Hi Tom3_15,
Should I create a new view in analytics? No. There's no need and you want to easily compare before and after.
Should I also create a new https property in Google search console and set it as the preferred domain? Yes
If so, should I keep the old sitemap for my http_ property while updating the sitemap to https only for the https property? _Keep the old sitemap for your http property. Add the new sitemap (with https URLs) to the new (https) property.
Thirdly, should I create a new property as well as new sitemaps in Bing webmaster? Yes
Finally, after doing a crawl on our http_ domain which has a 301 to https, the crawl stopped after the redirect, is this a result of using a free crawling tool or will bots not be able to crawl my site after this redirect? _I don't know why your crawl stopped after the redirect. I use screaming frog and it continues to crawl after the 301 so it might, as you suggest, be a function or shortcoming of the particular tool you're using. BOTs should be able to continue to crawl your site after the redirect. Google certainly can.