Wouldn't take much to install a rain garden to the right or even the left of your driveway. In fact possibly the perfect spot for one. Then the excess water will soak into the ground and replenish the aquifer, eventually. There is a neighborhood near me that the city actually installed small curb side rain gardens, with the homeowners blessings and at their request in their yards, about 6'x6'. They could put their names on a list if they wanted to have one and city decided what areas it would best work and choose who would get one from list. There are still storm sewers but it lessons the amount of runoff into our streams and rivers, less flooding and pollution into rivers. I live in the a Mississippi watershed area and there has been a lot of changes on how runoff is handled in the past 10 years or so.

There is a bunch of information online about rain gardens.

Here is one.https://www.epa.gov/soakuptherain/soak-rain-rain-gardens

It certainly would be less expensive than ripping up streets, city probably won't let you do that anyway. Maybe you could get your neighbors to also install some once you have one!

A new drive, with a properly prepared bed, and a channel drain at your garage, and at the foot of the driveway.

Then a petiton to the town, for adequate street drainage................and good luck with that.

Issue with putting a drain at th end of the property on my mind is most of the water appears to collecting at the road way. Say you put in a drain and then the town decides to properly fix the grading of the road? Will your drain still be effective or will it be a waste of money and need to be redone?

The water is not reaching the storm sewer if there is one. If there is not one, then this is where a driveway culvert has to be installed to get the water off the street. In either case the first step is to address this with the local municipality.

I don't think that the municipality that you live in would be okay with the contractor digging up part of the road.

Oh boy, shades of our last house. The street was slightly higher than our driveway, and everything pooled in the driveway whenever we had a heavy rain. The winter was even worse; it would freeze if it got cold after a rain. Fun times. We put a drain in that drained into our sloped back yard and down to the lake. . It was an absolute pain to keep free ofleaves and pine needles, which abounded on our property. You had to lift the grate, stick your hand in and pull out the muck to keep it draining. We were the only house in the street with such weird grading.

I talked to the people who had lived there 30 years before at one point and they said they just gave up on walking on the driveway in bad weather and cut across the lawn instead. I explained in great detail to the people who bought our house how important it was to keep the darn thing clear. They have more money than we did, so maybe they’ll find a better solution.

I would check with your city to see if there will be any improvements to your street in the future, they can take years. A street in my area was on the books for improvement for 20 years improvement plan. They finally installed concrete curbs and improved drainage and redid road and road bed that was 50 years old a few years ago.