For sure. There is a risk of perpetuating a state of dependency, and this woman's daughter does sound like she's already dependent (flip side of entitled) in her own mind.
I have a cousin like this. Her sister is worth millions, and lets her live totally free in a house worth over $500k in a very desirable location. Why does the sister do this? Because the dependent one was the apple of mom's eye, the youngest child, the one who was welcome to live home with mom & dad all her life. She became dependent until her parents were dying in their late 80's, at which time they told the rich daughter, "look after your sister, as we did." Dependency was cultivated in her. She isn't disabled or mentally deficient. She's single and always will be, because her parents and her sister think she can't make it on her own...and now in her 50's, she can't -- she's incurably dependent. They wove a narrative and they all believe it.
And in another case, I know a man in his 50's who thinks his half-sister in her 40's is too dumb to be allowed to have a social life. "Any man she met would take advantage of her!" So he takes advantage of her. She's the housekeeper, fully convinced that's all she can be.
So it may be lovely to have someone up and give you a house, but sometimes it's not good for your character -- or theirs.
Your second scenario sounds like Paulie and Adrian.