I guess I should have mentioned there's a fireplace on the all brick wall of the living room on the far side of the living room, and the current entrance has a partial (3/4 height) wall/bookcase to separate it from the family room.

You need professional design help NOW before you remuddle that amazing house. Most of it needs to be preserved. Just some tweaks.

I love the chair grover posted. They sell simlar ones pretty cheap on Amazon but those legs are awesome. Here are 2 more similar to the 2nd one Adgo Vernazza Collection Modern Contemporary Jute Backed Shag Shaggy Area Rugs Tall Pile Height Well Spaced Soft and Fluffy Indoor Floor Rug (5' x 7', 9521B - Grey White) https://www.amazon.com/dp/B077FHDS1T/ref=cm_sw_r_cp_apa_i_q4D.AbCYWV8EC nuLOOM Cozy Soft and Plush Moroccan Trellis/Grey Shag Rug https://www.amazon.com/dp/B01DW91FNQ/ref=cm_sw_r_cp_apa_i_v6D.AbNR3Z3H8 And here it is in grey nuLOOM RZBD16B Area Rug, Dark Grey, 8' x 10' https://www.amazon.com/dp/B01HDWIWKW/ref=cm_sw_r_cp_apa_i_y8D.AbP9QKF9F

@ SapphireStitch While it would be nice to wave a magic wand with an unlimited checkbook - I don't have that. I do have access to some money (got a HELOC). If some of the changes need to be done in stages and can be done effectively - we can do that, because the more money I have to pull upfront from the HELOC, the more I'll end up paying in interest. (yuck). I'm also not averse to acting as my own general contractor/project manager, if needed; I've done that before (successfully) But I'd rather not have to overall manage the project, just because my current employment is a boatload more demanding than my previous employment. The nice thing is that we don't have a defined deadline where "this must be done by" - no one is getting married, boatloads of relatives aren't coming to visit, etc. However, the kitchen as it currently stands is a source of daily irritation. We're getting to the point that if anyone is already in the kitchen, we try to avoid going in there until that person has left the kitchen. Tempers flare....we've got my boyfriend (who was envisioning a quiet, child-free retirement), my teenager (while she's not as much of a drama queen as some teens - she's just starting the teenage years, LOL), and me - frustrated as the primary food purchaser, preparer, organizer, clean-up person. And if my boyfriend happens to suddenly realize his blood sugar has dropped - get the hell out of the way in the kitchen. He's not very good at listening to his body - he literally passed out one time when his blood sugar dropped too low - he dashed into the kitchen, grabbed a glucerna and the last thing he remembered was opening it up - but he woke up on the floor sitting in a puddle of the stuff. (I wasn't home at the time). When either I or my teen are in the kitchen and if boyfriend does the mad dash into the kitchen - we pretty much have to drop what we are doing so he can grab something and while he stands there and he starts shoveling whatever down his throat. And since the space is so tight - it can mean leaving stuff cooking on the stove, etc. One time he dashed in, grabbed a breakfast sandwich out of the refrigerator, yanked what was already cooking in the microwave out, and threw his sandwich in. Anyhow, I digress. I know that some of the things we want are going to be big-ticket items - new cabinets, granite or quartzite countertops, slide-in induction stove. That's why I'm also looking for cost-efficient plans, such as instead of moving the sink to the middle of the room, let's keep it on the same wall and just shorten the distance from the hot water heater to the new sink location. Let's not blow out any of the exterior walls, and we can keep the current windows, dishwasher, and refrigerator. If replacing the 10'x13' current laminate would be cheapest to match new hardwood to the existing hardwood, rather than ripping it all out and putting tile down in a 20'x13' space, I'm fine keeping hardwood. If a nice, medium-stain maple cabinet is cheaper than white painted cabinets, I'm find with the the stained version... I prefer it, personally. Rather than a huge pantry cabinet, if building a pantry closet with adjustable shelves is cheaper, I'm fine with that (plus with all the small appliances and bulk-purchases from Costco and BJ's - I think it would suit our storage needs better). If getting an island fits the layout, but is out of reach - I'm fine holding off on installing island cabinets and countertop and using a kitchen table in the meantime. And because we don't have a "get it done by" date... once I have a really solid design/layout... I have the time to shop different cabinet lines and stoves, wait for sales and then to be ready to capitalize on hopefully a decent deal. I don't know if it's true, but I did see some articles that indicate the best time to shop for kitchen cabinets is November to early January.