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21 Calhoun Drive

Greenwich, CT 06831
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Bed 5

Bed

Bath 8

Bath

SqFt6,143

Sqft

Acres1.80

Acres(Lot)

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, compl ete 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.

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Detail Ic Property Details

Property Type : Residential

Price : $6,150,000

AD Id : 91097944

MLS Id : 24205524

Beds : 5

Lot Size : 1.80 Acres

Living Area Size : 6,143

Tax Amount : 37450.00

Year Built : 1923

Garage : 3

County : Fairfield

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Map

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Feature Features

  • Bedroom Information

    Total beds: 5

    Bathroom Information

    Total Baths: 8 Full Baths: 6 Half Baths: 2

    Room Information

    Rooms Total: 13 Has Basement: Yes Basement: Full
  • Roofing Information

    Shingle
  • Interior Features

    Roof: Shingle Appliances: Dishwasher, Freezer, Gas Range, Microwave, Refrigerator, Oven, Wine Cooler Laundry Features: Main Level
  • Heating & Cooling

    Has Heating: Yes Heating: Natural Gas, Hot Water Has Cooling: Yes Cooling: Central Air

  • Building Information

    Year Built: 1923 Building Area Total: 6143 Construction Materials: Brick, Stucco Patio And Porch Features: Patio Pool Features: Indoor, Outdoor Pool Private Pool: No Association Fee Frequency: Annually

  • Lot Information

    Lot Size Acres: 1.8 Lot Description: Level

  • Listing Price Information

    Listing Price: $6150000

  • Tax Information

    Parcel Number: 1843441 Annual Tax: $37450

  • Parking Information

    Attached

    Garage Information

    Has Garage: Yes Has Attached Garage: Yes Garage Space: 3
    Homeowners Association Information
    Has Association: Yes Included Fees: Snow Removal HOA: $1,600.00

  • School Information

    Elementary School: Glenville
    Junior High School: Western
    Senior High School: Greenwich
  • Location Information

    Direction: GPS WaterSource: Public
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Nearby Home Value

Address Estimate Bed Bath Sq. Ft Lot Size
34 Carrington Drive, Greenwich, CT, 06831 $8,250,000 6 9 9,440 3.58 Acres
67 Stag Lane, Greenwich, CT, 06831 $10,995,000 6 10 12,310 5.03 Acres
74 Glenville Road, Greenwich, CT, 06831 $4,500,000 5 6 4,937 1.92 Acres
55 Calhoun Drive, Greenwich, CT, 06831 $8,795,000 6 10 8,273 1.42 Acres
16 Dale Drive, Greenwich, CT, 06831 $1,695,000 4 3 2,300 0.12 Acre
23 Wyckham Hill Lane, Greenwich, CT, 06831 $6,995,000 6 8 8,335 2.16 Acres
38 Francis Lane, Greenwich, CT, 06831 $1,395,000 4 2 1,605 0.14 Acre
52 Francis Lane, Greenwich, CT, 06831 $1,895,000 3 4 3,049 0.22 Acre
52 Francis Lane, Greenwich, CT, 06831 $1,895,000 3 4 3,049 0.22 Acre
241 Pemberwick Road, Greenwich, CT, 06831 $2,100,000 6 5 2,990 0.33 Acre

IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. The listing broker’s offer of compensation is made only to participants of the MLS where the listing is filed.

ByOwner last updated this listing 09/13/2026 @ 08:51

MLS: 24205524 LISTED BY: Danielle Malloy, Serhant Connecticut, LLC SOURCE: SmartMLS

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