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you can always build another house... hard to build more land!
this is what my husband does for a living - buy and rebuild places (I help, but I have a day job). so I won't say you shouldn't consider doing this, HOWEVER it is not what you might think, so here are some things to consider...
I second the idea that the land / lot / location / neighborhood should be a major reason behind chosing the particular house.
Sometimes tear-down and start over is REALLY the best plan.
Whatever you think it will cost, it will actually cost at least twice that.
However long you think it will take, it will actually take at least twice that.
For everything that you or an inspector identifies that needs fixing, there's another thing you didn't identify.
You need to be incredibly handy with your construction skills if you're going to do the work yourself. My hubby can work at the Master Craftsman level in most of the construction trades, and is proficient in the rest... he uses all those trades and skills and there's very little he has to hire out.
If you're not incredibly handy and skilled, you'll need more money because you'll have to pay someone who is.
If you are looking for results in which everthing looks nice and square and pleasing to the contemporary eye, you'll be disapointed every time. NOTHING in a rundown or old house is square, level, or even... and most of that cannot be fixed without a LOT more money.
If you're looking for results with character, history, and a sense of satisfaction for a thing of value or utility returned to service, you will find satisfaction and reward.
You can do a minimal repair on some things and get by with it, but it won't hold up, or will cause on-going problems. if you want things to be really right, plan on effort and time and money.
In the middle of every thing you fix, you will find yet another thing which must be fixed before the first one can be completed.
if you're working on an old house, you will run into chanllenging and unusual problems that don't exist in a rundown newer house. Things like dealing with wood that is so old and hard you can't nail or drill into it. Or having to repair decomposing mortar between stones in an unsupported rock wall.
You will have to deal with issues like windows and doors that cannot be easily made to function because the house has shifted 5 degrees from vertical.
If you like a challenge, you will find one in doing this work.
If you like something that will make you work, challenge your skill, and require you to contiuously improve your skills and learn new ones, this will do it.
And all that said, we love doing this. it can be frustrating and challenging, and it's always slower and more expensive that we are able to predict on initial project inspection, but it is, for us, temendously satisfying to see something that was once beautiful and serviceable become so again.
Our current project is a house that is 120 / 80 / 60 / 20 and 5 years old. it's a house we are converting for high-end student apartments near a university. we have some of the original walls from 120 years ago still in place. we've had to replace walls, move floors, replace the roof, redo the plumbing and electrical, replace and move windows and doors, add new walls, finish remodeling that was never completed, add support beams to floors, replace asbestos siding, convert a garage to laundry facilities, and take out an entire second floor cantilevered extension off the house and replace it. we still have drywall, ceilings, cabinets, interior finishes, and a yard to reclaim. The house has it's original character intact, and will be really charming on the inside when done... along with maintaining some of it's historical walls and stonework. It's a PROJECT in the biggest sense of the word. when done, we'll have spent about 30% of the end value of the house on materials and labor, not including my husband's and my time. For us, that's a reasonable investment of our time, it will pay us a profit for the work... because we've got the skills to make sweat-equity worthwhile. If we had to hire the work done, it would have been cheaper to knock it down and start over.
so the question is, not should you do it, but do you really understand what you are undertaking and are you up to the challenge? we love doing this, but it is *really* NOT for everyone.