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For sale
    • Price cut: $25K (7/24)
    $500,000

    16 Deepwood Drive, Cheshire, CT 06410

    3beds
    1,566sqft
    : 
    $3,597/mo
    Get pre-qualified
    Single Family Residence
    Built in 1955
    0.42 Acres Lot
    $-- Zestimate®
    $319/sqft
    $-- HOA

    What's special

    Spacious oversized garageBrand-new luxury laminateSleek quartz countertopsNew recessed lightingSun-drenched floor planGleaming hardwood floorsFully renovated kitchen
    A striking transformation awaits with this stunningly remodeled 3 BR, 2 bath Gambrel Cape and its spacious oversized garage. Completely updated from top to bottom, this is a rare move in ready gem where every detail has been done for you. Enjoy an unbeatable location near dining, shops and the 11 mile Farmington Canal Heritage Trail! The exterior makes an unforgettable first impression with its beautiful new vertical board and batten siding, brand-new shingle roof, and a level, private backyard shaded by mature trees. The property boasts a massive garage with a spacious loft-ideal for a home studio, workshop, or gym. Step inside to find a sun-drenched floor plan showcasing gleaming hardwood floors and brand-new luxury laminate. The main level offers ultimate flexibility with a primary bedroom that can easily double as a home office. The fully renovated kitchen features sleek quartz countertops and stainless steel appliances, opening directly to a durable composite deck for seamless outdoor entertaining. The dining area is accented by beautiful, custom built-ins. This home has been upgraded for maximum efficiency and peace of mind with its new energy-efficient windows and doors, new recessed lighting, a new 100-amp electrical panel, natural gas heat, a brand-new hot water heater, city water/sewer connections and underground utilities. Enjoy a fantastic community investing $166M in top-tier education with 2 brand new elementary schools opening this fall! Agent related.
    40 days
    |
    2,088
    |
    86
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Lisa Rollins Team,

    Lisa P. Rollins (203)671-0295,

    Compass Connecticut, LLC 203-245-1593,

    Co-Listing Agent: Lisa Szyndlar 860-213-0150,

    Compass Connecticut, LLC

    Source: Smart MLS,MLS#: 24182948MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 3
      • Bathrooms: 2
      • Full bathrooms: 2
      Primary bedroom
      • Features: Hardwood Floor
      • Level: Main
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor
      • Level: Upper
      Bathroom
      • Features: Remodeled, Stall Shower
      • Level: Main
      Bathroom
      • Features: Stall Shower
      • Level: Upper
      Dining room
      • Features: Remodeled, Built-in Features
      • Level: Main
      Kitchen
      • Features: Remodeled, Balcony/Deck, Breakfast Bar, Quartz Counters
      • Level: Main
      Living room
      • Features: Hardwood Floor
      • Level: Main
      Heating
      • Forced Air, Gas In Street
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Electric Range, Microwave, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
      Features
      • Open Floorplan
      • Windows: Thermopane Windows
      • Basement: Full,Unfinished,Concrete
      • Attic: None
      • Has fireplace: No
      Interior area
      • Total structure area: 1,566
      • Total interior livable area: 1,566 sqft
      • Finished area above ground: 1,566
      Video & virtual tour

      Property

      Parking
      • Total spaces: 2
      • Parking features: Detached, Garage Door Opener
      • Garage spaces: 2
      Features
      • Patio & porch: Deck
      • Exterior features: Rain Gutters, Garden
      Lot
      • Size: 0.42 Acres
      • Features: Level
      Details
      • Parcel number: 2339301
      • Zoning: R-20

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Cape Cod
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding, Vertical Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1955

      Utilities & green energy

      • Sewer: Public Sewer
      • Water: Public
      Green energy
      • Energy efficient items: Windows

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Cheshire

      Financial & listing details

      • Price per square foot: $319/sqft
      • Tax assessed value: $192,080
      • Annual tax amount: $5,712
      • Date on market: 6/15/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        7/24/2026Price change$500,000-4.8%$319/sqft
        Source: Smart MLS #24182948 Report a problem
        6/30/2026Price change$525,000-4.5%$335/sqft
        Source: Smart MLS #24182948 Report a problem
        6/17/2026Listed for sale$550,000+107.5%$351/sqft
        Source: Smart MLS #24182948 Report a problem
        2/6/2026Sold$265,001-8.3%$169/sqft
        Source: Smart MLS #24136988 Report a problem
        9/24/2025Listing removed$289,000$185/sqft
        Source: Smart MLS #24104761 Report a problem
        6/25/2025Pending sale$289,000$185/sqft
        Source: Smart MLS #24104761 Report a problem
        6/19/2025Listed for sale$289,000$185/sqft
        Source: Smart MLS #24104761 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$5,712 +8.3%$192,080
        2024$5,275 +18.1%$192,080 +50.9%
        2023$4,466 +2.2%$127,280
        2022$4,368 +1.8%$127,280
        2021$4,292 +29.9%$127,280
        2020$3,304 -21.9%$127,280
        2019$4,228 -1.5%$127,280 -3.3%
        2018$4,291 +2.1%$131,560
        2017$4,202 +33.8%$131,560
        2016$3,139 -22.3%$131,560
        2015$4,038 +1.5%$131,560
        2014$3,980 0%$131,560 -8.8%
        2013$3,981 +1.3%$144,240
        2012$3,928 +1.4%$144,240
        2011$3,873 +1.3%$144,240
        2010$3,822 +1.7%$144,240
        2009$3,757 +4.9%$144,240 +13%
        2008$3,581 +1.6%$127,670
        2007$3,524 +1.7%$127,670
        2006$3,466 +1.9%$127,670
        2005$3,402 +18.7%$127,670 +43.6%
        2002$2,867 -1.8%$88,890 -15.4%
        1997$2,919 $105,010
        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: 06410

        Getting around

        49 / 100
        Car-Dependent
        59 / 100
        Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • High: Cheshire

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

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