21 Calhoun Drive, Greenwich, CT 06831

bedrooms 5
bathrooms 7
|House
AUD $8,812,433
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
+14
21 Calhoun Drive, Greenwich, CT 06831
  • 14
Property ID: 110110086217
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Residential, 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 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.

Property Details

Basic Info

Property Type
House
Listing Status
Active
Land Size
7,284.35 m2
Building Size
570.70 m2
Year Built
1923
Rooms
5 bedroom(s), 7 bathroom(s)
County
Fairfield
Parcel ID
07-2043
Provider
Greenwich MLS
Brokerage Office Name
SERHANT CONNECTICUT LLC
Brokerage Office Phone
(646) 480-7665
Neighbourhoods
3 - Greenwich
Address
21 Calhoun Drive, Greenwich, CT 06831

Nearby Schools

TypeSchool nameDistrict name
ElementaryGlenvilleNot available
MiddleWesternNot available
JuniorhighWesternNot available
Contact Agent
Danielle Malloy
Serhant Connecticut LLC
500 W Putnam Avenue, Suite 400 , Greenwich, CT 06830
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Danielle Malloy
500 W Putnam Avenue, Suite 400 , Greenwich, CT 06830
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      Property ID: 110110086217

      Original Property ID: 3yd-GMLSCT-125808
      Data provided by Greenwich MLS, MLS #: 125808
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