A Day in the Life of a Madison Realtor: Coffee, Filming & a Near East Side Walk
Ever wonder what a real workday looks like for a Madison realtor who truly lives and breathes this city?
You get a behind-the-scenes look at how real estate blends with community, creativity, and everyday life in Madison, WI - through the lens of local agent and longtime Madisonian, Cait Berry.
Starting the Day Before Sunrise
Your morning starts early - sometimes before the sun - because real estate rarely sticks to a 9-to-5 schedule. In this vlog, Cait brings you into her 5 a.m. routine as she prepares for a full day of client work, content filming, and community exploration across Madison WI real estate hotspots. It’s part storytelling, part industry transparency, and part celebration of the city she’s called home for six generations.
Behind the Scenes: Coffee, Filming & Neighborhood Tours
From that first sip at Beans N Cream to filming a full-production Sun Prairie community tour, you see how much detail and intention goes into showcasing Madison’s neighborhoods. These tours help you understand the feel of each area - not just the stats - so you can get a true sense of what everyday life looks like. Along the way, Cait brings you into moments that define the rhythm of the job.
- Your quick stop at Beans N Cream becomes your reset before a busy day.
- Filming with Cait’s videographer gives you an inside look at the storytelling behind her YouTube series.
- Driving into Atwood and walking Yahara Place highlights why the Near East Side Madison continues to be a favorite among buyers.
Why People Love the Near East Side
As Cait walks along Yahara Place - one of the city’s most iconic residential streets - you hear answers to the questions buyers ask most: Why is the Near East Side so sought after? What makes the Atwood neighborhood different? From lake access to walkability to community identity, this part of Madison blends natural beauty with local character. And true to real realtor life, the day ends with a bit of humility… courtesy of getting locked out of the car.
Bottom line
This vlog brings you into the real side of Madison realtor life - early mornings, community exploration, small moments, real mishaps, and the genuine connection Cait has to the Madison WI real estate market. If you’re thinking about moving here, these day-in-the-life episodes are one of the best ways to understand how people truly live in this city.
Ready to take the next step?
Whether you’re exploring neighborhoods or planning a move, Cait is here to guide you through Madison with local insight and care.
Schedule a Call with Cait • Explore More of Madison • Follow Cait on Instagram
