Older than America, the historic Chilson Bailey House offers a rare opportunity to own a true circa 1750 center chimney Colonial while enjoying the comfort of a beautifully designed 2008 addition. The original 1750 home is not currently livable and is ready for renovation, providing the next owner the chance to restore an authentic piece of Connecticut history at their own pace. Everyday living takes place in the thoughtfully designed 2009 addition featuring 2,963 square feet of living space, a spacious country kitchen with an oversized island, soaring great room with a floor-to-ceiling stone fireplace, wide-plank pine floors, a first-floor primary suite, and an expansive second-floor loft ideal for a home office, family room, or creative space. Outside, the impressive barn and detached garage provide exceptional space for car collectors, hobbyists, contractors, woodworking enthusiasts, or anyone needing room for projects, equipment, or recreational vehicles. Major improvements-including the addition, detached garage, septic system, 200-amp electrical service, lease solar, and new windows in the original home-have already been completed, allowing you to focus on restoring the historic heart of this remarkable property. Whether you’re passionate about historic preservation or simply searching for a property unlike any other, this is your opportunity to restore a landmark while enjoying the comforts of modern living from day one.
Listing Provided Courtesy of Debbie Huscher at Real Broker CT, LLC
Property Details
Price:
$850,000
MLS #:
24196454
Status:
Coming Soon
Beds:
2
Baths:
2
Type:
Single Family
Neighborhood:
na
Listed Date:
Aug 3, 2026
Finished Sq Ft:
4,073
Lot Size:
52,272 sqft / 1.20 acres (approx)
Year Built:
1750
See this Listing
Schools
Elementary School:
John Lyman
High School:
Coginchaug Regional
Interior
Exterior
Financial
Map
Community
- Address19 High Middlefield CT
- NeighborhoodN/A
- CityMiddlefield
- CountyMiddlesex
- Zip Code06455
Market Summary
Current real estate data for Single Family in Middlefield as of Aug 07, 2026
18
Single Family Listed
212
Avg DOM
255
Avg $ / SqFt
$522,017
Avg List Price
Property Summary
- 19 High Middlefield CT is a Single Family for sale in Middlefield, CT, 06455. It is listed for $850,000 and features 2 beds, 2 baths, and has approximately 4,073 square feet of living space, and was originally constructed in 1750. The current price per square foot is $209. The average price per square foot for Single Family listings in Middlefield is $255. The average listing price for Single Family in Middlefield is $522,017. To schedule a showing of MLS#24196454 at 19 High in Middlefield, CT, contact your Century 21 AllPoints Realty agent at (203) 802-7252.
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19 High
Middlefield, CT


