For Sale
New7 days ago
Single family home for sale at 21 Calhoun Dr, Greenwich, CT 06831 | MLS# 24205524 | Listing updated on 2026-09-15
Photo 1 of Single family home for sale at 21 Calhoun Dr, Greenwich, CT 06831 | MLS# 24205524 | Listing updated on 2026-09-15
Photo 2 of Single family home for sale at 21 Calhoun Dr, Greenwich, CT 06831 | MLS# 24205524 | Listing updated on 2026-09-15
Photo 3 of Single family home for sale at 21 Calhoun Dr, Greenwich, CT 06831 | MLS# 24205524 | Listing updated on 2026-09-15
Photo 4 of Single family home for sale at 21 Calhoun Dr, Greenwich, CT 06831 | MLS# 24205524 | Listing updated on 2026-09-15
16+
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Street View

$6,150,000

Monthly Est:$30,611

  • Beds Icon5 Beds
  • Beds Icon
    8 Baths
  • Beds Icon6,143sqft

21 Calhoun Dr, Greenwich, CT 06831

$30,611/moEst:

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  • Single Family Residence

  • Built in 1923

  • $133.33/mo HOA

  • 1.8 acres lot

  • $1,001/sq.ft

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 ...

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  • Houzeo last checked: 0 minutes ago
  • Listing updated: September 15, 2026 at 8:11 pm
  • Listing Provided by: Danielle Malloy | Serhant Connecticut, LLC
  • Source: SMART MLS-CT | MLS#: 24205524 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Fairfield County

  • City

    Greenwich

  • Neighborhood

    --

  • Year Built

    1923

  • HOA Fees

    $133.33/mo

  • Finished Area

    6,143 sqft

  • Lot Size

    1.8 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24205524

  • MLS Status

    Active

  • Days on Market

    6

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HOA Management

1

HOA Fees

$1,600/ Annually

Amenities

Amenities and services may be covered by one or multiple associations and service providers.

Road Maintenance Road Maintenance

Snow Removal Snow Removal

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 5

    Bathrooms: 8

Interior

  • Exterior Features

    Patio

  • Appliances

    Gas Range, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Wine Chiller

  • Sewer

    Septic

  • Cooling

    Central Air

  • Heating

    Hot Water, Natural Gas

Construction

  • Year Built

    Year Built: 1923

  • Home type

    Single Family Residence

  • Foundation Details

    Stone

  • Architectural Style

    Tudor

  • Roof

    Shingle, Slate

Utilities & Energy

  • Parking Features

    Attached Garage

  • Basement

    Full

  • Water Source

    Public Water Connected

  • Laundry Features

    Lower Level, Main Level

  • Pool Features

    Indoor Pool

Other Features

  • Lot Features

    Level Lot

  • Subdivision Name

    N/a

Price History

DateEventPrice

09/09/2026

Source: mls_logoSMART MLS-CT #24205524

Listed for Sale

$6,150,000 +22263.64%

$1,001/sqft

07/31/2020

Source: #170318192

Sold

$27,500

$4/sqft

Getting Around 21 Calhoun Dr

Bike Score®

Bike Score

Somewhat Bikeable

22/100

Walk Score®

Walk Score

Car-Dependent

10/100

Data provided by Redfin

Based on information provided to and compiled by the SMART MLS, Inc. through Sep 16, 2026, 03:15AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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