Movoto Real Estate
  • Real Estate
  • CT
  • New Haven County
  • Cheshire
  • 06410
  • 10 MAIN ST
  • School District
  • Grade
    9-12
  • Type
    private

Reviews

  • Submitted by parent on April 01, 2023
    My son is a current Junior at CA and he loves it there! He is always excited to go to school and he is there well into the night hanging out with his friends and going to sporting events. My son has learned a lot being there and I can see how much he has grown into his own person and gained his independence while at Cheshire Academy. He is a student athlete and CA has encouraged his development as an athlete and a student. He is currently being looked at by colleges that would have never noticed him if he had gone to his public high school. I have noticed that the majority of the students there are engaging in conversation and are smart and respectful when speaking to adults. We both love Cheshire Academy and I have never regretted sending my son to this school!
  • Submitted by parent on October 29, 2014
    My son spent freshman through junior year at Cheshire and had an excellent academic experience. His teachers were top quality. However, I feel that Cheshire did not supervise my son, who was a boarder, adequately, nor did they contact me when there were behavior incidents that I feel warranted parent notification. I hated to do it but I withdrew him at the end of Junior year so I could be certain he was being supervised and disciplined accordingly. To add insult to injury they basically made me feel like I had to beg to get them to complete the school report for colleges and recommendations in October of his senior year. The college counselor was condescending, abrupt, and unprofessional. She said she would complete the form if she absolutely HAD to do it but would write he WITHDREW (well, that's going to be obvious with transcripts from two different schools, and it sounded threatening). I guess if you're not paying, you're going to have to work hard to get them to do anything for you. Then when I talked with the Head of School, he tried to convince me that I had misunderstood the tone of the conversation. Unbelievable. I think I don't really want them to do that report after all.
  • Submitted by other on February 09, 2012
    I am a product of a tiger mom. I have always had excellent grades, but was always made to feel that I wasn't good enough. Because if I received 98% on an exam, harsh criticism for missing the 2% followed. Cheshire's warm faculty helped me gain self-confidence and be happy while excelling academically. Sure, there are higher ranked schools in the area and my mom was not happy that I chose to go to Cheshire instead of Choate or Loomis, but the quality of education I received at Cheshire was top notch. It did well on my college placement and supported my personal decision to attend Wesleyan --where I knew I would receive excellent education and would be happy as opposed to bending to my mom's will of sending me to any Ivy League school I got into. When I got to Wesleyan, I realized Cheshire had done an excellent job preparing me for the rigorous college academics. I adjusted to the college life with ease. My dorm parents and teachers at Cheshire were so supportive and available. Their doors were always wide open whenever I had questions or needed a shoulder to cry on. I recommend Cheshire for anyone who wants a warm and supportive community of really smart and dedicated teachers.
  • Submitted by other on January 24, 2012
    I have been at Cheshire Academy for 6 years. I went to middle school here and this is where i grew up. I have grown tremendously as a person. I came to this school shy, now i will be leaving next year courageous. I have had a great time at this school. The best part about Cheshire Academy is the people. The teachers are the nicest and most helpful teachers a kid can have. The students are also very friendly. The first day i got here i was pleasantly surprised that i did not have trouble fitting in. This is the feeling that most people have when coming here. Cheshire Academy is a great school.
  • Submitted by parent on December 26, 2011
    My daughter is a senior at Cheshire Academy and we hope my son will be entering as a freshman> This has been a wonderful choice for her. The faculty has been excellent and she excelled in her studies as well as sports and other EC activities. Our comparitve reference was the experience of my oldest daughter at Choate class 2008;While she also did extremely well in academics and in varsity athletics it was a grueling process and I am not sure that the final product was any better than she would have done at Cheshire (and she probably would have had a more enjoyable high school experience. ) Cheshire is worth a visit
  • Submitted by other on December 07, 2011
    I am a student currently attending the Academy. I love this school; yes, it is mainly centered on athletics when compared to the arts, but being in several plays and classes I know that they are just as wonderful. Come here and tour, and you'll see why most students come!
  • Submitted by parent on November 01, 2010
    Cheshire Academy is a school lost in its own bliss. It's restraints and restrictions it has put in place has my child feeling like he is fighting the community at large not being part of it. most private schools work for goals and values and have chosen a direction in witch they want their school to pursue. however cheshire academy has no idea in the slightest what they truly are striving to be as a community. It is Truly a random assortment of faculty wife's and husbands with good intentions however no were near the tools or skills to be productive and have a happy vibrant campus life.
  • Submitted by parent on August 11, 2010
    My son just graduated from Cheshire Academy after spending three years at the school. He was part of the Roxbury Program for all three years. While Roxbury can be expensive, I found the program did wonders for my son. He started his Sophomore year with barely passing grades and finished up as a solid B+ studuent with great SAT's scores and a host of college choices. He loved the experience and I feel he is ready for the college challenge.
  • Submitted by parent on December 10, 2008
    N/A
  • Submitted by parent on August 12, 2007
    N/A
  • Submitted by student on July 09, 2007
    N/A
Source: GreatSchools.org © 2026. All rights reserved. GreatSchools Logo
School data provided by GreatSchools.org
View more about The Cheshire Academy on GreatSchools

Nearby Schools

The Cheshire Academy
private School, Grades 9-12
GreatSchools Rating: This school is not rated.
Primitivo Garcia Elementary School
public School, Grades PK, K-6
GreatSchools Rating: 3 out of 10
Our Lady Of Guadalupe School
private School, Grades K-5
GreatSchools Rating: This school is not rated.
Quality Hill Academy
charter School, Grades K-5
GreatSchools Rating: 3 out of 10
CROSSROADS ACAD OF KANSAS CITY
charter School, Grades PK, K-6
GreatSchools Rating: 5 out of 10
CROSSROADS HIGH SCHOOL
charter School, Grades 7-12
GreatSchools Rating: 2 out of 10
Guadalupe Centers Middle
charter School, Grades 6-8
GreatSchools Rating: 5 out of 10
ArtsTech
private School, Grades n/a
GreatSchools Rating: This school is not rated.
All Sts. Consolidated School
private School, Grades K-8
GreatSchools Rating: This school is not rated.
St. John Holy Family
private School, Grades PK, K-8
GreatSchools Rating: This school is not rated.
Central Middle School
public School, Grades 6-8
GreatSchools Rating: 3 out of 10
Union Hill Day School
private School, Grades PK-K
GreatSchools Rating: This school is not rated.
Whittier Elementary School
public School, Grades K-5
GreatSchools Rating: 4 out of 10
Manual Career & Tech. Center
public School, Grades 9-12
GreatSchools Rating: This school is not rated.
SUCCESS ACADEMY
public School, Grades K-12
GreatSchools Rating: This school is not rated.
Alternative Resource Center
public School, Grades 6-12
GreatSchools Rating: This school is not rated.
Longfellow Elementary School
public School, Grades PK, K-6
GreatSchools Rating: 5 out of 10
Cristo Rey Kansas City
private School, Grades 9-12
GreatSchools Rating: This school is not rated.
Guadalupe Centers High School
charter School, Grades 9-12
GreatSchools Rating: 2 out of 10
Pleasant Green Community School
private School, Grades PK, K-3
GreatSchools Rating: This school is not rated.
Source: GreatSchools.org © 2026. All rights reserved.

Market Statistics

Median List Price

Properties Assigned to The Cheshire Academy

New Listings

Open Houses

Meet with a real estate agent today (844) 417-0593
IDX information is provided exclusively for consumers’ personal, non-commercial use and that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed to be accurate. Buyer to verify all information. The information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing information updated every 15 minutes. Terms of use & Privacy Policy, California Privacy Info. Copyright © 2005 - 2026 Movoto, Inc. All rights reserved. Equal Housing Opportunity CalDRE CalDRE #01517281
Movoto Real Estate is committed to ensuring accessibility for individuals with disabilities. We are continuously working to improve the accessibility of our web experience for everyone. We welcome feedback and accommodation requests, please submit them here.
Requests for information regarding mortgage products will be directed to Movoto.com affiliate, Lower, LLC - a licensed Mortgage Lender (NMLS #1124061), or, based on your location, may be redirected to a participating mortgage marketing partner that may pay Lower, LLC for any consumer contact information provided through this site.