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For sale
  • $389,900

    299 Palisado Avenue, Windsor, CT 06095

    4beds
    2,449sqft
    : 
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    Single Family Residence
    Built in 1798
    0.55 Acres Lot
    $392,900 Zestimate®
    $159/sqft
    $-- HOA

    What's special

    Own a piece of Windsor's living history. The rear of this remarkable home dates to 1780, with a Greek Revival addition built around 1835 by the Thrall family. In 1874, it was purchased as a summer residence by Joseph Rainey of South Carolina - elected to the U.S. House of Representatives. This 2,500 sq. ft. eclectic home has evolved gracefully through the centuries while honoring its origins: wide-board wood floors, unique built-ins, and two staircases tell the story. The layout flows beautifully for entertaining - from the welcoming front foyer into the generous living room with fireplace insert, past the powder room alcove, through the spacious dining room and butler's pantry, and into the large eat-in kitchen with center island, gas stove, and more built-ins. A step-down den with fireplace opens to a private brick patio out back. Upstairs, the primary bedroom offers an impressively sized closet - a rare luxury in a home of this era. Three additional bedrooms complete the floor, one with a connected office and back-staircase access to the kitchen. A full bathroom and walk-up attic round out the second floor. The home is oil-heated with natural gas already connected for the stove and water heater. Roof replaced just two years ago. Just one mile from the heart of town, the journey there is half the charm - passing First Church (circa 1630), the beloved Bart's Drive-In (est. 1946), and the Windsor Historical Society before arriving at a vibrant town center with restaurants, shopping, concerts on the Green, the Farmers Market, and more. Come be the next caretakers of the Joseph Rainey House - and join the welcoming Windsor community.
    31 days
    |
    3,127
    |
    209
    |

    Zillow last checked:

    Listing updated:

    Listed by:

    Mary Beth Welsh (860)995-5649,

    Century 21 AllPoints Realty 860-521-0021

    Source: Smart MLS,MLS#: 24179838MLS Logo

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      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 2
      • Full bathrooms: 1
      • 1/2 bathrooms: 1
      Primary bedroom
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Upper
      Bedroom
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Upper
      Bathroom
      • Level: Main
      Bathroom
      • Level: Upper
      Den
      • Features: Fireplace, Laminate Floor
      • Level: Main
      Dining room
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Main
      Kitchen
      • Features: Built-in Features, Hardwood Floor, Wide Board Floor
      • Level: Main
      Living room
      • Features: Fireplace, Hardwood Floor, Wide Board Floor
      • Level: Main
      Other
      • Features: Hardwood Floor, Wide Board Floor
      • Level: Upper
      Heating
      • Hot Water, Natural Gas, Oil
      Cooling
      • Window Unit(s)
      Appliances
      • Included: Gas Range, Refrigerator, Dishwasher, Washer, Dryer, Gas Water Heater, Water Heater
      • Laundry: Main Level
      Features
      • Basement: Full,Unfinished
      • Attic: Walk-up
      • Number of fireplaces: 2
      Interior area
      • Total structure area: 2,449
      • Total interior livable area: 2,449 sqft
      • Finished area above ground: 2,449

      Property

      Parking
      • Total spaces: 4
      • Parking features: Driveway
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      Lot
      • Size: 0.55 Acres
      • Features: Wooded, Level
      Details
      • Additional structures: Shed(s)
      • Parcel number: 780748
      • Zoning: AA

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Masonry
      • Roof: Asphalt
      Condition
      • New construction: No
      • Year built: 1798

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Public

      Community & HOA

      HOA
      • Has HOA: No
      Location
      • Region: Windsor

      Financial & listing details

      • Price per square foot: $159/sqft
      • Tax assessed value: $239,890
      • Annual tax amount: $6,825
      • Date on market: 6/8/2026

        Estimated market value

        $392,900

        $373,000 - $413,000

        $3,318/mo

        Price history

        DateEventPrice
        6/11/2026Listed for sale$389,900+65.3%$159/sqft
        Source: Smart MLS #24179838 Report a problem
        8/27/2003Sold$235,900+4.8%$96/sqft
        Source: Smart MLS #G316827 Report a problem
        5/23/1989Sold$225,000$92/sqft
        Source: Public Record Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$6,825 -6.2%$239,890
        2024$7,273 +24.6%$239,890 +38.1%
        2023$5,838 +1%$173,740
        2022$5,780 $173,740
        2021$5,780 +0.5%$173,740
        2020$5,753 +2.3%$173,740
        2019$5,626 -5.2%$173,740 -3.5%
        2018$5,932 +1.6%$179,970
        2017$5,840 +2.9%$179,970
        2016$5,673 +1.9%$179,970
        2015$5,565 +1.5%$179,970
        2014$5,484 +2.8%$179,970 -7.8%
        2013$5,334 -2.2%$195,160
        2012$5,455 -0.3%$195,160
        2011$5,470 +11.3%$195,160 +12.7%
        2010$4,914 -11.2%$173,152 -11.3%
        2009$5,531 +19.1%$195,160 +23.1%
        2008$4,643 $158,480
        2007$4,643 $158,480
        2006$4,643 +2%$158,480
        2005$4,553 -0.4%$158,480
        2004$4,569 +3.7%$158,480 +20.7%
        2003$4,408 +7.6%$131,320
        2001$4,097 +5.1%$131,320
        2000$3,900 -14.5%$131,320 -37.9%
        1996$4,564 $211,300

        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: 06095

        Getting around

        21 / 100
        Car-Dependent
        30 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating
        Schools provided by the listing agent
        • Elementary: Oliver Ellsworth
        • Middle: Sage Park
        • High: Windsor

        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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