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Pending
  • $3,195,000

    14 Upland Dr, Greenwich, CT 06831

    4beds
    4,113sqft
    : 
    $19,484/mo
    Get pre-qualified
    Residential, Single Family Residence
    Built in 1936
    1.6 Acres Lot
    $-- Zestimate®
    $777/sqft
    $-- HOA

    What's special

    Private makeup enclaveAbundant natural lightWalk-in closetEat-in kitchen with fireplaceGracious primary suiteBeautifully landscaped acres
    Set on 1.6 beautifully landscaped acres in a coveted Greenwich location, this exceptional four-bedroom residence offers space, flexibility, and timeless appeal. A dramatic two-story entry with a sweeping balcony sets the tone, leading into an oversized step-down living room with a fireplace, abundant natural light, and doors that open seamlessly to a patio perfect for indoor-outdoor living and entertaining. The home features four bedrooms, including a gracious primary suite complete with a private makeup enclave and a walk-in closet as well as a well-appointed guest suite with its own sitting room - ideal for visitors or extended stays. One of the bedrooms is currently configured as a home office, offering versatility for today's lifestyle. At the heart of the home, the eat-in kitchen with fireplace flows effortlessly into the dining area, with additional access to the outdoor patio. An attractive, elegant library provides the perfect retreat for quiet moments. A standout feature is the separate studio space with its own entrance, full bathroom, kitchen corner, and garage access--ideal for guests, an au pair, creative workspace, or private home office. This property offers privacy, tranquility, and the rare opportunity to enjoy a true Greenwich lifestyle. Easy 20 min. walk to the train station.
    96 days
    |
    146
    |
    0
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Roseann Benedict 203-979-9104,

    Compass Connecticut, LLC

    Source: Greenwich MLS, Inc.,MLS#: 124767MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 5
      • Full bathrooms: 4
      • 1/2 bathrooms: 1
      Heating
      • Natural Gas, Forced Air
      Cooling
      • Central Air
      Features
      • Eat-in Kitchen, Bookcases, Sep Shower, Pantry
      • Basement: Partial,Unfinished
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 4,113
      • Total interior livable area: 4,113 sqft

      Property

      Parking
      • Total spaces: 2
      • Parking features: Garage
      • Garage spaces: 2
      Features
      • Patio & porch: Terrace
      Lot
      • Size: 1.6 Acres
      • Features: Parklike
      Details
      • Parcel number: 071215/S
      • Zoning: RA-1

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Colonial
      • Property subtype: Residential, Single Family Residence
      Materials
      • Brick
      • Roof: Asphalt
      Condition
      • Year built: 1936
      • Major remodel year: 2002

      Utilities & green energy

      • Water: Public

      Community & HOA

      Location
      • Region: Greenwich

      Financial & listing details

      • Price per square foot: $777/sqft
      • Tax assessed value: $1,349,880
      • Annual tax amount: $14,152
      • Date on market: 4/20/2026
      • Inclusions: Washer/Dryer, All Kitchen Applncs

        Estimated market value

        Not available

        Estimated sales range

        Not available

        $8,013/mo

        Price history

        DateEventPrice
        5/8/2026Pending sale$3,195,000$777/sqft
        Source: Greenwich MLS, Inc. #124767 Report a problem
        4/20/2026Listed for sale$3,195,000$777/sqft
        Source: Greenwich MLS, Inc. #124767 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$16,683 +3.5%$1,349,880
        2024$16,112 +2.6%$1,349,880
        2023$15,707 +0.9%$1,349,880
        2022$15,564 -1.4%$1,349,880 +2.9%
        2021$15,791 +0.2%$1,311,520
        2020$15,764 -1.1%$1,311,520 -0.2%
        2019$15,946 +2.3%$1,313,550
        2018$15,592 -1.2%$1,313,550
        2017$15,788 -10.2%$1,313,550 -10.9%
        2015$17,573 +2.6%$1,473,640
        2014$17,131 +2.8%$1,473,640
        2013$16,667 -1.2%$1,473,640 -3.9%
        2012$16,865 +3.4%$1,533,210
        2011$16,313 +25.1%$1,533,210 +6.3%
        2010$13,043 +8.8%$1,442,770 +5.2%
        2009$11,988 +3.6%$1,371,650
        2008$11,577 +3.6%$1,371,650
        2007$11,179 +3.8%$1,371,650
        2006$10,767 -14%$1,371,650 +32.4%
        2005$12,524 +3.6%$1,035,930
        2004$12,089 +3.4%$1,035,930
        2003$11,696 +17.4%$1,035,930 +94.5%
        2001$9,959 +5.7%$532,560
        2000$9,426 -4.6%$532,560
        1999$9,879 $532,560
        Find assessor info on the county website

        Monthly payment

        Est. payment

        Payment breakdown

        Explore the cost of this home by adjusting the details. Changes won't be saved.
        All calculations are estimates and provided by Zillow, Inc. for informational purposes only. Actual amounts may vary.
        HOA fees may include property taxes on listings classified as Co-Ops. Contact the listing agent and/or owner for fee details.
        Mortgage interest rates are dependent on a number of factors, including credit score, down payment, and repayment length. Interest rate data provided by Zillow Group Marketplace, Inc. as of 1/1/1970 from various mortgage lenders with which we have lead or other similar arrangements; the Estimated Payment is an average of those rates.
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        Climate risks

        Neighborhood: Rock Ridge

        Getting around

        31 / 100
        Car-Dependent
        15 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Glenville
        • 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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