Category: when to sell your vacation home How to Know When to Sell Your Vacation Home If you are starting to feel like you’ve outgrown your second home, you aren’t seeing the value you expected or if you feel that it’s time for an upgrade, then… Written by Will Maberry May 10, 2014 No Comments About our blog Escape. Reward. Investment. Legacy. Whatever having a Northwest Florida beach home means for you, we're dedicated to bringing your best life in view.