Skip to main content

Very Good

#108 of 389 private schools in MA

Top 28% of private schools

Winsor School

High School

103 PILGRIM RD, Boston, MA 02215

Private Estimated Score

Estimated academic score. This school does not have standardized test data. Based on 15 schools in Boston. Learn more

Enrollment

478

Student-Teacher

5.8:1

Score

7.1

Grades

5th – 12th

Updated 2021-22

How this school compares

In Boston

#8 of 15

public schools

Massachusetts high schools

#32 of 98

About Winsor School

WINSOR SCHOOL is a regular public high school located in the heart of Boston, Massachusetts. Serving students from grades 5 through 12, WINSOR has an enrollment of 478 students and maintains a student-teacher ratio of 5.8:1 with 83 full-time equivalent teachers. The school's setting within a large city offers unique opportunities for urban learning experiences.

While the MySchoolScout rating is currently at 2.4 out of 10, WINSOR focuses on fostering a supportive environment that encourages student development and growth. Without specific test score data available, it’s clear that the school is dedicated to providing diverse educational programs and resources tailored to its students' needs. WINSOR SCHOOL sits in an urban area with bustling city life, offering students access to cultural amenities, museums, and other enriching opportunities right outside their door.

What Parents Should Know

With a student-teacher ratio of 5.8:1, Winsor School offers a notably low ratio compared to the national average. This typically means smaller class sizes and more opportunities for one-on-one interaction between students and teachers.

As a private school, Winsor School operates independently from the local public school district. Families considering this school should inquire about tuition costs, financial aid availability, and the admissions process. Private schools are not required to follow the same curriculum standards as public schools, which can be either an advantage or a consideration depending on your priorities.

Financial Overview

Source: IRS Form 990 (2023 filing)

Per-Pupil Spending
Total expenses ÷ enrollment
$78,109
Per-Pupil Revenue
Total revenue ÷ enrollment
$83,214
Financial Health
Revenue-to-expense ratio (>1.0 = surplus)
1.07x — Stable
Tuition Dependency
Share of revenue from program services (tuition, fees)
68%
Total Assets
End-of-year total assets from IRS filing
$217.8M

Financial data from IRS Form 990 filings via ProPublica Nonprofit Explorer. Per-pupil figures based on current enrollment of 478 students. Not all private schools file Form 990.

Compare to Public Schools

Beta

How Winsor School compares to 15 public schools serving similar grades in Boston, MA

Student-Teacher Ratio
5.8:1
This School
vs
11.2:1
Public Avg
Avg School Size
478
This School
vs
618
Public Avg
Avg School Scout Rating
7.1
This School
vs
7.0
Public Avg

Student Demographics

White 51.9% vs 0%
Asian 24.5% vs 0%
Black 4.6% vs 0%
Hispanic 3.6% vs 0%
Winsor School Boston Public Avg

Nearby High Schools

School Rating
Winsor School (this school) 7.1
Boston Latin School 7.4
Edward M. Kennedy Academy for Health Careers (Horace Mann 7.1
Boston Arts Academy 7.4
MATCH Charter Public School 4.9
Hurley K-8 School 6.1
Snowden International High School 7.8
Melvin H. King South End Academy 6.7
Blackstone Elementary School 5.7
Quincy Upper School 8.4
Dudley Street Neighborhood Charter School 5.0
Quincy Elementary School 9.2
Margarita Muniz Academy 6.1
Eliot K-8 Innovation School 9.6
UP Academy Charter School of Dorchester 6.4
Helen Y. Davis Leadership Academy Charter Public School 7.8

Demographics sourced from NCES Private School Survey (PSS) and Common Core of Data (CCD). Comparisons are based on enrollment-weighted averages.

Score Breakdown

What This Rating Measures

This rating reflects classroom size, instructional time, student diversity, community resources, and school characteristics. Private schools are ranked against other private schools in MA.

Classroom Attention
? Student-teacher ratio calibrated against other private schools. Lower ratios mean more individual attention. (30% of overall score)
A- 7.9 / 10
View breakdown
Student-Teacher Ratio 5.8:1
Instructional Commitment
? Total annual instructional hours based on school day length and days per year. (15% of overall score)
C- 2.1 / 10
View breakdown
School Day Length 6.5 hours
Annual Instructional Hours 1,040
Diversity & Inclusion
? Racial and ethnic diversity of the student body using Simpson's diversity index. (20% of overall score)
A 9.0 / 10
View breakdown
Diversity Index 64%
Community Context

Data Unavailable

School Profile
? Enrollment size and grade span breadth — indicators of program depth and peer community. (15% of overall score)
A- 8.0 / 10
View breakdown
Enrollment 478
View data sources

Score basis: Private school model

Data coverage: 80% of scoring components had data

Components scored: 4 of 5

Ranking pool: Private schools in MA

Test Scores

Test score data not yet available for this school.

Student Demographics NCES PSS (SY 2021-22)

White 51.9%
Asian 24.5%
Two or More 15.1%
Black 4.6%
Hispanic 3.6%
Native American 0.4%

Source: NCES Private School Survey (PSS)

Location

103 PILGRIM RD, Boston, MA 02215

Nearby Alternatives

Families considering Winsor School may also want to explore other high schools in the area. IVY STREET SCHOOL (rated 8.0/10, 0.5 miles away, in nearby Brookline), which scores slightly higher. Another option is Boston Latin School (rated 7.4/10, 0.4 miles away), which scores slightly higher. Additionally, Boston Arts Academy (rated 7.4/10, 0.7 miles away), which scores slightly higher. For more schools in Boston, see our Boston schools guide .

Nearby Schools

20 within 0.9 mi
School Distance Rating
BEACON ACADEMY INC Boston 0.1 mi
Boston Latin School Boston 0.4 mi 7.4
Edward M. Kennedy Academy for Health Careers (Horace Mann Boston 0.5 mi 7.1
Lawrence Brookline 0.4 mi 9.3
Brookline Early Education Program at Beacon Brookline 0.4 mi 7.5
NEW ENGLAND HEBREW ACADEMY Brookline 0.6 mi 5.7
IVY STREET SCHOOL Brookline 0.5 mi 8.0
The Lynch Center Brookline 0.6 mi 7.2
MANVILLE SCHOOL Roxbury Crossing 0.7 mi 8.3
BOSTON UNIVERSITY ACADEMY Boston 0.7 mi 5.9
Tobin K-8 School Roxbury 0.7 mi 5.8
Fenway High School Roxbury 0.8 mi 7.2
ST MARY OF THE ASSUMPTION SCHOOL Brookline 0.7 mi 6.4
Boston Arts Academy Boston 0.7 mi 7.4
Roxbury Preparatory Charter School Roxbury 0.9 mi 5.0
Pierce Brookline 0.8 mi 8.9
Hennigan K-8 School Jamaica Plain 1.0 mi 5.4
West Zone Early Learning Center Jamaica Plain 1.0 mi 8.1
Morse Cambridge 1.1 mi 9.2
Florida Ruffin Ridley School Brookline 0.9 mi 8.8

Neighborhood Census ACS (2019-2023)

Census data for ZIP 02215 (ACS 2019-2023 5-Year Estimates) · Data sources

Median Income

$65,827

Median Home Value

$683,800

Median Rent

$2,385/mo

Population

24,054

College Educated

84.6%

Homeownership

8.5%

Avg Commute

20.1 min

Poverty Rate

28.1%

Median Age

21.9

Community Profile

The community surrounding Winsor School has a median household income of $65,827. It is a well-educated community where 85% of adults hold a bachelor's degree or higher. The median home value in the area is $683,800, with a median rent of $2,385/month. The area has a poverty rate of 28.1%, indicating some economic challenges in the community. The average commute for residents is 20 minutes. Source: U.S. Census ACS 2022 5-Year Estimates.

Similar Schools

Schools in the same state with comparable level, size, and ratings

School Rating
BROOKS SCHOOL North Andover, MA 7.1
Edward M. Kennedy Academy for Health Careers (Horace Mann Boston, MA 7.1
Rising Tide Charter Public School Plymouth, MA 7.1
THE CAMBRIDGE SCHOOL OF WESTON Weston, MA 7.1
WORCESTER ACADEMY Worcester, MA 7.1
Boston Day and Evening Academy Charter School Roxbury, MA 7.0

Frequently Asked Questions

Common questions about Winsor School

What grades does Winsor School serve?

Winsor School serves students in grades 5th through 12th.

How many students attend Winsor School?

Winsor School has an enrollment of approximately 478 students.

What is the student-teacher ratio at Winsor School?

The student-teacher ratio at Winsor School is 5.8:1. A lower ratio generally means more individual attention per student. The national average is approximately 11:1 for private schools.

How does Winsor School rank in MA?

Winsor School is ranked #108 out of 389 private schools in MA.

What is Winsor School's MySchoolScout rating?

Winsor School has a composite rating of 7.1 out of 10 on MySchoolScout. This score combines academic performance, student growth, and school environment into a single score. Equity data is shown separately for context.

Is Winsor School a private school?

Yes, Winsor School is a private all-girls school with a Nonsectarian affiliation. Private schools are not required to participate in state standardized testing, so academic performance data may be limited compared to public schools.

Is Winsor School a religious school?

No, Winsor School is a nonsectarian (non-religious) private school.

11 schools nearby View map →

Neighborhood Context

Walk Score
87 Very Walkable
Transit Score
89 Excellent Transit
Bike Score
89 Very Bikeable
City Safety
High (2,653/100K)

Powered by Walk Score

FBI UCR 2024. City-level (Boston). Data >1 year old.

Quick Facts NCES PSS (SY 2021-22)

Grades
5th – 12th
Enrollment
478
Gender Split
0% M / 100% F
Student-Teacher Ratio
5.8:1
Teachers (FTE)
83
Type
private
Coed Status
all-girls
Affiliation
Nonsectarian
School Day
6.5 hours
Days Per Year
160 days
Setting
Large City
County
SUFFOLK
Data Year
2022–2023

How We Rate Schools

Every school receives a composite score from 1 to 10 based on four pillars: Academic Performance (50%), Student Growth (20%), Equity (15%), and Learning Environment (15%). Scores are built from publicly available data including standardized test results, enrollment figures, and school climate indicators.

Read our full methodology

Related reading

Get school insights in your inbox

New rankings, best-schools lists, and parent guides — delivered free. No spam, unsubscribe anytime.

We respect your privacy. Unsubscribe at any time.