On average, listings lease in the $20's per square foot per year. The Winter Park submarket is seeing a a boost in rates. In the last 3 months, the median rate increased $3 per sqft per year. That's a 11% rise in rent.
In the last 90 days, 29 listings have been posted online, which means leases are probably leasing quickly. You'll want to be prepared to make an offer immediately. About 3% of the listings in the Winter Park are subleases, so you will probably have to focus your search on direct office leases. There aren't many listings below 2,000 square feet posted, so finding a space for a small business might be tough.
The standard measurement for office space in this area is around 1,850 sqft. Most properties in this market are around 2 stories. Most buildings in this region were built in 1981 and are Class B.