Neither extreme of walkability is cheap. You've experienced nearly the extreme on one side (got some hills there though), and know that drives up housing. At th

Neither extreme of walkability is cheap. You've experienced nearly the extreme on one side (got some hills there though), and know that drives up housing. At the other extreme, you spend lots of time and money driving because it's dozens of miles to anywhere. How about some moderation? There are plenty of places where you pretty much need to drive everywhere, but it's only 1 to 5 miles without much traffic. THAT INCLUDES YOUR COMMUTE. Observe that your current walkability situation is horrible, with a commute that is 45 minutes on a good day. You get to suffer walkability envy, seeing San Francisco every day but actually living a minimum of 45 minutes away. Example in Florida: Indialantic, Melbourne Beach, Satellite Beach, Melbourne. It's not exactly walkable, but the driving is trivial. I go a mile to work (just 3 minutes), 3 miles to Publix (the nation's 2nd-rated supermarket), a mile to the beach or to freshwater fishing/boating, and so on. Houses are dirt cheap by your standards, sometimes even below 6 figures for what you are seeking. For the prices you are used to facing, you could literally live in a house on the beach.