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I have an aversion to boxing people in on anything. However, a purchase involving a sale of your home and possible assistance to your buyers along with the seller of the home you're buying requires more than most people think. Everyone has to be treated appropriately and everyone must be satisfied. That is what makes it all work and that's what win-win-win-win is all about. You of course are the most important if I am working with you to find the most affordable ideal home. But everyone in chain must be considered and that takes considerable thought and effort. So, I do expect that you will do everything in your power to make certain that I am treated fairly.
Unless you are a very sophisticated investor, your seller is an important person. You will want to buy from someone you respect. It is as if their aura or spirit goes with the house. Some may find this too unscientific for their tastes, but most want to think back positively on who's life they are making better by closing on the mortgage. No one wants to make a "bad guy" richer; but everyone wants to treat a "good guy" fairly. How can you tell who is which? Look for telltale signs and then think before you offer. It just may get accepted without a counter.
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Consider a bedroom community. This is one that's approximately 30 minutes from where you work. The easiest example is Hammond WI for people that work at 3M. Its an easy drive down 94. All freeway, so its not even hard on your car. In fact its even better for it than 15 minutes of daily rush hour stop and go city driving. But how much are we talking about? Maybe 20% less money for a comparable property closer in. Maybe more?
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Do first time homebuyers ever build their own home? I don't think I know of one that has, but there may be some one somewhere. Generally one does not visualize a person under the age of thirty buyng a lot, deciding on a floor plan, thinking about upgrades etc. But this certainly could happen. There is an apriori sense about everything even choice of residence. In other words you just might know enough about home ownership without ever having experienced it.
There is no such thing as a bad or a good time to buy. There is such a thing as a decison to make a life style change. This reflects a deep urge to express a more authentic self or a need to decrease current obligations so that more time is available for more important things. Those are 2 of the best reasons to buy, regardles of what everyone else is doing.