I wouldn't drywall over the window. Take a look at the options for recycled brick, they may match better than you think.

Thanks for the replies! My wife suggested we talk to a local real estate agent, so i think that is a good idea... just that Im not sure how helpful they are likely to be if we arent selling yet :) As for saving for our dream house, I dont disagree, however if doing this up nicely over the next ~5 years or so while we live here nets us some extra in the eventual sale, then that of course will help us as well. Interesting thing happened today actually. I got a knock on the door and one of the older neighbours asked if he could take some lemons from the tree. I of course said yes. Anyway he was telling me he had lived in the street for 40 years. I asked him if the house had always looked like this, and he said no that ~30 years ago the old old owner did a massive renovation and pulled off the timber and put up the bricks and gutted the inside of the house. Interesting stuff!

Anyone know where to get these matte black pendant lights from?

I think you are wasting money . I'd leave the columns , do a couple of bi-fold aluminium doors , do a nice leather corner suite , and artwork , a Tv , make it more livable . I'd do a glass balustrade on the small stairs , 3 or 4 creeper type potplants and a couple of 'objects d'art' along the solid balustrade . Do you have another dining room ? If yes , make part of this an office/study ; if no , then a nice table and chairs . Right now , it looks unloved -- make it easier to fall in love with it , and you will !