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$8,795,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 6 Beds
  • 7 Full Baths
  • 3 Partial Baths
  • 8,273 Sq. Ft.
  • 5 Car Garage
  • Updated 1 day ago
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Majestic six bedroom manor, completely rebuilt with exceptional quality and craftsmanship, and sited on stunning 1.4 park-like acres in coveted Calhoun Drive Association. This distinguished residence is gracefully elevated to offer sweeping views of expansive lawns, lovely gardens and specimen trees. Impressive, sophisticated interiors throughout offer soaring ceilings, gleaming hardwood floors and sunlit living space. A grand foyer opens to a gracious floor plan of spacious rooms perfect for formal entertaining and casual living. Highlights include an airy sun room, coffered ceiling family room & breakfast room, all opening to a expansive terrace with stunning lawn and garden views. Generous space for a new custom kitchen. Luxurious primary suite features two marble Waterworks bathrooms, walk in closets and a sitting room with access to a private balcony. An additional private guest suite provides enhanced comfort for guests. A welcoming garden level offers a media room, wet bar, wine cellar, gym with full bath and playroom with access to a private outdoor covered terrace. The main residence has a three car garage. There is a charming two story carriage house with storage for two more cars. This stately home, located on a quiet cul-de-sac, is close to downtown Greenwich with fine shopping and dining and transportation to NYC.

Full Property Details for 55 Calhoun Dr

General

  • Price: $8,795,000
  • HOA FEE: $1,700/month
  • HOA FEE FREQ.: Other
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24177074
  • Updated: 5/21/2026
  • Added to Site: 1 day(s) ago

Interior

  • Number of Rooms: 13
  • Fireplace: Yes
  • Number of Fireplaces: 4
  • Appliances: None

Rooms

Bathrooms

  • Total Bathrooms: 10
  • Full Bathrooms: 7
  • Half Bathrooms: 3
  • Full Bath: Lower
  • Partial Bath: Main

Bedrooms

  • Total Bedrooms: 6
  • Primary Suite: Balcony/Deck, Fireplace, Full Bath, Half Bath, Walk-In, Upper
  • Bedroom 1: Bedroom - Full Bath, Upper
  • Bedroom 2: Bedroom - Full Bath, Upper
  • Bedroom 3: Bedroom - Full Bath, Upper
  • Bedroom 4: Bedroom - Full Bath, Upper
  • Bedroom 5: Bedroom - Full Bath, Upper

Other Rooms

  • Living Room: Living Room - Fireplace, Main
  • Family Room: Family Room - Fireplace, Main
  • Eat In Kitchen: Eat-In Kitchen - Breakfast Nook, Main
  • Dining Room: Dining Room, Main
  • Office: Office - On 3rd Floor, Upper
  • Game room: Yes
  • Game Room: Rec/Play Room, Lower
  • Rec Room: Lower
  • Theater/Media: Media Room, Lower
  • Laundry: Upper Level

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 5
  • Parking: Attached Garage, Detached Garage

Location

  • County: Fairfield
  • Driving Directions: Glenville Road to Calhoun Drive.

School Information

  • Elementary School: Glenville
  • Middle School: Western
  • High School: Greenwich

Community

  • Association: Yes
  • Home Owners Assn.: 1
  • Assoc. Fees Include: Road Maintenance

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Hot Air, Natural Gas
  • Heating Fuel: Natural Gas
  • Water Heater: Other

Utilities

  • Sewer: Septic
  • Water: Public Water Connected

Structural Information

  • Architectural Style: Colonial
  • Construction Status: No/Resale
  • Exterior Const.: Wood, Stucco
  • Basement Desc.: Partial, Partially Finished, Partial With Walk-Out
  • Roof: Slate
  • Attic: Yes
  • Square Feet: 8,273
  • Above Ground: 6,937 Sq. Ft.
  • Below Ground: 1,336 Sq. Ft.
  • Year Built: 1929

Lot Features

  • Lot Size (Acres): 1.42
  • Zoning: RA-1
  • Lot Description: Level Lot, Rolling

Financial Considerations

  • Association Fee: $1,700
  • Assoc Fee Freq.: Other
  • Assessment Amount: $5,464,270
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 1843419

Listed by Houlihan Lawrence, Barbara Wells

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Listing agent

— 55 Calhoun Dr —

  • Barbara Wells

    Houlihan Lawrence

Agent Contact: (203) 912-5644 Office Contact: (203) 869-0700

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 55 Calhoun Dr

School District:Greenwich School District
NameGradesDistance
Glenville School
33 Riversville Road, Greenwich, CT 06831
K-51.2 mi
Western Middle School
1 Western Junior Highway, Greenwich, CT 06830
6-81.2 mi
Greenwich High School
10 Hillside Road, Greenwich, CT 06830
9-121.9 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 55 Calhoun Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/21/2026
Listed
$8,795,000
7.26%
MLS
8/20/2025
Sold
$8,200,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 55 Calhoun Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$36,493
—
$3,031,000
-2%
2023
$36,313
3%
$3,101,000
—
2023
$35,320
1%
$3,101,000
—
2022
$34,979
—
$3,101,000
-4%
2021
$34,979
-6%
$3,224,970
—
2020
$37,377
-1%
$3,224,970
—
2019
$37,668
10%
$3,224,970
7%
2018
$34,177
—
$3,005,870
—
2017
$34,177
2%
$3,005,870
—
2016
$33,666
10%
$3,005,870
11%
2015
$30,587
3%
$2,714,040
—
2014
$29,773
3%
$2,714,040
—
2013
$28,986
—
$2,714,040
—
2011
$28,986
—
$2,714,040
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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Listed by Houlihan Lawrence, Barbara Wells

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55 Calhoun Drive, Greenwich, CT 06831 (MLS# 24177074) is a Single Family property with 6 bedrooms, 7 full bathrooms and 3 partial bathrooms. 55 Calhoun Drive is currently listed for $8,795,000 and was received on May 21, 2026. Want to learn more about 55 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.

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