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21 Calhoun DriveGreenwich, CT 06831

Single Family · 5 Beds · 7 Full Baths · 3 Half Baths · 7,632 Sq. ft. | 1.81 Acres
$6,250,000 Active

21 Calhoun Drive Overview

Time on Site:
430 days

Welcome to Park Hill, a legacy property--reimagined for the way you live today. This 1923 English Manor tucked within a prestigious private association, offering the perfect escape just moments from NYC. Thoughtfully updated for today's lifestyle while preserving its timeless architectural pedigree, this is a rare opportunity to own a true Greenwich estate with the ease and sophistication sought by buyers. Set on 1.81 acres of private, park-like grounds, the property delivers the kind of space, quiet and natural beauty that feels worlds away--yet remains effortlessly connected. Grand-scale entertaining rooms, multiple living spaces and refined interiors create an ideal setting for both elegant gatherings and everyday living. Amenities include an indoor pool and private gym. Originally built in 1923 in the English Tudor Revival style and enhanced with 2025 updates, Park Hill seamlessly blends historic character with modern luxury. The indoor pool and private gym--bringing a full-wellness experience home--along with a three-car garage and circular driveway that lend both convenience and presence. With approvals in place for an accessory structure, the estate also offers future flexibility to expand or customize. Located just minutes from town, schools and Metro-North, 21 Calhoun Drive provides the rare combination of privacy, prestige, and proximity that discerning buyers demand.

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21 Calhoun Drive Facts & Features

  • Type Single Family
  • Sq. ft. 7,632
  • Price/Sq.ft. $819
  • Lot 1.81 Acres

Details

General

Association/HOA

  • Association Fee: $1,600.00
  • Association Name: Calhoun Drive
  • Association: Yes

School Information

  • Elementary School: Glenville
  • Middle Or Junior School: Western

Building Information

  • New Construction: No
  • Year Built: 1923

Location/Region

  • County Or Parish: Fairfield
  • MLS Area Major: 3 - Greenwich
  • MLS Area Minor: 3 - Greenwich

Tax Information

  • Tax Annual Amount: $29,278.77
  • Tax Assessed Value: $2,431,590.00

General Information

  • Inclusions: Washer/Dryer, All Kitchen Applncs
  • Parcel Number: 07-2043
  • Property Condition: Antique
  • Property Sub Type: Single Family Residence
  • Property Type: Residential
  • Zoning: RA-1

Interior

Parking Information

  • Garage Spaces: 3.0

Beds/Baths

  • Bathrooms Full: 7
  • Bathrooms Half: 3
  • Bathrooms Total: 10
  • Bedrooms Total: 5

Building Interior

  • Building Area Source: Taxcard
  • Building Area Total: 7632.0

General Information

  • Basement: Walk-Out Access, Partially Finished
  • Fireplace: Yes
  • Fireplaces Total: 6
  • Interior Features: Kitchen Island, Back Stairs, Hot Tub
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Security Features: Security System

Exterior

Parking Information

  • Parking Features: Attached Garage, Garage Door Opener

Lot Information

  • Lot Features: Parklike
  • Lot Size Acres: 1.81
  • Lot Size Area: 1.81
  • Lot Size Square Feet: 78843.6
  • Lot Size Units: Acres
  • Water Source: Public

Building Exterior/Construction

  • Architectural Style: English Manor
  • Construction Materials: Brick, Stucco
  • Patio And Porch Features: Terrace
  • Roof: Slate, Architectural Shngle

General Information

  • Pool Private: Yes
  • Sewer: Septic Tank
  • Utilities: Cable Connected

21 Calhoun Drive Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

21 Calhoun Drive Market Data

Based on the last 30 days in this zip code

$5,601,654
Average List Price
$881
Average Price per Square Foot
22
Properties Sold
80
Average Days on Market
128
Properties for Sale
Calculations provided by Reliance Network

21 Calhoun Drive History

Date Event Value Agent
5/7/2026Source: Greenwich MLS Price Reduction
$6,250,000 -2.3%
3/24/2026Source: Greenwich MLS Price Reduction
$6,395,000 -1.6%
11/14/2025Source: Greenwich MLS Price Reduction
$6,500,000 -4.4%
4/25/2025Source: Greenwich MLS Added to Database
April 25, 2025
6/20/2022Source: Smart MLS Added to Database
September 13, 2021
Listing provided courtesy of Sotheby's International Realty- MLS# 122588MLS Provider