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The 2008 panic was great for buying houses and boats and everything else expendable but not so good for selling. The herd will also scatter just as quickly as they eventually stick their head in the 30yr guillotine. Election years and uncertainty make for bad sales conditions. Springtime and pleasant news make for good sales conditions. A rapidly expanding local economy and small availability make for great conditions.
Don't just take the realtor's word on the estimate. $300k vs $350k means a quick sale and about the same commission to them. Do the homework and/or hire an appraiser. Work out an excel chart of all the recent sales pulled off Trulia/Zillow/Redfin/Realtor with all details. Get all the historic local demographics from the internet or city services and find out what will keep driving the local market. If everything is based on new jobs at the shark fin soup plant then selling earlier might be a better option. If it's something like biomed or jobs which are going to be around for a while then hold. I tend to be sentimental and hold investments for a long time.
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