Get to Know the Broker: Libby McKinney Tritschler of William Raveis Real Estate

Community connection plays a huge part in Libby McKinney Tritschler’s approach to clients. 

McKinney Tritschler, 65, is the executive vice president of sales and the founder of the On The Harbor real estate team at William Raveis Real Estate. She has more than 20 years of experience at the firm and is an expert in Connecticut’s Southport, Fairfield and Westport markets, where she has closed over $800 million in sales. 

Having grown up in Fairfield County, McKinney Tritschler is involved in many community initiatives in the area, including serving on the board of the Pequot Library, the Westport/Weston YMCA, and the Shepherds Mentors program. 

Commercial Observer caught up with McKinney Tritschler at the end of August for a series called “Get to Know the Broker,” where we connect with residential brokers to learn more about what makes them tick. 

This conversation has been edited for length and clarity. 

Commercial Observer: What has been the biggest deal of your career so far?

Libby McKinney Tritschler: I’ve had two that really stand out, for very different reasons.

The first was 66 Beachside Avenue, a 7-acre parcel on Long Island Sound. The property had been in my family since the mid-1800s and was the last of our family’s waterfront land that had once been part of the Bedford estates. It was an incredibly emotional sale for me because there was so much family history tied to that property. The land traded for $16 million. 

The other was 260 Willow Street, which I sold at the beginning of 2026 for $12 million. I represented both the seller and the buyer. The seller had moved to Italy, and I was honored to be the person they trusted to oversee everything here, from preparing and managing the property through the entire marketing and sale process. It was an extraordinary responsibility and one I was very proud to have been given.

What is your career Everest?

Of course, I have financial and sales goals. I’m competitive, and I always want to perform at the highest level. My goal each year is to do better than the year before.

But my career Everest isn’t really a number. It would be reaching the end of my career knowing that I had become a trusted part of my community. That generations of families called me when they needed real estate advice because they knew I would take care of them.

I genuinely love helping people. If I can build an extraordinary business while having that kind of impact, that would be the ultimate measure of success for me.

Who has been your biggest influence?

When I first came into real estate, I knew I wanted to be the best I could be. Joining Al Filippone Associates at William Raveis was a very conscious decision. Al was one of the best in the business, and I wanted to learn from the best.

People always tell you to look at the top producers and learn from what they do, so that’s exactly what I did. I watched, listened, learned and worked hard to develop my own approach from there.

Who is your favorite architect/designer of all time?

I certainly admire many well-known architects and designers, but I’m probably more drawn to a beautifully executed home than to a particular name.

Great design is so specific to the home. It depends on where you live, the architecture of the house, its setting, your budget and, most importantly, how you actually live.

I love when a designer respects the integrity of a home rather than imposing a particular look on it. To me, the best design feels appropriate to its surroundings, timeless rather than trendy, and still very personal to the people who live there.

What is your funniest deal story?

Whenever I show a home, I have a routine: I ring the doorbell, wait a moment, knock, wait again, and only then use the key to enter.

One day, my client and I walked through the front door and found a teenager sitting on the couch with a 3-foot bong…

Apparently, his parents had forgotten to tell him two things: there was a showing that day, and perhaps not to skip school!

What TV show are you currently binging?

I’m a huge fan of Taylor Sheridan. If his name is attached to it, chances are I’m watching it.

What’s your silliest pet peeve?

When a realtor doesn’t answer their phone — or at least respond promptly. I pride myself on being accessible and responsive. In this business, timing matters, and sometimes a missed call really can mean a missed opportunity.

What’s on your Spotify playlist?

Right now, I’ve become a huge Olivia Dean fan after seeing her at Madison Square Garden. What an amazing young talent.

But I’m also very much a girl of the `60s and `70s, so you’ll find plenty of James Taylor, Al Jarreau, Billy Joel, Chicago and Fleetwood Mac on my playlist.

Amanda Schiavo can be reached at aschiavo@commercialobserver.com.