About This Home

This 4-bedroom, 3-bathroom single family at 1653 Main Street in South Windsor, CT is listed for $1,299,000 ($362 per sqft). the home offers 3,584 sqft of living space on a 5.47 acres lot.

Key Features

  • Built in 1757
  • 5.47 acre lot
  • 12 parking spaces
  • Fireplace

Property Details

2 full, 1 half
2-car garage

Amenities

FireplaceA/C
Listing 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.

Monthly Cost Estimate

$6,947/mo

20% down · 6.5% · 30 years

Principal$939
Interest$5,629
Insurance$379

Estimates only. Actual payments may vary.

Location

1653 Main Street

South Windsor, CT 06074

Features & Amenities

Interior Features

Auto Garage Door Opener,Security System

Exterior Features

Shed,Barn,Patio

Property Details

Outdoor Features

Patio

Heating

Zoned

Cooling

Central AirZoned

Appliances

Gas CooktopOven/RangeMicrowaveRange HoodRefrigeratorFreezerDishwasherDisposalWasherGas DryerWine Chiller

Questions & Answers

This 4-bedroom, 3-bathroom single family at 1653 Main Street is listed at $1,299,000 ($362/sqft). The estimated monthly payment is $6,947 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 1757, 5.47 acre lot, 12 parking spaces, Fireplace. Interior Features: Auto Garage Door Opener,Security System. Exterior Features: Shed,Barn,Patio.

This property is listed by Jacob Wint.

JW

Jacob Wint

Agent at William Pitt Sotheby's International Realty

Listed by William Pitt Sotheby's International Realty · Broker phone: 8607771800 · View on Broker Site · Broker website

MLS# 24187374· Source: SmartMLS, Inc.· 127 days on PropertySimple

Copyright © 2026 SmartMLS, Inc. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

1653 Main Street, South Windsor, CT 06074

Open this listing in: