Subscribe to Guide
No Result
View All Result
Hamptons.com
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • 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, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • 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 (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • 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
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • 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, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • 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 (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • 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
December 7, 2021

Historic Shelter Island Waterfront Farmhouse on 22.95 Acres

293
VIEWS
David Lion Rattinerby David Lion Rattiner
in Real Estate
Home Real Estate
81-82 South Midway Road, Shelter Island, NY 11964

 

81-82 South Midway Road, Shelter Island, NY 11964
Saunders Exclusive: $14,995,000

 

When it comes to Hamptons real estate, it’s all about the land. You simply cannot find better dirt anywhere in the world than the land that exists on the East End. Typically, if you are looking to buy a property out here, anything over an acre is considered a lot, but Penelope Moore has a listing located at 81-82 South Midway Road on Shelter Island, that consists of a tremendous 22.95 acres in a setting that is so magical and so historical, it’s hard to believe.

 

81-82 South Midway Road, Shelter Island, NY 11964

 

“It’s all really, really fascinating in terms of its history,” Penelope explains. “In 1698, George Havens came to Shelter Island and bought one thousand acres from Nathanial Sylvester II whose father claimed ownership of Shelter Island. This property was part of those thousand acres. Over the last 271 years there have only been two other families there, the Tuthills and the Robbs who are its current owners.”

 

The pre-Revolutionary War, wood shingled colonial which was built circa 1750 is named “Kemah”, a Shinnecock word meaning “in the face of the wind” because of its prevailing southwest breezes. With two separate waterfront lots, there are 17.35 elevated acres with 385 +/- feet on Great Fresh Pond to the north side, and over 5.6 acres of meadow with 596 +/- feet on Peconic Bay looking south toward Bridgehampton.

 

Obadiah Havens, who was a member of the Provincial Government and 1st Lieutenant of the Militia during the Revolutionary War, once lived at Kemah. During the British occupation of Shelter Island and the East End, Obadiah fled to Connecticut to continue his work as a Patriot from there.

 

“Kemah was vital to Native Americans who accessed fresh drinking water on Fresh Pond,” Moore said. “From where Midway Road is now, they graded and then constructed a large berm, which is still visible today, to protect the freshwater from saltwater intrusion. They also dug a channel where canoes were kept hidden from other tribes.”

 

The patriarch of the family who currently owns the property, John Donald Robb was a “true renaissance man.” Moore said, “He bought Kemah during the Great Depression while his wife was on a cruise. From the 1930s through the 1950s, Robb traveled throughout the world interviewing and recording the chants of indigenous people. The 3000 plus field recordings are now in an archive bearing his name at the University of New Mexico. Without his keen interest, the songs he recorded would have been forever lost.” Also a composer, Robb’s music studio, affectionately called “the chicken coop” is still there on the property. “He and his wife Hattie thrived at Kemah,” Moore said, “they had thirty sheep that grazed in the fields. He shorn their wool, dyed it with pigments from fruit and berries on the property, then wove blankets and sweaters using the spinning wheels that are still in the house.”

 

It is the ultimate historic house on an incredible amount of land

 

The two-story barn built in 1886, where the sheep were housed, is magnificent and completely unique to Shelter Island. It has thick wooden plank floors with large beams that run up to two lofts with doors on all sides of the structure. “If someone wanted to build a main house from the barn, they could create something spectacular,” Moore said.

 

Some homes say that they are historic, but on Shelter Island, the history is brought to a whole other level. It is the ultimate historic estate on an incredible amount of land. Penelope goes on to explain, “In many ways the property is like a mini version of Sylvester Manor, it’s just so magical. When you walk the property today, because the foliage has dropped with the winter and there are no leaves on the trees, you can really see the contours and what you are getting with the land. Few properties epitomize the history of the East End of Long Island the way that Kemah does,” Moore said. “When you walk through the grounds, in the barn and in the home, and then gaze out onto the water, there is a real sense that this land has seen countless historic events and great people over its nearly 300 years.”

 

81-82 South Midway Road, Shelter Island, NY 11964

 

This is a must-see property. It is just an unbelievable amount of land to own, it’s truly your own fairy tale world on Shelter Island.

 

PENELOPE A. MOORE
Licensed Associate Real Estate Broker
[email protected]
Cell: (917) 208-5519

 

For more information, visit www.hamptonsrealestate.com.

STAY UPDATED

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

TRENDING

There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

Hamptons Summer 2026 Starts at the Surf Lodge

There are a few places in the Hamptons where you can feel the entire summer happening at once. But, standing on the deck at the Surf Lodge, sunlight and bass bouncing across the waters of Fort Pond in Montauk, the solstice may need to be reconsidered.

Read more
When I saw Rod Cummings listed 112 Meeting House in Westhampton Beach two weeks ago, I was excited to write about the property and had already logged 758 words about the .69-acre property. I should have remembered that the exclusive listing agent was Rod Cummings. Rod sold a property this winter despite the combined 50’’ of snowfall, and it's officially summer in the Hamptons now - so it's no surprise that he put 112 Meeting House in contract faster than I could publish my article about it. 

In Contract in 15 Days: Rod Cummings’ Keys to Success

When I saw Rod Cummings listed 112 Meeting House in Westhampton Beach two weeks ago, I was excited to write about the property and had already logged 758 words about the .69-acre property. I should have remembered that the exclusive listing agent was Rod Cummings. Rod sold a property this winter despite the combined 50’’ of snowfall, and it’s officially summer in the Hamptons now – so it’s no surprise that he put 112 Meeting House in contract faster than I could publish my article about it. 

Read more
Check out the top Hamptons events this weekend! From the Palm Tree Music Festival to Fetty Wap, which event are you excited for?

Top 10 Hamptons Events This Weekend

Check out the top Hamptons events this weekend! From the Palm Tree Music Festival to Fetty Wap, which event are you excited for?

Read more

Search Articles

No Result
View All Result

Events

      Sculpture @ Sylvester Manor: [R]evolution
      Sculpture @ Sylvester Manor: [R]evolution
      13 Jun 26
      Shelter Island
      Encaustic Workshop with Bonnie Rychlak
      Encaustic Workshop with Bonnie Rychlak
      22 Jun 26
      Bridgehampton
      Babies and Books at The Hampton Library
      Babies and Books at The Hampton Library
      26 Jun 26
      Bridgehampton
      Baby & Me Playtime
      Baby & Me Playtime
      26 Jun 26
      Bridgehampton
      Chris Lake at The Surf Lodge
      Chris Lake at The Surf Lodge
      26 Jun 26
      Montauk

Hamptons Surf Report

Next Post
Bay Street Theater: The Beatles’ White Album Live! With the Moondogs

Bay Street Theater: The Beatles’ White Album Live! With the Moondogs

  • Check Out The Top Hamptons Events This Weekend!

🌴 Palm Tree Music Festival
📅 Saturday, June 27 | 3 PM–11 PM
📍 Shinnecock Nation, Southampton
Experience an unforgettable day featuring Kygo, The Chainsmokers, Disco Lines, activations, food, and more.

🎤 Fetty Wap at The Surf Lodge
📅 Saturday, June 27 | 4 PM
📍 Montauk
Enjoy sunset views, cocktails, and a live performance from Fetty Wap at one of the East End’s most iconic venues.

🍕 2nd Annual Feed Family Fête
📅 Saturday, June 27 | 4:30 PM–7:30 PM
📍 Amber Waves Farm, Amagansett
Support Amber Waves Farm and the Feed Foundation with wood-fired pizza, farm-fresh fare, live music, and family fun.

🕺 Saturday Night Fever Disco Series
📅 Saturday, June 27 | 9 PM–1 AM
📍 The Clubhouse, East Hampton
Dance the night away with music from CK Beats and Chris Bachmann.

🥂 Eleanor Whitmore Early Childhood Center Summer Benefit
📅 Friday, June 26 | 5:30 PM–7:30 PM
📍 Mulford Farm, East Hampton
Celebrate the organization’s impact and honor community leaders during this annual summer kickoff event.

🌱 Sylvester Manor Farm to Table Benefit
📅 Saturday, June 27 | 6 PM–10:30 PM
📍 Shelter Island
Enjoy cocktails, dinner, dancing, and support one of Shelter Island’s most cherished institutions.

📚 An Evening with Pulitzer Prize-Winning Poet Philip Schultz
📅 Friday, June 26 | 6 PM
📍 BookHampton, East Hampton
Join Philip Schultz and Grace Schulman for an inspiring literary conversation.

🎆 Southampton Fresh Air Home’s American Picnic
📅 Saturday, June 27 | 7 PM–10 PM
📍 Southampton
A beloved family event featuring a carnival, barbecue, food trucks, and an incredible drone show.

🌸 Project MOST Summer Benefit
📅 Sunday, June 28 | 4 PM–6 PM
📍 Moby’s, East Hampton
Enjoy live jazz, cocktails, hors d’oeuvres, and a silent auction in support of local youth programs.

🎭 WHBPAC Presents: Improv With My Friends From Work
📅 Sunday, June 28 | 8 PM–10 PM
📍 Westhampton Beach Performing Arts Center
An evening of long-form improv featuring performers and writers from Saturday Night Live.

Which event are you heading to this weekend? 👇

#palmtreemusicfestival #hamptons #whbpac #surflodge #montauk
  • Delicious lunch, great atmosphere, and the perfect spot to slow down and enjoy a meal. 🍽️✨#sunsetbeach #lunch #shelterisland #dining
  • 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
📍 Guild Hall, East Hampton
An immersive performance combining dance, spoken word, sound, and video.

🎨 Closing Party for “Uncharted Waters”
📅 Friday, June 19 | 6–8 PM
📍 The Corwith House, Bridgehampton
Celebrate the closing of artist Mark Seidenfeld’s solo exhibition.

🧘 Yoga with Victoria Gibbs
📅 Saturday, June 20 | 9:30–10:30 AM
📍 WAVE Social Wellness, Southampton
Start your weekend with an energizing yoga session led by NYC instructor Victoria Gibbs.

🛍️ Shop & Sip at Ramy Brook
📅 Saturday, June 20 | 12–3 PM
📍 Ramy Brook, Southampton
Shop the latest collection while supporting the Southampton Animal Shelter Foundation.

🍽️ Artists’ Table
📅 Saturday, June 20 | 12–2:30 PM
📍 The Watermill Center, Water Mill
Enjoy a unique farm-to-table dining experience paired with inspiring artistic conversation.

🏃 Beacon of Hope 5K
📅 Saturday, June 20 | 8–10 AM
📍 Montauk Point Lighthouse, Montauk
Run or walk through Camp Hero to support local women’s cancer organizations.

Check out more events at Hamptons.com (Link in Bio)
.
.
.
#hamptons #usopen #shinnecockhills #wolffer #golf
  • After a cloudy start, Day 1 of the U.S. Open is underway. #usopen #hamptons #shinnecock #southampton
Instagram Youtube TikTok Twitter
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

 

Sign up for our weekly newsletter!

Get the top Hamptons events and latest scoop!

No Result
View All Result
  • Spotlight Magazine
  • Lifestyle
    • Featured
    • Entertainment
    • Arts
    • Community
    • Dining
    • Recreation
    • Trending
  • Guides
  • Events
    • Events Calendar
    • Post an Event
    • Gallery
  • Real Estate
    • Real Estate Features
    • Hamptons Real Estate Market Data
    • 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, Bay Street
    • Sag Harbor, Foster Memorial Beach
    • Sag Harbor, Long Wharf Marina
    • 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 (North)
    • Southampton Village, Main Street (Hildreths)
    • Westhampton, Pike’s Beach
    • 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