Just to re-emphasize - CULL EVERYTHING YOU POSSIBLY CAN! IMO You haven’t done a good enough job culling unless you eventually find yourself wishing you had kept something you got rid of! 
My wife and I recently downsized - tho not as drastically as you. We had all manner of stuff we had been keeping “just in case.” Stuff from when our kids were small, old lamps, art which we would unlikely ever hang again, way too many linens, multiple sets of china… Turned out none of our kids wanted any of it. (Sorry for you loss. Don’t know if you have any other kids/family. But if you two aren’t going to be using it in the time you have left, you’d better be holding on to it for someone else close to you. If not, get rid of it.)
You are moving on to a new stage of your lives. Don’t go into it encumbered by your old possessions. Live your new life - don’t curate your old life. Anticipate a storage plan for your new apt. Moving from a house to an apt, you will find space to be at a premium. It will be worth investing in some stackable plastic bins or shelving units for your closets/garage/storage space.
Think hard whether you really expect to use each thing in your new lives. For example, in the kitchen. If you aren’t going to be hosting big parties, you can get rid of a bunch of serving dishes, utensils, etc. Go through your books ruthlessly. I went through ours, and other than a VERY few of sentimental value, I got rid of any that I did not intend to read again. If you aren’t going to be using a lamp or hanging art in your new place, get rid of it.
As you get rid of things, realize that most things are likely to be worth A LOT LESS to anyone else, than you think they should. If money is really tight and you have the time, a moving sale might make sense. But we ended up just taking a ton of stuff to Goodwill and taking the tax write off.
I urge you to think about budgeting for pros to move your heaviest/priciest items. Just a “2 men and a truck” deal. You are not as young as you used to be. Your friends are not insured. You don’t want them injuring themselves moving a dresser. Pros will move dressers while full - saving you the need of emptying/packing/unpacking/refilling them. And it only takes one good bang to damage something exceeding the “savings” from a DIY move.
Final small point - make sure if the new apt has any regulations about moving - need to reserve a freight elevator, parking, etc.
Good luck.