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 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.

Facts and features

Schools

• Frank Ward Strong School

  middle · 6-8 · 3.6 mi

  5

• Coginchaug Regional High School

  high · 9-12 · 4.0 mi

  7

• John Lyman School

  elementary · 2-3 · 0.2 mi

  5

• Center Christian Academy

  elementary · K-9 · 2.3 mi

• Connecticut Christian Academy

  elementary · 1-6 · 2.3 mi

• Middlefield Memorial School

  elementary · 4-5 · 1.8 mi

  6

Price history

• Sep 21, 2026 · Price Changed$699,000
• Aug 19, 2026 · Price Changed$749,000
• Aug 3, 2026 · Listed$850,000
• Dec 28, 2004 · Sold$138,000

Tax history

• 2026$10,617 tax · $332,200 assessed
• 2023$9,381 tax · $332,200 assessed
• 2022$9,155 tax · $332,200 assessed
• 2021$9,056 tax · $284,600 assessed
• 2020$9,173 tax · $284,600 assessed
• 2018$8,433 tax · $244,500 assessed
• 2017$8,951 tax · $244,500 assessed
• 2016$7,665 tax · $233,400 assessed

Home value

$697,925

• Quantarium$697,925
• Cotality$706,900
• Collateral Analytics$692,000

Where it is