1653 Main Street
South Windsor, CT, 06074 $ 1,450,000
Bedrooms4 Baths2.1 Sq 3,584 Monthly Estimate*
$ 9,155
for $1,450,000 with 4 bedrooms and 2 full baths, 1 half bath. This 3,584 square foot home was built in 1757 on a lot size of 5.47.
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.
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FeaturesGeneralZoning A40
Neighborhood East Windsor Hill
County Hartford
Tax Year July 2026-June 2027
Property Type Single Family For Sale
Status Active
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 3584
DOM 23
Year Built 1757
Style Antique
Year Built Source Public Records
Energy Features Extra Insulation Generator Ready
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InteriorCooling System Central Air Zoned
Total Rooms 12
Basement Description Full Full With Hatchway
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ExteriorWater Source Private Well
Lot Description Level Lot Rolling
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* Excluded FeaturesList ByWilliam Pitt Sotheby's Int'lBroker
Affordability Calculator
- Monthly Principal & Interest
- $9,155
- Monthly Property Taxes
- $1,212
- 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.
Learn more about how to save NearbySingle family listings in South Windsor, CT
Average List Price $531,284
Percent of Sale Price 63%
About South Windsor, CT 26,299 Population
7% Since 2002
$ 99,686 Median Income
45.74 Median Age
30% Households with Children
Trends Information provided by ATTOM Data Solutions.
3092524 Elementary School
1232933 Middle School
Per Board of Ed High School High School
Pricing History| Date | Price | Price Change | Description |
|---|
| 6/27/2026 | $1,450,000 | | Listed Price |