The Real Truth About Hit Television Series Properties Set in the Hamptons



Dominic West and Ruth Wilson star in The Affair, in which they sleep together in formerly sleepy Montauk.

Gauging by the number of hit series about the luxe Hamptons lifestyle, it appears that America can’t get enough of the East End. First there was the USA Network’s frothy, feel-good medical dramedy Royal Pains, which premiered in 2009. Then came ABC’s deliciously campy Revenge, a thriller that just finished a four-year run. Not to be outdone, Showtime’s sizzling hot drama The Affair, which is set in Montauk (!) and premiered last October, has already won two Golden Globes. The much-buzzed-about show tells the torrid forbidden love story of a New York City public schoolteacher, Noah Solloway (Dominic West), and local waitress Alison Lockhart (Ruth Wilson). When not strolling around Montauk’s marina and plunking down $8 for homemade jam at the farmers’ market, Noah, a father of four and first-time published novelist, and his wife (Maura Tierney) make do in a Brooklyn brownstone, which Noah’s wealthy father-in-law pays for. In real life, Noah would likely never be able to afford the vacation spread the family stays at in Montauk, as it more closely resembles a 1.7-acre gated estate with panoramic views of Fort Pond Bay and Block Island Sound, currently listed for $8.999 million with Beate Moore of Sotheby’s International Realty and tricked out with a pool, a sauna, and a wine cellar. On his teacher’s salary, Noah might have much better luck landing a trysting place similar to Alison’s digs in Ditch Plains, such as the two-bed, two-bath ’70s-era contemporary on two acres that’s now on the market for $697,000 with Lorell Tutt of Seashell Real Estate. It even comes with the requisite outdoor shower, which TV viewers know is key.

Many scenes for The Affair have been filmed at Mickey Drexler’s 22-acre Deep Hollow Ranch, which the J. Crew CEO bought in 2010 for a reported $11.4 million. Earlier this year, it was being whispered that Deep Hollow and Drexler’s adjoining property, Eothan—purchased by previous owner Andy Warhol for less than $250,000 in 1971—were quietly on the market in a package deal repped by Paul Brennan at Douglas Elliman, who was involved in the original sales to Drexler. The two spreads boast more than 20 acres of agricultural reserve, 600 feet of Atlantic Ocean frontage, numerous barns, buildings, homes, and paddocks, and 200 acres of preserved land. Now that’s what you call an affair. 

Browse a special section from Corcoran Real Estate Group, as featured in the July 1 Issue of HC&G

A version of this article appeared in the July 1 2015 issue of Hamptons Cottages & Gardens with the headline: Deeds & Don'ts: Putting on a Show.

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Property of Note: 76 Windmill Lane

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76 Windmill Lane, Bridgehampton
On 2+/- acres, landscaped for complete privacy, this complex consists of three interconnected enameled clad steel barns custom designed by Jack Ceglic, with radiant heat concrete floors, maintenance free exteriors and grand, open spaces. The 4,600+/- sq. ft. main house offers custom kitchen, master and guest suites, library and half bath. All rooms open to large mahogany terrace. The guest house/studio has 2 bedrooms, 2 baths, and separate study. Heated gunite lap pool.



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5 Green Pond Road, New Milford, CT
Litchfield County's fabled Candlelight Farms Airport. This is a rare opportunity to own one of CT's few grass strip airports. Moments from Candlewood Lake and all that Litchfield County offers. Bucolic 35 acre setting with 2,900 ft. turf runway. The collector-quality hangar boasts a steel framed, 6,000 sq ft structure with automatic doors. Spacious enough to store up to 10 Piper Cub size planes. Perfect for a private user, a collective of enthusiasts or a commercial investment.



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64 Birchwood Lane, Bridgehampton
6,100 SF Barn-style home conveniently located between Bridgehampton and Sag Harbor. With six bedrooms, six full baths and two half baths, this home will entertain family and friends all year round with two fireplaces, one of which is in the spacious master suite. Enter into a Grand entry foyer, 10’–11’ ceilings throughout main level and into a designer kitchen. Relax outside with beautiful landscaping and a heated gunite pool. Integrated concierge through Chaloners for an effortless Bridgehampton lifestyle.

Barn and Vine

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20 Hook Pond Lane, East Hampton
On a private lane in the Hook Pond estate area is a new home designed by Abstract Builders. The 10,000 SF home (on 3 levels) is perfectly sited on a 1.6 acre lot to take full advantage of the pond and ocean views. Dramatic open kitchen, dining and living space opens to the outside; includes 7 ensuite bedrooms, plus light-filled lower level with billiards, viewing room, wine cellar and sauna. Outside, landscaped grounds surround a gunite pool, spa and pool house.



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57 Miller Lane East, East Hampton
Charming East Hampton cottage renovated in 2013 was transformed into a 2,500+/- sq. ft. dream home. On the first level are two bedrooms, a bath, open living areas, and a sunroom. The bluestone sun porch overlooks a beautiful pool and pool house with garden. Upstairs master suite features a bath with marble herringbone floor with nickel Samuel Heath shower fixtures. Custom window treatments, Phillip Jeffries wallpaper throughout and Sonos inside and outside.



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11 Musket Ridge Road, Wilton CT
Perched at the top of a roaring Silvermine River waterfall on almost 4 acres, the property spreads out into Wilton and New Canaan. Every inch of this home has been perfected to capture the timeless appeal of the river while exuding ultimate refinement and good taste. The architect-designed home captures river views and sounds, and almost every room opens to one of the magnificent decks or to a private balcony. Call Ileana Barns Slavin Associates-William Raveis at (203) 246-7215.

11 Musket Ridge Road

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