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.
For sale
$1,450,000
1653 Main Street, South Windsor, CT 06074
4beds
4,480sqft
Single Family Residence
Built in 1757
5.47 Acres Lot
$718,000 Zestimate®
$324/sqft
$-- HOA
What's special
- 9 days |
- 2,867 |
- 198 |
Zillow last checked:
Listing updated:
Listed by:
Jacob Wint (413)531-1535,
William Pitt Sotheby's Int'l 860-777-1800
Source: Smart MLS,MLS#: 24187374
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Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Rooms
- Room types: Laundry
Primary bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Bedroom
- Level: Upper
Dining room
- Level: Main
Living room
- Level: Main
Heating
- Forced Air, Zoned, Gas In Street
Cooling
- Central Air, Zoned
Appliances
- Included: Gas Cooktop, Oven/Range, Microwave, Range Hood, Refrigerator, Freezer, Dishwasher, Disposal, Washer, Dryer, Wine Cooler, Gas Water Heater, Tankless Water Heater
- Laundry: Upper Level
Features
- Smart Thermostat
- Basement: Full
- Attic: Access Via Hatch
- Number of fireplaces: 7
Interior area
- Total structure area: 4,480
- Total interior livable area: 4,480 sqft
- Finished area above ground: 4,480
Property
Parking
- Total spaces: 12
- Parking features: Detached, Driveway, Garage Door Opener, Private
- Garage spaces: 2
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio
- Waterfront features: Walk to Water, Access
Lot
- Size: 5.47 Acres
- Features: Level, Rolling Slope
Details
- Additional structures: Shed(s), Barn(s)
- Parcel number: 715741
- Zoning: A40
- Other equipment: Generator Ready
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Antique
- Property subtype: Single Family Residence
Materials
- Clapboard
- Foundation: Concrete Perimeter, Stone
- Roof: Slate
Condition
- New construction: No
- Year built: 1757
Utilities & green energy
- Sewer: Septic Tank
- Water: Well
Green energy
- Energy efficient items: Insulation
Community & HOA
Community
- Features: Near Public Transport, Medical Facilities, Playground, Private School(s), Shopping/Mall, Stables/Riding
- Security: Security System
- Subdivision: East Windsor Hill
HOA
- Has HOA: No
Location
- Region: South Windsor
Financial & listing details
- Price per square foot: $324/sqft
- Tax assessed value: $362,600
- Annual tax amount: $12,912
- Date on market: 6/27/2026
Estimated market value
$718,000
$639,000 - $804,000
$2,949/mo
Price history
| Date | Event | Price |
|---|---|---|
| 7/6/2026 | Listed for sale | $1,450,000+263.4%$324/sqft |
Source:  Smart MLS #24187374 Report a problem | ||
| 6/28/2024 | Sold | $399,000$89/sqft |
Source: Smart MLS #24007585 Report a problem | ||
| 5/14/2024 | Price change | $399,000-16%$89/sqft |
Source: Smart MLS #24007585 Report a problem | ||
| 4/12/2024 | Price change | $475,000-4.8%$106/sqft |
Source: Smart MLS #24007585 Report a problem | ||
| 4/5/2024 | Listed for sale | $499,000$111/sqft |
Source: Smart MLS #24007585 Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $12,912 +3.3% | $362,600 |
| 2024 | $12,495 +4% | $362,600 |
| 2023 | $12,017 +16.7% | $362,600 +36.5% |
| 2022 | $10,297 +2.4% | $265,600 |
| 2021 | $10,056 0% | $265,600 |
| 2020 | $10,061 -1.6% | $265,600 |
| 2019 | $10,226 +2.2% | $265,600 |
| 2018 | $10,005 +2.2% | $265,600 +3.3% |
| 2017 | $9,787 +4.2% | $257,000 |
| 2015 | $9,391 +2.9% | $257,000 |
| 2014 | $9,126 +1.8% | $257,000 |
| 2013 | $8,969 +16.4% | $257,000 -1.8% |
| 2012 | $7,703 +2.3% | $261,750 |
| 2011 | $7,533 +1.6% | $261,750 |
| 2010 | $7,418 +1.8% | $261,750 |
| 2009 | $7,287 +1.5% | $261,750 |
| 2008 | $7,177 +4.4% | $261,750 +23.9% |
| 2007 | $6,875 | $211,290 |
| 2006 | $6,875 +1.8% | $211,290 |
| 2005 | $6,751 +2.3% | $211,290 |
| 2004 | $6,599 +4.8% | $211,290 |
| 2003 | $6,294 +8.8% | $211,290 +20.7% |
| 1997 | $5,784 | $175,020 |
Find assessor info on the county website
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Climate risks
Neighborhood: 06074
Nearby schools
GreatSchools rating
- 9/10Pleasant Valley SchoolGrades: PK-5Distance: 2.9 mi
- 8/10Timothy Edwards SchoolGrades: 6-8Distance: 4.6 mi
- 10/10South Windsor High SchoolGrades: 9-12Distance: 2.8 mi
A local agent can set up tours, give advice and negotiate with sellers.
- Connecticut
- Hartford County
- South Windsor
- 06074
- 1653 Main Street
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