Caitlin O’Brien

Sales Representative

p: 705.300.6833

Email Caitlin


It’s Great To Meet You

Meet Caitlin O’Brien, a Sales Representative with the Peggy Hill Team who is known for her genuine, no-pressure approach and passion for helping clients make confident real estate decisions.

It’s Great To Meet You

Meet Caitlin O’Brien, a Sales Representative with the Peggy Hill Team who is known for her genuine, no-pressure approach and passion for helping clients make confident real estate decisions.

About Caitlin

Before entering real estate, Caitlin worked in healthcare as a medical radiation technologist, where she developed strong skills in communication, empathy, and problem-solving; qualities that continue to shape how she supports her clients today. She now proudly helps multiple families each year navigate buying and selling with clarity, strategy, and support.

Caitlin is a first-time home buyer specialist, with a strong focus on education and guidance throughout the entire process.She understands that buying your first home can feel overwhelming, and her goal is to make it feel informed, manageable, and even exciting, without pressure or unnecessary stress.

Drawn to the Peggy Hill Team for its authenticity and collaborative culture, Caitlin knew she had found a professional home aligned with her values.

Whether working with first-time buyers or sellers planning their next move, Caitlin is committed to providing honest advice, strong market insight, and a positive experience from start to finish.

Outside of Real Estate

Caitlin enjoys tackling DIY home renovation projects on a budget, exploring her love of photography, discovering new coffee shops, and spending quality time outdoors on local trails with her dogs, as well as with family and friends.

Testimonials

Don’t just take our word for it, learn what our valued clients have to say about Caitlin’s exceptional service and commitment. See how you can benefit by choosing Caitlin to guide you along the way.

We’re proud of our 2,000+ 5-Star Reviews —
Making Clients Happy Is Our Top Priority

"We are so thankful for Caitlin and the rest of the Peggy Hill Team. What seemed like an incredibly overwhelming first time buying process was nothing short of amazing with Caitlin's help. She brings industry knowledge, compassion and care for her clients while being super funny, making her so easy to work with."
— Jessie Paul
"Awesome experience working with Caitlin! She was friendly, professional and incredibly helpful, always making us feel comfortable and informed during the sale of our home. Not only is she great at what she does, she is also a genuinely kind and wonderful person to work with!"
— Lori Snowball
"Our experience with Caitlin and the Peggy Hill team was amazing. This is a team dedicated to finding you your perfect fit in a home. We are so grateful to Caitlin for all of the hard work and long hours she put into selling our house and finding our forever family home."
— Alexis Lehman

Simcoe County and Barrie Listings

What Our
Clients Say

We’ve built a repeat and referral business by doing real estate differently.

Real Results From Our Clients

“One of the best decisions we've made. Peggy and her team were extremely professional with the sale of my mother’s home. We were always kept up-to-date and in the loop. 70+ viewings and 17 offers in 7 days speaks for itself.”

— John K. | See All Reviews

"The professionalism and kindness was exemplary. We sold our home after 35 years. This team are marketing geniuses. From photos and varying listing sites to open houses and requests for showings and staging, every step of this journey was handled efficiently and timely."

— Harley & Cindy L. | See All Reviews