Trophy Residential Properties

There are two big passions Jesse strives for in the business of real estate. People being the first passion, making sure to always take the extra time and attention with his clients and their goals, regardless of the outcome. He knows and realizes this is a big decision for most and does not take that lightly. His second passion is the love of properties and the outdoors. Being able to tie these two together makes for a positive end result for all clients, customers, and everyone in between. The ultimate goal for Jesse is to give sellers and buyers an experience that they will remember through effective communication, setting clear expectations, and developing long lasting relationships!

Jesse grew up in O’Fallon, Missouri traveling to a family farm up north for the majority of his life. This is where the passion for the outdoors was born. Jesse knew that one day he would be able to combine this passion into a career and lifestyle.

Jesse has held many roles that lead him to his current role, most recent being two years at another real estate brokerage learning and growing his career. It was in these two years that he was able to combine all his prior sales and management experience and truly see what its like to give a client/customer a truly unique experience.

Born with a desire and heart to help others, Jesse knew as soon as he combined all these attributes together he was put in a once in a lifetime position to make a difference in many people’s lives.

Jesse and his wife Kristyn have four children: Nathan, Payton, Isaac, and Elsie. When not hectic with family excursions, Jesse loves to spend his time outdoors, hunting and fishing. Jesse and his wife also have a passion for fitness and health!

Jesse and his family's dream goals include owning their very own piece of property here, and owning a condo in Florida close to other family.


  • IL Map

    Licensed In Illinois

  • MO Map

    Licensed In Missouri



"Started my search for property with Jesse Klinger a few months back. Jesse listened to what I was looking for and found it within days. We recently closed and could not be happier. Jesse's professionalism and character exceeded expectations. Thank you to Jesse and Trophy Properties for making our dreams come true!"

Trence James

Jesse Klingler is so great to deal with for all your real estate needs. He values his customers and it shines through in his work.

Brande S.

Jesse Klingler is an amazing real estate professional. We have explored more than a dozen properties and homes over the last 18 months. He is patient and helpful in identifying both issues and benefits of properties. He is diligent and follows up on EVERYTHING quickly. We just purchased our new home with Jesse's help. Highly, highly recommend him for both homes and land deals.

Patrick F.

Jesse was incredibly patient in helping me find exactly the property I was looking for. He gave me great advice and helped make my dream come true.

Chris N.

"We just finished purchasing land with the help of Jesse. We cannot say enough great things about him.

We started looking for land and so many things came up that my husband and I never thought to consider. Without Jesse's help I'm very certain we would have ended up with something we truly did not want.

Jesse never tried to sell us on anything, he wasn't pushy and talked out different scenarios with us. And he NEVER made us feel like we were asking too many questions or that our concerns were not valid. We will 100% use Jesse in the future!"


"Jesse Klingler, of Trophy Properties, was my agent throughout the process of my recent property purchase. His knowledge and accessibility were so important to my confidence in completing this transaction. An added bonus is Jesse's exuberance and love for what he does. I highly recommend him!"

Stacey Phillips

"Our realtor, Jesse Klingler, was absolutely amazing to work with! He was quick to respond and made the house hunt and moving paperwork a breeze!"

Alex Bailey

"Jesse was great and we bought the farm of our dreams. Couldn't be happier! Thanks again!!!"

Abby Meyer

"Jesse Klingler was wonderful - attentive, responsive, and patient. He helped us get the lake house of our dreams!"

Stephanie Monnig Hoelscher

"This is the 2nd time we have used Jesse Klingler. The 1st time we were buying property & the 2nd time we were selling property. He did a great job both times! We will be selling our house in a couple of months & wouldn't dream of using anyone else. Thanks Jesse for everything!"

Beth B.

"Jesse Klingler was wonderful to work with. He is a hard working, honest man. Highly recommend him to anyone looking to buy or sell real estate! I have used his services on multiple occasions."

Jacob Corlew

"We met Jesse Klingler at an open house for an auction. He listened to what we were looking for and set us up with email listings that matched our criteria. He also texted some listings to us. In today's market you have to have an agent who is on top of their game and Jesse was! Within hours of the property we purchased hitting the market we had a contract on it!!! Jesse knew how to expertly craft a contract that made us feel comfortable. He was 100% available for questions, touring the property, etc. throughout the entire process. He was an excellent liaison for us with the seller's agent, the title company, even our lender. He was outstanding in every aspect from beginning to end; a true professional. His love for his profession is very obvious. We appreciated that he didn't push us toward anything EVER, but when the right thing came along he made sure he locked up the deal for us!"

Vicki Strode

"Had an awesome experience with Jesse Klingler selling our property recently. Stayed very informed throughout whole listing. Jesse was always on top of everything to keep us up to speed and made the whole process as simple as could be for us. Super satisfied with the experience and look forward to working with him again!"

Jorden Drummond

"Jesse Klingler was my agent for my first piece of property. Our family has bought and sold many pieces of property over the years. Jesse was trusted with selling our most prized farm and I chose him to help me buy my first. He flat worked his butt off for me. After 5:00… Saturdays… Sundays… Obviously, above and beyond! He helped me through the right things to do, and the things to stay away from. What sold me on this man was his reputation. Many agents of other companies (very reputable companies and agents) had nothing but good to say about him. I knew I had the right man at that point. I can’t say enough good about Jesse. Trust him. My family will have decades of memories because of his help!"

Quent Robinson

"We had an amazing experience with Eric Merchant and Jesse Klingler, who served as our buyer's agents on the purchase of 230 acres in Ozark County, MO. From the first call to the day of closing, they were prompt, professional, and most importantly knowledgeable. Eric and Jesse brought not only rural property real estate knowledge to our side of the table but also contacts and resources that helped enormously during our due diligence phase and will continue to help post-closing. Eric and Jesse were simply great. All 10s!"

Paul Langhorst

"Eric Merchant, Jason Wallingford, and Jesse Klingler were an awesome team to work with during the sale of my property in Cuba, MO. Top notch professionals that kept me informed through the auction process from start to end. A nerve-racking process for a seller located a thousand miles away made easy by this awesome company!"

Brett Miller