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$1,450,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 2 Full Baths
  • 1 Partial Bath
  • 4,480 Sq. Ft.
  • 2 Car Garage
  • Updated 18 hours ago
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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.

Full Property Details for 1653 Main St

General

  • Price: $1,450,000
  • Taxes: (July 2025-June 2026)
  • Status: Active
  • Type: Single Family
  • Source: SMARTMLS
  • MLS ID: 24187374
  • Updated: Today (7/6/2026)
  • Added to Site: Today

Interior

  • Number of Rooms: 12
  • Rooms/Areas: Laundry Room
  • Interior Features: Auto Garage Door Opener, Security System
  • Fireplace: Yes
  • Number of Fireplaces: 7
  • Appliances: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Gas Dryer, Wine Chiller

Rooms

Bathrooms

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

Bedrooms

  • Total Bedrooms: 4
  • Primary Bedroom: Primary Bedroom, Upper
  • Bedroom 1: Bedroom, Upper
  • Bedroom 2: Bedroom, Upper
  • Bedroom 3: Bedroom, Upper

Other Rooms

  • Living Room: Living Room, Main
  • Dining Room: Dining Room, Main
  • Laundry: Upper Level

Exterior

  • Exterior Features: Shed, Barn, Patio
  • Color: Green

Parking

  • Garage: Yes
  • Garage Spaces: 2
  • Total Spaces: 12
  • Parking: Detached Garage, Driveway

Location

  • County: Hartford
  • Neighborhood: East Windsor Hill
  • Driving Directions: Main St South Windsor

School Information

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

Community

  • Community Name: East Windsor Hill

Heating & Cooling

  • Cooling Type: Central Air, Zoned
  • Heating Type: Hot Air, Zoned, Gas In Street
  • Heating Fuel: Gas In Street
  • Water Heater: Natural Gas, Tankless Hotwater

Utilities

  • Sewer: Septic
  • Water: Private Well

Structural Information

  • Architectural Style: Antique
  • Construction Status: No/Resale
  • Exterior Const.: Clapboard
  • Basement Desc.: Full, Full With Hatchway
  • Roof: Slate
  • Attic: Yes
  • Square Feet: 4,480
  • Above Ground: 4,480 Sq. Ft.
  • Year Built: 1757

Lot Features

  • Lot Size (Acres): 5.47
  • Driveway/Sidewalk: Private, Crushed Stone
  • Zoning: A40
  • Lot Description: Level Lot, Rolling

Water Features

  • Water Front Desc.: Walk to Water, Access

Green Features

  • Energy Features: Extra Insulation, Generator Ready

Financial Considerations

  • Assessment Amount: $362,600
  • Tax Year: July 2025-June 2026

Disclosures and Reports

  • Property ID: 715741

Listed by William Pitt Sotheby's Int'l, Jacob Wint

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Listing agent

— 1653 Main St —

  • Jacob Wint

    William Pitt Sotheby's Int'l

Agent Contact: (413) 531-1535 Office Contact: (860) 777-1800

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1653 Main St

School District:South Windsor School District
NameGradesDistance
Pleasant Valley School, South Windsor, CT
591 Ellington Road, South Windsor, CT 06074
K-52.9 mi
Timothy Edwards School
100 Arnold Way, South Windsor, CT 06074
6-84.6 mi
South Windsor High School
161 Nevers Road, South Windsor, CT 06074
9-122.9 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1653 Main St Get Price Alerts and Save Property

Date
Details
Price
Change
Source
7/06/2026
Listed
$1,450,000
263.41%
MLS
6/28/2024
Sold
$399,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1653 Main St

Year
Property Taxes
Change
Tax Assessment
Change
2024
$12,912
3%
$362,600
—
2023
$12,495
4%
$362,600
—
2023
$12,017
17%
$362,600
37%
2022
$10,297
—
$265,600
—
2021
$10,297
2%
$265,600
—
2020
$10,061
-2%
$265,600
—
2019
$10,226
2%
$265,600
—
2018
$10,005
2%
$265,600
3%
2017
$9,787
2%
$257,000
—
2016
$9,596
2%
$257,000
—
2015
$9,391
3%
$257,000
—
2014
$9,126
2%
$257,000
—
2012
$8,969
—
$257,000
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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with our affiliated lender
NMLS#: 1598647

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Listed by William Pitt Sotheby's Int'l, Jacob Wint

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1653 Main Street, South Windsor, CT 06074 (MLS# 24187374) is a Single Family property with 4 bedrooms, 2 full bathrooms and 1 partial bathroom. 1653 Main Street is currently listed for $1,450,000 and was received on July 06, 2026. Want to learn more about 1653 Main Street? Do you have questions about finding other Single Family real estate for sale in South Windsor? You can browse all South Windsor real estate or contact a Coldwell Banker agent to request more information.

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