The typical asking rate per listing is in the $10's per square foot per year. The Winter Haven submarket is experiencing a a rise in rates. In the last 3 months, the median rate increased $18 per sqft per year.
In the last 90 days, 11 listings have come on the market, which means office spaces are probably going fast. You'll want to be prepared to tour spaces as quick as possible. About 45% of the available leases in the Winter Haven are subleases, so you might be able to sign a shorter term by taking over a previous lease. There aren't many listings below 2,000 square feet on the market, so finding a space for a small business might be tough.
Even though the median size is 21,500 sqft, there are still 0 leases below 2,000 sqft. Most properties in this market are approximately 2 floors. Most buildings in this region were built in 1972 and are Class B.