The residents of this beautiful town on the border of Oregon and the Walla Walla Valley have access to over 120 nearby wineries. And compared to other wine regions in the country, such as Napa or Sonoma, real estate is relatively affordable here — median home value is $407,000, according to Zillow.

“An increase in new-construction homes is also giving buyers more opportunities when purchasing,” Allison Stensrude, an agent at Windermere Real Estate, explained. “A favorite neighborhood that buyers should consider is the Pioneer Park area. Here, you will find mature landscaping and beautiful historic homes, and you will be within a short walking distance to parks and downtown Walla Walla.”