Caitlin O’Brien

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Caitlin O’Brien

Sales Representative
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About Caitlin

Meet Caitlin O’Brien, a passionate Sales Representative with the Peggy Hill Team who thrives on making genuine connections and helping clients achieve their real estate dreams. Inspired by the strong women in her life, Caitlin embodies traits of determination, support, and excellence.

Before entering real estate, Caitlin worked as a medical radiation technologist in healthcare, where she refined her skills in empathy, communication, and problem-solving. Drawing from her background, Caitlin proudly assists multiple families each year in achieving their real estate goals.

Caitlin was drawn to The Peggy Hill Team for its authenticity and warm atmosphere, knowing she had found her professional home. Outside of work, she enjoys exploring local trails with her dogs, discovering new coffee shops, and spending quality time with family and friends. Reflecting her philosophy on life and work, Caitlin’s favorite quote is, “Be Present. All this is temporary.”

Dedicated to ensuring every real estate transaction is a positive and rewarding experience, Caitlin provides exceptional service and unwavering support every step of the way. Whether guiding first-time home buyers through the excitement of their purchase or assisting sellers in achieving their goals, Caitlin’s commitment to integrity and client satisfaction shines through in every interaction.


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.

As first time home buyers the process can be overwhelming, but Caitlin O’Brien helped us throughout the whole journey! We are so excited to finally own our first home. I would definitely recommend anyone who is looking for a realtor, to contact Caitlin she doesn’t only know the market, but someone who is personable and has your best interest at heart. We are grateful for how smooth Caitlin made this whole process for us!

Taylor & Eduardo C

Caitlin O’Brien was the agent from The Peggy Hill Team who helped us sell our home. She was extremely knowledgeable and compassionate throughout the entire process. She made the sale of our home nice and easy and was always available to answer any questions we had. Highly recommend Caitlin and The Peggy Hill Team to get the job done. Thank you for everything, Caitlin!

Samantha & Justin K

Caitlin helped me and my partner buy our current home before we had our baby. She was so attentive and approachable and made the entire process easy and accommodating. She never made us feel silly for asking questions or requests. She made a safe space for us to be honest and find our perfect home. We had such an amazing experience that we came back to Caitlin to sell our investment property. She sold it in record time with a short closing and made everything so easy during a very busy and stressful time in our lives. Her customer service and expertise are second to none and now we are lucky enough to have Caitlin in our lives as a friend and our realtor!

Kayla & Sarah B

In February 2024, I contacted Caitlin about selling my mother’s home. From the beginning, Caitlin showed true professionalism; while providing compassion and understanding through a difficult challenge. My mother lived alone, and shared the home with my father before he passed away. For my mom, it was going to be an overwhelming experience. Caitlin took great care to explain every step of the process to my mom. How to prepare the home for showing, taking care of utilities, contacting the bank, etc. I lived out of town and tried to be the best liaison that I could be but life can be busy and I wasn’t always available. Thankfully, if my mom had a question or needed an explanation of the process, Caitlin was always there to help her. She would visit my mom, check in on how she was doing, and ease any worries my mom had about the sale. Caitlin prepared us for showing the house. She gave us advice, comprised detailed “to-do lists”, and helped us present everything in such an appealing way. Then, after one week on the market and only one weekend of showings, we were combing through offers! Caitlin sat us down and we went through all the proposals in great detail. We accepted more than we expected; my mom was relieved and thrilled! I am so glad we chose Caitlin. Her enthusiasm, knowledge, and personality really shine. She made a difficult process incredibly easy and we will forever be grateful for what she provided for us.

Michael & Josephine M

Caitlin helped us purchase our first home and exceeded all expectations. She was super easy to communicate with and set up viewings. She kept us informed of any changes and reminded us of the items you just forget about when moving.
She was always easy to reach and responded immediately.
Would definitely recommend Caitlin and will definitely use Caitlin to purchase another home in the future.

Alexis J

Caitlin was amazing through the whole but/sell process. she was engaged and worked to make solutions that worked for our situation. She was always patient with our endless questions and had knowledgeable answers, always helpful and checking in on how we’re doing. Caitlin is top notch

Dawn W

My husband and I worked with Caitlin to buy out first home. She made the process so easy and was there for us every step of the way. She was extremely knowledgeable and answered every question we had along the way (no matter how simple they were). She made buying a house a breeze! An amazing feature that made working with her even better! We loved working with Caitlin and would recommend her to all our friends and family looking to either buy or sell. Thank you Caitlin!!

Katerina C

Caitlin was an amazing realtor to work with. As first time home buyers Caitlin made the process feel much less daunting than we had figured it was going to be. Any time we had a question she followed up with us as soon as possible to make sure we had the correct information. Caitlin listened to what we wanted while viewing different properties over the span of 6 months, all while keeping our budget in mind. Caitlin was adamant about finding us a home that met our needs without ever trying to forcing us to compromise. She was genuine and cared about finding the perfect first home for us. She offered us tips and tricks and provided us with the most up-to-date information on the market to support us with our purchase. Caitlin provided us with recommendations for a mortgage broker, inspector, and lawyer who also went over and above. Caitlin was a rockstar through and through, and landed us our first home. 10/10 definitely recommend for first time home buyers, and all your real estate needs!!

Shelby H

Over the last 6 months or so searching for our first home, Caitlin has restored my faith in realtors after past poor experiences with others. She is very knowledgable with the current market conditions and never felt any pressure to purchase something we didn’t like or wasnt within our budget. She made our first home purchase a breeze and the whole process was extremely smooth! It was also awesome being connected with her recommended inspectors, finance brokers and lawyers who were all great! I would highly recommended reaching out to Caitlin for your real estate needs! 11/10.

James H

Caitlin helped me find a beautiful home with my 3 small children. I couldn’t have asked for a better person to work with. She is so professional and you can really tell she loves doing her job. She is so patient and kind, worked very hard and found us a place within a couple weeks, even though she is very busy, when you’re with her as a client-you truly feel like you’re her only one, if felt more personal working with her as she genuinely wanted to help me and my 3 children find a safe and beautiful home. I wouldn’t go to anyone else! 10/10

Rebecca I

Caitlin helped my husband and I find our first home this past summer and I couldn’t say enough about how amazing she made the process. We started looking for a house a year prior but due to the crazy market we backed off for a bit and never once did we feel any pressure by Caitlin during this time; she only cared about OUR best interest and how we can find a house in our budget at the right time. Because this was our first time buying a house, we had soo many questions and lots of phone calls and text messages (sorry Caitlin lol) and she replied back so quickly everytime answering all our questions! Never once left us hanging for a day to wonder. She even dropped off complimentary boxes and tape prior to moving day! We’re really happy with our experience with Caitlin and 100 percent will be contacting her when we decide to buy/sell in the future!

Brigitte D.

Caitlin helped me find the perfect condo in Toronto! I found the whole process very overwhelming and she simplified it significantly and actually made it enjoyable. Caitlin figured out what I liked, sent me the relevant listings and really helped me hone in on what was important to me and what was not. She then created a helpful and detailed chart for us to go over each listing, determine I could realistically afford and choose which ones we would see. We put an offer on the first place we saw (despite seeing five others) and got it for under asking!! Caitlin loves her job and is incredibly good at it. If you want someone who makes the house shopping/selling/renting process a true treat, Caitlin is your girl!

Grace O.

If you want to make looking for new home a joyous experience instead of a stressful one, I highly recommend working with Caitlin. She goes much further than the extra mile for her clients.

Cait M

We loved working with Caitlin from Peggy Hill! She was very friendly, accommodating and really picked up on our wants and needs very quickly. Not being from the Barrie area, we had to rely on her quite a bit to narrow down our search and we felt comfortable trusting her knowledge of the neighbourhoods. She very patiently guided us through the whole process and had great recommendations and advice. We appreciated her attention to detail and we are so excited about our new home! Thank you, Caitlin!

Juliet M

Everyone on the team was very helpful and kind. Didn’t matter what time of day, always willing to answer your questions or get back to me in a good time. Everything went smooth and easy from the beginning to finish. Will be using them again in the future.

Devon G

Caitlin is one of the best realtors I have ever worked with. Very professional, knowledgeable and made this experience an absolute dream! I will most certainly be using Caitlin in the future

Caitlin B

Working with Caitlin O’Brien at the Peggy Hill Team to find our first home was one of the best decisions we’ve ever made. We found each other when my boyfriend and I were looking at rentals years ago and she helped us find the perfect spot for us until we were ready to buy a home! From the very beginning, she went above and beyond to make sure we felt safe, informed, and supported every step of the way. As first-time homebuyers, we had a lot of questions and more than a few nervous moments, but Caitlin was always there with reassurance, guidance, and a genuine commitment to our best interests. She took the time to understand exactly what we were looking for, and never once made us feel pressured or rushed. Instead, she empowered us with knowledge, gave honest advice, and advocated for us through every single hurdle, from financing uncertainties to tough negotiations and eventful inspections. Her dedication, responsiveness, and compassion made what could have been a stressful process feel smooth and even exciting! Thanks to Caitlin, we now have a home we absolutely love, and we’re so grateful for everything she did to get us here. If you’re looking for a real estate agent who truly cares, look no further. She’s more than a professional, she’s a partner/friend in your journey with a wonderful team to back her up. We will definitely be calling her when we are looking for our next home!

Kiesha M

We had the most amazing experience with the Peggy Hill Team. I can’t say enough about Caitlin O’Brien. As first time buyers with a lower budget she was able to walk us through the entire process and allow us to buy our dream home in a matter of weeks. Truly the best experience and would highly recommend Caitlin for her expertise and knowledge as well as her wonderful personality and the entire Peggy Hill team and it’s resources.

Saber B

We worked with Caitlin and very happy with her! She goes above and beyond, she’s very understanding of difficult situations. She’s not just doing her job she cares and has recommendations for all connections needed through it process. She really helps take out a lot of the stress of the process and checks in on you. We are so excited to move in to our new home tomorrow!

Melissa
Adam D

We recently had the pleasure of working with Caitlin O’Brien from the Peggy Hill Realty Team in search of a home for my son Taylor. Being a first time home buyer and purchasing on his own he asked his Dad and I to assist in the process. After our initial meeting with Caitlin he knew he was in good hands. Caitlin was professional, knowledgeable and patient but more importantly was always available to answer his questions and give advice. No doubt she had his back and best interest at heart. Buying your first home can be very overwhelming but having Caitlin by his side made the process a wonderful experience. Caitlin is the absolute best!

Debbie B

It was a distinct pleasure working with Caitlin O’Brien on a recent successful transaction. From start to finish, the process was smooth, professional and collaborative. Caitlin brings a high level of knowledge, efficiency and experience to the table, qualities that serve both clients and our industry exceptionally well. Our negotiation was seamless, and both clients walked away fully satisfied. I look forward to the opportunity to work together with her again soon.

DR. ALVIN T.