We expect to pay $2 - $2.50/sq ft for 2 tone paint including trim and ceilings, and we supply the paint.

We paint only when needed, also you can brighten up the place by painting the walls a little rough and skip the baseboards and trim if they are fine.

We want to remodel, knock down two walls, get rid of the 80’s carpet, popcorn ceiling, new trim.

Wash the decks, stain the decks, clean the gutters, repair the road, fix the septic, repair the roof, trim the trees, rake the leaves, put down the mulch, deal with the critters, fix the appliances, heat during winter, worry about frozen pipes, pay the taxes, pay the insurance, pay the gas, pay the electric.

However, replacing all the trim/doors or having all of that pulled and painted.... while I think it would look awesome- is that probable?

Conditions:  Broken/cracked driveways or sidewalks, overhanging trees, stairs without railings, pealing roof shingles, rotted wood on trim, etc. all can be issues in an Insurance company inspection

Seal walls, ceilings, doors and trim with Kilz or similar primer.

I've seen management companies who are the kids of Board members/ approvals to trim a tree for $50000/ types of bad money management occurs in HOA's. 

How much would it cost to replace the piece of trim and paint that wall? 

And lots of properly prepped paint on walls/trim.