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- Description
- Property Details
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- HOA Management
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Street View
$6,150,000
Monthly Est:$30,611
5 Beds
- 8 Baths
6 full baths + 2 half baths
6,143sqft
21 Calhoun Dr, Greenwich, CT 06831
$6,150,000
$30,611/moEst:
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Single Family Residence
Built in 1923
$133.33/mo HOA
1.8 acres lot
$1,001/sq.ft
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 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.
- Houzeo last checked: 37 minutes ago
- Listing updated: October 25, 2026 at 9:40 pm
- Listing Provided by: Danielle Malloy | Serhant Connecticut, LLC
- Source: SMART MLS-CT | MLS#: 24205524

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1923
HOA Fees
$133.33/mo
Finished Area
6,143 sqft
Lot Size
1.8 acres lot
Basement Area
- sqft
MLS Name
SMART MLS
MLS Number
24205524
MLS Status
Active
Days on Market
52

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Location
HOA Management
1
HOA Fees
$1,600/ Annually
Amenities
Amenities and services may be covered by one or multiple associations and service providers.
Snow Removal
Road Maintenance
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 8
Interior
Heating
Natural Gas, Hot Water
Sewer
Septic
Appliances
Gas Range, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Wine Chiller
Exterior Features
Patio
Cooling
Central Air
Construction
Year Built
Year Built: 1923
Home type
Single Family Residence
Architectural Style
Tudor
Foundation Details
Stone
Roof
Shingle, Slate
Utilities & Energy
Water Source
Public Water Connected
Parking Features
Attached Garage
Pool Features
Indoor Pool
Basement
Full
Laundry Features
Lower Level, Main Level
Other Features
Lot Features
Level Lot
Subdivision Name
N/a
Price History
| Date | Event | Price |
|---|---|---|
09/09/2026 Source: | Listed for Sale | $6,150,000 +22263.64% $1,001/sqft |
07/31/2020 Source: #170318192 | Sold | $27,500 $4/sqft |
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Based on information provided to and compiled by the SMART MLS, Inc. through Oct 31, 2026, 04:45AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.
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