Address
21 Calhoun Drive, Greenwich, CT
Price
$ 6,150,000
Property Attributes
  • MLS#125808
  • TypeSingle Family
  • Listing Status Active
  • CountyFairfield
  • CityGreenwich
  • AreaGreenwich
  • NeighborhoodSouth Parkway
  • Zip06831
  • Style
  • Year Built1923
  • Taxes$ 29276
  • Price$ 6,150,000
  • Bedrooms5
  • Full Bathrooms6
  • Half Bathrooms2
  • Sqr Footage6143
  • Lot Size1.8 Acres
Data Source:
Greenwich MLS (GRWMLS)
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 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.

Elementary School Middle School
Glenville Elementary School Western Middle School
Price History
9/9/2026 Listed $6,150,000

General Features

Sewer Septic Tank
Heating Natural Gas,Combination
Cooling Central Air
Utilities Cable Connected
Roof Slate,Architectural Shngle
Zoning RA-1
HOA Fee 1600
Garage Spaces 3
Patio/Porch Features Terrace
Architectural Style English Manor
Security Features Security System
Construction Materials Brick,Stucco
Year Built 1923
Property Subtype Single Family Residence
County Fairfield
Property Type Residential
HOA true
Attached Garage false
Full Baths 6
Status Active
City Greenwich
Association Name Calhoun Drive
MLS Area 3 - Greenwich
Lot Size Units Acres
Lot Size Square Feet 78408
Elementary School Glenville
Tax Annual Amount 29276
Middle/Junior High School Western
Property Condition Antique
MLS Area Minor 3 - Greenwich
Standard Status Active
Tax Assessed Value 2431590

Interior Features

Interior Amenities Kitchen Island,Back Stairs,Hot Tub
Basement Walk-Out Access,Partially Finished
Total Fireplaces 6
Air Conditioning Y/N true
Heating Y/N true
Fireplace Y/N true
Half Baths 2
Laundry Features Laundry Room
Total Bedrooms 5
Total Baths 8

Exterior Features

Parking Features Attached Garage,Garage Door Opener
Lot Features Parklike
Water Source Public
Inclusions Washer/Dryer, All Kitchen Applncs
Lot Size Area 1.8
Building Area Total 6143
Lot Size Acres 1.8
Other Equipment Generator

Amenities

  • Foreclosure
  • Views
  • Short Sale
  • New Construction
  • Adult 55+
  • Lease To Own
  • No HOA Fees
  • Furnished
  • Primary On Main
  • Air Conditioning
  • Seller Finance
  • Green
  • Fixer Upper
  • Horse
  • Golf
  • Fireplace
  • Deck
  • Garage
  • Basement
  • Pool

Property vs Single Family Average in 06831

Price
AVG $4.19M
$6.15M
Year Built
AVG 1970
1923

Areas We Cover

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