Skip main navigation
For sale
  • $469,000

    68 Pleasant Drive, Cheshire, CT 06410

    4beds
    1,478sqft
    : 
    $3,499/mo
    Get pre-qualified
    Single Family Residence
    Built in 1964
    0.56 Acres Lot
    $-- Zestimate®
    $317/sqft
    $-- HOA

    What's special

    Welcome to 68 Pleasant Drive, where a potential in-law suite with its own private entrance offers flexibility for extended family or guests. Hardwood floors, a spacious floor plan, and a convenient Cheshire location create a wonderful place to call home. Sidewalks line the road, adding to the appeal of this walkable setting close to shopping and local restaurants. The large backyard offers plenty of room for outdoor entertaining, gardening, or simply relaxing in privacy. Enjoy space, versatility, and everyday convenience in an established neighborhood. Showings begin tomorrow! NOTE: the square footage reflected in the MLS is based on town assessor records. SELLER BELIEVES it may not accurately represent the home's actual living space. The property offers additional living area beyond what is recorded. Buyers and their agents are encouraged to independently verify total square footage.
    1 day
    793
    59

    Zillow last checked:

    Listing updated:

    Listed by:

    Abby Breau (203)631-3499,

    New England Prestige Realty 860-652-8495

    Source: Smart MLS,MLS#: 24214579MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 3
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Lower
      Dining room
      • Level: Main
      Kitchen
      • Level: Main
      Living room
      • Level: Main
      Rec play room
      • Level: Lower
      Heating
      • Baseboard, Oil
      Cooling
      • Central Air
      Appliances
      • Included: Refrigerator, Water Heater
      Features
      • Doors: Storm Door(s)
      • Basement: Partial
      • Attic: Pull Down Stairs
      • Number of fireplaces: 1
      Interior area
      • Total structure area: 1,478
      • Total interior livable area: 1,478 sqft
      • Finished area above ground: 1,478

      Property

      Parking
      • Total spaces: 2
      • Parking features: Attached
      • Attached garage spaces: 2
      Features
      • Levels: Multi/Split
      Lot
      • Size: 0.56 Acres
      • Features: Subdivided, Wooded, Level
      Details
      • Parcel number: 1081552
      • Zoning: R-20

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Split Level
      • Property subtype: Single Family Residence
      Materials
      • Vinyl Siding
      • Foundation: Concrete Perimeter
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1964

      Utilities & green energy

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

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Cheshire

      Financial & listing details

      • Price per square foot: $317/sqft
      • Tax assessed value: $251,580
      • Annual tax amount: $7,890
      • Date on market: 10/15/2026

        Estimated market value

        Not available

        Estimated sales range

        Not available

        Not available

        Price history

        DateEventPrice
        10/16/2026Listed for sale$469,000+174.4%$317/sqft
        Source: Smart MLS #24214579 Report a problem
        3/28/1996Sold$170,900$116/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$7,482 +8.3%$251,580
        2024$6,908 -7.8%$251,580 +17.8%
        2023$7,495 +2.3%$213,590
        2022$7,330 +1.8%$213,590
        2021$7,202 0%$213,590
        2020$7,202 +1.5%$213,590
        2019$7,095 +12.2%$213,590 +10.2%
        2018$6,324 +2.1%$193,880
        2017$6,193 +2.4%$193,880
        2016$6,047 +1.6%$193,880
        2015$5,950 +1.4%$193,880
        2014$5,865 -6.9%$193,880 -15.1%
        2013$6,302 +1.4%$228,350
        2012$6,218 +1.4%$228,350
        2011$6,131 +1.3%$228,350
        2010$6,051 +1.7%$228,350
        2009$5,949 +0.5%$228,350 +8.3%
        2008$5,917 +1.6%$210,930
        2007$5,822 +1.7%$210,930
        2006$5,727 +2.7%$210,930 +0.8%
        2005$5,574 +27%$209,170 +53.7%
        2002$4,390 +11.1%$136,130 -4.2%
        1997$3,950 $142,100
        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.
        See how much you could borrow to make a competitive offer.

        Climate risks

        Neighborhood: Chesire Village

        Getting around

        34 / 100
        Car-Dependent
        37 / 100
        Somewhat 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.

        A local agent can set up tours, give advice and negotiate with sellers.

        Browse local experts