- Phone:
-
Phone:
M: 941-228-2030 mobile
- Phone:
- O: 9419613557 office
- Designations:
- MBA,CRB,CIPS,CRS,GRI,ABR
Matt & Jenny Cannon are Sarasota real estate professionals with more than 31 years of experience helping buyers and sellers throughout Sarasota, Lakewood Ranch, Bradenton, Parrish and Florida's Gulf Coast barrier islands that include Anna Maria, Casey Key, Bird Key, Lido Key, Longboat Key and Siesta Key, and Venice. Sarasota residents for more than 22 years, they specialize in luxury homes, downtown Sarasota condos, waterfront properties and new construction. With a client first approach, Matt & Jenny combine extensive local market knowledge, responsive service and decades of experience to guide their clients through every step of buying or selling a home. Their impressive career has totaled more than 2,600 transactions with a sales volume over $1.5 Billion in Sales.
Recognized Among Sarasota's Top Real Estate Agents
Matt Cannon is featured by U.S News among the top real estate agents and Realtors in Sarasota, Florida. U.S. News analyzes millions of real estate transactions and hundreds of performance indicators to identify leading local professionals.
View Matt's profile on U.S. News
A native of Indiana, Matt moved to Florida in 2004. Matt started his real estate career in Indiana in 1995 with Cannon Real Estate and was one of the top agents and broker managers during his tenure with the Marion Area Board of Realtors. Matt's successful career transitioned him to Florida with a local real estate firm to represent a new condominium development on Lido Key, with prices that ranged from $1 million to over $5.2 million. He transitioned as a sales associate and later Director of Sales and Marketing for custom builder Lee Wetherington Homes, overseeing more than 15 different new home communities with prices that ranged from $350,000 to over $10 million. Matt joined a well respected real estate firm in 2009 and was consistently a top selling agent. Matt received his MBA from Indiana Wesleyan University and a BS in Management/Finance from Purdue University.
Jenny has worked with several National & Regional Home Builders throughout her career like Pulte Homes, DR Horton Custom Homes, Fortis Homes, and Shea Homes. A native of Texas, she relocated to Florida in 2006, where she specialized in new home sales with Neal Communities. In 2010 Jenny joined Matt to work as a team and they are a consistent top selling real estate team. Beyond a commitment to exceptional service, she engages the latest, most effective tools of technology while staying in tune with the trends that shape our local market.
Selling or buying a home is one of the most significant financial transactions you will ever make. We know you will have many important concerns and decisions to make along the way; and we are committed to making sure that your experience is positive. We would love to have the opportunity to sit down with you and discuss our business model and how it can benefit you.
Featured In Market Insights
With more than 31 years of real estate experience and over two decades in the Sarasota market, Matt Cannon has been featured by KeyCrew Media as a Sarasota real estate expert, providing insight on local housing trends, condominium ownership, insurance, pricing strategies, and changing buyer behavior.
Sarasota, Florida’s Housing Market Is Normalizing — And Long-Time Agents Say That’s a Good Sign
KeyCrew Media | June 2026
Matt Cannon shares his perspective on Sarasota’s changing real estate market, including inventory, pricing, buyer opportunities, and why a more balanced market can be a positive development for both buyers and sellers.
Florida’s Condo Insurance Crisis Is Easing — But Not Evenly Across the State
KeyCrew Media | June 2026
Matt discusses Florida’s evolving condominium market, including insurance costs, reserves, building age, and the considerations Sarasota condo buyers should understand when evaluating a property.
For buyers and sellers navigating Sarasota, Lakewood Ranch, Bradenton, Parrish, Venice, the surrounding barrier islands, Downtown Sarasota Condos, Luxury Homes, and Waterfront Properties, Matt & Jenny Cannon combine decades of real estate experience with extensive knowledge of the Sarasota area.
Matt & Jenny Cannon
Broker Associate
MBA,CRB,CRS,CIPS,GRI,ABR
941-228-2030
Testimonials
"We were looking for a realtor who represented the buyer and was knowledgeable about the Sarasota area market which we knew nothing about. Matt and we connected and he was friendly, listened patiently to our needs and proposed a plan of action. Since we live out of state, Matt first provided a verbal overview of the area and set up a portal for us to look at a variety of new and previously owned houses that fit our requirements. Matt made himself fully available by phone, responded to emails prior and was very welcoming when we arrived. His pride in the area, his local knowledge, professionalism, willingness to answer any questions and his clear relationships with builders and realtors made it very easy on us. My husband and I have just closed on our home in Florida and we couldn't be more thrilled about how smoothly it went and a lot of it has to do with Matt and Jenny's great attention to detail and care of us. We trust them completely and highly recommend them as realtors."
-Pam and Tim S., Client
"Thank you to Matt and Jenny Cannon whom we had the pleasure of working with to sell our home in Sarasota. From their first visit prior to listing the property, right through to the final closing, they were completely professional, totally responsive and extremely helpful. Our home was professionally photographed and listed for sale within four days and sold to the second family that viewed it, within less than twenty four hours of going on the market. Calls and emails were responded to immediately and nothing was too much trouble, helping to make a stressful time far less so. Matt and Jenny has been recommended to us by friends and we would have no hesitation in recommending them on to others wishing to buy or sell a property in the future. (Home Sold in 2019)"
-Mr. & Mrs. James, Client
"Matt did a great job as the focal point for our home search. He helped not only the search process and refining follow searches based on our feedback, he also was very responsive for the follow up we needed. Coming from out of state,Matt was our eyes and feet on the ground with follow up as we worked through our home purchase from long distance. He provided good insight into local standards and typical items to consider to handle the Florida climate. Would recommend him without any concerns. (Bought home 2018)"
-Mr. & Mrs. Rutherford, Client
"Matt and Jenny Cannon came highly recommended and they didn't disappoint! It takes skill to market and sale. Anyone can give things away. With our tight time frame and Matt and Jenny Cannon's market positioning, they listed and sold our home above our expectations and in our time frame. Seamless, flawless, classy, calm, and professional from the initial listing to closing on two homes. One of which is our new home! Matt was there the entire time ensuring that we saw the houses in the areas that were important to us. It is important to say that Matt and Jenny Cannon have 21 years of continued experience even through the rough times here in SRQ. And during those rough times, they we're still top sales producers in the area. (Sold home 2017)"
-Mr & Mrs. Beane, Client
Coldwell Banker Realty
Matt and Jenny Cannon
Broker Associate
MBA,CRB,CRS,CIPS,GRI,ABR
941-228-2030
www.finesarasotahomes.net
