How to filter when you don't have many listings

We don’t have too many listings at the moment. We do have location switcher set up in the top nav menu. We created a top nav menu item titled “Regions” to allow people to view listings in a broader area. In this instance, we’re using the word “regions” to describe specific geographic areas of Oregon, such as Northern Oregon, Central Oregon and Southern Oregon where business listings are currently concentrated. Our current Place Categories are business type-specific, such as brewery, restaurant, cheesemaker, bakery, etc.

We created a Place Tag for each of those regions, assigned the correct one to each listing and then created a submenu that offers user to choose one to see listings in one of the 3 areas.

1) User selects city (Medford) from Location Selector in top nav. Listings display correctly on the location page.

2) User then decides to select a “region” from the top nav while still on that location page. User redirected to https://thelocaldish.dbkdev.com/places/tags/central-oregon-1/oregon/medford/. Southern Oregon listings are displaying on the map, but no listings visible on the left.

2)What would be the best way to get filtered listings by our “regions”?

Thanks!