Re-built in 2008 using the highest level of craftsmanship, located in the desirable Calhoun Drive Association, this residence sits gracefully elevated, offering sweeping views of expansive lawns with mature specimen trees.
Step through bespoke double mahogany doors into a grand foyer featuring tall ceilings, hardwood floors and exquisite millwork throughout. Designed for both gracious everyday living and stylish entertaining, the home offers a seamless flow between generously proportioned spaces. A sun-drenched sunroom, family room, and a kitchen with adjoining breakfast area all open onto an expansive terrace—perfect for indoor-outdoor living and dining. There are multiple office spaces and incredible storage throughout.
Upstairs, the luxurious primary suite offers a serene retreat with sitting room, private terrace, walk in closets and two baths. There are five additional sun-filled double bedrooms each with its own Waterworks bathroom. An additional private guest suite provides added comfort and privacy.
The walk-out lower level is designed for recreation and relaxation, featuring a family room, gym, wine cellar, and a spacious entertainment area including kitchenette that opens to a covered patio.
55 Calhoun also includes a charming two-story original carriage house currently used for additional garaging (five in total) adding both character and versatility to the property.
This distinguished and private home is a rare opportunity to enjoy refined living with close proximity to all the town of Greenwich, Connecticut has to offer.
Under contract
$8,250,000
55 Calhoun Dr, Greenwich, CT 06831
6beds
8,722sqft
Est.:
Residential, Single Family Residence
Built in 1929
1.42 Acres Lot
$7,950,800 Zestimate®
$946/sqft
$-- HOA
What's special
Private guest suiteExpansive terraceSun-drenched sunroomExquisite millworkGrand foyerIncredible storageFamily room
- 42 days
- on Zillow |
- 2,125 |
- 102 |
Zillow last checked: 7 hours ago
Listing updated: June 24, 2025 at 08:53am
Listed by:
Ellen Mosher 203-705-9680,
Houlihan Lawrence
Source: Greenwich MLS, Inc.,MLS#: 122791

Travel times
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 10
- Full bathrooms: 7
- 1/2 bathrooms: 3
Heating
- Forced Air, Natural Gas
Cooling
- Central Air
Appliances
- Laundry: Laundry Room
Features
- Kitchen Island
- Basement: Finished,Walk-Out Access
- Number of fireplaces: 4
Interior area
- Total structure area: 8,722
- Total interior livable area: 8,722 sqft
Property
Parking
- Total spaces: 5
- Parking features: Garage
- Garage spaces: 5
Features
- Exterior features: Balcony
Lot
- Size: 1.42 Acres
- Features: Hilly, Level
Details
- Additional structures: Carriage House
- Parcel number: 071275
- Zoning: RA-1
- Other equipment: Generator
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial
- Property subtype: Residential, Single Family Residence
Materials
- Wood Siding, Stucco
- Roof: Slate
Condition
- Year built: 1929
- Major remodel year: 2008
Utilities & green energy
- Sewer: Septic Tank
- Water: Public
Community & HOA
Community
- Security: Security System
HOA
- HOA name: Calhoun Drive
Location
- Region: Greenwich
Financial & listing details
- Price per square foot: $946/sqft
- Tax assessed value: $3,031,000
- Annual tax amount: $36,313
- Date on market: 5/15/2025
- Inclusions: Call LB
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