I did this last month, snagged a great domain that no one else found and got it for $69 because I waited until the last moment to place my pre-bid. Flipped it within a week for a little over $1,000. And probably could have gotten more if I sat back and waited 6-12 months, but a bird in the hand… (plus I like to keep turning over inventory and maintaining cash flow).
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The second option requires a bit more time and effort than a 301 redirect. You could do a mini overhaul of the site and turn it into a microsite for your main domain. This option is good for exact-match domains for your targeted keyword, and there are other reasons for going the microsite route that Rand's highlighted in his post about root domains, subdomains, subfolders and microsites. This strategy also works better if the old domain has decent rankings for the keywords you're targeting.
The great thing about this is that it’s kind of like a metasearch engine for all the places that you can find expired domains around the web. First, let’s look at deleted domains. Okay? To do that, you go click on the deleted domains button here and then click on any top level domain that you want to get. I prefer .com because it’s obviously the most common top level domain.
In today's SEO (2015) the answer would be a big no! With changes to the google algorithm and the constant updates panda, penguin, what's next...., much of the "keyword url" power is now gone. While there was a day when it made sense to buy a good named .com and expect instant indexing, not so anymore unless the site is very strong coming in ,which in that case you'll drop a minimum $50k. If you are willing to drop that kind of money and the site has a high domain authority, it might make sense as long as it matches whatever product or service that you're trying to sell. Just my opinion...
The first is the link profile I and actually took this example carbondsystems.com because it looked like a pretty good choice. It’s from 2003. It has some links, some age and it’s in DMAS and looked at the link profile in DMAS. So, you just copy and paste the domain,  the home page it to here, click on the search links button and this will show you all the links to that site.
If you are feeling ambitious, you can link each of your domain names to its matching “buy it now” purchase page at one of the marketplaces. Another more sophisticated option would be to “park” your domain with one of the leading domain parking companies, such as DomainSponsor or SmartName and enable their built-in “for sale” message and contact mechanisms.
There’s an important distinction to make here between domain flipping and website flipping. The latter mainly refers to buying and selling full websites. By full websites, I mean websites that actually have content and more often than not have traffic and revenue. When buying and selling websites, the domain name matters less as the main value there is the content, traffic, revenue, history/reputation, sustainability and growth opportunities. The same can’t be said for domain names where you’re just selling “the name” and hence it’s all that really matters.