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Extraordinary Homes Inspired by the Great Gatsby

The champagne-soaked soirees and opulent mansions in F. Scott Fitzgerald’s “The Great Gatsby” are, of course, legendary. With Baz Luhrmann’s new film about to hit theaters this Friday, we couldn’t help but be tempted by our own collection of Previews  mansions that embody the essence of the Roaring Twenties: beauty, freedom, extravagance and a touch of Art Deco. 

1120 Greacen Point Road
Mamaroneck, NY 10543
$11,500,000 USD

Fitzgerald supposedly conceived of the book in 1922, shortly before moving to Great Neck, Long Island. This Georgian-style mansion is not exactly in Great Neck…but it still offers spectacular views of the Long Island Sound from all living areas and the master bedroom suites. From the grand 10,228 square-foot main residence to the magnificent pool and gardens, the fictional Daisy would surely be impressed.

Winnetka, IL 60093 
$21,900,000 USD

“A home so spectacular it has a name: Le Grand Reve…The Big Dream.” If that property description doesn’t sound like a Gatsby-age endorsement, then we don’t know what is. After all, Jay Gatsby was a man of dreams…big dreams. Designed by world-renowned architect Richard Landry, this 16,791 square-foot North Shore estate has all of the grandeur an affluent socialite would need: master craftsmanship, grand spaces for entertaining, nine fireplaces and a lower level with a theater and spa.

40 Verbalee Lane
Hillsborough, CA 94010
$26,000,000 USD
At the height of the 1920s, Mrs. Celia Tobin Clark, a member of one of the Peninsula’s most prominent families of the early 20th century, commissioned architect David Adler to create her hilltop dream home right outside San Francisco. Resting on six lushly landscaped acres, the stately 12-bedroom Cotswold Tudor Mansion has been meticulously renovated to today’s standards and was even featured as a Decorator’s Showcase in the 1990s. Can’t you just imagine Jay, Nick and Daisy huddled around the grand music room, with its drama-filled 15-foot ceilings, soaring leaded-glass windows, antique parquet-de-Versailles floors and French doors leading to the loggia and terrace?

706 Guisando De Avila
Tampa, FL 33613
$12,900,000 USD

This extraordinary 29,000-square-foot estate tucked into Tampa Bay’s most esteemed guard-gated community of Avila provides the exclusivity, privacy and quality of life that any of the Gatsby characters would appreciate. Modeled after a 17th century British royal palace, the manor was completed in 2004 following nearly seven years of custom design, development and construction. The residence captivates five spacious acres of impeccably landscaped grounds and rests near the exclusive Avila Golf and Country Club. At the very least, Jordan Baker would be impressed.    

27777 Winding Way
Malibu, CA 90265

$7,995,000 USD

There is something so Gatsby about the grand foyer of this timeless Tuscan estate, aptly named “Villa Al Mare.” If the double staircase and antique chandeliers don’t inspire visions of hosting elegant galas à la Daisy Buchanan, then surely the expansive ocean views will. It’s the perfect destination for a summer soiree with two acres, fruit orchards, rose and vegetable gardens, tennis court and wine cellar.

Lead images courtesy of: Architectural Digest

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Extraordinary Homes Inspired by the Great Gatsby

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