A regular pair of $60-$100 work boots are the best in my opinion. This past season I spent $145 on a discounted $190 Red Wing boot (soft toe) and they are like having cinder blocks on your feet. I use walk behind mowers and I almost had a heat stroke in the dead of Summer when I first started wearing them. Then I tried some cheap $25 boots from Kmart which I would tear apart every six weeks only wearing them 3-4 days a week.
I ended up finishing the last three months of the season wearing a $40 pair of black reebok hightop sneakers when I was mowing lawns and they are still in great shape, and light.
The $60-$100 work boot is the best in my opinion, they will most likely last you the season and then you buy a new pair for the following season. My Red WIngs are now my snow boots and serious landscaping boots for big jobs.
There is an Old Blue Chair for each and every one of us, we just have to find it.
2006 GMC Sierra 2500hd crew cab
BOSS 8'2" Power V
Hustler X-one 60"
Toro Proline 36" wb w/t-bar controls
JS46 22" walk-behind (wouldn't recommend)
Shindaiwa T254, Echo trimmers, chainsaws, pole hedge trimmer, pole saw, hedge trimmer
Shindaiwa 633 and Husqvarna 130BT blower