- 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
"Since Matt is an accredited buyer's agent, we gaged him to represent us in finding and buying a home. He was extremely responsive and flexible in working with us and gave us great advice along the way. We highly recommend him. (Bought Condo 2019)"
-Mr. & Mrs. Dulaney, Client
"Thank you Matt for your patience and persistence helping me find my new home. I highly recommend the Cannon's for their professionalism as realtors in the Sarasota area. My move from out of state was a very smooth transition, they were able to help with the small details of the move which made this a fairly stress free relocation. (Bought home 2019) "
-Cory Lozon, Client
"Matt, you were a VERY BIG help. Personally, I don't know what I would have done without you. The three of us were exhausted from the stress of caring for our brother and dealing with his estate from a distance, and we didn't want to feel we were just "dumping" the home that was so important to him -- even though it needed a lot of work. We knew we could have probably sold it to an investor as-is and be done with it, but we really wanted to fix it up and get real people in there, and you helped us do that. I appreciate your availability to work with all our challenges and my requests and questions. Thank you so much! (Sold home 2019)"
-Marcia Hoeck, 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
