I tried to upload about 10 photos but only this one uploaded:( am I able to post a video???

post a floor plan here in the comments

We actually did the same. Got additional family room with WIC, that has access from master bedroom and and the family. We removed the wall between dining and small bedroom. It is our forever home. But we could have considered potentially family room as master bedroom for value of the house cos has WIC.

In my area, you'd have to bring the stairs and railings up to current code if you touched them to remodel. Is that the case where you are?

This looks like a house with a lot of deferred maintenance. Have you had an inspection yet?

So the pictures you posted are with the present owners "stuff", as you said you are buying it,

or have you bought this? Don't buy it. Find something else.

Which part is the 1913 part?

I don’t see much 1913 anywhere and without a detailed floor plan there is no way we can answer the questions. My first thought would be dithch the garage and add on there but we need to see the exterior and the floor plan.

Wow. What a mess. The stairs are so steep. There is nothing, at least in your pictures, let of the 1913 house. I think you are buying the view. Lots of work.

Please post detailed plan AND the exterior photos if possible.

Also check whether you can add "Home Building" forum instead, say "Bedroom" one, as one of subforums in your opening post. More folks specializing in designing and building and adding within already existing architecture will see your post and might provide helpful insights. "Bedroom" is too narrow a concept for what you're dealing here with. It's a very big puzzle to tackle.

What area are you in?

We also bough a house we were going to add on, for the cost that we thought is comfortable.

Was twice a time we thought would take, and we never counted the money we spent, so hard to say-was it triple the what we thought, or not:)

And it's a modest house, late sixties, nothing terribly special about it. We re in So Cal.

We moved in more than 2 years ago..still no energy to tackle the backyard. We drag our feet...If something happens and we have to sell it out of a sudden(not our intention but things happen..it's my fourth "forever" home LOL)-it's right away 50K less because buyers would mentally add the backyard to their to-do list.

So, you've a lot, a lot to consider, and the more info you can give us the better. Also -do you have a trusted contractor or somebody who'd take a look at the house with you and tell you something even very general about your possibilities there?

How far along are you in the contract?

We were already on our way to send out the fax we regrettably going out of the contract..unfortunately, on our way, we went by the house..)))

We love it; it's very lovable house. but it swallowed me, chewed me, and spit me out.

This is not something that can be done online. You need a local architect. And the more you delay in choosing one, the longer this will take. Start hunting tomorrow.

More than likely, a tear down and a rebuild will make more more monetary sense. And it will give a much more livable result.

If you are expecting to do any of this on a TV fiction budget? Keep shopping. You don’t have what it takes to actually tackle a fixer. You need the move in ready with your want list already checked off. Of course that’s twice your budget too. So maybe they want list is the actual problem.