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21 Calhoun DriveGreenwich, CT 06831

For Sale

$6,250,000

Smart Buyer Rebate $62,500

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.

Listed by Danielle Claroni

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License #REB.0755579

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Sotheby's International Realty

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203-570-8110

Last updated June 03, 2026

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Source: FlexMLS #122588

Listing Facts

  • TypeSingle-family
  • NeighborhoodPemberwick
  • Bedrooms5
  • Bathrooms8.5
  • Days on Prevu25
  • HOA/Maint. Fees$1,600/year
  • Taxes$29,278.77/year
  • Size7,632 sqft
  • Price per sqft$819

Amenities

  • Private Outdoor Space
  • Washer/Dryer
  • Air Conditioning
  • Parking

Location

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Listing History

05/22/2026
Price Decreased
$6,250,000
05/22/2026
Listed by Sotheby's International Realty
$6,800,000

Property Details for 21 Calhoun Drive

Association

Fees

  • Association Fee: $1,600.00 Annually

General

  • Association Name: Calhoun Drive

Exterior

Construction

  • Property Condition: Antique
  • Roof: Slate, Architectural Shngle
  • Year Built: 1923
  • Architectural Style: English Manor
  • Construction Materials: Brick, Stucco

Features

  • Patio And Porch Features: Terrace
  • Pool Private: Yes

Measurements

  • Building Area Total: 7,632
  • Lot Features: Parklike
  • Lot Size Acres: 1.81
  • Lot Size Area: 1
  • Lot Size Square Feet: 78,843
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 07-2043
  • Tax Annual Amount: $29,278.77
  • Tax Assessed Value: $2,431,590.00

Interior

Features

  • Fireplace: Yes
  • Fireplaces Total: 6
  • Interior Features: Kitchen Island, Back Stairs, Hot Tub

Rooms

  • Basement: Walk-Out Access, Partially Finished
  • Bathrooms Full: 7
  • Bathrooms Half: 3
  • Bathrooms Total Integer: 10
  • Bedrooms Total: 5

Other

Location

  • City Region: South Parkway

Parking

Parking

  • Garage Spaces: 3
  • Parking Features: Attached Garage, Garage Door Opener

Schools

Elementary School

  • Elementary School: Glenville

Middle or Junior School

  • Middle Or Junior School: Western

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Natural Gas, Combination
  • Has Heating: Yes
  • Laundry Features: Laundry Room
  • Other Equipment: Generator
  • Sewer: Septic Tank
  • Utilities: Cable Connected
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 5 bedrooms and 8.5 bathrooms in this single-family home at 21 Calhoun Drive.

What schools are nearby to 21 Calhoun Drive?

Nearby schools include the Glenville Elementary School and Western Middle School.

Does this single-family home have parking?

Yes, there are 3 parking spaces available for 21 Calhoun Drive.

What are the annual taxes for 21 Calhoun Drive?

Annual taxes for this single-family home are estimated at $29,278.

How does 21 Calhoun Drive compare to other single-family homes in Pemberwick?

This single-family home is listed 135% above the average price for single-family homes in Pemberwick and has been on the market for 52 less days than the typical home in this area.

What building or home owners association is the single-family home part of?

This single-family home is part of the Calhoun Drive home owners association.

What is the square footage on this single-family home?

According to the MLS, this listing is 7,632 sqft.

21 Calhoun Drive is a 5-bedroom, 8.5-bath single-family home for sale in Greenwich CT 06831. On Prevu for 25 days at $6,250,000. This includes a recent price decrease of $145,000. This home features 7,632 square feet of living space, located in Pemberwick. The median listing price for single-family homes in this area is $1,997,500. Nearby schools include Glenville Elementary School and Western Middle School. The home offers private outdoor space, air conditioning, parking, and washer/dryer. View other single-family home listings in Fairfield County.

Based on information from Greenwich Multiple Listing Service, Inc. and/or other sources. All data, including all measurements and calculations of area, is obtained from various sources and has not been, and will not be, verified by Prevu or the MLS. Information is provided exclusively for consumer's personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumer may be interested in purchasing.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.