Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Search Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Main Street (South)
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (South)
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Search Real Estate
      • Open Houses
      • Search Sales
      • Search Rentals
    • Title Insurance
    • Happening In The Hamptons Podcast
  • Live Cameras
    • All Live Cameras
    • Live Weather Cams
    • Amagansett, Atlantic Avenue Beach
    • Bridgehampton, West Scott Cameron Beach
    • East Hampton Village, Main Beach
    • East Hampton Village, Main Street
    • East Hampton Village, Newtown Lane
    • Hampton Bays, Ponquogue Beach
    • Hampton Bays, Ponquogue Bridge
    • Hampton Bays, Shinnecock Fishing Dock
    • Hampton Bays, Tiana Beach
    • Long Island Aquarium | Coral Reef
    • Long Island Aquarium | Penguins
    • Long Island Aquarium | Shark Tank
    • Montauk, Downtown Circle
    • Montauk, Lars Simenson Skatepark
    • Montauk, Gin Beach & Inlet
    • Montauk, Sunset Beach & Inlet
    • Sagaponack, Sagg Main Beach
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • Sag Harbor, Main Street (South)
    • Sag Harbor, Sag Harbor Bay
    • Sag Harbor, Windmill Beach & Bay
    • Shelter Island, South Ferry
    • Southampton, 39A to Montauk Hwy Merge
    • Southampton, Conscience Point Marina
    • Southampton Village, Coopers Beach
    • Southampton Village, Main Street (South)
    • Southampton Village, Main Street (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton Village, Main Street (East)
    • Westhampton Village, Rogers Beach
  • Public WiFi
    • Public WiFi Map
    • Public Wi-Fi Support
No Result
View All Result
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

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

What's Happening in the Hamptons

Related Posts

Top Hamptons Events This Weekend: August 1st, 2025
Entertainment

Top Hamptons Events This Weekend: August 1st, 2025

August 2, 2025
Olympic Gold Medalist Kerri Walsh Jennings Hosts Hampton Volley Tournament
Recreation

Olympic Gold Medalist Kerri Walsh Jennings Hosts Hampton Volley Tournament

August 1, 2025
Mary Lou’s Montauk Captures the Essence of Summer
Dining

Mary Lou’s Montauk Captures the Essence of Summer

August 1, 2025

Search Articles

No Result
View All Result

LOCAL EVENTS

Events

02
Aug
02
Aug
-
02
Aug

Weekend Wonder Camp, featuring Colorful Gnome House and Sundials (ages 5-12)

August 2 @ 09:00 AM - August 2 @ 03:00 PM
44 Meadow Way East Hampton, NY 11937
02
Aug
02
Aug
-
02
Aug

Bike Ride to Tiana Beach

August 2 @ 09:00 AM - August 2 @ 11:00 AM
Meet/park at Foster Park which is on Foster Avenue just across street from Jones Avenue in Hampton Bays
02
Aug
02
Aug
-
02
Aug

Yoga at Montauk Yacht Club

August 2 @ 09:30 AM - August 2 @ 10:30 AM
32 Star Island Rd, Montauk, NY 11954
02
Aug
02
Aug
-
02
Aug

Mecox Bay Paddle

August 2 @ 10:00 AM - August 2 @ 12:00 PM
South end of Mohawk Ave., Water Mill
02
Aug
02
Aug
-
02
Aug

Kids in the Kitchen: Colorful Gnome House (ages 5-12)

August 2 @ 11:00 AM - August 2 @ 12:00 PM
44 Meadow Way East Hampton, NY 11937
Load more listings
Next Post
Exhibit Opens with Live Art Performance at The White Room Gallery

Exhibit Opens with Live Art Performance at The White Room Gallery

    Facebook Twitter Instagram Youtube
    Hamptons.com

    Saunders Broadcasting Corp.

    Phone: 631-613-8440
    Email: [email protected]
    Facebook: Facebook.com/HamptonsOnline
    Twitter: @Hamptons
    Instagram: @HamptonsOnline

    About Us | Contact Us

    Hamptons.com

    • Lifestyle
    • Events
    • Real Estate
    • Live Cameras
    • Public WiFi

    Subscribe

    Sign up for our weekly newsletter!

    Get the top Hamptons events and latest scoop!

    © 2025 Hamptons.com | All rights reserved
    Saunders Broadcasting Corp.
    Terms & Conditions | Privacy Policy | About Us | Contact Us

    No Result
    View All Result
    • Spotlight Magazine
    • Lifestyle
      • Featured
      • Entertainment
      • Arts
      • Community
      • Dining
      • Recreation
      • Trending
    • Events
      • Events Calendar
      • Post an Event
      • Gallery
    • Real Estate
      • Real Estate Features
      • Search Real Estate
        • Open Houses
        • Search Sales
        • Search Rentals
      • Title Insurance
      • Happening In The Hamptons Podcast
    • Live Cameras
      • All Live Cameras
      • Live Weather Cams
      • Amagansett, Atlantic Avenue Beach
      • Bridgehampton, West Scott Cameron Beach
      • East Hampton Village, Main Beach
      • East Hampton Village, Main Street
      • East Hampton Village, Newtown Lane
      • Hampton Bays, Ponquogue Beach
      • Hampton Bays, Ponquogue Bridge
      • Hampton Bays, Shinnecock Fishing Dock
      • Hampton Bays, Tiana Beach
      • Long Island Aquarium | Coral Reef
      • Long Island Aquarium | Penguins
      • Long Island Aquarium | Shark Tank
      • Montauk, Downtown Circle
      • Montauk, Lars Simenson Skatepark
      • Montauk, Gin Beach & Inlet
      • Montauk, Sunset Beach & Inlet
      • Sagaponack, Sagg Main Beach
      • Sag Harbor, Foster Memorial Beach
      • Sag Harbor, Long Wharf Marina
      • Sag Harbor, Main Street (South)
      • Sag Harbor, Sag Harbor Bay
      • Sag Harbor, Windmill Beach & Bay
      • Shelter Island, South Ferry
      • Southampton, 39A to Montauk Hwy Merge
      • Southampton, Conscience Point Marina
      • Southampton Village, Coopers Beach
      • Southampton Village, Main Street (South)
      • Southampton Village, Main Street (North)
      • Southampton Village, Main Street (Hildreths)
      • Westhampton Village, Main Street (East)
      • Westhampton Village, Rogers Beach
    • Public WiFi
      • Public WiFi Map
      • Public Wi-Fi Support

    © 2025 Hamptons.com | All rights reserved
    Saunders Broadcasting Corp.
    Terms & Conditions | Privacy Policy | About Us | Contact Us