My partner is a Boomer (admittedly youngest of the Boomers as he was born in the last year of the Boomer generation) and I'd like to point a few things out.
He is also likely to be working well into old age. The main security that boomers have is their house, and people like to think that means they're set for life because it's either paid off or that property bought for 20/30k is now worth millions.
Obviously his house is worth more now, and his mortgage is paid off. That doesn't mean he can retire earlier than anyone else, or that he would profit massively as he put a lot of work and over the years the work he's done and had done on the house mean that if he sold it he'd actually probably break even, and what money he banked from the sale would then have to be used to rent or purchase another property and cover living expenses.
Obviously there is security in knowing that he has a roof over his head no matter what. But he still has to make enough money to cover bills - If he took out his pension now that's £500 a month. So no, not all boomers are in the situation you describe.
He also runs his own business, he's a gas engineer, and the profit margins on the most basic services there are none existent, I've sat and waited for literally 3 hours for him to get off the phone in winter from people ringing up one after the other asking him to come out because their condense pipe is frozen, and they don't realise they can fix it by pouring hot water over the condense pipe outside. There are multiple younger engineers that would go out and charge for this, and make over a grand a week off them alone. So it kind of boils my piss to see his entire generation portrayed in this way.
Despite bejng an evil tory voter, if he was magically able to change things like the housing market, he would be happy for his house to be worth less if it meant bringing down prices for younger people to afford houses. Why on earth wouldnt he though do you think most boomers are loving the fact that their kids generation can afford their own houses? His own kids can't afford houses. He's son is 25 and lives with him. His other two, one early 20, one 30, still live with their mum. His 34 year old step daughter just left home at 34.
I think there are more boomers in this situations like this than there are in the situation you've described.