Beta You're viewing our redesigned school page. Prefer the classic layout?

Gildersleeve School

Public Grades 2-4
123rd
SchoolDigger Rank ?
of 491 Connecticut Elementary Schools
Better than 75% of Connecticut elementary schools
Summary

Gildersleeve School serves 253 students in grades 2–4 in Portland, CT, and is one of two elementary schools in the Portland School District, consistently earning high marks as a top-performing school in central Connecticut. In 2025–2026, Gildersleeve School ranked 123rd out of 491 Connecticut elementary schools, placing it in the 75th percentile and earning a 4-star rating — a distinction it has achieved in five of the past six reported years. The school's academic performance stands well above state averages, with SBAC proficiency rates in both ELA and math surpassing Connecticut's statewide scores by 15 to 20 percentage points across grades 3 and 4.

Perhaps the school's most distinctive strength is its exceptionally low chronic absenteeism. Gildersleeve's chronic absenteeism rate was just 4.5% in 2025–2026, compared to 16.4% statewide, and just 3.0% in 2023–2024. This strong attendance culture outpaces nearby schools too: Woodside Intermediate School in Cromwell had a 7.4% chronic absenteeism rate, while schools in the Middletown School District ranged from 11.4% to 23.0%. Gildersleeve also outperforms Woodside Intermediate School — the closest structural comparison, serving grades 3–5 just three miles away — in nearly every academic measure, including 4th grade ELA (72.5% vs. 59.3%) and 4th grade math (70.0% vs. 61.7%).

Gildersleeve School's student–teacher ratio of 11.7 is favorable, slightly better than Valley View School (12.1) and Lawrence School (11.5) in the same area. The school also delivers impressive results with moderate poverty levels — about 32.8% free/reduced lunch eligibility — and relatively modest per-student spending of roughly $15,341, outperforming schools in the Middletown School District that spend up to $19,314 per student yet rank considerably lower statewide. One area worth noting is a gender gap in statewide subgroup rankings: male students ranked in the 85th percentile in 2024–2025 while female students ranked near the 46th percentile. Still, Gildersleeve remains a model of strong elementary education, combining consistent academics, remarkable attendance, and cost-effective outcomes.

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: Holding steady — 73rd percentile in 2015 → 75th in 2026
Strengths
Test scores above the Connecticut average (69% vs 51% meeting standards)
Above the Connecticut median (75th percentile)
Small classes — about 12 students per teacher
Worth a look
!Some student groups rank well below the school's overall statewide standing
Students meeting standards (2025-2026) ?
This school69%
District avg69%
Connecticut avg51%
123rd of 491
Connecticut public elementary schools ?
Top 25%▲ up 2 pts since 2016
See the entire ranking list of Connecticut Elementary Schools →
SchoolDigger rating ?
69th of 153Portland 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
202678.1123 of 49174.9%★★★★☆
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
202662.9110 of 22551.1%★★★☆☆
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
202676.253 of 23277.2%★★★★☆
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
202669.283 of 24666.3%★★★☆☆
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 (2026)77th percentile~ school
Low Socio Economic Status (2021)67th percentile+4 vs school
White (2026)66th percentile-9 vs school
Special Education (2021)54th percentile-9 vs school
Female (2026)51st percentile-24 vs school
By subject vs Connecticut (2025-2026) ?
Mathematics71%+18 vs state
English Language Arts68%+19 vs state

No ratings yet
Be the first to rate Gildersleeve School and help other families decide.
Rate Gildersleeve School
Have first-hand experience? A quick rating - and a sentence or two about what stands out (teachers, academics, safety, communication) - helps other families know what to expect.
Takes about a minute. We email you a link to verify your review - your address is never shown publicly.
Tap a star to rate
Reviews
No written reviews yet. If you know this school, be the first to share what stands out.



Schools Near Gildersleeve School

Ranking:
Map legend
E Elementary M Middle H High A Alternative P Private






Frequently Asked Questions about Gildersleeve School

Students who attend Gildersleeve School usually go on to attend:

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

Gildersleeve School ranks 123rd of 491 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.

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

Rate Gildersleeve School!



Sign up for updates!

Be the first to know when there is an update for Gildersleeve School!


Latest Connecticut data All new data »
2024–25 through 2025–26 attendance data & graduation ratesNewAug 31, 2026
2025–26 NGSS, SAT & SBAC test scoresNewAug 31, 2026
2024–25 school spending dataApr 2, 2026
2024–25 attendance dataNov 6, 2025


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.

Diagnostics