Bean make nice waders and have the warranty. People complained about the original Helix waders and their shoulder strap configuration when it was time to take a leak with layers on & it doesn't look like they have changed it up much.
I have had bad luck with Orvis waders, but it's been 3 years since I have worn a pair and they have an entire new line 2 times over, but I am not willing to take the gamble. The new silver seams look interesting, I have the Redington sonic seams (they purchased the technology from Orvis) and have had zero problems with them.
You have a ton of options in your price range, for what it's worth, I would purchase the Simms Headwaters on sale for $209 at
CLEARANCE & SPECIALS - Product Catalog if they have your size. They are Gore-Tex as well.
Another waders to check out is on Sierra. Simms has a few artic muck bootfoot waders on clearance for $160 if you use an online coupon code. Your feet will never get cold if you winter fish. Sizes are limited.
http://www.sierratradingpost.com/s~muckboot/ These waders use their quadralam, which has worked well for me on my Simms Exstream winter waders (no longer made). Buy the felt if you can, and put a set of Simms Hard-bite studs for felt in them. The lug soles will require you buy a set of korker strap-ons for winter fishing.
In terms of boots, you are asking to take a swim if you wade in sneakers, especially when the water temps cool. I have a narrow foot making me a Korkers fan, love the interchangeable soles. I alternate between the studded felt and carbide changeable stud soles. Even though Korkers claim to be size right for your street show, you still need to go up one size.