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Chestnut Woods – Cheshire, CT

Chestnut Woods is a subdivision in Cheshire, Connecticut. Cheshire has a population of 29,142, yet the median income is $97,621, nearly $32,000 higher than the median income for Connecticut and $45,000 higher than the U.S.

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Located in the heart of Cheshire, Chestnut Woods is in close proximity to lots of great attractions. Cheshire also offers great tax incentives for entrepreneurs.Cheshire is ranked 39 on the 50 best places to live in the U.S. by Money Magazine.

Barker Character,Comic and Cartoon Museum

The Barker Museum houses over 80,000 comic related items spanning 15 decades. For $5.00 you can go on a self guided tour, stand next to the Simpsons or Alvin and the Chipmunks, browse Partridge Family lunch boxes and Star Wars action figures. There is truly something here for everyone.

Tax Incentives for Businesses

Businesses that are compatible with the Town of Cheshire and its zoning regulations may receive tax incentives for offsite infrastructure improvements as well as other incentives outlined in the economic incentive policy.


Cheshire Public Library

Located on main street, the library host events for people of all ages. In honor of the 150th anniversary of the Gettysburg Address, Professor David Koch will be giving a lecture on this historic event.

Monday and Tuesday mornings are host to story time, with special story times dedicated to certain holidays. Other events include a holiday art class.

Public Schools in Cheshire

Cheshire has 3 elementary schools, a high school, and a junior high school, all rate 9 out of 10 possible points.

  • Cheshire High School
  • Dodd Middle School
  • Highland School
  • Doolittle School
  • Norton School

Cheshire High School serves 1,500 students,what sets them apart is a guidance center that really cares about its students. Dodd Middle School has 786 students and has a great environment for learning.

Doolittle school,with its 517 students,is a school that still values music,art, and physical education. Highland School, with its 827 students, is the largest elementary school in Cheshire, it is also a great school for special needs children. Norton School, the teachers here are very dedicated to their 487 students.

Other Places of interest in Cheshire:

  • Sleeping Giant State Park
  • Castle View Balloons
  • Mount Southington Ski Area
  • Laurel View Country Club
  • Mattatuck Museum Arts & History Center
  • Lyman Orchards Golf Club
  • The Eli Whitney Museum
  • The Timex Museum

Developers are in talks to build an outlet mall on the outskirts of Cheshire. Not only will this bring more jobs, but it will lessen commutes to nearby cities, improving traffic conditions.

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