Christie Brinkley has spent more than two decades transforming her Bridgehampton estate into a private retreat that combines historic architecture with gardens, open grounds and unique features.
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Known as Tower Hill Estate, the property covers more than 20 acres and includes bedrooms, bathrooms across its main house and other buildings.
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Realtor reported that Brinkley gave real estate influencer Caleb Simpson a rare tour of the property, showing the spaces and outdoor areas that have made the estate one of the Hamptons’ distinctive homes.
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Christie Brinkley’s 20-acre Hamptons estate looks like a castle
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The property’s castle-like appearance comes largely from its distinctive turret, which rises from the centre of the main residence.
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During the tour covered by Realtor, Simpson pointed out how the tower gives the house its castle appearance, while Brinkley herself described it more modestly as a little storybook house.
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Tower Hill Estate dates back to 1891, when it was built by local resident Dr John Gardiner.
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Brinkley bought the property in 1998, more than a century after it was constructed.
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Realtor noted that the house has since been restored with meticulous care, preserving its historic character while allowing it to function as a family home.
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The estate is spread across three parcels and contains considerably more than the main residence.
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The compound includes a 4-bedroom, 5-bathroom main house, a 4-bedroom guesthouse with two and a half bathrooms, a barn and art studio with living quarters, a four-car heated garage and a 50-foot observation deck.
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At the time, she owned two homes in the Hamptons and she put both on the market at the same time.
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What makes the grounds different from a typical Hamptons estate
Brinkley has given the land as much attention as the buildings.
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Realtor reported that she raises chickens on the property and is in the process of rewilding the grounds so that more flowers can grow across the estate.
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flowers → report → estate
That approach is visible around the house, where the lawns and gardens form a major part of the setting.
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lawns → form → setting
The original property listing described the grounds as park-like, with old specimen trees, winding walking paths and hills used for winter sledding.
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A private pond also forms part of the landscape, adding another natural feature to the expansive property.
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The estate also has a greenhouse with its own fireplace.
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During the tour, Brinkley showed the greenhouse and areas around the pool, where flower-filled planters add colour to the surroundings.
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planters → show → surroundings
She explained that the yard becomes filled with flowers in spring as the rewilding work continues.
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The spread includes a guesthouse, art studio, greenhouse, and tower.
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spread → include → guesthouse
Why the estate feels like more than a historic house
The property combines its old-world appearance with spaces designed for everyday family life.
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property → feel → life
Inside, Realtor described soaring ceilings, large windows and plenty of natural light.
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Realtor → describe → light
The home includes an oversized country kitchen, a double-height great room, living and family rooms, three fireplaces, a gym and an office.
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home → include → kitchen
A wisteria-covered pergola and multilevel stone terraces extend the living areas outdoors.
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pergola → cover → areas
There is also a heated pool with a spa, while the hidden tennis court gives the large estate another private recreational space.
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The interiors are not presented as a formal museum-like setting.
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Instead, Brinkley has filled the house with personal possessions and playful decorative touches.
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The dining room, for example, has a large round table, built-in storage, a bay window, chandeliers and paper lanterns, along with a neon dining room sign.
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room → have → sign
How has Brinkley made the house feel personal
The tour also revealed several objects that reflect Brinkley’s personal connection with the property.
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Realtor reported that she showed a Broadway playbill that she considers her favourite cover she has ever done.
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She also pointed out a 270-year-old bonsai tree, joking about its age during the tour.
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The home has also been used for family gatherings.
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Brinkley showed the area where the family eats Thanksgiving dinner, giving the enormous property a more lived-in character despite its scale.
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family → show → scale
The main residence is not the only place where the estate’s personality appears.
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personality → appear → ?
The chickens that Brinkley keeps on the grounds have individual names, including Scrambled, Sunnyside Up and Benedict, adding an unexpectedly domestic touch to the sprawling property.
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What happened when Brinkley put the estate on the market
Brinkley has not always planned to remain at Tower Hill Estate.
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After owning the Bridgehampton property for about 20 years, she listed it in 2016 for $29.5 million.
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Realtor reported that she also put her Sag Harbor home on the market at the same time.
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she → report → time
Brinkley planned to continue living in whichever of the two properties did not sell.
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whichever → plan → properties
…and 6 more, not listed.
The Aporia
