21 Calhoun Drive, Greenwich, CT 06831
Local realty services provided by:CENTURY 21 Classic Homes
21 Calhoun Drive,Greenwich, CT 06831
$6,150,000
- 5 Beds
- 8 Baths
- 6,143 sq. ft.
- Single family
- Active
Upcoming open houses
- Sat, Sep 1204:00 pm - 06:00 pm
Listed by: danielle malloy(203) 921-9987
Office: serhant connecticut, llc(203) 489-7800
MLS#:24205524
Source:CT
Price summary
- Price:$6,150,000
- Price per sq. ft.:$1,001.14
- Monthly HOA dues:$133.33
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....
Contact an agent
Home facts
- Year built:1923
- Listing ID #:24205524
- Added:2 day(s) ago
- Updated:September 11, 2026 at 11:34 AM
Rooms and interior
- Bedrooms:5
- Total bathrooms:8
- Full bathrooms:6
- Half bathrooms:2
- Rooms Total:13
- Kitchen Description:Dishwasher, Freezer, Gas Range, Microwave, Refrigerator, Wall Oven, Wine Chiller
- Basement Description:Full Basement
- Living area:6,143 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Hot Water
- Central air:Yes
Structure and exterior
- Roof:Shingle, Slate
- Year built:1923
- Building area:6,143 sq. ft.
- Lot area:1.8 Acres
- Lot Features:Level Lot
- Architectural Style:Tudor
- Construction Materials:Brick, Stucco
- Exterior Features:Patio
Schools
- High school:Greenwich
- Middle school:Western
- Elementary school:Glenville
Utilities
- Water:Public Water Connected
- Sewer:Septic
Finances and disclosures
- Price:$6,150,000
- Price per sq. ft.:$1,001.14
- Tax amount:$37,450 (July 2026-June 2027)
Features and amenities
- Appliances:Dishwasher, Freezer, Gas Range, Microwave, Refrigerator, Wall Oven, Wine Chiller
- Pool features:Indoor Pool
Parking
- Parking description:Attached Garage
- Garage:Yes
- Garage spaces:3
New listings near 21 Calhoun Drive
- New
$9,995,000Active6 beds 9 baths7,838 sq. ft.41 Mohawk Lane, Greenwich, CT 06831
MLS# 24205774Listed by: Corcoran Centric Realty - Open Sat, 12 to 3pmNew
$3,450,000Active5 beds 5 baths4,274 sq. ft.18 Shady Brook Lane, Greenwich, CT 06831
MLS# 24202309Listed by: Berkshire Hathaway NE Prop. - Open Sat, 12 to 2pmNew
$3,250,000Active4 beds 3 baths2,763 sq. ft.9 Old Forge Road, Greenwich, CT 06830
MLS# 24198837Listed by: Houlihan Lawrence - Open Sat, 2 to 3pmNew
$1,300,000Active2 beds 3 baths1,860 sq. ft.12 Glenville Street #108, Greenwich, CT 06831
MLS# 24203675Listed by: Serhant Connecticut, LLC - Open Sat, 11am to 1pmNew
$3,495,000Active5 beds 5 baths5,354 sq. ft.89 Indian Field Road, Greenwich, CT 06830
MLS# 24201665Listed by: Serhant Connecticut, LLC - New
$4,250,000Active5 beds 6 baths5,482 sq. ft.7 Bailiwick Road, Greenwich, CT 06831
MLS# 24205146Listed by: Compass Connecticut, LLC - Open Sat, 1 to 3pmNew
$4,500,000Active5 beds 6 baths5,281 sq. ft.739 Lake Avenue, Greenwich, CT 06830
MLS# 24204371Listed by: Houlihan Lawrence - New
$5,850,000Active4 beds 4 baths3,918 sq. ft.96 East Elm Street #1, Greenwich, CT 06830
MLS# 24204408Listed by: Houlihan Lawrence - New
$995,000Active4 beds 2 baths1,909 sq. ft.32 Josephine Evaristo Avenue, Greenwich, CT 06830
MLS# 24204567Listed by: Mike Parelli Real Estate, LLC