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19 High Street, Middlefield, CT 06455

Middlefield
Local realty services provided by:CENTURY 21 Classic Homes
19 High Street,Middlefield, CT 06455
$699,000
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  • 4 Beds
  • 3 Baths
  • 4,073 sq. ft.
  • Single family
  • Active
Listed by: debbie huscher(860) 918-4580
Office: real broker ct, llc(855) 450-0442
MLS#:24196454
Source:CT

Price summary

  • Price:$699,000
  • Price per sq. ft.:$171.62

About this home

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...

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Home facts

  • Year built:1750
  • Listing ID #:24196454
  • Added:67 day(s) ago
  • Updated:October 10, 2026 at 11:53 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:3
  • Full bathrooms:2
  • Half bathrooms:1
  • Rooms Total:8
  • Kitchen Description:Dishwasher, Oven/Range, Refrigerator
  • Basement Description:Full Basement
  • Living area:4,073 sq. ft.

Heating and cooling

  • Heating:Hydro Air

Structure and exterior

  • Roof:Asphalt Shingle
  • Year built:1750
  • Building area:4,073 sq. ft.
  • Lot area:1.2 Acres
  • Lot Features:Level Lot
  • Architectural Style:Antique
  • Construction Materials:Wood
  • Exterior Features:Barn, French Doors, Patio

Schools

  • High school:Coginchaug Regional
  • Elementary school:John Lyman

Utilities

  • Water:Private Well
  • Sewer:Septic

Finances and disclosures

  • Price:$699,000
  • Price per sq. ft.:$171.62
  • Tax amount:$10,617 (July 2026-June 2027)

Features and amenities

  • Appliances:Dishwasher, Oven/Range, Refrigerator
  • Amenities:Golf Course, Lake, Open Floor Plan, Park, Putting Green

Parking

  • Parking description:Barn, Detached Garage
  • Garage:Yes
  • Garage spaces:12
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