Cait Berry is a lifelong Madisonian, sixth-generation local, and founder of Insiders Realty—a boutique team helping people buy, sell, and relocate across Dane County with expert guidance and a personal touch.
Her family helped shape neighborhoods like Shorewood Hills, Westmorland, and Sunset Village, and today Cait brings that legacy full circle with honest advice, deep local insight, and a straightforward approach that puts her clients at ease.
In 2024, Cait and her team helped more than 50 families move, closing over 25 million dollars in sales. Clients—whether relocating for work, upsizing for their next chapter, or searching for the right school district—appreciate her responsive communication, strategic pricing, and ability to make complex decisions feel clear and manageable.
Her Inside Madison Relocation Guide is a free resource filled with neighborhood insights and lifestyle tips—from school zones and walkability to the best coffee shops, local parks, and hidden gems—designed to help buyers feel like locals from day one. Sellers benefit from Cait’s thoughtful listing prep, lifestyle-focused marketing, and smart negotiation that consistently delivers strong results.
A mom of three and lifelong resident of Madison, Cait sponsors Fetch Wisconsin Rescue and Westmorland Summer Nights, and never misses a Saturday at the Farmers’ Market.
Home Types:
Condo, MultiFamily, Townhouse, House, Lot/Land
Years of Experience:
13
