5 NYC-area homes that are fit for a CEO

Dream homes in the suburbs offer space, style and more

New York /
Apr.April 07, 2021 05:10 PM
2 El Retiro Lane in Irvington, NY

2 El Retiro Lane in Irvington, NY

The movement from the city to the suburbs is far from a new trend, but demand for bigger homes outside of New York City spiked during the pandemic. And while some C-suite executives migrated to Florida in search of more space, other luxury buyers hopped on the suburban bandwagon.

Our editors have compiled homes for sale in the tri-state area that have the perks a titan of industry may want — and that are readily available in New York’s suburbs — including private golf holes, luxurious pools, wood-paneled offices and plenty of outdoor space.

Check out our picks below:

A luxurious Purchase
$3.65 million | 6 BR, 6.5 BA | Purchase, New York

This estate at 6 Azalea Circle is located in one of the country’s richest zip codes, according to Bloomberg News. The main home, a 9,212-square-foot Colonial, sits on over an acre of land with a stone driveway, deck, and in-ground pool. Inside, there are tony amenities like two wine cellars, a rec room with its own bar and an indoor basketball court. There’s also a wood-paneled study with high ceilings and oversized windows — so your mentees can look up to you even more.

Greenwich gardens
$6.195 million | 6 BR, 7 BA | Greenwich, Connecticut


This charming Shingle-style home at 17 Wooddale Road is located on nearly three acres in Greenwich. Its pristine grounds include landscaped gardens, an in-ground heated pool and an outdoor fireplace — the perfect backdrop for charity lunches and other get-togethers. At the end of the busy workday, unwind in the luxurious master bathroom.

Spanish-inspired retreat, stateside
4.495 million |7 BR, 8 BA, 2 Half BA | Irvington, New York


The two-acre compound at 2 El Retiro Lane is a European-inspired oasis, with a garden that pays homage to the quaint landscape of Grenada, Spain. (But it’s close to Manhattan, making it a perfect getaway from the hustle of the city.) The Spanish theme continues inside, with Moorish-style stained glass windows and an arcade-inspired entrance to one of the entertaining spaces. The 50-year old home was fully remodeled, including the installation of an elevator.

A home fit for a statesperson
$6.5 million | 5 BR, 7 BA | Chappaqua, New York


This column-studded home at 577 Millwood Road is located in the celeb-friendly hamlet of Chappaqua, which counts Bill and Hillary Clinton, Vanessa Williams and Bob Girardi among its residents, past and present. This stately pad has everything a CEO could want: tons of natural light, dark wood floors, Miele and Wolff appliances and an in-ground heated pool.

On the waterfront
$11.8 million | 6 BR, 6.5 BA | Plandome Manor, New York


This home in the small village of Plandome Manor, near Manhasset, has a colorful past. The stone-and-ivy-covered boathouse at 95 Lake Road was a gift from philanthropist and tycoon William Payne Whitney to his son in 1910, to be used as storage for his 40-foot boat. The estate was expanded and renovated throughout the 20th century, and now includes plenty of perks, including a floating dock, a private mini-golf course, a home gym and a heated indoor pool. Its decorative details — beamed ceilings, and even a chandelier made from a ship’s wheel — nod to the home’s nautical roots.


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