$6,150,000
Greenwich, CT 06831
MLS# 125808
5 beds | 6.2 baths | 6143 sqft
1 / 14
Open House (09/12/2026 - 4:00 pm - 6:00 pm)
Property Description
A rare opportunity in one of Greenwich's most coveted in-town settings. 21 Calhoun Drive combines the presence and character of a classic Greenwich estate with exceptional privacy, generous scale and close proximity to everything that makes Greenwich living so desirable. Set amid mature landscaping on an oversized approximately 1.8-acre property in a one-acre zone, the estate offers nearly twice the typical lot size and exceptional flexibility for the future. Gracious entertaining rooms, comfortable everyday living spaces and architectural details give the residence a depth and personality rarely found in newer construction, while the established grounds provide both privacy and room to further enhance the property. What truly distinguishes 21 Calhoun is the opportunity it presents.
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
Offered with a building permit and engineering for a guest house, the property provides the flexibility to enjoy the existing residence, thoughtfully expand over time, or create a substantial multi-generational Greenwich compound. The oversized acreage also creates compelling possibilities for additional outdoor amenities, including potential sports or recreation areas, subject to applicable requirements and approvals. With its established residence, unusually generous acreage, valuable planning already in place and significant future potential, 21 Calhoun represents a compelling opportunity to acquire a substantial Greenwich estate at a value increasingly difficult to replicate. A property to enjoy today, enhance over time and make entirely your own.
Listing Office: Serhant Connecticut LLC
Last Updated: September - 09 - 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.