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For sale
    • Price cut: $51K (10/3)
    $1,299,000

    1653 Main Street, South Windsor, CT 06074

    4beds
    3,584sqft
    : 
    $9,625/mo
    Get pre-qualified
    Single Family Residence
    Built in 1757
    5.47 Acres Lot
    $1,264,300 Zestimate®
    $362/sqft
    $-- HOA

    What's special

    Seven working fireplacesHigh ceilingsOriginal wood panelingExpansive stone terraceGrand millworkReclaimed wood flooringDeluxe primary suite
    Turn-key luxury on nearly 6 private acres meets irreplaceable New England character. This fully renovated historic estate delivers modern comfort with zero compromises - new structural beams, all-new electrical, plumbing, complete HVAC, and a Generac hookup, so every major system is already done. The chef's kitchen is the showpiece: professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. The deluxe primary suite includes reclaimed wood flooring and its own new full bath, and a custom office with built-ins makes working from home effortless. Every room simply feels right - high ceilings, grand millwork, and seven working fireplaces set the tone throughout, perfect for hosting or quiet nights in. A one-of-a-kind central staircase, with its original spiral-turned balusters, anchors the home as a true architectural centerpiece. Set back from quiet, historic Main Street, an expansive stone terrace and retaining walls against landscaped, private grounds - just minutes from town, Bradley airport, and access to NYC / Boston. A rare bonus: this move-in-ready National Register Georgian Colonial (c. 1757-58) is a celebrated Grant family home, connecting it to the family of Ulysses S. Grant. With its own dedicated Wikipedia page, original wood paneling, and one of the finest surviving CT River Valley doorways, it remains an important piece of New England architecture - modern luxury layered over genuine, documented American history.
    55 days
    2,573
    174

    Zillow last checked:

    Listing updated:

    Listed by:

    Jacob Wint (413)531-1535,

    William Pitt Sotheby's Int'l 860-777-1800

    Source: Smart MLS,MLS#: 24187374MLS Logo

      Facts & features

      Interior

      Bedrooms & bathrooms
      • Bedrooms: 4
      • Bathrooms: 3
      • Full bathrooms: 2
      • 1/2 bathrooms: 1
      Rooms
      • Room types: Laundry
      Primary bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Bedroom
      • Level: Upper
      Dining room
      • Level: Main
      Living room
      • Level: Main
      Heating
      • Forced Air, Zoned, Gas In Street
      Cooling
      • Central Air, Zoned
      Appliances
      • Included: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water Heater
      • Laundry: Upper Level
      Features
      • Smart Thermostat
      • Basement: Full
      • Attic: Access Via Hatch
      • Number of fireplaces: 7
      Interior area
      • Total structure area: 3,584
      • Total interior livable area: 3,584 sqft
      • Finished area above ground: 3,584

      Property

      Parking
      • Total spaces: 12
      • Parking features: Detached, Driveway, Garage Door Opener, Private
      • Garage spaces: 2
      • Has uncovered spaces: Yes
      Features
      • Patio & porch: Patio
      • Waterfront features: Walk to Water, Access
      Lot
      • Size: 5.47 Acres
      • Features: Level, Rolling Slope
      Details
      • Additional structures: Shed(s), Barn(s)
      • Parcel number: 715741
      • Zoning: A40
      • Other equipment: Generator Ready

      Construction

      Type & style
      • Home type: SingleFamily
      • Architectural style: Antique
      • Property subtype: Single Family Residence
      Materials
      • Clapboard
      • Foundation: Concrete Perimeter, Stone
      • Roof: Slate
      Condition
      • New construction: No
      • Year built: 1757

      Utilities & green energy

      • Sewer: Septic Tank
      • Water: Well
      Green energy
      • Energy efficient items: Insulation

      Community & HOA

      Community
      • Features: Near Public Transport, Medical Facilities, Playground, Private School(s), Shopping/Mall, Stables/Riding
      • Security: Security System
      • Subdivision: East Windsor Hill
      HOA
      • Has HOA: No
      Location
      • Region: South Windsor

      Financial & listing details

      • Price per square foot: $362/sqft
      • Tax assessed value: $392,900
      • Annual tax amount: $14,541
      • Date on market: 8/11/2026

        Estimated market value

        $1,264,300

        $1.20M - $1.33M

        $4,320/mo

        Price history

        DateEventPrice
        10/3/2026Price change$1,299,000-3.8%$362/sqft
        Source: Smart MLS #24187374 Report a problem
        8/25/2026Price change$1,350,000-6.9%$377/sqft
        Source: Smart MLS #24187374 Report a problem
        8/11/2026Listed for sale$1,450,000$405/sqft
        Source: Smart MLS #24187374 Report a problem
        7/29/2026Listing removed$1,450,000$405/sqft
        Source: Smart MLS #24187374 Report a problem
        7/6/2026Listed for sale$1,450,000+263.4%$405/sqft
        Source: Smart MLS #24187374 Report a problem
        6/28/2024Sold$399,000$111/sqft
        Source: Smart MLS #24007585 Report a problem
        5/14/2024Price change$399,000-16%$111/sqft
        Source: Smart MLS #24007585 Report a problem
        4/12/2024Price change$475,000-4.8%$133/sqft
        Source: Smart MLS #24007585 Report a problem
        4/5/2024Listed for sale$499,000$139/sqft
        Source: Smart MLS #24007585 Report a problem

        Public tax history

        YearProperty taxesTax assessment
        2025$12,912 +3.3%$362,600
        2024$12,495 +4%$362,600
        2023$12,017 +16.7%$362,600 +36.5%
        2022$10,297 +2.4%$265,600
        2021$10,056 0%$265,600
        2020$10,061 -1.6%$265,600
        2019$10,226 +2.2%$265,600
        2018$10,005 +2.2%$265,600 +3.3%
        2017$9,787 +4.2%$257,000
        2015$9,391 +2.9%$257,000
        2014$9,126 +1.8%$257,000
        2013$8,969 +16.4%$257,000 -1.8%
        2012$7,703 +2.3%$261,750
        2011$7,533 +1.6%$261,750
        2010$7,418 +1.8%$261,750
        2009$7,287 +1.5%$261,750
        2008$7,177 +4.4%$261,750 +23.9%
        2007$6,875 $211,290
        2006$6,875 +1.8%$211,290
        2005$6,751 +2.3%$211,290
        2004$6,599 +4.8%$211,290
        2003$6,294 +8.8%$211,290 +20.7%
        1997$5,784 $175,020
        Find assessor info on the county website

        Monthly payment

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        Payment breakdown

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        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.
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        Climate risks

        Neighborhood: 06074

        Getting around

        6 / 100
        Car-Dependent
        27 / 100
        Somewhat Bikeable

        Nearby schools

        GreatSchools rating

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