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Off market
  • $678,500

    285 Middlesex Ave, Chester, CT 06412

    3beds
    3,368sqft
    SingleFamily
    Built in 1965
    16.4 Acres Lot
    $678,500 Zestimate®
    $201/sqft
    $3,199 Estimated rent

    Home value

    $678,500

    $570,000 - $794,000

    $3,199/mo

    Zestimate® history
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    Rent Zestimate®

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    $4,602/mo

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    $4,602/mo

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    What's special

    High above the Connecticut river you will find this true oasis which is anything but usual! This custom built contemporary offers terrific views of the Connecticut River, almost 17 acres of privacy & a post-modern design worthy of the term extraordinary! From the full glass family room to the look-out loft, you will be amazed with it's true contemporary charm! As you drive-up the long winding driveway your curiosity piques as the world fades away. The main level includes the kitchen & open dining room with strategically located built-ins, the full glass family room, main level bedroom & full bath. As you walk-up to the second level the dream begins to come-true as you enter the open & spacious living room with it's post-modern full length roof window with retractable shade, banks of sliders that open to a full length upper level wrap around deck overlooking the Connecticut River, fireplace with inserted wood stove, built-ins & look-out loft adding extra height to the view. The upper level also features the master bedroom that opens to the wrap around deck with that view via sliders, additional bedroom & full bath. The grounds offer open spaces with wonderful blooms, a patio & terrace, three car garage (two enclosed ports & an attached carport) with loft storage above & plenty of space to entertain or just roam freely! Conveniently located between NYC & Boston. Your special getaway awaits!

    This property is off market, which means it's not currently listed for sale or rent on Zillow. This may be different from what's available on other websites or public sources.

    Facts & features

    Interior

    Bedrooms & bathrooms
    • Bedrooms: 3
    • Bathrooms: 2
    • Full bathrooms: 2
    Heating
    • Forced air, Other, Stove, Other
    Cooling
    • None
    Appliances
    • Included: Dishwasher, Dryer, Range / Oven, Refrigerator, Washer
    Features
    • Flooring: Other
    • Has fireplace: Yes
    Interior area
    • Total interior livable area: 3,368 sqft

    Property

    Parking
    • Total spaces: 3
    • Parking features: Garage - Detached
    Features
    • Exterior features: Other
    • Has view: Yes
    • View description: Water
    • Has water view: Yes
    • Water view: Water
    Lot
    • Size: 16.40 Acres
    Details
    • Parcel number: CHESM4B133

    Construction

    Type & style
    • Home type: SingleFamily
    • Architectural style: Contemporary
    Materials
    • Frame
    • Foundation: Slab
    • Roof: Other
    Condition
    • Year built: 1965

    Community & neighborhood

    Location
    • Region: Chester

    Price history

    DateEventPrice
    7/3/2019Sold$325,000-7%$96/sqft
    Source: Smart MLS #170184764
    4/29/2019Pending sale$349,500$104/sqft
    Source: William Pitt Sotheby's International Realty #170184764
    4/17/2019Listed for sale$349,500+7.5%$104/sqft
    Source: William Pitt Sotheby's International Realty #170184764
    1/16/2015Sold$325,000-4.4%$96/sqft
    Source: Smart MLS #M9144301
    11/20/2014Pending sale$339,900$101/sqft
    Source: CENTURY 21 Heritage Company #m9144301

    Public tax history

    YearProperty taxesTax assessment
    2025$9,759 +10.8%$360,360
    2024$8,811 +27.5%$360,360 +54.9%
    2023$6,908 +0.7%$232,600

    Find assessor info on the county website

    Neighborhood: 06412

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chester
    • Middle: John Winthrop
    • High: Valley

    Source: The 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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    An equal housing lender. NMLS #10287.

    Sell for more on Zillow
    Get a free Zillow Showcase℠ listing and you could sell for .
    $678,500
    2% more+ $13,570
    With Zillow Showcase(estimated)
    $692,070