When to list the property
When it comes to timing the listing of your property, you need to know the seasonality of your own market. In my market (Boston), we have rough winters and therefore there are fewer listings and sales during the winter months (especially from Thanksgiving through mid-January).
Additionally, lots of buyers go out of town during the middle of the summer (late-July through Labor Day). That being said, there are advantages and disadvantages to listing at all times of year.
A property with a nice yard/landscaping will have more to gain by listing during nice weather, whereas a property in a large building may not reap the same benefits of nice weather. In my area, the spring market sees the most properties listed, but this also means that that is when there is the most competition.
If a property might have “challenges” competing with other properties, there may be incentive to listing at a time when there are fewer options.