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Pending
  • $4,795,000

    8 Chieftans Rd, Greenwich, CT 06831

    5beds
    10,640sqft
    : 
    Residential, Single Family Residence
    Built in 1996
    1.19 Acres Lot
    $4,436,500 Zestimate®
    $451/sqft
    $2,500/mo HOA

    What's special

    Sparkling poolAllee of pear treesEnglish pub barWine cellarLarge walk-in closetsWrought iron gates
    GRAND, GRAND, GRAND with 10,000+ sq.ft. lifestyle. Greenwich's prestigious loc. CHIEFTANS offering 24/7 gatehouse sec.+concierge serv. Impressive wrought iron gates swing open, they reveal the allee of pear trees to paradise.This est's prop. was the orig. 1911 Borden Milk fortune. Bespoke without maintenance. One of the larger palatial gems sitting back against the Fairchild Gardens Nature Preserve. Sparkling pool w/a waterfall/spa, 2 tier terraces+a custom oasis for add. entertaining. Impressive 2-story entrance ushers you to the perfect hm. Spac. formal rms, fab. prim. suite w/2 sep. bths, + large walk-in closets. LL has an English Pub bar, media rm, exercise rm, wine cellar + firepit! This hm has the very BEST privacy. Previously, owned by several celebrities. 28 luxury residences.
    262 days
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    210
    |
    1
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    Zillow last checked: 8 hours ago

    Listing updated: December 05, 2025 at 12:55pm

    Listed by:

    Janet Milligan 203-253-1770,

    Sotheby's International Realty

    Source: Greenwich MLS, Inc.,MLS#: 122626MLS Logo

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 5
    • Bathrooms: 10
    • Full bathrooms: 7
    • 1/2 bathrooms: 3
    Heating
    • Natural Gas, Forced Air, Propane
    Cooling
    • Central Air
    Appliances
    • Laundry: Laundry Room
    Features
    • Pantry, Sauna
    • Windows: Bay Window(s)
    • Basement: Finished
    • Number of fireplaces: 5
    Interior area
    • Total structure area: 10,640
    • Total interior livable area: 10,640 sqft
    Video & virtual tour

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage
    • Garage spaces: 3
    Features
    • Patio & porch: Terrace
    • Exterior features: Gas Grill
    • Has private pool: Yes
    Lot
    • Size: 1.19 Acres
    • Features: Adjcnt Conservation, Courtyard
    Details
    • Additional structures: Shed(s)
    • Parcel number: 103591
    • Zoning: RA-CC4-HO
    • Other equipment: Generator

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: English Manor
    • Property subtype: Residential, Single Family Residence
    Materials
    • Stone, Stucco
    • Roof: Tile
    Condition
    • Year built: 1996
    • Major remodel year: 2016

    Utilities & green energy

    • Sewer: Septic Tank
    • Water: Public

    Community & HOA

    Community
    • Security: Security Guard
    HOA
    • Has HOA: Yes
    • Amenities included: Gated
    • HOA fee: $2,500 monthly
    • HOA name: Chieftans
    Location
    • Region: Greenwich

    Financial & listing details

    • Price per square foot: $451/sqft
    • Tax assessed value: $2,408,630
    • Annual tax amount: $29,002
    • Date on market: 5/2/2025
    • Inclusions: Washer/Dryer, All Kitchen Applncs
    Get pre-qualifiedBe ready to make an offer.
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    Estimated market value

    $4,436,500

    $4.21M - $4.66M

    Not available

    Price history

    Price history
    DateEventPrice
    12/4/2025Pending sale$4,795,000$451/sqft
    Source: Greenwich MLS, Inc. #122626 Report a problem
    11/19/2025Contingent$4,795,000$451/sqft
    Source: Greenwich MLS, Inc. #122626 Report a problem
    10/9/2025Price change$4,795,000-12.7%$451/sqft
    Source: Greenwich MLS, Inc. #122626 Report a problem
    5/12/2025Price change$5,495,000-6.9%$516/sqft
    Source: Greenwich MLS, Inc. #122626 Report a problem
    5/2/2025Listed for sale$5,900,000+72.3%$555/sqft
    Source: Greenwich MLS, Inc. #122626 Report a problem

    Public tax history

    Public tax history
    Tax history is unavailable.

    BuyAbility℠ payment

    Est. payment
    $34,627/mo
    Principal & interest
    $23696
    Property taxes
    $6753
    Other costs
    $4178

      Climate risks

      Neighborhood: 06831

      Nearby schools

      GreatSchools rating
      Schools provided by the listing agent
      • Elementary: Parkway
      • Middle: Western

      Source: Greenwich MLS, Inc.. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.

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