About Cait Berry

Cait

Agent Details

Meet Cait

Team Lead | Real Estate Agent

hey there

I'm a sixth-generation Madison real estate agent and I'm anything but old school.

I've been keeping it real in Madison, Wisconsin since 1986. I'm a real estate agent, the CEO of my little family, and the future host of an HGTV show (just manifesting that into reality). I am obsessed with social media marketing, impacting my client's lives in the best ways possible, and telling the tales of the wild world of Real Estate!

I specialize in helping awesome people move to, from and around the Madison Area and forging friendships along the way. I LOVE all things home and design - you should see my Pinterest board. A wealth of local neighborhood and community knowledge - I want everyone to love where they live. A total nerd when it comes to numbers - I love myself a good investment. I am equally a 2 and 3 on the Enneagram Personality Test - a helper who cares a great deal about relationships mixed with a high achiever with a contagious zest for life.

Small biz madison

I also am a huge supporter of local businesses and am the founder and operator of a social media community called, Small BIZ Madison over on Instagram. I create content to support local small businesses and bring awareness to around the importance of keeping our small business community thriving. It is also a great place for you to visit if you are interested to learn more about the great restaurants, shops, services and events that Madison has to offer.

Check out small biz madison

My story

this isn't a story about how i discovered that real estate was my path in life. i think i always knew it would be. it is a story about how i grew up in this business, but had to rebuild it after tragedy and loss.

Real Estate isn't just a hobby or a job, it's in my blood. My roots are deep. Madison has always been and will always be my home. I was born and raised here and am following in the footsteps of five generations of Madison Real Estate Agents ahead of me, including my Dad. Many of Madison’s most desirable neighborhoods were developed by my family including: Shorewood Hills, Sunset Village, Westmorland, Orchard Ridge and more that I discover all the time! My Grandmother lived in 37 homes on the Near-West Side growing up! Her Father was an early Madison developer who would develop neighborhoods, build homes on spec and move his wife and 5 kids multiple times a year. When the spec they were living in sold, it was time to build a new one!

As a kid, I went to the office with my Dad most days and flipped through MLS listings when they were in a binder BEFORE the Internet! I went to open houses, showings and helped him measure his new listings. I could walk you through the process of selling your home at 7 years old. When I was 10 years old, my life was changed forever. My Dad was diagnosed with cancer and rapidly declined in about 9 months time. When he died, so did the family Real Estate business. When he died, so did a part of me.

IN REBUILDING THE FAMILY REAL ESTATE BUSINESS, I WAS FINALLY ABLE TO HEAL FROM THE LOSS THAT SHAPED MY CHILDHOOD. I HAVE NEVER FELT CLOSER TO MY DAD.

It wasn't until 2012 when I was miserable in my career, that a spark went off and I was like "what am I doing?" I went to college and changed my majors all the time - nothing ever felt right. I got a job that I dreaded going to everyday. I remember the exact moment when I was sitting at my desk and just got off the phone crying to my husband, that I pulled out my wallet and signed up for the Real Estate Exam. I delivered my two weeks notice THAT DAY and with absolutely no plan, no income and a ton of support from my family - I got my license, joined a Brokerage, got a waitressing job so I could afford the start up costs of my new business... and then I HUSTLED.

Fast forward to almost a decade later and here I am. In rebuilding the family Real Estate business, I was finally able to heal from the loss that shaped my childhood. In this journey of building my business, I have never felt closer to my Dad. I now have a business that keeps me busy, allows me to impact and add value to my client's lives and has allowed me to revive the family biz - Ryan works for the team now too.

The quiz

Sushi, Margaritas, Disney... Time to reveal a few of my obsessions. See anything we have in common?

1. FAVORITE FOOD

sushi

2. VACATION OF CHOICE

disney

3. COCKTAIL ORDER

margarita

4. FAVORITE CITY TO VISIT

sedona

5. GUILTY PLEASURE

sundara spa

6. FAV. WEEKEND ACTIVITY

brunch

NUMBER OF HOMES I'VE SOLD

300+

YEAR I GOT MY REAL ESTATE LICENSE

2012

BUSINESS THAT COMES FROM PAST CLIENTS OR REFERRALS

100%

TOP RANKING OUT OF 3,000+ AGENTS IN MY MARKET

1%

TOTAL SALES SINCE 2012

$90M+

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