Skye Woolston Bio

Skye Woolston is a Sales Representative with The Peggy Hill Team, working with both buyers and sellers. With over a decade of professional experience in Real Estate sales and negotiation, home staging and redesign, Skye’s love of Real Estate is genuine beyond compare!

Deeply aligned with her core values of integrity, excellence and contribution, Skye’s compass is firmly fixed on providing her clients with the first class service they deserve and she will work tirelessly to deliver results. With distinctive marketing, global exposure and one-on-one client care, Skye believes that every buyer or seller, regardless of their price point, deserves the luxury of a stress-free experience.
Skye attended the University of Waterloo, majoring in Interdisciplinary Social Science. She then went on to feed her creative passions and studied both Advertising Design & Marketing and Home Staging & Redesign. With a keen sense of diplomacy, Skye invested in Collaborative Family Law training which gives her a special understanding of families transitioning through separation and divorce.

When Skye’s not with her clients, you can find her anywhere her active and adventurous family is. Depending on the season, chances are she’s at a hockey arena, ski hill or exploring the nearby nature trails and shores of Georgian Bay. She is also our resident animal lover and shelter volunteer.

To Skye, Simcoe County offers the best of both worlds. “Centered between the hustle and bustle of Toronto and the peace and beauty of cottage country – we are only an hour’s drive from whatever we feel like exploring! Our area offers all the big city amenities but still has the small town connections, waterfront parks, rec centers, and a community spirit that I want my children to grow up with.”
Skye has an irresistible passion for connecting people with their dreams. She loves when buyers and sellers reach their goals and is a trusted professional in all types of Real Estate transitions. From first time buyers and empty nesters to seasoned investors, Skye’s knowledge, experience, and personal touch eases the stress as one chapter ends and a new one begins. Skye’s background and interests are a perfect fit to the The Peggy Hill Team. She couldn’t be more qualified to help our clients with every aspect of their Real Estate needs.

Skye’s Testimonials

How My Clients Feel About My Service

5 Star Google Review ★★★★★. This is the second time that we have used the Peggy Hill Team and now with the completion of our sale we know why. Selling a home can be a very stressful time however our agent Skye and the Peggy Hill Team made the experience quite enjoyable. Skye is wonderful, she was attentive, supportive and definitely helped us during this time. Our main reason for coming back to Peggy Hill was because of Skye and the team experience. Everyone from the staging, photography and admin always had our interest first. Our stager Alicia was wonderful, she was helpful very easy to work with and knowledgable on what we needed to do to stage our home. We have used stagers before and definitely enjoyed working with Alicia the best. My family loved the experience and if I needed Real Estate in the future I will definitely use Peggy Hill again. You all have a wonderful team and I will definitely be forwarding your name to friends and relatives. Our house sold for full asking price and had an offer on the second day of listing! Thank you Peggy Hill Team!!

– Tracy & Bonnie, Sellers

Our experience with the Peggy Hill Team has been awesome.  When we started looking for houses in the Barrie area we hadn’t sold our home yet in Ajax. I was looking on the Peggy Hill site and was contacted the following day by one of your representatives. We set an appointment to meet with Skye the following Sunday. We were provided excellent advice from Skye which set us on a path with a solid plan. We sold our home three weeks later at 85 thousand above asking. Two weeks later Skye found the home that is perfect for us. I truly believe that she understood who we are and what we wanted. This move for us was emotionally difficult because it was my husband’s family home. Skye really understood that and knew we had to be really excited about the next house. She found it…it’s perfect for us..we are excited…We are very pleased with the service from the Peggy Hill Team it could not have been better. Thank you so much.

– Bev & Randy Y., Sellers & Buyers

My husband Steve and I had the best experience purchasing our new home through The Peggy Hill Team. Skye Woolston provided exceptional service every step of the way. I was worried we wouldn’t find a home exactly matching our needs because there aren’t as many listings available in the Barrie area perhaps due to the super-hot market. We are moving to Barrie from Oakville and having Skye’s help to find the right home was especially appreciated. The homes we were shown were beautiful, met our needs and even more! It was if Skye knew us for years, and we had only just met. The home we purchased is perfect for us, and on top of making the purchase process easy, Skye helped in many other ways to ensure we had an excellent experience, second to none. I would strongly recommend you consider Skye to help you with the purchase (or sale) of a home. They are all highly professional in their approach but at the same time we believe we’ve made new friends, which is absolutely perfect

– Kim & Stephen, Buyers

We were given contact to the Peggy Hill Team through my brother who is a realtor in the Oshawa area. We have become empty nesters and decided it was time to down-size and get ready for our retirement home in the country. Skye Woolston was our go-to person assigned to us through the Peggy Hill Team contact . She picked up immediately on our wants and needs and was showing us properties that were in our wheelhouse. We learned quickly that the market is very fast paced and you need to move sooner rather than later. Skye was very instrumental in helping us finally find our new home. She sent us the listing for our new home via email with the subject title “I think this is you guys ” and it turned out she was right. We were the first people to see the house and immediately put in the offer. To our surprise there was also another offer from another couple who saw the house after us. In the end we secured our new home in the country and cannot wait to take ownership. We held off selling our existing home of 16 years until after we found our new home. The Peggy Hill Team provided all the tools to set up our house from the staging through to the marketing. Our house went on the market on a Wednesday afternoon and by Thursday morning we already had 2 offers and now have a SOLD sign on our front lawn. Even after all is said and done the Peggy Hill Team is still supporting us with the closing of our home to the move into our new home. They went so far as to offer us boxes, labels, tape and markers to pack up for our move, what a great service we would never have thought to exist! We would recommend the Peggy Hill Team to anyone looking to buy or sell your home. Thanks Skye for being there through our whole buying / selling experience 🙂

– Dale & Kathy Z., Sellers & Buyers

Our experience working with Skye has been very positive. She has been incredibly helpful, responsive and accessible. We are very pleased with how she has managed the entire process. Thank you for the well wishes.

– Jaime & Steve R., Buyers

Barb and I would both like to report that our experience with Peggy Hill, the Peggy Hill Team, Skye and Alicia was in a word awesome. We have had a phenomenal experience and we can’t say enough about Skye who was there if we needed her to provide us with her expertise. If a question came up she was always made herself available to provide us with her input, guidance and support. When you go through the process of getting your home ready for sale, it’s so important to have that expertise provided to you and we are very grateful to have had such a positive experience. Thank you.

– Chris B. & Barb P., Sellers

We recently purchased a house through Skye Woolston of the Peggy Hill Team and we were very pleased with her professionalism and attention to detail. We do not live in the Barrie area and therefore did not know the property market very well. We needed an agent that would work with us and walk us through the process and listen to what we required in a property. Skye was definitely the agent we were looking for. At our initial meeting she identified the type of property we were looking for. Style and layout, Age, Bedrooms, Washrooms, Preferred locations, Lot size, Garage size. Skye then took us to see properties that fell within our preferred criteria to allow us both to get a feel of the different layouts and styles. We then discussed what features we liked and disliked on each property which gave Skye a better idea of what we were looking for. With this information, she set to work finding us properties that she felt would suit our needs. She sent us new listings every day and we checked them out and let her know which ones we were interested in viewing. Within a very short period of time she found us our ideal house. On the Peggy Hill Team information package it states: Peggy has handpicked a team of passionate and dedicated professionals each driven to go above and beyond any service you have ever experienced. How true that is. Skye epitomized all of these values and more. In the future, whenever we, our relatives and friends are thinking about moving we would definitely use your team. Sincerely,

– Diane & Stewart R.

We SOLD fast!!! The Peggy Hill team made our selling experience quick and easy. From the first meeting to finalizing the sale, they were there to guide us through the process. We loved having the stager come through our house and provide us with feedback prior to the photographer coming to the house. Our photo’s turned out amazing and it was all thanks to the professional assistance that was provided by the Peggy Hill Team. Our agent, Skye Woolston was a true professional and provided us with excellent advice from the start. We chose Skye as our agent a year ago when we moved to the Barrie area and we were so impressed with her that we wanted to use her as our listing agent as well. All of our correspondence with the Peggy Hill staff was very pleasant as they always displayed the utmost courtesy during this period of stress. As a military member, I was even more impressed when I found out they donate 500$ to the military family fund. It is gestures like this that set the Peggy Hill Team above all the other companies in the area. To anyone moving into the Barrie area we highly recommend using the Peggy Hill team for buying or selling.

– Mitch & Claudia

My name is Lior C., a full time real estate investor based in Richmond Hill. Real Estate investing is a lucrative business, at the same time as an investor you are likely to face many challenges. I have run in to one of these challenges myself when I was trying to sell unsuccessfully one my investment properties in Barrie. Everything changed when I was introduced to the Peggy Hill Team and I can say in confidence they are the “A Team” the real deal. From the moment I met with Peggy I felt that I am in good hands and the Peggy Hill Team will be able to fulfill my needs and sell my property quickly and in the targeted sell price. I can’t say enough good words about professional and the exceptional customer service I have received from the Peggy Hill Team, open communication, fast response, addressing issues and great follow up from Skye, Donna and the rest of the team. If you need to sell your property in Barrie, there is only one place you need to call, it’s the Peggy Hill Team, you will not get disappointed.

– Lior C.

Thank you for checking in. Our experience with Skye has been great. She has been there for all of our needs and has been very flexible with us. I will gladly be passing her name on to others who are in the market for buying/selling real estate in the area.

– Brad & Alyssa

Skye was amazing really she was so helpful and patient , was always there for us we are so happy with the experience we had with her , and I want to thank Peggy Hill Team for helping us to find our dream home. Best Regards

– Ibram & Angie

To The Peggy Hill Team – Purchasing a home for the first time can be very stressful and intimidating. Thankfully, we had Skye there to help us out step-by-step. She has a wonderful personality and we’re very happy to of had her with us throughout our experience. As well as being very professional, she also made us feel as if we have known her for years. She made this process fun and exciting, and we couldn’t have asked for a better match! We are very happy and VERY excited to get into our new home and start the next step in our life. Home ownership! Much Thanks!

– Anita & Zack

We are very lucky that Skye was the agent that showed up when we randomly stopped at a house that day. We were driving around, starting to look up areas where we would be interested I living. There was a house that appealed to us, so we decided to call up the broker on the listing to know if we could go see it. Surely enough, Skye showed up an hour later, with her bright smile, ready to take us through one of the biggest decisions of our lives. A couple weeks later, she showed us a bunch of beautiful houses, some we found, some she found for us. Trough that lot, there was the home of our dreams. Here we are, two months later, all packed up and ready to move. Being the first house we purchased, we have to give a big thank you to Skye for holding our hand all the way through. She was always available for us and consistently answered even the most irrelevant questions in a timely manner, which seemed important to us at the time, no matter if the sun just rose or if it was late at night. Having a real estate agent this helpful to guide us every step of the was so comforting to us, especially because of the fact that we had no experience in the matter and did not really know what to expect or where to start. Skye was so easy to work with because it felt like she was our long time friend. For example, as we were getting our home inspection done by the extremely thorough home inspector she recommended, she was sitting with us as if we were a group of friends having coffee together. Her sense of humour and fun attitude made even the more stressful parts of the process bearable. She was encouraging and supportive and went above and beyond for us. We are extremely satisfied and are confident that we now own the perfect house for our wants and needs. We will be happy to refer Skye to any potential buyer or seller, as we know for a fact that they will feel the same way we did while working with her.

– Jeff W & Daphnee C

Skye we want to thank you so much for your assistance in helping us find and purchase our new home in Barrie. We could not have been happier with the service you provided for us. You made yourself available when ever we wanted to look at houses and you were always reachable when we had a question. After letting you know what we were looking for in a home, you and the Peggy Hill Team were able to put together a list of houses that met our criteria. It was only after we looked at houses together that you new what we “really” wanted. We would and will recommend you and the Peggy Hill Team to family and friends looking to buy or sell a house. Thank you so very much!

– Ann and Wolf

My experience with The Peggy Hill Team was fantastic. Peggy, Terry, Skye and all the support staff I had the pleasure of speaking with were polite, friendly and a sincere pleasure to deal with during the sale of my house and the purchase of the new place. During my initial meeting with Peggy I felt she was a great fit with my personality and my expectations. However, the further introduction of Terry and Skye solidified the deal! All three women are extremely capable, enthusiastic professional individuals who possess not only superior skill but charismatic wit and a sense of humour that kept me laughing and smiling through out the process. Skye specifically was a great match for me during the buying process and clearly understood my requirements. Overall, I feel that the entire team exceeded my expectations and I wouldn’t hesitate to refer The Peggy Hill Team to anyone and will certainly use them in any future real estate transactions.

– Michelle J.

Let me start by saying what a pleasure it was meeting you at my house on Friday. You certainly do know your stuff. On Saturday I completed about 90-95 percent of what you suggested I do with my house and what a difference it has made. I am sure it will be much easier to sell now thanks to you and your touch. I had a friend of mine and her husband help me on sat. and they even loaned me a few things they had on hand.Feel free to stop by anytime you are in the area and see what a difference you made. Once again thank you very much you are a credit to your profession.

– Gary B.

Skye, thought I’d drop a few lines to let you know whats up. Well first of all, I had some excellent news from Peggy today, the house sold, AWESOME and I instantly thought of you and the amazing job you did on staging our house. Your staging had a definite impact on the amount of attention our house received Thanks Again.

– Dave C.

We would like to express our sincere gratitude and appreciation to the Peggy Hill Team especially Skye Woolston. Skye made the home buying process very easy by paying particular attention to our wants and needs and taking us to see homes that fit our expectations. Thank you Skye for helping us find our next home.

– Adriana and Randy R.

A few words about our experience with Skye: Wonderful, Fantastic, Tremendous, Superb, Incredible, Awesome, Amazing, Fabulous, Outstanding, These are just a few words that come to mind. We found Skye to have a great outgoing attitude she is spunky and was exactly what we were looking for in an agent. We think she went over and above the call of duty. Never once was she too busy to answer our questions. When we are posted again we will be calling Skye.

– Andy and Darla N.

My experience with Skye was wonderful! Since the first visit we felt we were working with a friend rather than a Realtor. She focused on our needs and found the house we were looking for. There was absolutely no pressure in buying the house.

– Raza A.

Skye has been great through the entire process of looking through numerous homes and assisting with the purchase of 61 Livia Herman Way. She always answered any e-mails quickly and made arrangements to be covered by other agents when not available. It has been a very good experience working with the Peggy Hill Team. Thanks.

– Rob

Skye was amazing and provided professional, enthusiastic services at all times. We would highly recommend her to all of our friends and will definitely call her for any real estate needs we may have in the future. Thank you very much.

– Lesley

I am writing to let you know about my selling/buying experience with the Peggy Hill Team. Through a difficult time, the staff made this process both easy and enjoyable. I cannot say enough nice things about Skye, she was professional, kind, understanding and went out of her way (literally) to make sure I had the best experience; I was recommended to your team and I will not hesitate to share the word with others. Thank you to all at Peggy Hill for getting me into my new home. It has been a pleasure working with all of you!

– Tanya B.

Skye and Peggy were amazing! The whole team was great to work with! The booking girls were so amazing! Everyone was patient, understanding, so professional but very real and honest! Would highly recommend the Peggy Hill experience to buy and sell!!

– Kiersti & Vince C., Sellers & Buyers