Skye Woolston

Sales Representative

p: 705.999.7523

Email Skye


It’s Great To Meet You

Skye Woolston is a Sales Representative with The Peggy Hill Group, known for her calm authority and deeply grounded approach to real estate.

It’s Great To Meet You

Skye Woolston is a Sales Representative with The Peggy Hill Group, known for her calm authority and deeply grounded approach to real estate.

About Skye

Skye has been helping people find their way home since 2004. Her experience spans negotiation, luxury home marketing, high-value properties, new construction, and design.

She has an eye for what makes a property exceptional and a knack for noticing what matters to the person standing inside it.

Her approach to real estate is holistic, considering mind, body, spirit, and space alongside the market data, floor plans, and fine print.

Skye believes a home should support the life unfolding within it: the quiet mornings, the kitchen dance parties, the messy middle chapters, and the fresh starts.

Buying or selling often comes with more than a change of address. Skye is a seasoned guide through those transitions, bringing clear strategy, honest advice, and a steady presence when there are a lot of moving pieces.

With a background in social science, marketing, and design, she’s as comfortable talking through the practical details as she is helping someone name what they’re really looking for.

Skye’s clients can expect thoughtful questions, excellent taste, and someone who knows when to bring the spreadsheet and when to simply listen. Her business is built on trust, curiosity, and care.

Testimonials

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

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

"Skye was amazing to work with! Her and the entire team walked us through every step and made us feel at-ease through the whole process. They made selling our house as stress-free as possible!"
— Steve M.
"My agent, Skye Woolston, was professional, efficient and personal in the quality and delivery of her services. I would definitely use her and the Peggy Hill team again."
— Katherine R.
"Excellent service & strategy! Prepared and on top of the market."
— Brett C.

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