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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
    $4,448,200 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.
    323 days
    |
    136
    |
    5
    |

    Zillow last checked: 7 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
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        Estimated market value

        $4,448,200

        $4.23M - $4.67M

        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
        10/21/2015Sold$3,425,000$322/sqft
        Source: Greenwich MLS, Inc. #93090 Report a problem

        Public tax history

        Public tax history
        Tax history is unavailable.

        BuyAbility℠ payment

        Est. payment
        $33,980/mo
        Principal & interest
        $24727
        Property taxes
        $6753
        HOA Fees
        $2500
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          Climate risks

          Neighborhood: 06831

          Getting around

          2 / 100
          Car-Dependent
          14 / 100
          Somewhat Bikeable

          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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