21 Calhoun Drive, Greenwich, CT 06831

bedrooms 5
bathrooms 8
|Other
AUD $8,838,466
USD $6,150,000
Published on: 10 Sep 2026
Last updated on: 05 Oct 2026
21 Calhoun Drive, Greenwich, CT 06831
21 Calhoun Drive, Greenwich, CT 06831
21 Calhoun Drive, Greenwich, CT 06831
+20
21 Calhoun Drive, Greenwich, CT 06831
  • 20
Property ID: 110110086831
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Single Family For Sale, Tudor, Greenwich, CT

21 Calhoun Drive, Greenwich, CT 06831
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 Cottage, 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.

Property Details

Basic Info

Property Type
Other
Listing Status
Active
Land Size
7,284.35 m2
Building Size
570.70 m2
Year Built
1923
Rooms
5 bedroom(s), 8 bathroom(s)
Architecture Style
Tudor
County
Fairfield
Provider
SmartMLS, Inc.
Brokerage Office Name
SERHANT CONNECTICUT LLC
Brokerage Office Phone
(646) 480-7665
Address
21 Calhoun Drive, Greenwich, CT 06831

Nearby Schools

TypeSchool nameDistrict name
HighGreenwichNot available
ElementaryGlenvilleNot available

Tax History

YearTax amount
2027USD $37450AUD $53,821*

*Converted price in your currency provided by Open Exchange Rates. Exchange rates are subject to continuous change. Neither realestate.com.au nor its affiliates guarantee that the conversion reflects current conversion rates and are not responsible for any inaccuracies. realestate.com.au recommends that you independently verify any information before relying on it.

Contact Agent
Danielle Malloy
Serhant Connecticut, LLC
500 W Putnam Avenue , Greenwich, CT 06830
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Danielle Malloy
500 W Putnam Avenue , Greenwich, CT 06830
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      Property ID: 110110086831

      Original Property ID: 3yd-CTMLS-24205524
      Data provided by SmartMLS, Inc., MLS #: 24205524
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      Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.