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    1 home
      1 home available
      14 Upland Drive, Greenwich, CT 06831
      Pending
      14 Upland Drive, Greenwich, CT 06831
      $3,195,000
      4beds
      4.5bath
      4,113sqft
      1.6acres
      House for Sale

      14 Upland Drive, Greenwich, CT 06831

      Listing by: Compass Connecticut, LLC
      1 - 1 of 1 results
      © 2026 Greenwich Multiple Listing Service, Inc. All Rights Reserved
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Equal opportunity
      Membio
      Greenwich Realtors
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      14 Upland Drive, Greenwich, CT 06831
      Pending
      $3,195,000
      4beds
      4full,1half bath
      4,113sqft
      1.6acres

      14 Upland Drive, Greenwich, CT 06831

      House for Sale by Roseann BenedictCompass Connecticut, LLC.

      Data checked -. Listing last updated 28 days ago.
      1. Overview
      2. Details
      3. More 

      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.

      Details
        Property type
      Residential
        Year built
      1936
        Heating
      Natural Gas, Forced Air
        Cooling
      Central Air
        Garage
      No
        Parking spots
      -
      124767
      MLS ID
      Pending
      Status
      04-20-2026
      On market date
        Roof
      Asphalt
        Laundry features
        Fireplace
      Yes
        Pool
      No
        Pets allowed
        Architectural Style
      Colonial
        Basement
      Partial, Unfinished
      Interior features
      Eat-in Kitchen, Bookcases, Sep Shower, Pantry
      Exterior features
      Lot features
      Parklike
      Patio & Porch Features
      Terrace
      Construction materials
      Brick
      Green Energy Efficient
      Monthly taxes
      $1,390
      Yearly taxes
      $16,683
      School district
      Schools
      Glenville, Western
      Senior community
      No
      Association Fee
      -
      Open Houses
      In-Person
      No upcoming in-person open houses
      Virtual
      No upcoming virtual open houses
      Contact Agent
      Roseann Benedict
      Roseann Benedict
      REALTOR® Salesperson, Compass Connecticut, LLC
      Direct 
       
      Location
      E. Putnam Ave. to Valley Dr. to 14 Upland Dr.
      For Sale Nearby
      No nearby homes are For Sale Nearby.
      Recently Sold
      No nearby homes have been Recently Sold.
      14 Upland Drive, Greenwich, CT 06831, is a 4 bedroom, 4 bathroom, 4113 sqft. Single Family Residence built in 1936. This property is currently available for sale and was listed on Greenwich Multiple Listing Service, Inc. on 4-20-2026. The MLS# for this Single Family Residence is MLS# 124767.
      Display of MLS Data is usually deemed reliable but is NOT guaranteed accurate by the MLS. Buyers are responsible for verifying the accuracy of all information and should investigate the data themselves or retain appropriate professionals.
      Copyright ©2026 Greenwich Multiple Listing Service, Inc.