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Realtor.com is the most accurate of the public sites. But the most comprehensive search is through a local MLS program. Based on your personal criteria, I can set you up to receive new or updated listings as soon as they hit the market. Once you get past the initial searching phase, working with a competent Realtor, whether you're buying or selling, can be a huge asset in your endeavor. And it's by far the best way to get a true value for either your property or others when comparing sales. Most Realtors heavily network together, which allows us to share any learned information along the way with our clients. The public sites usually don't give you near the information we can get from each other; e.g., interior condition, floor plan, any seller concessions included in the sale, any large assessments currently levied on the property or coming, undesirable neighbors, potential eminent domain, etc.
Timing the real estate market is a difficult thing to do, even for the very seasoned professionals. As I advise all of my clients, if you're an investor/flipper, we will crunch the numbers much tighter to make sure it will cash flow, but if you're searching for a personal home, it really depends on how long you're planning to keep it. Our time here is short, & quality of life is truly important. Once you've made sure you can comfortably afford the property, including insurance & any HOA fees, & you're likely going to keep it for at least a few years, & that it's at fair market value, I advise my clients to buy what makes you happy & fits your lifestyle & life goals.
Again, timing the market is a difficult thing to accomplish, & a lot of what I said in the above answer will apply to this question as well. When selling a property, make sure that you've considered all aspects of the end result; e.g., will you be responsible for a capital gains tax, will you be doing a 1031 exchange into the next property, will the next property cost you more or less in regards to financing, HOA fees, insurance, maintenance, etc.? As I said in the 2nd answer, life is short, & the quality of it is usually of high importance for most of us. So, as long as it makes financial sense, do what makes you happy & fits your lifestyle & life goals.