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$6,250,000

  • For Sale
  • Active
  • Single Family
  • 5 Beds
  • 7 Full Baths
  • 3 Partial Baths
  • 7,632 Sq. Ft.
  • 3 Car Garage
  • Updated 1 day ago
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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.

Full Property Details for 21 Calhoun Dr

General

  • Price: $6,250,000
  • Taxes: $29,278
  • Status: Active
  • Type: Single Family
  • Source: Greenwich
  • MLS ID: 122588
  • Updated: 5/22/2026
  • Added to Site: 28 day(s) ago

Interior

  • Interior Features: Kitchen Island, Back Stairs, Hot Tub
  • Number of Fireplaces: 6

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 5

Other Rooms

  • Laundry: Laundry Room

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Indoor
  • Security/Safety: Security System
  • Equipment: Generator

Exterior

  • Porch/Patio/Deck: Terrace

Parking

  • Garage: Yes
  • Garage Spaces: 3

Location

  • Area: 3 - Greenwich
  • County: Fairfield
  • Driving Directions: GPS Friendly

School Information

  • Elementary School: Glenville
  • Middle School: Western

Community

  • Association: Yes
  • Assoc. Name: Calhoun Drive

Heating & Cooling

  • Central air: Yes
  • Air Conditioning: Yes
  • Cooling Type: Central Air
  • Heating Type: Natural Gas, Combination
  • Heating Fuel: Gas
  • Water Heater: Gas

Utilities

  • Gas: Public Utility
  • Sewer: Septic Tank
  • Water: Public
  • Utility Description: Cable Connected

Structural Information

  • Architectural Style: English Manor
  • Construction: Brick, Stucco
  • Basement Desc.: Walk-Out Access, Partially Finished
  • Roof: Slate, Architectural Shingles
  • Square Feet: 7,632
  • Sq. Ft. Source: Taxcard
  • Year Built: 1923
  • Year Addition: 2000
  • Remodeled/Updated: 2025

Lot Features

  • Lot Size (Acres): 1.81
  • Lot Size (Sq. Ft.): 78,843.6
  • Lot Features: Parklike
  • Zoning: RA-1
  • Lot Description: Park

Financial Considerations

  • Price Per Sq. Ft.: $818.92
  • Tax Amount: $29,278

Disclosures and Reports

  • Inclusions: Washer/Dryer, All Kitchen Applncs
  • Property ID: 07-2043

Listed by Sotheby's International Realty

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Listing agent

— 21 Calhoun Dr —

  • Sotheby's International Realty

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 21 Calhoun Dr

School District:Greenwich School District
NameGradesDistance
Glenville School
33 Riversville Road, Greenwich, CT 06831
K-51.1 mi
Western Middle School
1 Western Junior Highway, Greenwich, CT 06830
6-81.4 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-121.8 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 21 Calhoun Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/07/2026
Price Reduced
$6,250,000
-2.27%
MLS
3/24/2026
Price Reduced
$6,395,000
-1.62%
MLS
11/14/2025
Price Reduced
$6,500,000
-4.41%
MLS
4/25/2025
Listed
$6,800,000
—
MLS
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 21 Calhoun Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$29,276
3%
$2,431,590
—
2023
$28,474
3%
$2,431,590
—
2023
$27,696
1%
$2,431,590
—
2022
$27,428
—
$2,431,590
-11%
2021
$27,428
-13%
$2,721,460
—
2020
$31,542
1%
$2,721,460
2%
2019
$31,287
3%
$2,678,690
—
2018
$30,457
-3%
$2,678,690
-3%
2017
$31,408
2%
$2,762,340
—
2016
$30,938
-1%
$2,762,340
-1%
2015
$31,378
3%
$2,784,180
—
2014
$30,542
3%
$2,784,180
—
2013
$29,735
—
$2,784,180
—
2011
$29,735
—
$2,784,180
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Sotheby's International Realty

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21 Calhoun Drive, Greenwich, CT 06831 (MLS# 122588) is a Single Family property with 5 bedrooms, 7 full bathrooms and 3 partial bathrooms. 21 Calhoun Drive is currently listed for $6,250,000 and was received on May 22, 2026. Want to learn more about 21 Calhoun Drive? Do you have questions about finding other Single Family real estate for sale in Greenwich? You can browse all Greenwich real estate or contact a Coldwell Banker agent to request more information.

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