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35 Winding Lane

2 Acres | 11,231 Square Feet | Mid Country Greenwich | #35WindingLane


This Hamptons shingle style home is done to perfection both inside and out. The open first level floor plan is incredible for every day living and entertaining flow and features a dramatic double height family room, overlooking the pool and outdoor terraces. The lower level has a professional grade recording studio, enormous family room with fireplace and french doors to outdoor spaces, bedroom, and more. The third floor is a children’s wonderland and includes a secret train room, doll room, reading loft, and over 600 sq ft of sumptuous play space.




11,231 SQ. FT.



Located less than 40 miles from New York City, and just across the State line from New York, Greenwich, Connecticut is one of the nation’s most dynamic communities and luxury real estate markets.

With approximately 62,000 residents, Greenwich represents the 10th largest municipality in Connecticut, and largest of Connecticut’s famed “Gold Coast” towns.

Founded in 1640, Greenwich’s pre-colonial past is the stuff of fascinating lure of settlers, farmland. By the mid-1800s, Greenwich saw a boon in its transportation economy as the rail system brought commerce, industry and new residents to town.

The thriving town captivated New York City dwellers’ attention. They came to Greenwich for summers at the seashore, or for full-time residency – the City’s affluent in search of a classic Americana lifestyle, different than the hustle-and-bustle of Manhattan. The names of prominent, influential families are evident around Greenwich today – Gimbel, Converse, Havemeyer, and Rockefeller, to name but a few.

Today, Greenwich’s community is made up of generations of families who put down roots here long ago, with a healthy arrival of newcomers – whether from New York, across the country, or other continents. The international influence – part of Greenwich’s tradition – enriches its thriving commerce, fine arts, literary, and culinary scenes.

Celebrities and some of the most accomplished professionals in medicine, finance, art, media, publishing, sports, philanthropy and other fields have chosen Greenwich as their home.

Luxury estate buyers will find fellow Greenwich residents to be welcoming, culturally diverse and discreet. Private associations – many with sought-after amenities and Clubs – provide the assurance of security and the perk of community. Property taxes in Greenwich are measurably lower than other exclusive Connecticut and New York towns.

The real estate options are as unique as each investor – from the dramatic formality of Greenwich’s famed Great Estates, Georgian colonials, Tudors and European cheateaus, to the sleek simplicity of Mid-Century Modern architecture and the casual-but-decadent resort living afforded by magnificent waterfront residences, iconic “New England coastal.” Things they have in common are exquisite design, expert craftsmanship, high-tech engineering, coveted amenities, and idyllic settings.

Greenwich is made up of distinctive neighborhoods, hamlets and enclaves. For luxury-market homes and estates, investors might consider the vast, grand mansions or equestrian estates of backcountry, a Conyer’s Farm estate, or perhaps a posh setting near the bustling downtown district and the world-renowned Greenwich Avenue. “The Ave” is known for its fine restaurants and shopping, with luxury retailers and brands like Saks Fifth Avenue, Baccarat, Brooks Brothers, Tiffany & Co., Hermès, and more.

For magnificent coastal properties, associations like Field Point Circle, beautiful Belle Haven, Indian Harbor, Mead Point, Milbrook or Willowmere provide “a front-row seat” to Greenwich Cove and Long Island Sound. Belle Haven, Indian Harbor and Milbrook each have the added amenity of private clubs.

Moving to Greenwich

With Greenwich’s renowned public school system and private schools, the town has special appeal for homebuyers who envision raising their families here. Both the public and private school paths have proven track records in preparing students for their university and career pursuits.

Commuters to New York City will appreciate the option of driving or leveraging public transportation. Manhattan is less than an hour away by train, and there are several train stations in and around Greenwich.

Greenwich charms residents and visitors with a bounty of green space, conservation land managed by Greenwich Land Trust and the Audubon Society. The public amenities are plentiful, too, like the town’s many parks, beaches and recreational venues.

Avid equestrians will appreciate Greenwich’s “horse country” and its proximity to neighboring New York State equestrian destinations. The Greenwich Riding and Trails Association has done a remarkable job in preserving and maintaining Greenwich’s historic equestrian trails.

There’s never a shortage of things to do in Greenwich.

The town and local institutions, like the Bruce Museum, Greenwich Arts Council, the Public Library, Greenwich Chamber of Commerce and others host special events and festivals throughout the calendar year, encouraging residents to gather, socialize and commune beyond their neighborhoods.

Exclusive members-only golf and yacht clubs are popular among Greenwich’s society and passionate sports enthusiasts.

And another wonderful result of Greenwich’s diverse population is the vast number of religious, philanthropic and community organizations founded here. Newcomers will quickly discover that Greenwich’s community is engaged, informed, and generous.

One of the country’s most unique and exclusive communities, Field Point Circle boasts a rich history and stunning surroundings. Located on a half-mile long peninsula that juts out into the Long Island Sound, the area was first settled by a family of farmers in 1792. The famous three-quarter-mile circle came around the turn of the 20th century; It served first as a trotting track for horse races and then, as the popularity of cycling exploded, evolved into a destination for bicycle meets.

Starting in 1910, wealthy iron, steel, and financial executives—lured by Field Point Circle’s privacy, dramatic Long Island Sound views, and easy commute to New York City via boat and rail—purchased multi-acre plots of land between the track and the waterfront on which they commissioned well-known architects to build sprawling estates.

Finished in 1916 by the elite firm Cross & Cross, the home first belonged to Sam Pryor, president of the Remington Arms company. His son, Sam Pryor, Jr., stewarded The Pryory through the next generation. Known for his hospitality and festive parties, he frequently hosted presidents, dignitaries, New York City mayors, and even hundreds of his neighbors to enjoy the best view of the Yacht Club’s Fourth of July fireworks display from the sweeping lawn. A pilot and Vice President of Pan Am World Airways, Sam Pryor, Jr., was also close friends with Charles Lindbergh and other famous aviators, who regularly flew seaplanes from the private dock.


2.2 Acres


Private Park-Like Setting
Heated Pool
Over 1,000 Square Foot Children’s Quarters with Open Play Space, Train Room, Doll Sanctuary, Reading Loft and Hang Out Huddle
Walking Trails through Woodland Gardens to Babbling Brook
Suspended Outdoor Dining Area
Professional Recording Studio

First Level

Double Height Grand Foyer
Living Room
Dining Room
Double Height Family Room
Kitchen with Breakfast Dining
Butler’s Pantry
Two Powder Rooms
Bedroom with En Suite Bathroom
Expansive Mudroom
Three Car Garage Entrance

Second Floor

Master Bedroom Suite with Vaulted Ceilings, Sitting Room, Luxury Bathroom with Steam Shower
Four Bedrooms with En Suite Bathrooms and Walk-In Closets
Laundry Room

Third Floor

Children’s Wonderland Inclusive of Secret Train Room
Doll Sanctuary
Reading Loft
Kids Hang Out Huddle
600 SQ FT Play Space

Lower Level

Family Room with Fireplace and French Doors Leading to Outdoor Space
Professional Grade Recording Studio
Wine Cellar
Guest Room
Laundry Room
Craft Room
Bunk Room
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