21 Calhoun Drive, Greenwich, CT 06831

$6,150,000
5
BD
8
BA
6,143
SqFt

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List Price
$6,150,000
MLS#
125808
Status
ACTIVE
Year built
1923
Bedrooms
5
Bathrooms
6
Half baths
2
Living area
6,143
Area
3 - Greenwich

Property Description

A rare opportunity in one of Greenwich's most coveted in-town settings, 21 Calhoun Drive combines the timeless presence and character of a classic Greenwich estate with exceptional privacy, generous scale and remarkable potential. Set amid mature landscaping on approximately 1.8 acres in a one-acre zone, the property offers nearly twice the typical lot size while remaining just moments from the heart of Greenwich. Inside, gracious entertaining rooms, comfortable everyday living spaces and distinctive architectural details create a home with warmth, character and a sense of permanence rarely replicated today. A newly renovated kitchen brings a fresh, modern sensibility to the residence and serves as a beautiful centerpiece for daily living and entertaining. A private wellness retreat complete with an indoor pool and dedicated fitness space, brings resort-style amenities into the comfort and privacy of home. Beyond the main residence, the expansive grounds offer an exceptional opportunity to further enhance the estate. Fully permitted plans provide the option to add a guest house, along with the potential for a pickleball or tennis court an increasingly rare offering this close to town. With its substantial acreage, established landscaping, private wellness amenities and extraordinary flexibility for the future, this is a unique opportunity to enjoy a private estate setting without sacrificing the convenience of in-town Greenwich living.

Additional Information

Taxes
$29,276
Acres
1.80
Lot
Parklike
Exterior
Stucco
Roofing
Slate, Architectural Shngle
Garage spaces
3
Exterior buildings
Possible/To Be Built
Elementary School
Glenville
Middle School
Western
Pool
Indoor
Water
Public
Basement
Walk-Out Access, Partially Finished
Fireplaces
6
Cooling
Central Air
Heating
Natural Gas, Combination

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Calculator source: Real Geeks

Listing courtesy of Serhant Connecticut LLC.

Listing information provided by the Greenwich Multiple Listing Service, Inc. © 2026. Last updated: