For Sale
Single family home for sale at 1653 Main St, South Windsor, CT 06074 | MLS# 24187374 | Listing updated on 2026-11-01
Photo 1 of Single family home for sale at 1653 Main St, South Windsor, CT 06074 | MLS# 24187374 | Listing updated on 2026-11-01
Photo 2 of Single family home for sale at 1653 Main St, South Windsor, CT 06074 | MLS# 24187374 | Listing updated on 2026-11-01
Photo 3 of Single family home for sale at 1653 Main St, South Windsor, CT 06074 | MLS# 24187374 | Listing updated on 2026-11-01
Photo 4 of Single family home for sale at 1653 Main St, South Windsor, CT 06074 | MLS# 24187374 | Listing updated on 2026-11-01
28+
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Street View

$1,299,000

Monthly Est:$6,466

  • Beds Icon4 Beds
  • Beds Icon
    3 Baths
  • Beds Icon3,584sqft

1653 Main St, South Windsor, CT 06074

$6,466/moEst:

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  • Single Family Residence

  • Built in 1757

  • $-- HOA

  • 5.47 acres lot

  • $362/sq.ft

Description

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.

  • Houzeo last checked: 19 minutes ago
  • Listing updated: November 1, 2026 at 8:57 pm
  • Listing Provided by: Jacob Wint | William Pitt Sotheby's Int'l
  • Source: SMART MLS-CT | MLS#: 24187374 SMART MLS-CT

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Hartford County

  • City

    South Windsor

  • Neighborhood

    --

  • Year Built

    1757

  • HOA Fees

    -

  • Finished Area

    3,584 sqft

  • Lot Size

    5.47 acres lot

  • Basement Area

    - sqft

  • MLS Name

    SMART MLS

  • MLS Number

    24187374

  • MLS Status

    Active

  • Days on Market

    129

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Location

HOA Management

0

HOA Fees

$-/

Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 3

Interior

  • Sewer

    Septic

  • Appliances

    Gas Cooktop, Oven/range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Gas Dryer, Wine Chiller

  • Exterior Features

    Shed, Barn, Patio

  • Heating

    Zoned

  • Interior Features

    Auto Garage Door Opener, Security System

  • Cooling

    Central Air, Zoned

Construction

  • Year Built

    Year Built: 1757

  • Home type

    Single Family Residence

  • Architectural Style

    Antique

  • Foundation Details

    Concrete, Stone

  • Roof

    Slate

Utilities & Energy

  • Laundry Features

    Upper Level

  • Parking Features

    Detached Garage, Driveway

  • Water Source

    Private Well

  • Basement

    Full, Full With Hatchway

Other Features

  • Lot Features

    Level Lot, Rolling

  • Subdivision Name

    East Windsor Hill

Price History

DateEventPrice

10/03/2026

Source: mls_logoSMART MLS-CT #24187374

Price Decreased

$1,299,000 -3.78%

$362/sqft

08/25/2026

Source: mls_logoSMART MLS-CT #24187374

Price Decreased

$1,350,000 -6.90%

$377/sqft

08/11/2026

Source: mls_logoSMART MLS-CT #24198321

Off Market

$1,450,000

$405/sqft

08/11/2026

Source: mls_logoSMART MLS-CT #24187374

Listed for Sale

$1,450,000

$405/sqft

07/29/2026

Source: mls_logoSMART MLS-CT #24187374

Listing Removed

$1,450,000

$405/sqft

Show more

Nearby Homes

Based on information provided to and compiled by the SMART MLS, Inc. through Nov 04, 2026, 09:39AM. IDX information is provided exclusively for consumers’ personal, non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed accurate by the MLS. ©2026 SMART MLS, Inc. All Rights Reserved.

Advertising Broker: Derek Greene | The Greene Realty Group

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