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 thoughtfully designed 2008 addition. Offering four bedrooms in total, two bedrooms are located within the original 1750 portion of the home, which is not currently livable and requires renovation. This gives the next owner the opportunity to restore an authentic piece of Connecticut history at their own pace while enjoying comfortable living from day one. Everyday living takes place in the 2,963-square-foot addition, featuring a spacious country kitchen with an oversized island, a 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, an impressive barn and detached garage offer exceptional space for car collectors, hobbyists, contractors, woodworking enthusiasts, or anyone needing room for projects, equipment, or recreational vehicles. Significant improvements have already been completed, including the addition, detached garage, septic system, 200-amp electrical service, leased solar, and new windows in the original home. For the buyer who sees possibility where others see a project, this is a chance to live comfortably today while bringing the historic heart of an extraordinary Connecticut property back to life.
Listing Provided Courtesy of Debbie Huscher at Real Broker CT, LLC
Property Details
Price:
$699,000
MLS #:
24196454
Status:
Active
Beds:
4
Baths:
3
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 Oct 09, 2026
10
Single Family Listed
366
Avg DOM
260
Avg $ / SqFt
$514,860
Avg List Price
Property Summary
- 19 High Middlefield CT is a Single Family for sale in Middlefield, CT, 06455. It is listed for $699,000 and features 4 beds, 3 baths, and has approximately 4,073 square feet of living space, and was originally constructed in 1750. The current price per square foot is $172. The average price per square foot for Single Family listings in Middlefield is $260. The average listing price for Single Family in Middlefield is $514,860. 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


