21 Calhoun Dr Greenwich, CT, 06831

single family home
$ 6,150,000 For Sale Active Sep 8, 2026
  • 5 beds
  • 8 baths
  • 6,143 sq ft
  • 1.8 acres
  • 1923 year built
  • indoor pool
  • 3 cars garage

About the Home

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.

Rooms & Interior

5 bedrooms beds
6 full + 2 half baths
6,143 square feet sq ft

Room Details

  • Full Bath (Main Level)
  • Dining Room (Main Level)
  • Bedroom (Upper Level)
  • Primary Bedroom (Upper Level)
  • Primary Bath (Upper Level)
  • Primary Bath (Upper Level)
  • Other (Lower Level)
  • Half Bath (Lower Level)
  • Family Room (Main Level)
  • Kitchen (Main Level)
  • Library (Main Level)
  • Full Bath (Upper Level)
  • Other (Lower Level)
  • Full Bath (Upper Level)
  • Other (Lower Level)
  • Sun Room (Main Level)
  • Living Room (Main Level)
  • Full Bath (Upper Level)
  • Bedroom (Upper Level)
  • Bedroom (Upper Level)
  • Bedroom (Upper Level)
  • Rec/Play Room (Lower Level)
  • Den (Lower Level)

Home Features

Heating

  • Fireplaces: 6
  • Heating: hot water
  • Heat fuel type: natural gas

Cooling

  • Central air

Appliances

  • Gas range
  • Wall oven
  • Microwave
  • Refrigerator
  • Freezer
  • Dishwasher
  • Wine chiller

Attic

  • Unfinished
  • Pull-down stairs

Basement

  • Full

Laundry

  • Lower level
  • Main level

Exterior Features

  • Patio

Property Details

Parking

  • Garage spaces: 3
  • Attached garage

Swimming Pool

  • Indoor pool

Lot Details

  • Lot surface: 1.8 acres
  • Level lot

Utilities

  • Water: public water connected
  • Sewage: septic

HOA Fee

  • $ 1,600 annually

Construction Details

Style
tudor

Construction year
1923

Exterior Siding
brick, stucco

Foundation
stone

Roof
shingle, slate


Area & Town

This home is located in Mid-Country neighborhood, in the town of Greenwich.

Finance & Listing Info

Status Active
Listing date September 08, 2026
List price $ 6,150,000
Current price $ 6,150,000
Tax amount $ 37,450
Tax year july 2026-june 2027
MLS ID #24205524
List Agent Danielle Malloy
List Office Serhant Connecticut, LLC

21 Calhoun Drive Home Photos

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