$6,150,000
Greenwich, CT 06831
MLS# 125808
5 beds | 6.2 baths | 6143 sqft
1 / 14
Open House (10/25/2026 - 10:00 am - 12:00 pm)
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
Details
Maps
Location & Property Info
List Price/SqFt: 1001.14
Zoning: RA-1
Owner Financing: No
Section: South Parkway
Association: Calhoun Drive
For Rent: No
CIOA: Yes
# HBths: 2
# FPs: 6
General Property Info
Acres +/-: 1.8
Year Built Desc: Antique
Year Renovations: 2025
Year Addition: 2000
Elementary School: Glenville
Middle School: Western
Pool: Yes
Pool Description: Indoor
Court Description: Possible Site
Year Built: 1923
Garage #: 3
SqFt +/-: 6143
Tax & Misc Info
Assessment: 2431590
Mill Rate: 10.125
Taxes: 29276
Association Fee: 1600
Association Fee Frequency: Annually
Exterior
Brick: 1
Stucco: 1
Design
English Manor: 1
Heat System
Combination: 1
Entry Hall Level/FP
1st: 1
Heat Fuel
Natural Gas: 1
Entry Hall Comments
Hardwood Floor: 1
Living Room Level/FP
1st: 1
FP: 1
Living Room Ceilings
Beamed: 1
Attic
Partial: 1
Lot Description
Parklike: 1
Roof
Architectural Shngle: 1
Slate: 1
Dining Room Level/FP
1st: 1
Cooling System
Central Air: 1
Dining Room Comments
Formal: 1
Library/Den Level/FP
1st: 1
FP: 1
Water Source
Public: 1
Sanitation Source
Septic Tank: 1
Library/Den Comments
Built-Ins: 1
Gas Source
Public Utility: 1
Family Room Level/FP
1st: 1
FP: 1
Family Room Ceilings
Beamed: 1
Cathedral: 1
Documents Available
Call LB: 1
Family Room Comments
Adjacent Kitchen: 1
Powder Room Level/FP
1st: 1
LL: 2
Kitchen Level/FP
1st: 1
Parking Description
Attached Garage: 1
Kitchen Comments
Kitchen Island: 1
Updated in Past 5 Yr: 1
Primary Bdrm Level/FP
2nd: 1
FP: 1
Included
All Kitchen Applncs: 1
Washer/Dryer: 1
Primary Bdrm Comments
Primary Bedroom Suite: 1
Primary Bath Level/FP
2nd: 1
Primary Bth Comments
Luxury Bath: 1
Dbl Bdrms Level/FP
2nd: 4
Bath Level/FP
1st: 2
2nd: 4
Laundry Level/FP
1st: 1
LL: 1
Laundry Comments
Separate Room: 1
Other Room Level/FP
1st: 1
FP: 1
Other Room Comments
Solarium: 1
Other Room Level/FP 2
LL: 1
FP: 1
Other Room Comments 2
Office Space: 1
Other Room Level/FP 3
1st: 1
LL: 2
Other Room Comments 3
Wine Cellar: 1
Hot Water
Gas: 1
Basement Type
Partially Finished: 1
Walk-Out Access: 1
Features
Auto Garage Door: 1
Back Stairs: 1
Cable Connected: 1
Generator: 1
Hot Tub: 1
Security System: 1
Terrace: 1
Outbuildings
Possible/To Be Built: 1
Location Property Info
List Price: $6,150,000
Type: Single Family Residence
Street #: 21
Street Name: Calhoun
Street Suffix: Drive
State: CT
Zip Code: 06831
County: Fairfield
Area: 3 - Greenwich
Property ID: 07-2043
# Bdrms: 5
# FBths: 6
Baths: 6.2
OfficeContract Info
Status: Active
List Date: 2026-09-08
Property Features
Entry Hall Comments: Hardwood Floor
Living Room Ceilings: Beamed
Dining Room Comments: Formal
Family Room Ceilings: Beamed; Cathedral
Family Room Comments: Adjacent Kitchen
Kitchen Comments: Kitchen Island; Updated in Past 5 Yr
Primary Bdrm Comments: Primary Bedroom Suite
Primary Bth Comments: Luxury Bath
Laundry Comments: Separate Room
Other Room Comments: Solarium
Other Room Comments 2: Office Space
Other Room Comments 3: Wine Cellar
Design: English Manor
Cooling System: Central Air
Heat System: Combination
Heat Fuel: Natural Gas
Hot Water: Gas
Attic: Partial
Basement Type: Partially Finished; Walk-Out Access
Water Source: Public
Sanitation Source: Septic Tank
Gas Source: Public Utility
Exterior: Brick; Stucco
Parking Description: Attached Garage
Roof: Architectural Shngle; Slate
Lot Description: Parklike
Documents Available: Call LB
Features: Auto Garage Door; Back Stairs; Cable Connected; Generator; Hot Tub; Security System; Terrace
Outbuildings: Possible/To Be Built
Included: All Kitchen Applncs; Washer/Dryer
Supplements
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.
Listing Office: Serhant Connecticut LLC
Last Updated: October - 23 - 2026
Listing information comes from various sources and may not always be accurate. No representation or warranty is made as to the accuracy of this information. You should verify any information that is important to your buying decision. Greenwich Multiple Listing Service, Inc.