Date
Details
Price
Change
Source
9/08/2026
Listed
$6,150,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
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1/20
$6,150,000
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1/20
Property 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 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.
Full Property Details
Full Property Details for 21 Calhoun Dr
General
- Price: $6,150,000
- HOA FEE: $133/month
- HOA FEE FREQ.: Annually
- Taxes: (July 2026-June 2027)
- Status: Active
- Type: Single Family
- Source: SMARTMLS
- MLS ID: 24205524
- Updated: 9/15/2026
- Added to Site: 10 day(s) ago
Interior
- Number of Rooms: 13
- Fireplace: Yes
- Number of Fireplaces: 6
- Appliances: Gas Range, Wall Oven, Microwave, Refrigerator, Freezer, Dishwasher, Wine Chiller
Rooms
Bathrooms
- Total Bathrooms: 8
- Full Bathrooms: 6
- Half Bathrooms: 2
- Primary Bathroom: Primary Bath, Upper
- Full Bath: Main
- Partial Bath: Lower
Bedrooms
- Total Bedrooms: 5
- Primary Bedroom: Primary Bedroom, Upper
- Bedroom 1: Bedroom, Upper
- Bedroom 2: Bedroom, Upper
- Bedroom 3: Bedroom, Upper
- Bedroom 4: Bedroom, Upper
Other Rooms
- Living Room: Living Room, Main
- Family Room: Family Room, Main
- Kitchen: Kitchen, Main
- Dining Room: Dining Room, Main
- Den: Den, Lower
- Library: Library, Main
- Extra Room 1: Primary Bath, Upper
- Game room: Yes
- Game Room: Rec/Play Room, Lower
- Rec Room: Lower
- Laundry: Lower Level, Main Level
- Other Room 1: Other, Lower
- Other Room 2: Other, Lower
- Other Room 3: Other, Lower
Additional Information
- Pool: Yes
- Pool Description: Indoor Pool
Exterior
- Exterior Features: Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 3
- Parking: Attached Garage
Location
- County: Fairfield
- Driving Directions: GPS
School Information
- Elementary School: Glenville
- Middle School: Western
- High School: Greenwich
Community
- Association: Yes
- Home Owners Assn.: 1
- Assoc. Fees Include: Snow Removal, Road Maintenance
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Hot Water, Natural Gas
- Heating Fuel: Natural Gas
- Water Heater: Tank Size Unknown
Utilities
- Sewer: Septic
- Water: Public Water Connected
Structural Information
- Architectural Style: Tudor
- Construction Status: No/Resale
- Exterior Const.: Brick, Stucco
- Basement Desc.: Full
- Roof: Shingle, Slate
- Attic: Yes
- Square Feet: 6,143
- Above Ground: 6,143 Sq. Ft.
- Year Built: 1923
Lot Features
- Lot Size (Acres): 1.8
- Zoning: RA-1
- Lot Description: Level Lot
Financial Considerations
- Association Fee: $1,600
- Assoc Fee Freq.: Annually
- Assessment Amount: $3,698,730
- Tax Year: July 2026-June 2027
Disclosures and Reports
- Property ID: 1843441
Listed by Serhant Connecticut, LLC, Danielle Malloy
We Value Your Privacy
We Value Your Privacy
We Value Your Privacy
Listing agent
— 21 Calhoun Dr —
Danielle Malloy
Serhant Connecticut, LLC
Agent Contact: (203) 921-9987 Office Contact: (203) 489-7800
NMLS#: 1598647Get Pre-Approved Today
Schools
Schools serving 21 Calhoun Dr
School District:Greenwich School District
| Name | Grades | Distance |
|---|---|---|
Glenville School 33 Riversville Road, Greenwich, CT 06831 | K-5 | 1.1 mi |
Western Middle School 1 Western Junior Highway, Greenwich, CT 06830 | 6-8 | 1.4 mi |
Greenwich High School 10 Hillside Road, Greenwich, CT 06830 | 9-12 | 1.8 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
Tax History
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
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 21 Calhoun Dr
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21 Calhoun Drive, Greenwich, CT 06831 (MLS# 24205524) is a Single Family property with 5 bedrooms, 6 full bathrooms and 2 partial bathrooms. 21 Calhoun Drive is currently listed for $6,150,000 and was received on September 08, 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.