Winterset Montessori
Request InfoYour child’s educational journey at Winterset Montessori in Lee’s Summit, Missouri.
Here, children are guided through a Montessori-based approach that encourages exploration, discovery, and self-paced learning in a carefully prepared environment. Our certified Montessori guides foster independence and curiosity, nurturing each child’s potential within a community rooted in respect and a love for learning.
Why Choose Winterset Montessori?

Our Head of School
Sandra Milleson
I bring more than 30 years of experience in childcare and a lifelong passion for nurturing children as they grow into their fullest potential. My strong local roots, combined with warmth, dedication, and creativity, guide everything I do. I’m also an active member of my church, the Women’s Hiking Club, and the Over 50 Club, where I enjoy building connections and contributing to my community.
Outside of work, I love spending time outdoors hiking and camping. I also enjoy karaoke, singing, and playing music, as well as relaxing with a good book. Although I don’t have children of my own, I cherish the opportunity to support and guide the children in my care as if they were family. As the youngest of seven siblings, I know firsthand the importance of strong family bonds, and I bring that perspective into my work each day.

Celebrating Excellence in Early Childhood Education
Winterset Montessori Named “Best Day Care Center” for 2025
We are proud to share that Winterset Montessori in Lee’s Summit has been recognized by BusinessRate as the Best Day Care Center for 2025! This honor reflects the unwavering dedication, passion, and commitment of our teachers, staff, and families who work together to create a warm, engaging, and enriching environment where every child can thrive.
A heartfelt thank-you to our incredible community for your trust and support—this recognition is a celebration of all of us!
