIP cocktail preview, joined by Mayor Manger. Guests enjoyed signature bites and high-energy vibes at this invite-only event.⁠
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Conceptualized by music and hospitality heavyweights, NAMIRO Sushi is more than a restaurant—it’s where sleek design, elevated Asian cuisine, and nightly celebration collide. Located at 76C Jobs Lane in Southampton, NAMIRO opened its doors to the public on May 21 and is open seven days a week, year-round.⁠
⁠
📸: Rob Rich/SocietyAllure.com ©2025 ⁠
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Check out the gallery at Hamptons.com (Link in Bio)⁠
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#namirosushi #hamptons #southampton ⁠
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  • It’s Memorial Day Weekend in The Hamptons! 

So many pop-ups, collaborations, and more! 

🎶 Chloe Caillet & Kaytranada at The Surf Lodge
📍 183 Edgemere St, Montauk, NY
📅 Saturday, May 24 | 🕓 Doors at 4PM

🔥 SlowFires NYC x Ruschmeyers Pizza Pop-Up
📍 Ruschmeyers, 161 2nd House Rd, Montauk, NY
📅 Fri, May 23 – Sat, May 24 | 🕓 4–9PM

🎨 Dolce Vita Pop-Up in Southampton
📍 95 Main Street, Southampton, NY
📅 Fri, May 23 – Sun, May 25 | 🕚 11AM–3PM
Dolce Vita x Down the Street’s Summer Art Series: view new art drops, shop, and enjoy seasonal treats.

👜 Lands’ End x Round Swamp Farm
📍 Round Swamp MTK – 71 S Elmwood Ave, Montauk
📍 Round Swamp BH – 97 School Street, Bridgehampton, NY
📅 Fri, May 23 – Sat, May 24 | 🕣 8:30AM–6PM
Get a custom tote with any $200+ purchase—1 per customer.
📸 AD: Ryan Woehler | 📷: Chris Klinge | 👗: Jenny Huebner | 📸 Asst: Dan Kleinschmidt

🎤 Hello Brooklyn at The Stephen Talkhouse
📍 161 Main St, Amagansett, NY
📅 Saturday, May 24 | 🕥 10:30PM
It’s not a true Hamptons weekend without a night at Talkhouse! Dance the night away with Hello Brooklyn.

🍪 Levain Bakery X John’s Drive-In
📍 Levain Bakery, 354 Montauk Hwy, Wainscott, NY
📅 Starts May 23 | 🕗 8AM–5PM
Thick, gooey Levain cookies + classic scoops from John’s = summer magic.

🪩 Silent Disco Dance Party at Guild Hall
📍 158 Main St, East Hampton, NY
📅 Sunday, May 25 | 🕗 8–11PM
Dance in the garden!

🪁 Kites for Kids Benefit at Main Beach
📍 101 Ocean Ave, East Hampton, NY
📅 Saturday, May 24 | 🕑 2–5PM
Decorate & fly a kite—all proceeds benefit the Eleanor Whitmore Early Childhood Center.
📸 Photo Credit: John Musnicki

🍻 Jon Divello at Kidd Squid
📍 11 Spring St, Sag Harbor, NY
📅 Sunday, May 25 | 🕔 5–7PM
Live music + fresh brews = perfect weekend vibes.

🌸 Garden Club of East Hampton’s Garden Party
📍 Mulford Farm, 10 James Lane, East Hampton, NY
📅 Friday, May 23 | 🕕 6–8PM
Enjoy hors d’oeuvres, drinks, and a Silent Auction featuring art, books, and more.

🌿 Jenni Kayne’s Hamptons Kickoff
Celebrate summer with in-store events all weekend long at the Amagansett Store and the Southampton Store!
📸 Photo Credit: Holly Sarah Burgess

Tap the link in bio for info!
  • My curiosity piqued when I saw the new, shovel-ready plans at 28 Pepperidge Lane in Amagansett. Included with this nearly two-acre property, are sophisticated and luxurious plans by the firm Resolution: 4 Architecture (RES4). New construction in the Hamptons isn’t easy—but what if your dream home could be architect-designed and delivered directly to you? What is the latest in prefab architecture in 2025?⁠
⁠
To explore this intriguing approach further, Scott connected me directly with Robert Luntz, the co-founder of RES4. See our conversation on redefining luxury through modern modular design, its growing relevance in the Hamptons, and the future of high-end prefabrication.⁠
⁠
For more information about the plans in place at 28 Pepperidge Lane, Amagansett, contact Scott Bradley.⁠
⁠
RES4 has been a pioneer in modern prefab architecture. What inspired you to focus on this method of construction?⁠
⁠
We’ve spent over two decades innovating ways to deliver exceptional, modern homes efficiently and affordably. Our modular methodology uniquely allows us to combine luxury, precision, and accessibility, transforming the landscape of high-end housing by delivering refined design to a broader market.⁠
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@resolution4architecture @hamptons_waterman_lifestyle @hamptonsrealestate⁠
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Read the full interview at Hamptons.com. (Link in Bio)⁠
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#architecture #hamptons #hamptonsrealestate #luxury⁠
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  • NYC Second Chance Rescue hosted its 5th Annual Rescue Ball Gala — a dazzling evening of compassion, community, and celebration — at Pier Sixty in New York City.⁠
⁠
The event honored two inspiring individuals for their outstanding advocacy and dedication to animal welfare: Martha Stewart, iconic lifestyle entrepreneur and lifelong animal champion, and Dr. Dan Belkin, leading dermatologist and passionate rescue animal advocate.⁠
⁠
Set against the stunning waterfront views of Pier Sixty, the gala brought together philanthropists, celebrities and compassionate supporters to champion NYC Second Chance Rescue’s mission. The night featured a special live performance by Rob Thomas, a special appearance by Georgina Bloomberg, a lively auction led by celebrity host Elvis Duran, host of Elvis Duran and the Morning Show on Z100, surprise guest Alexandra Daddario, and a high-energy DJ set by GEO ROC that kept guests dancing for a cause.⁠
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📸: Sylvain Gaboury/PMC⁠
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Check out the full gallery at Hamptons.com (Link in Bio)⁠
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#secondchancerescue #nyc #marthastewart #robthomas ⁠
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