1653 Main StreetSouth Windsor, CT 06074

Single Family · 4 Beds · 2 Full Baths · 1 Half Bath · 4,480 Sq. ft. | 5.47 Acres
$1,450,000 Coming Soon - 07/06/2026

1653 Main Street Overview

Time on Site:
2 days

Rare opportunity to own a piece of Connecticut history. Built c. 1757-58 by Ebenezer Grant, with a 1695 rear ell, this National Registered Georgian Colonial sits on nearly 6 pristine acres in South Windsor's Main Street Historic District. The celebrated CT River Doorway is among the finest in the state. The property's history includes the Revolutionary War confinement of British Gen. Richard Prescott and Loyalist NJ Gov. William Franklin. Structurally saved and engineered with new beams throughout, the 4,480 SF residence flawlessly unites 18th-century soul with 21st-century luxury. The home features seven fireplaces, original Georgian wood paneling, and a one-of-a-kind central staircase with original spiral-turned balusters. Hand-hewn beams remain exposed from 1685, complemented by reclaimed wood flooring in the kitchen and the deluxe primary suite, which boasts its own new full bath. A custom office features built-ins crafted from beautiful reclaimed wood. A spectacular chef's kitchen boasts professional BlueStar appliances, a Miele espresso machine, a two-zone wine fridge, and a butler's pantry. Outside, the property offers landscaped grounds, an expansive stone terrace with retaining walls, an authentic tobacco barn, and historic outbuildings. With all-new electrical, plumbing, full HVAC, and a Generac hookup, this tasteful renovation is fully complete-allowing you to simply move in and enjoy an impeccably modernized piece of history.

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1653 Main Street Facts & Features

  • Type Single Family
  • Sq. ft. 4,480
  • Price/Sq.ft. $324
  • Lot 5.47 Acres

Details

General

Association/HOA

  • Association: No

School Information

  • Elementary School: Per Board of Ed
  • High School: Per Board of Ed

Listing Information

  • Bank Owned Property: No
  • Potential Short Sale: No

Building Information

  • Year Built: 1757

Location/Region

  • County Or Parish: Hartford
  • Neighborhood: East Windsor Hill

Building Exterior/Construction

  • New Construction Type: No/Resale

Community/Development

  • Community Features: Commuter Bus, Medical Facilities, Playground/Tot Lot, Private School(s), Shopping/Mall, Stables/Riding, Walk to Bus Lines

Tax Information

  • Tax Annual Amount: $12,912.00
  • Tax Year: July 2025-June 2026

General Information

  • Parcel Number: 715741
  • Property Type: Single Family For Sale
  • Zoning: A40

Interior

Parking Information

  • Garage Spaces: 2

Beds/Baths

  • Bathrooms Full: 2
  • Bathrooms Half: 1
  • Bathrooms Total: 3
  • Bedrooms Total: 4

Building Interior

  • Attic Description: Unfinished, Access Via Hatch
  • Attic: Yes
  • Energy Features: Extra Insulation, Generator Ready
  • Heat Fuel Type: Gas In Street
  • Home Automation: Appliances,Security System,Thermostat(s)
  • Hot Water Description: Natural Gas, Tankless Hotwater
  • Laundry Room Info: Upper Level
  • Rooms Additional: Laundry Room

General Information

  • Appliances: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Gas Dryer, Wine Chiller
  • Basement: Full, Full With Hatchway
  • Cooling: Central Air, Zoned
  • Fireplaces Total: 7
  • Foundation Details: Concrete, Stone
  • Heating: Hot Air, Zoned
  • Interior Features: Auto Garage Door Opener, Security System
  • Living Area: 4480

Exterior

Building Information

  • Driveway Type: Private, Crushed Stone

Parking Information

  • Parking Features: Detached Garage, Driveway
  • Parking Total: 12

Lot Information

  • Lot Features: Level Lot, Rolling
  • Lot Size Acres: 5.47
  • Lot Size Source: Public Records
  • Water Source: Private Well

Waterfront/View

  • Waterfront Features: Walk to Water, Access
  • Waterfront: No

Building Exterior/Construction

  • Architectural Style: Antique
  • Color: Green
  • Construction Materials: Clapboard
  • Roof: Slate

General Information

  • Exterior Features: Shed, Barn, Patio
  • Pool Private: No
  • Sewer: Septic

Room Information

Room: Dining Room

  • Level: Main

Room: Living Room

  • Level: Main

Room: Bedroom

  • Level: Upper

Room: Bedroom

  • Level: Upper

Room: Bedroom

  • Level: Upper

Room: Primary Bedroom

  • Level: Upper

1653 Main Street Monthly Cost

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* All calculations are estimates and provided by Reliance Network, for informational purposes only. Actual amounts may vary. ** Assumes 6.50% APR, 20% down payment, and conventional 30-year fixed rate first mortgage. Rates cited are for instructional purposes only; current rates are subject to change at any time without notice. You should not make any decisions based simply on the information provided. Additional required amounts such as taxes, insurance, homeowner association dues, assessments, mortgage insurance premiums, flood insurance or other such required payments should also be considered. Contact your mortgage company for current rates and additional information. Any mortgage broker or insurance agent that may appear is independent and is not affiliated with, endorsed by, or provided by the MLS.

1653 Main Street Market Data

Based on the last 30 days in this zip code

$514,595
Average List Price
$244
Average Price per Square Foot
27
Properties Sold
31
Average Days on Market
92
Properties for Sale
Calculations provided by Reliance Network

1653 Main Street History

Date Event Value Agent
6/27/2026Source: Smart MLS Added to Database
June 27, 2026
6/28/2024Source: Smart MLS Status Change
Closed
6/28/2024Source: Smart MLS Status Change
Under Contract
5/20/2024Source: Smart MLS Status Change
Under Contract - Continue to Show
5/14/2024Source: Smart MLS Price Reduction
$399,000 -16.0%
4/12/2024Source: Smart MLS Price Reduction
$475,000 -4.8%
4/4/2024Source: Smart MLS Status Change
Active
4/3/2024Source: Smart MLS Added to Database
April 03, 2024
Listing provided courtesy of William Pitt Sotheby's Int'l- MLS# 24187374MLS ProviderContact Information: (413) 531-1535