Book Series · 6 Books

Penny Draws Books

In order from Penny Draws a Team Sport to Penny Draws a First Crush.

The Penny Draws series is a set of 6 chapter books by Sara Shepard, published between 2023 and 2025. Written for ages 8–12, most books run about 240 pages.

Penny Draws a Team Sport
Penny Draws a First Crush
Penny Draws a Best Friend
Penny Draws a School Play
Penny Draws a Secret Adventure
Where the story begins

First Book in the Series

Penny Draws a Team Sport
Sale price
$1398
Book #5 · Chapter Book · Ages 8–12 · 2025

Penny Draws a Team Sport

By Sara Shepard

A girl faces her fears in a televised pickleball tournament.

224 pages· 20,953 words· Est. 3 hour read
$14.99Save 7%
Hardcover
In reading order

Penny Draws Series

6 books · Published 2023–2025

#5
#5 in Series
Sale price
$1398

Penny Draws a Team Sport

Chapter Book · Ages 8–12 · 2025

A girl faces her fears in a televised pickleball tournament.

#6

Penny Draws a First Crush

Chapter Book · Ages 8–12 · 2025

A mysterious note and etiquette class challenge a young girl's readiness to grow up.

Penny Draws a Best Friend

Chapter Book · Ages 8–12 · 2023

Fifth grade brings mystery and friendship challenges for Penny. Can she navigate anxiety and find her true friends?

Sale price
$1398

Penny Draws a School Play

Chapter Book · Ages 8–12 · 2023

A young girl faces big changes and anxiety, finding solace in doodles.

Series
Graphic Nov.
Sale price
$1398

Penny Draws a Secret Adventure

Chapter Book · Ages 8–12 · 2024

A girl navigates friendship and family chaos while hunting for treasure with an old map.

Sale price
$1398

Penny Draws a Class Trip

Chapter Book · Ages 8–12 · 2024

A girl faces her fears on a thrilling trip to New York City.

Good to know

Common Questions

How many books are in the Penny Draws series?

There are 6 books in the Penny Draws series. It began with Penny Draws a Team Sport in 2025, and the newest book, Penny Draws a First Crush, was published in 2025.

What order should you read the Penny Draws books in?

Start with Penny Draws a Team Sport and follow the series order — the books above are numbered #1 through #6.

What ages are the Penny Draws books best for?

The series is best for ages 8–12, based on the age ranges of the individual books.

The people

The Creative Behind the Books

The people who bring Penny Draws to life.

01

Sara Shepard

Author

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