$699,000
 $3,752 est/mo Sourced by Back At You

19 High Street,Middlefield, CT 06455

Middlefield, CT 06455

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Description

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.

Details

MLS #24196454
Listing TypeFor Sale
StyleHouse
Sub-TypeResale
StatusActive
Year1750
Days On Site61
Listing Provided ByReal Broker CT, LLC | Debbie Huscher

Features

Bed(s)4
Bath(s) 3 Total
SQ Feet4,073
Garage12
BasementY
ZoningMD
Acreage1.20
Golf CourseYes

Interior

Total Rooms8
Cooling SystemNone
Interior FeaturesOpen Floor Plan
Appliances IncludedOven/Range, Refrigerator, Dishwasher
Fireplaces Total1
Laundry Room InfoMain Level

Exterior

Exterior FeaturesBarn, French Doors, Patio
Roof InformationAsphalt Shingle
Foundation TypeConcrete

Parking

Garage & ParkingBarn, Detached Garage
Garages Number12

Utilities

Sewage SystemSeptic

Taxes

Tax YearJuly 2026-June 2027
Property Tax10617

Area Information

StateCT
CountyMiddlesex
CityMiddlefield
Zip Code06455
AreaN | A
School DistrictJohn Lyman
Elementary SchoolJohn Lyman
High SchoolCoginchaug Regional
Listing VS Median (in 06455)
Price:
$699,000
low | high
Med:
$595,000
64.878397711016% of Average
sqft:
4,073
low | high
Med:
961
100% of Average
$ / sqft:
$172
low | high
Med:
$619
100% of Average
On site:
61
low | high
Med:
4
100% of Average
Sourced by Back At You

Market Activity 06455

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Learn More About This Property

StateCT
CountyMiddlesex
CityMiddlefield
Zip Code06455
AreaN | A
School DistrictJohn Lyman
Elementary SchoolJohn Lyman
High SchoolCoginchaug Regional
Listing VS Median (in 06455)
Price:
$699,000
low | high
Med:
$595,000
64.878397711016% of Average
sqft:
4,073
low | high
Med:
961
100% of Average
$ / sqft:
$172
low | high
Med:
$619
100% of Average
On site:
61
low | high
Med:
4
100% of Average
Sourced by Back At You
Listing Updated: September 29, 2026 at 8:32:54 AM PDT