1653 Main Street, South Windsor, Connecticut

$1,350,000

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4

Beds

3

Baths

3,584

Square feet

5.47

Acres

About 1653 Main Street

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.

Features of 1653 Main Street

MLS® # 24187374
Price $1,350,000
Bedrooms 4
Bathrooms 3.00
Full Baths 2
Half Baths 1
Square Footage 3,584
Acres 5.47
Type Single Family For Sale
Style Antique
Status Active

Community Information

Address 1653 Main Street
Area East Windsor Hill
City South Windsor
County Hartford
State Connecticut
Zip Code 06074

Amenities

Features Extra Insulation, Generator Ready
Parking Spaces 12
Parking Detached Garage, Driveway
# of Garages 2
Is Waterfront No
Waterfront Walk to Water, Access
Has Pool No

Interior

Interior Features Auto Garage Door Opener, Security System
Appliances Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Gas Dryer, Wine Chiller
Heating Hot Air, Zoned, Gas In Street
Cooling Central Air, Zoned
Fireplace Yes
# of Fireplaces 7
Has Basement Yes
Basement Full, Full With Hatchway

Exterior

Exterior Clapboard
Exterior Features Shed, Barn, Patio
Lot Description Level Lot, Rolling
Roof Slate
Foundation Concrete, Stone

School Information

Elementary Per Board of Ed
High Per Board of Ed

Additional Information

Date Listed June 27th, 2026
Days on Market 51
Zoning A40
RE / Bank Owned No

Listing Details

OfficeWilliam Pitt Sotheby's Int'l

Listing Map

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Listing information last updated on September 10th, 2026 at 9:11am EDT.