Chesterton Sarasota

Chesterton Sarasota

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A joyful classical high school grounded in Catholic tradition raising up joyful leaders and saints. Chesterton Academy of St.

Padre Pio is part of the fastest growing network of classical schools in the world, providing an affordable high school education of the highest caliber. Our program starts with Christ at the center in daily Mass and integrates the humanities, math, science, music and the arts to immerse our students in the fullness and joy of our faith, where truth, goodness, and beauty abound.

03/26/2026

Happy Feast of the Annunciation! Thank you Blessed Mother for your “YES”! May we trust in God’s will for our lives with complete surrender as you did. 🙏🏻

Photos from Chesterton Sarasota's post 03/22/2026

Today some of our students volunteered to sing @ Our Lady of Martyrs‘ evening Mass — it’s a parish where you find great devotion to St Padre Pio. It’s so fitting as today marks the 3 year anniversary from when this school was officially established under the patronage of St Padre Pio! May our Lord continue to bless our school seeking to raise up future leaders & saints! 🙏🏻💕 Thanks to our sacred music teacher for this volunteer opportunity and to the students that shared their beautiful voices. 😊

03/13/2026

Kicking off Spring break with an extra special Kyrie from the misa de angelis.

03/03/2026

On Saturday students from CASPP led music at Mass at Our Lady Queen of Martyrs in Sarasota. This is an example of the opportunities students are given to share their gifts with the broader church community. Don’t forget this month we are hosting Shadow Days and Tours so click the link in bio.

Photos from Chesterton Sarasota's post 02/22/2026

on AI - these are conversations we want to have with students. We don’t shy away from the challenges of today and viewing them in the light of Christ.

02/17/2026

Choir singing tomorrow!

02/13/2026

Ave Regina Caelorum - it may not be Lent yet but we are preparing to sing at Ash Wednesday Mass next week so we decided to sing this antiphon a few days early.

02/05/2026

Catholic Schools week at Chesterton Academy! Looking for to a Catholic school that’s Catholic from curriculum to community? At Chesterton Academy of St Padre Pio, it’s CSW every week.

01/27/2026

Celebrating Catholic Schools week with Sacred Music

Here, music isn’t an add-on.
It’s not extracurricular.
It’s not optional.

Every student studies music—
so they can experience truth, goodness, and beauty,
not just talk about it.

Because Catholic education isn’t
“high school + faith on the side.”
It’s formation at the roots.

Sacred music forms the soul.
And formation is the point.

Come and see what Catholic culture actually lived looks like.

Come and see. Schedule a tour.

Guadalupe Offering Challenge 01/06/2026

We’re down to the final hours! There is still time to give your offering. Happy feast of Our Lady of Abundance!

Guadalupe Offering Challenge Together we can make a difference. Join our campaign and help us transform the culture one student at a time.

01/03/2026

We are so close to our goal! $1,500 is all that stands between us. Please support us this weekend.

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Location

Category

Address

7555 Claxstrauss Drive
Sarasota, FL
34240

Opening Hours

Monday 7:30am - 3:30pm
Tuesday 7:30am - 3:30pm
Wednesday 7:30am - 3:30pm
Thursday 7:30am - 3:30pm
Friday 7:30am - 3:30pm