About Us
Uptown Stitch is where creativity meets craftsmanship. Founded by Cheri and Jenn, our studio blends tailoring, embroidery, DTF printing, and sewing classes into a one-stop destination for style and self-expression.
Company History
The Early Years
In 2017, Cheri purchased a historic home – over 100 years old – with a dream of creating a sewing school for kids and adults alike. With tailoring in her blood and a lifelong passion for teaching, she envisioned a place where sewing skills could be passed down to the next generation.
The Covid-19 Pandemic
In 2020, during the pandemic, Uptown Stitch was rezoned for commercial use. While traditional alterations slowed, Cheri’s creativity and determination kept the dream alive. She expanded into in-home curtain adjustments, custom soft furnishings, and other home décor services, finding new ways to serve her community.
Moving On
By 2021, Uptown Stitch officially opened its doors to customers. What began as a sewing school has since grown into a thriving one-stop shop – a full-service master tailor studio offering alterations, embroidery, DTF printing, and much more.
What's Next for Uptown Stitch
Today, Uptown Stitch is known not only for sewing classes but also for being a creative hub where tailoring meets design, and where tradition blends with innovation.
As Cheri likes to say, “We’ve built more than a business – we’ve built a Rick and Morty kind of adventure, always evolving, always creating, always unexpected.”
Mission and Value
Our Mission
At Uptown Stitch, our mission is to preserve the art of sewing and design while inspiring creativity in every stitch. We are dedicated to delivering exceptional craftsmanship, personalised service, and innovative design solutions — from alterations and embroidery to custom creations and sewing education. Our goal is to empower our community to create, express, and feel confident through beautifully tailored and handmade pieces.
Our Core Values
Craftsmanship
We take pride in every stitch, ensuring quality, precision, and attention to detail in all we do.
Creativity
We celebrate imagination and originality — turning ideas into one-of-a-kind designs that reflect each customer’s unique vision.
Community
We are more than a shop; we’re a place for people to learn, share, and grow. From kids’ sewing classes to local markets, we support creativity at every level.
Integrity
Honesty, transparency, and care guide every interaction. We treat every client, project, and team member with respect.
Growth & Learning
We believe in passing on the art of sewing and constantly evolving with new trends, technologies, and techniques to serve our customers better.
Our Founder - Cheri's Story
Born in Fort Myers, Florida, Cheri Kent grew up surrounded by the world of tailoring and dry cleaning. Her father, a master tailor, and her mother, a business-minded dry cleaner, created a thriving family business where Cheri discovered her passion at an early age. By the time she was just 10 years old, Cheri was collaborating with her father, hemming ROTC pants for local schools, while learning the importance of quality and craftsmanship. Cheri’s upbringing gave her both technical skill and business sense, which she carried forward as she started her own family. After moving to Orlando with her husband and two young daughters (later joined by a son), she continued to hone her sewing talents, designing and creating homemade costumes for her children and taking on sewing work in her community. For more than a decade, Cheri worked at a local dry cleaner’s, building her expertise and deepening her knowledge of trade. Yet her dream was always bigger: to create a place where she could not only serve customers but also pass on the art of sewing to future generations.
In 2017, Cheri purchased a historic house with a vision of transforming it into a sewing school and design studio. After rezoning in 2020, she officially opened the doors in 2021, welcoming both sewing students and alteration clients. Today, Cheri’s dream has grown into a vibrant business that offers a wide range of services, from tailoring and embroidery to sewing education, all while employing a talented team of six.
With over 40 years of experience as a master tailor, Cheri Kent continues her family’s legacy of craftsmanship and entrepreneurship. She is dedicated to keeping the art of sewing alive, inspiring her students, and serving her community with skill, passion, and heart.
A snippet of UptownStitch
Uptown Stitch Alterations & Design Studio is an approved vendor for Osceola County. Trusted by the Town of Oakland as an official authorized vendor, delivering quality tailoring, design, and custom apparel services.
What We Do









Giving Back...
At Uptown Stitch, giving back is woven into everything we do. We believe that creativity, craftsmanship, and community go hand in hand. Beyond delivering quality tailoring, embroidery, and custom designs, we are committed to supporting local initiatives, nurturing skills, and uplifting those around us. Whether through sharing knowledge, mentoring aspiring creatives, or contributing our services to community efforts, we strive to make a meaningful impact – one stitch at a time. Our goal is not only to create beautiful pieces, but also to help strengthen the fabric of the community we proudly serve.
