BREE GILLESPIE

My love for homes began long before I ever entered real estate. Growing up in California, I spent much of my childhood alongside my dad on construction sites and in his workshop as a general contractor. Watching homes come to life from the ground up sparked a lifelong appreciation for craftsmanship, design, and the thoughtful details that make a house truly feel like home.

After spending seven years in Lake Havasu City, Arizona, I made the move to Big Sky, Montana in 2022. It didn’t take long for me to fall in love with the beauty, community, and lifestyle of Southwest Montana. Today, I proudly call Gallatin Gateway home, where I purchased my first home and helped relocate my mom to Belgrade as well. Having personally navigated the process of moving across states and putting down roots in a new place, I understand firsthand both the excitement and the challenges that come with relocation.

Before transitioning into real estate, I built my career in hospitality as a Concierge Manager in Big Sky. In that role, I worked closely with guests to design personalized Montana experiences—coordinating itineraries and collaborating with local guides, outfitters, and adventure companies to ensure every detail was seamless. Through this work, I developed lasting relationships with many of the region’s most respected outdoor businesses and gained a deep understanding of the best ways to experience Montana in every season. Whether it’s a quiet fly-fishing trip, a winter sleigh ride, or a full Yellowstone adventure, I love helping people discover what makes this place so special.

My passion for supporting people through major life transitions led me into Human Resources, where I recruited employees from across the country and around the world to live and work in Big Sky. I guided new team members through the relocation process, helped them secure housing, and supported them as they adjusted to life in Montana. From logistics to building community, I gained a deep understanding of what it takes to truly settle into a new place.

Now, as a real estate professional, I bring that same level of care, attention to detail, and dedication to every client I work with. My background allows me to support buyers and sellers not only through the transaction itself, but through the entire process of building a life in Montana. Whether you’re relocating or simply ready for a new chapter in a different part of the valley, I take a personalized, informed approach to every move—helping make the transition feel smooth and exciting.

As a homeowner myself, I approach every transaction with empathy, transparency, and thoughtful communication. I understand that purchasing a home is one of life’s most important decisions, and I believe every client deserves strong advocacy and personalized support every step of the way.

When I’m not working with clients, I’m embracing the Montana lifestyle with my partner and our two dogs. You’ll often find me hiking, camping in the camper van I converted myself, snowmobiling or snowboarding in the winter, and enjoying Montana’s rivers in the summer with a good book. I also love cooking, baking homemade bread, and giving back by volunteering with Befrienders and spending time with elderly members of our community.

I approach everything I do with heart, strong attention to detail, and the belief that real estate is about more than just transactions—it’s about relationships, community, and helping people find a place where life truly feels like home.