A couple of things. With regard to the chimney stack, I recommend posting on the Remodeling forum of GW. With the existing closets in your bedroom and the guest room, could you totally take that space over and use part if it for an enlarged bathroom and the other part, a walk in closet oriented the other direction? The guest bedroom could have a closet built on the wall behind the toilet. Maybe thats workable maybe not. I would draw out all your dimensions on graph paper. Then taking tracing paper cut out to scale furniture (beds, vanities, nightstands, etc) and bathroom fixtures. Then place them around your rooms to see what fits and doesn't fit.

Oh dear, Kim. Just don't fall over in a dead faint when you get the demolition bill! That's a lot of tile. In a room that large, I would keep the tiled areas to only the wet areas. No matter how warm the color of the tile, it still looks cold to have that much hard surface. Here's some photos containing elements from the Craftsman style of your home. Some of these baths are much smaller than yours, but the ideas are there. The last photo is of a dual vanity with tower.

We started with one smaller idea..., but as we found more things that we wanted to replace— each possible solution has come with additional little problems... Welcome! Yep, that's how it goes. It's fine to realise this in the beginning. You can assess things & plan properly now. After you've ripped everything out is not quite a great time to start planning. Project mushrooming sometimes means saving & starting at a later stage, for a better result. We have realized now that we need to step back and start at the beginning with a directed vision and goal rather than just slapping together ideas and hoping it turns out well. GOOD! Any tips for choosing a good designer and questions to ask would be appreciated. A lot of people will have a lot to say on that one. You might consider starting a new thread on that specifically in fact. Check referrences to find people, and check referrences after you've found people. Check actual work, check work that's been done some years back. Do not go for the least expensive. They will provide the least pleasant experience, and your actual cost will be more. Check referrences. A good few. Take overly glowing or overly bitter referrences with a pinch of salt. Find imaginitive & knowledgeable people. People who find solutions, don't avoid issues, people who bring up matters you hadn't considered, people who don't just agee, but tell you straightforwardly when things aren't good or realistic choices. Check actual work... Ask what common issues or flaws are, and how they work around them. Get things written down, everything. Pricing, time frames, who sources fittings, specs of e.v.e.r.y.t.h.i.n.g. Ask who'll be actually doing the work, who'll be overseeing it. Don't work with the guy who'll check up at the end of the week. Find out what they actually do. Design, contracting, both... Check those referrences. Find out how long they've wrked with their employees & subs. Avoid working with friends or family. You think you have a good relationship, so you should. That good relationship is the reason you shouldn't. Check work that's been done some years back. Don't expect a free consultation in the beginning. Some pros do it. A lot (of good ones particularly) are far too busy to spend time in that way. They'll send you some pics and contacts of old clients to start off. Ask when they'll be available to start on your job. It's alright to wait a few weeksfor a good pro busy on other jobs. Once you have a good pro, deal with them straightforwardly, and trust them. If there's something you're unsure of, ask them, before asking the neighbour's cousin's dentist's brother. Oh yeah, and check referrences. It's the most preached, least practised tip. Guess how I know... For a project like this, what is a ballpark estimate for designer fee? There, I can't help, in the least. I'm a continent away, I assume, and things are... different. I do like that design with toilet immediately to the right upon entering bathroom. It’s in the master and would be fairly far to the right from the door so would not be visible easily from outside the bathroom The concern of a toilet near the bedroom is more regarding the sound, than unpleasant sightlines.

Moving the entry door to the corner adjoining the bookcase along either wall would free up more space to allow a 4-piece bath. For instance, if you moved the door all the way to the left, you would have nominal 5-feet to the right of it, which could give you more room for a shower. Then, in plan C, with a 59-60" tub moved to the right, you could put a custom shallow depth vanity along the left wall that could run to the corner ending in shallow shelves or cabinetry. It would be tight dimensions, but certainly workable. If the wall behind the bookcase could be removed, you could replace with the door and build it flush with the side of the dark square that faces the sitting area, which gives even more flexibiilty. Don't give up yet!