$6,150,000
 $33,015 est/mo Sourced by Back At You

21 Calhoun Drive,Greenwich, CT 06831

Greenwich, CT 06831

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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.

Details

MLS #24205524
Listing TypeFor Sale
StyleHouse
HOA Dues$1,600
Sub-TypeResale
StatusActive
Year1923
Days On Site48
Listing Provided BySerhant Connecticut, LLC | Danielle Malloy

Features

Bed(s)5
Bath(s) 8 Total
SQ Feet6,143
Garage3
BasementY
PoolYes
ZoningRA-1
Acreage1.80

Interior

Total Rooms13
Cooling SystemCentral Air
Appliances IncludedGas Range, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Wine Chiller
Fireplaces Total6
Laundry Room InfoLower Level, Main Level

Exterior

Exterior FeaturesPatio
Roof InformationShingle, Slate
Foundation TypeStone

Parking

Garage & ParkingAttached Garage
Garages Number3

Utilities

Sewage SystemSeptic

Taxes

Tax YearJuly 2026-June 2027
Property Tax37450

Area Information

StateCT
CountyFairfield
CityGreenwich
Zip Code06831
AreaN | A
School DistrictGlenville
Elementary SchoolGlenville
High SchoolGreenwich
Listing VS Median (in 06831)
Price:
$6,150,000
low | high
Med:
$1,374,500
100% of Average
sqft:
6,143
low | high
Med:
1,787
100% of Average
$ / sqft:
$1,001
low | high
Med:
$772
72.847458742934% of Average
On site:
48
low | high
Med:
46
100% of Average
Sourced by Back At You

Market Activity 06831

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Learn More About This Property

StateCT
CountyFairfield
CityGreenwich
Zip Code06831
AreaN | A
School DistrictGlenville
Elementary SchoolGlenville
High SchoolGreenwich
Listing VS Median (in 06831)
Price:
$6,150,000
low | high
Med:
$1,374,500
100% of Average
sqft:
6,143
low | high
Med:
1,787
100% of Average
$ / sqft:
$1,001
low | high
Med:
$772
72.847458742934% of Average
On site:
48
low | high
Med:
46
100% of Average
Sourced by Back At You
Listing Updated: October 26, 2026 at 12:41:14 AM PDT