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21 Calhoun Drive, Greenwich, CT 06831

Single Family For Sale

$6,150,000
$1,001/sqft
21 Calhoun Drive, Greenwich, CT
Active Open House 9/17 · 11am–2pm
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5
Bedrooms
8
Bathrooms
6,143
Sq Ft
1.8
Acres
1923
Year Built

About This 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.

Listed by Danielle Malloy (203) 921-9987 with Serhant Connecticut, LLC (203) 489-7800

Listing Snapshot

Price $6,150,000 Days on Our Site 7 days
Property Tax $37,450/yr Style Tudor
Year Built 1923 Total Sq Ft 6,143
Lot Size 1.8 acres HOA Fees $1,600/yr
Bedrooms 5 Full Bathrooms 6
Total Rooms 13 Half Baths 2

Key Features

Appliances
  • Gas Range
  • Wall Oven
  • Microwave
  • Refrigerator
  • Freezer
  • Dishwasher
  • Wine Chiller
Outdoor
  • Patio
  • Indoor Pool

Structure & Parking

Construction Brick,Stucco
Roof Shingle,Slate
Garage Spaces 3
Garage Type Attached Garage

Systems & Utilities

Heat Hot Water
Fuel Natural Gas
Cooling Central Air
Hot Water Tank Size Unknown
Water Public Water Connected
Sewer Septic

Schools

Elem Glenville
Middle Western
High Greenwich

Mortgage Calculator

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Est. Monthly Payment —
Principal & Interest —
Est. Property Tax $3,121/mo
Est. Home Insurance —

Estimate only. Contact a lender for accurate figures.

Listing History

Date Event Price
Sep 8, 2026 Listed $6,150,000

Frequently Asked Questions

How much does 21 Calhoun Drive in Greenwich, CT cost?
This property is listed at $6,150,000, which works out to $1,001 per square foot.
How many bedrooms does 21 Calhoun Drive have?
This home has 5 bedrooms and 8 bathrooms.
What is the square footage of 21 Calhoun Drive?
The home is 6,143 square feet, situated on 1.8 acres.
When was 21 Calhoun Drive in Greenwich built?
This property was built in 1923.
Is 21 Calhoun Drive, Greenwich, CT still available?
The current MLS status of this property is "Active". Contact RYZE Realty Group for the latest availability.
What school district is 21 Calhoun Drive, Greenwich in?
This home is served by the Greenwich public school system, with Glenville as the elementary school and Greenwich as the high school.
How do I schedule a tour of 21 Calhoun Drive, Greenwich, CT?
Contact RYZE Realty Group to schedule a private showing. You can submit a tour request directly on this page or call our office.

Listing Agent

Danielle Malloy · (203) 921-9987

Serhant Connecticut, LLC · (203) 489-7800

MLS# 24205524 · Data provided by SmartMLS. Information deemed reliable but not guaranteed.
Listing updated Sep 15, 2026 8:11 PM UTC