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55 Calhoun Drive
Greenwich, Connecticut
$8,250,000 Price
6 Bedrooms  
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Photo 1 of 55 Calhoun Drive, Greenwich, Connecticut, $8,250,000, Web #: 122791Previous PhotoNext Photo1 of 50

Thoughtfully re-built in 2008 using the highest level of craftsmanship, the residence sits gracefully elevated, offering sweeping views of expansive lawns and meticulously maintained gardens with mature specimen trees. Step through bespoke double mahogany doors into a grand foyer featuring tall ceilings, hardwood floors and exquisite millwork throughout....

Thoughtfully re-built in 2008 using the highest level of craftsmanship, the residence sits gracefully elevated, offering sweeping views of expansive lawns and meticulously maintained gardens with mature specimen trees. Step through bespoke double mahogany doors into a grand foyer featuring tall ceilings, hardwood floors and exquisite millwork throughout. Designed for both gracious everyday living and stylish entertaining, the home offers a seamless flow between generously proportioned spaces. A sun-drenched sunroom, family room, and a kitchen with adjoining breakfast area all open onto an expansive terrace—perfect for indoor-outdoor living and dining. There are multiple office spaces and incredible storage throughout. Upstairs, the luxurious primary suite offers a a serene retreat with sitting room, private terrace, walk in closets and two baths. There are five additional sun-filled double bedrooms each with its own bath. An additional private guest suite provides added comfort and privacy. The walk-out lower level is designed for recreation and relaxation, featuring a family room, gym, wine cellar, and a spacious entertainment area including kitchenette that opens to a covered patio. 55 Calhoun also includes a charming two-story original carriage house currently used for additional garaging (five in total) adding both character and versatility to the property. This distinguished and private home is a rare opportunity to enjoy refined living with close proximity to all the town of Greenwich, Connecticut has to offer.

Listing courtesy of Houlihan Lawrence

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* All information furnished regarding property for sale, rental, financing or estimated mortgage rates is from sources deemed reliable but no warranty or representation is made as to the accuracy thereof. For further financing information, please contact a Brown Harris Stevens agent.

Listing Details

New Listing
Greenwich, Connecticut
Type: House
Price: $8,250,000
Re Tax: $36,313
Date Listed: 5/15/2025
Approx. sqft: 8,722 sf
Web ID: 122791

Info & Amenities

Type: Single Family
Bedrooms: 6
Bathrooms: 9.0
Built: 1929
Woodburning fireplaces: 4

Get to Know Greenwich

Situated in the Southwest portion of Fairfield County, along Connecticut’s Gold Coast, Greenwich is an idyllic and scenic town bordered by Stamford and White Plains, New York. Named by English settlers after the London borough, the town showcases grand, colonial architecture reminiscent of America’s early days. It also features a highly sought-after Downtown with plenty of shopping, dining, and cultural attractions.

More About Greenwich

Neighborhood Guide to Greenwich

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