On average, listings lease in the $10's per square foot per year. The Winter Haven region is going through a an increase in rates. In the last 3 months, the median rate increased $1 per sqft per year. That's a 5% rise in rent.
In the last 90 days, 11 listings have been listed, which means new availabilities most likley are going fast. You'll want to be prepared to make an offer immediately. About 27% of the available space in the Winter Haven are subleases, so you might be able to find a shorter term or below market rent. There aren't many listings below 2,000 square feet posted, so finding a space for a small business might be tough.
Even though the median size is 4,790 sqft, there are still 0 office spaces below 2,000 sqft. Most properties in this area are approximately 2 floors. Most buildings in this area were built in 1966 and are Class Class A.