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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.

Overview

Open House
9/12/2026 4:00PM - 6:00PM EDT
Property Status
For Sale
Lot Size
1.8 Acres
MLS ID
125808
Property Type
Residential
Year Built
1923

Features & Amenities

Total Area
6,143 Sq.Ft.
Neighborhood
All Of Greenwich
Architecture Styles
English Manor
Garage Spaces
3.0
Water Source
Public
Utilities
Cable Connected
Roof
Slate, Architectural Shngle
Lot Features
Parklike
Parking
Attached Garage, Garage Door Opener
Heat Type
Natural Gas, Combination
Air Conditioning
Central Air
Laundry Room
Laundry Room
Other Interior Features
Kitchen Island, Back Stairs, Hot Tub
Sewer
Septic Tank
Security Features
Security System
Elementary School
Glenville
Middle School
Western
Sales Price
$6,150,000
Real Estate Tax
$29,276/yr
HOA
$1,600
Zoning
RA-1

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21 Calhoun Drive

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We would love to help you see this beautiful home! As a full-service brokerage, we can help you tour. Please submit an offer, and answer questions about the buying process.

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for your interest in 21 Calhoun Drive, Greenwich, CT 06831

21 Calhoun Drive
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21 Calhoun Drive

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