1653 Main Street South Windsor, CT $ 1,450,000
1653 Main Street
$ 1,450,000
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1653 Main Street

South Windsor, CT, 06074
$ 1,450,000
Bedrooms4 Baths2.1 Sq 4,480

Monthly Estimate*

$ 9,155

1653 Main Street, South Windsor, CT 06074 - Image 1
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1653 Main Street, South Windsor, CT 06074 - Image 9
1653 Main Street, South Windsor, CT 06074 - Image 10

Single Family Home for sale in South Windsor, CT

for $1,450,000 with 4 bedrooms and 2 full baths, 1 half bath. This 4,480 square foot home was built in 1757 on a lot size of 5.47.

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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Single Family Coming Soon

Price

$ 1,450,000

Bedrooms

4

Full Bath

2

Half Bath

1

Property Type

Single Family

Taxes

$ 12,912

Style

Lot Size

5.47

Year Built

1757

Town/City

South Windsor

MLS | Web ID

24187374

Features
General
Zoning A40
Neighborhood East Windsor Hill
County Hartford
Tax Year July 2025-June 2026
Property Type Single Family For Sale
Status Coming Soon
Acres 5.47
Directions Main St South Windsor
High School Per Board of Ed
City South Windsor
Elementary School Per Board of Ed
Sq Ft Total 4480
Year Built 1757
Style Antique
Year Built Source Public Records
Energy Features Extra Insulation Generator Ready
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Interior
Cooling System Central Air Zoned
Total Rooms 12
Basement Description Full Full With Hatchway
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Exterior
Water Source Private Well
Lot Description Level Lot Rolling
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* Excluded Features
List By
Jacob Wint

Listing Agent

William Pitt Sotheby's Int'l

Broker

jwint@wpsir.com

Email

Affordability Calculator

$10,231
Per Month
89%
11%
0%
Monthly Principal & Interest
$9,155
Monthly Property Taxes
$1,076
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History
DatePricePrice ChangeDescription
6/27/2026$1,450,000 Listed Price

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1653 Main Street, South Windsor, CT, 06074 is a Single Family Home for sale at $1,450,000 with 4,480 sqft and a lot size of 5.47. 1653 Main Street has 4 bedrooms, 2.1 baths, and was built in 1757. The property's zip code is 06074 which is in South Windsor, CT