Price cut
$1,299,000
4 bd · 2.5 ba · 3,584 sqft · 5.47 acre lot
1653 Main St, South Windsor, CT 06074
Single family · Built 1757 · $362/sqft ·
$7,814/mo est. payment
- Garage
- 2 cars
Flood factor 1/10
About this home
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.
Facts and features
Bedrooms
- Bedrooms: 4
- Primary Bedroom Level: Upper
- Bedroom 1 Level: Upper
- Bedroom 2 Level: Upper
- Bedroom 3 Level: Upper
Other Rooms
- Total Rooms: 12
- Basement Features: Full, Full With Hatchway
- Living Room Level: Main
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 2
- 1/2 Bathrooms: 1
Interior Features
- Auto garage door opener,security system
Appliances
- Gas cooktop
- Oven/range
- Microwave
- Range hood
- Refrigerator
- Freezer
- Dishwasher
- Disposal
Heating and Cooling
- Cooling Features: Central Air,Zoned
- Heating Features: Hot Air,Zoned
- Heating Fuel: Gas In Street
- Heating: Yes
- Number of Fireplaces: 7
- Water Heaters: Natural Gas, Tankless Hotwater
Kitchen and Dining
- Dining Room Level: Main
Exterior and Lot Features
- Shed,barn,patio
- Patio: Yes
Schools
- 10
South Windsor High School
high · 9-12 · 2.9 mi
- 8
Timothy Edwards School
middle · 6-8 · 4.7 mi
Madina Academy
elementary · K-11 · 1.6 mi
- 9
Pleasant Valley School
elementary · K-5 · 2.9 mi
The Loomis Chaffee School
high · 9-12 · 1.8 mi
Praise Power & Prayer Christian School
elementary · K-12 · 1.8 mi
Price history
- Oct 3, 2026 · Price Changed$1,299,000
- Aug 25, 2026 · Price Changed$1,350,000
- Aug 12, 2026 · Listing Removed—
- Aug 11, 2026 · Relisted$1,450,000
- Aug 11, 2026 · Listed$1,450,000
- Jul 29, 2026 · Listing Removed—
- Jun 27, 2026 · Listed$1,450,000
- Jun 28, 2024 · Sold$399,000
Tax history
- 2026$14,541 tax · $392,900 assessed
- 2023$12,017 tax · $362,600 assessed
- 2022$10,297 tax · $265,600 assessed
- 2021$10,056 tax · $265,600 assessed
- 2020$10,061 tax · $265,600 assessed
- 2019$10,226 tax · $265,600 assessed
- 2018$10,005 tax · $265,600 assessed
- 2017$9,787 tax · $257,000 assessed
Home value
$1,409,700
- Cotality$1,409,700
- Collateral Analytics$1,336,000
- Quantarium$1,444,188
Where it is
Listed by Jacob Wint · William Pitt Sotheby's International Realty · SMARTMLS
