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I would suggest talking to some experienced real estate agents in the areas that you're looking at. Especially agents who understand short sales and foreclosure sales. Since you're paying cash, you may be able to find a good deal on a foreclosure or short sale.
Unfortunately, no one knows what will happen with the real estate market in 5 years so it is difficult to guarantee a profit. Keep in mind as a seller, you will be responsible for the real estate agent fee which is typically around 5% of the purchase price (2.5% to you agent and 2.5% to the buyer's agent). If you sell the house for 250,000 - 5% is $12,500. While it's possible for you to sell your home without an agent, it's much more difficult especially if you're not familiar with real estate. Also, most buyers have an agent so you'd still have to pay the 2.5% to that person.
If home values do not increase much in the next 5 years, you may actually lose money when you sell. This is why a bank owned (foreclosure) sale may be a good idea to explore since you're buying with cash. Typically, cash buyers have more room for price negotiation because you can close quickly because you're not involving a 3rd party mortgage lender. You may be able to buy a home for less than market value because a bank is desperate to sell and in five years be able to make a profit. But, maybe, maybe not.
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