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Gildersleeve School

Public Grades 2-4
117th
SchoolDigger Rank ?
of 493 Connecticut Elementary Schools
Better than 76% of Connecticut elementary schools
Summary

Gildersleeve School is an elementary school located in Portland, Connecticut, serving grades 2-4 with a total enrollment of 269 students. This high-performing school consistently outperforms many of its peers in the region, making it a standout institution in the Portland School District.

Gildersleeve School has a strong academic track record, with a high percentage of students proficient or better in both English Language Arts and Mathematics. In the 2024-2025 school year, 69.6% of 3rd graders and 67.6% of 4th graders were proficient or better in ELA, compared to the state averages of 46.9% and 51.4%, respectively. In Mathematics, 69.6% of 3rd graders and 74% of 4th graders were proficient or better, compared to the state averages of 52.2% and 51.4%. The school has maintained a consistent level of academic performance, earning a 4-star rating from SchoolDigger for several school years and ranking in the top 30% of Connecticut elementary schools.

Gildersleeve School's strong performance extends beyond just academic achievement. The school has relatively low chronic absenteeism rates compared to the state average and a low student-teacher ratio, which may contribute to its success. Additionally, the school has been able to support its economically disadvantaged students, as it has a relatively high percentage of students receiving free or reduced-price lunch. Gildersleeve School's ability to outperform nearby schools, such as Farm Hill School and Academy of Aerospace and Engineering Elementary, further highlights its exceptional educational environment.

253
Students ?
11.7
Student/teacher ratio ?
$20,974
Per pupil spending ?
32.8%
Free/discounted lunch ?
 565 Main St.
       Portland, CT  06480

(860) 342-0411

District: Portland School District


Students who attend Gildersleeve School usually attend:

Middle:    Brownstone Intermediate School
    Portland Middle School
High:    Portland High School
Racial breakdown:

White:
71.1%
Hispanic:
17.8%
Two or more races:
6.3%
more
 See top rated Connecticut elementary schools

 Compare Gildersleeve School to nearby elementary schools!
At a glance
Ranking trend: Rebounding — 54th percentile in 2019 → 76th in 2025
Strengths
Test scores above the Connecticut average (70% vs 50% meeting standards)
Ranks in the top 24% of Connecticut elementary schools
Ranking is rebounding — up to 76th (2025) from a 54th-percentile low (2019)
Worth a look
!Some student groups rank well below the school's overall statewide standing
Students meeting standards (2024-2025) ?
This school70%
District avg70%
Connecticut avg50%
117th of 493
Connecticut public elementary schools ?
Top 24%▲ up 3 pts since 2015
From top 27% (2015) to top 24% (2025)
See the entire ranking list of Connecticut Elementary Schools →
SchoolDigger rating ?
71st of 156Portland School District among Connecticut districts
Statewide rank percentile over time (100 = the top-ranked school in the state; click a legend item to add a student group)
Show full rank history (all student groups)

All Students

YearAvg scoreStatewide rankConnecticut percentileRating
202579.0117 of 49376.3%★★★★☆
202484.776 of 49784.7%★★★★☆
202374.8142 of 49171.1%★★★★☆
202272.4149 of 49069.6%★★★☆☆
202166.0202 of 53862.5%★★★☆☆
201956.4242 of 52253.6%★★★☆☆
201760.6215 of 51958.6%★★★☆☆
201675.6140 of 51873.0%★★★★☆
201576.5149 of 55173.0%★★★★☆
201380.776 of 55786.4%★★★★☆
201278.5108 of 56480.9%★★★★☆
201174.4172 of 56569.6%★★★☆☆
201075.2161 of 57972.2%★★★★☆
200975.3158 of 56672.1%★★★★☆
200864.1274 of 56551.5%★★★☆☆
200768.7246 of 56856.7%★★★☆☆
200670.4218 of 57061.8%★★★☆☆

Female

YearAvg scoreStatewide rankConnecticut percentileRating
202554.4126 of 23245.7%★★☆☆☆
202476.671 of 23770.0%★★★★☆
202370.990 of 23060.9%★★★☆☆
202265.1110 of 23453.0%★★★☆☆
202170.6139 of 45569.5%★★★☆☆
201863.1121 of 25953.3%★★★☆☆

Low Socio Economic Status

YearAvg scoreStatewide rankConnecticut percentileRating
202158.3101 of 30266.6%★★★☆☆

Male

YearAvg scoreStatewide rankConnecticut percentileRating
202583.235 of 23985.4%★★★★☆
202479.551 of 23378.1%★★★★☆
202363.4112 of 23151.5%★★★☆☆
202262.2112 of 23251.7%★★★☆☆
202151.8214 of 44551.9%★★★☆☆
201945.2152 of 24738.5%★★☆☆☆
201852.8149 of 26243.1%★★☆☆☆

Special Education

YearAvg scoreStatewide rankConnecticut percentileRating
202150.9171 of 37153.9%★★★☆☆

White

YearAvg scoreStatewide rankConnecticut percentileRating
202571.165 of 24873.8%★★★★☆
202480.036 of 25085.6%★★★★☆
202360.9119 of 26254.6%★★★☆☆
202261.0114 of 25254.8%★★★☆☆
202149.3180 of 32745.0%★★☆☆☆
201938.7207 of 29529.8%★★☆☆☆
201832.5223 of 29624.7%★☆☆☆☆
How student groups rank statewide ? (each group's percentile vs the same group at other schools — higher is better; the +/- beside each compares the group with this school's overall percentile)
Male (2025)85th percentile+9 vs school
White (2025)74th percentile~ school
Low Socio Economic Status (2021)67th percentile+4 vs school
Special Education (2021)54th percentile-9 vs school
Female (2025)46th percentile-31 vs school
By subject vs Connecticut (2024-2025) ?
Mathematics72%+20 vs state
English Language Arts69%+20 vs state

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Frequently Asked Questions about Gildersleeve School

Gildersleeve School ranks 117th of 493 Connecticut elementary schools. SchoolDigger rates this school 4 stars out of 5.

Students at Gildersleeve School are 71% White, 18% Hispanic, 6% Two or more races, 4% African American, 1% Asian.

Students who attend Gildersleeve School usually go on to attend:

Middle : Brownstone Intermediate School
Middle : Portland Middle School
High : Portland High School

In the 2024-25 school year, 253 students attended Gildersleeve School.


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SchoolDigger data sources: National Center for Education Statistics, U.S. Department of Education, the U.S. Census Bureau and the Connecticut Department of Education.

IMPORTANT DISCLAIMERS: Not all boundaries are included. We make every effort to ensure that boundaries are up-to-date. But it's important to note that these are approximations and are for general informational purposes only. To verify legal descriptions of boundaries or school locations, contact your local tax assessor's office and/or school district.





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