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Off market
  • $1,659,100

    260 Middlesex Ave, Chester, CT 06412

    3beds
    3,876sqft
    SingleFamily
    Built in 1908
    7.08 Acres Lot
    $1,659,100 Zestimate®
    $428/sqft
    $5,331 Estimated rent

    Home value

    $1,659,100

    $1.44M - $1.91M

    $5,331/mo

    Zestimate® history
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    $5,331/mo

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    $5,331/mo

    Rent Zestimate®

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    $11,659/mo

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    $11,659/mo

    Est. payment

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    What's special

    This remarkable country home becomes available for the first time in over 30 years. Until recently the rural retreat of a renowned journalist, it is located in the charming small town of Chester, Connecticut. New York City and Boston are just over two hours by car or train. Spread over 7 private park-like acres, the landscape is filled with such diverse decorative elements as a Bermudian moon gate, an Italian garden grotto, and prides of terracotta and stone lions. The center of the house is the original early 20th C eclectic cottage with its multiple architectural styles ranging from Medieval to Arts and Crafts. Surrounding the original cottage, a totally reconceived home now has a large stone patio, a spacious family room/kitchen, 2 fireplaces, 4 full baths, a classic English greenhouse, and a first-floor master suite with beamed cathedral ceiling and a huge closet/dressing room/storage area. Separated from the main house, an ample writer's studio, with wood-burning fireplace, a fifth full bath with steam shower, and a covered porch overlooks a heated swimming pool and gazebo. The 19th C. barn incorporates a new four-car garage. All this is just a mile from downtown Chester, home to artists and writers, a theater, some of Connecticut's finest restaurants and a celebrated Sunday Farmers Market in the town center from May through October. And when it's time to leave, your full house generator, security system and irrigation system will keep watch until you return.

    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: 5
    • Full bathrooms: 5
    Heating
    • Other
    Features
    • Flooring: Other
    Interior area
    • Total interior livable area: 3,876 sqft

    Property

    Features
    • Exterior features: Other
    Lot
    • Size: 7.08 Acres
    Details
    • Parcel number: CHESM4B29

    Construction

    Type & style
    • Home type: SingleFamily
    Materials
    • Roof: Other
    Condition
    • Year built: 1908

    Community & neighborhood

    Location
    • Region: Chester

    Price history

    DateEventPrice
    4/14/2021Sold$1,250,000-7.4%$322/sqft
    Source: Smart MLS #170358328
    12/22/2020Pending sale$1,350,000$348/sqft
    Source: William Pitt Sotheby's International Realty #170358328
    12/21/2020Contingent$1,350,000$348/sqft
    Source: Smart MLS #170358328
    12/2/2020Price change$1,350,000-6.9%$348/sqft
    Source: William Pitt Sotheby's International Realty #170358328
    10/24/2020Pending sale$1,450,000$374/sqft
    Source: William Pitt Sotheby's International Realty #170339824

    Public tax history

    YearProperty taxesTax assessment
    2025$18,471 +10.8%$682,080
    2024$16,677 +5.3%$682,080 +27.9%
    2023$15,835 +3%$533,180 +2.4%

    Find assessor info on the county website

    Neighborhood: 06412

    Nearby schools

    GreatSchools rating
    Schools provided by the listing agent
    • Elementary: Chester
    • Middle: 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 .
    $1,659,100
    2% more+ $33,182
    With Zillow Showcase(estimated)
    $1,692,282