Starter homes in Naples don’t really exist anymore, at least for the time being. People are trading in their house for a larger model anymore. What makes a good first home matters more now because first time buyers make up a large part of the market.
The biggest priorities for first time buyers in is the price of the house, it needs to be affordable. You will be in the house longer than you think. Plan on about 10 years at least, so buy a house to accommodate the family you want to have in 10 years.
Find a neighborhood that’s stable, where the yards and houses are well maintained. Think about school districts, proximity to work and other local amenities. Make sure the property have been well maintained over the years. The house should be energy-efficient, have a new roof, a new water heater and up-to-date electrical wiring.