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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 Featured, Real Estate
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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Exhibit Opens with Live Art Performance at The White Room Gallery

Exhibit Opens with Live Art Performance at The White Room Gallery

  • 7 Ashwood Court, Southampton, NY 11968⁠
Saunders Exclusive: $6,200,000⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
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This magnificent new construction offers a blend of modern luxury and timeless sophistication. Spanning 7,546 +/- sq. ft. on a pristine 0.92-acre lot, this two-story traditional-style residence boasts 7 bedrooms, 7 full baths, and 1 half bath.⁠
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Inside, find an open kitchen adorned with marble countertops and high-end stainless steel appliances, perfect for the culinary enthusiast. The home features a spacious entry foyer, a living room, dining room, family room, den/office, and a study. Enjoy the comfort of two primary bedrooms, each with its own freestanding soaking tub, located on the first and second floors, respectively.⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#saunders #hamptons #hamptonsrealestate #luxuryrealestate #southampton
  • Steeped in tradition, history, and familiarity, a refurbished Sagaponack General Store has reopened its doors. Though still on the same footprint, the renovated establishment feels larger and more spacious, with an open layout and abundant natural light that adds warmth and charm. It now shares space with the newly restored historic Post Office at 542 Sagg Main Street in Sagaponack, located between Sagaponack Road and Hedges Lane, just south of the Sagaponack Common School.⁠
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The original 1878 building was meticulously moved 15 feet back from Sagg Main Street and now features a welcoming new porch. The Post Office, located there as well, has its own handicapped-accessible entrance. While construction is complete, the Post Office has not yet reopened to the public. ⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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#sagaponackgeneralstore #local #community #sagaponack #⁠
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  • Check out the top Hamptons events this weekend!⁠
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🎭 Coppélia at Guild Hall⁠
📅 May 2–4⁠
🕖 Fri & Sat @ 7PM | Sun @ 12PM & 5PM⁠
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✨ Hampton Ballet Theatre School’s spring ballet!⁠
🎟️ Link in bio⁠
⁠
🎙️ Elvis Meets Sinatra @ WHBPAC⁠
📅 Sat, May 3 | 🕗 8PM⁠
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🎶 Top tribute acts for Elvis & Sinatra⁠
🎟️ Link in bio⁠
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📚 Gingy’s Diaries @ Southampton Arts Center⁠
📅 May 2–4⁠
🕑 2PM & 7PM⁠
🎭 A witty, moving new show by Ilene Beckerman⁠
🎟️ Link in bio⁠
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🌸 Spring Market @ Share the Harvest Farm⁠
📅 Sat, May 3 | 🕙 10AM–12PM⁠
📍 St. Luke’s Church, East Hampton⁠
🎶 Live music, fresh food, flowers & gifts⁠
🎟️ Link in bio⁠
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🏇 Kentucky Derby Party⁠
📅 Sat, May 3 | 🕓 4PM–7PM⁠
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🍹 Cocktails, hors d’oeuvres & hat contest!⁠
🎟️ Link in bio⁠
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🌼 Mother’s Day Flower Arranging Class⁠
📅 Sun, May 4 | 🕒 3PM–5PM⁠
📍 The Hampton Maid, Hampton Bays⁠
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🎟️ Link in bio⁠
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📅 Sun, May 4 | 🕘 9AM or 3PM⁠
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🎟️ Link in bio⁠
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📅 Sun, May 4 | 🕘 9AM⁠
📍 101 Ocean Ave, East Hampton⁠
💖 Run for Family Service League⁠
🎟️ Link in bio⁠
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🪑 Almond Zigmund: Wading Room Exhibition⁠
📅 Opens Sun, May 4 | 🕛 12PM–5PM⁠
📍 Guild Hall, East Hampton⁠
🎨 A fusion of art, furniture & collaboration⁠
📸 Photo Credit: Francine  Fleischer
🎟️ Link in bio⁠
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🍽️ Long Island Restaurant Week⁠
📅 May 2–4⁠
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⛳ CMEE Spring Golf Outing @ The Bridge⁠
📅 Wed, May 7 | 🕜 1:30PM–6PM⁠
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  • 98 Bay Street, Sag Harbor, 11963⁠
Saunders Exclusive: $8,995,000⁠
@hamptonsrealestate @edmundgaetjens⁠
⁠
Discover an unparalleled offering in the heart of historic Sag Harbor Village. Situated on an idyllic 0.63-acre corner lot, this meticulously restored Victorian delivers the ultimate Hamptons lifestyle: a luxuriously appointed main residence, a lofted studio, and resort-like grounds with a heated gunite pool. Just moments from Sag Harbor
  • To launch the celebrations for its 50th edition, the Hampton Classic Horse Show has unveiled its 2025 poster, “Beneath the Painted Sky,” featuring artwork by Michael “Mickey” Paraskevas of Southampton, NY. Paraskevas has previously designed the Hampton Classic poster four times (1987, 1992, 1998 and 2008).⁠
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Celebrating 50 years of world-class equestrian competition, the Hampton Classic returns to Bridgehampton, NY, August 24-31, featuring FEI CSI5* and CSI2* show jumping and USEF Premier hunter competitions with more than $1 million in prize money.⁠
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📸: Poster Courtesy of the Hamptons Classic⁠
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Read the full article at Hamptons.com (Link in Bio)⁠
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  • The countdown has begun! ⁠
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Only a couple of weeks till Memorial Day Weekend! ⁠
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📅 Friday, April 25th | 🕤 9:30–10:30 AM⁠
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🔥 Move, stretch, and detox in a 95°–105° room. Mindfulness meets movement.⁠
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📅 Saturday, April 26th | 🕖 7–10 AM⁠
📍 21 W Water St, Sag Harbor Village⁠
💖 Supporting scholarships & Katy’s Kids @ CMEE. Run with heart.⁠
📸: Courtesy of Katy’s Courage⁠
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🛶 Kayak Big Fresh Pond⁠
📅 Saturday, April 26th | 🕙 10 AM–12 PM⁠
📍 Elliston Park, Southampton⁠
🚣‍♂️ Bring your kayak & life jacket! Nature, peace, and paddling.⁠
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🎨 Spring Craftmarket – Ashawagh Hall⁠
📅 Saturday, April 26th | 🕙 10 AM–4 PM⁠
📍 780 Springs Fireplace Rd, East Hampton⁠
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😂 Ha Ha Hamptons Comedy Tour⁠
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🎥 Happy Gilmore – Special Screening⁠
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Check out more events at Hamptons.com⁠
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#events #hamptons #films #yoga #restaurantweek
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