I would strongly recommend going the option of @William Collins and here is why:
It is the easiest and quickest path to getting money in your pocket. I do not know William personally although I think we would both vouch for each other as movers and shakers in our prospective markets and I know he would come through in closing for you. Selling to an investor basically mitigates questions 3-7.
As an investor it is our job to know our markets. I for one always present options and I am sure others are willing to do so as well. We can show you what it is worth now, what it is worth fixed and what the fixes will cost. In some cases it makes more sense for a seller to list the property and I tell them that. Very often they appreciate the honesty and will still want to sell even knowing they might get more listing it.
If something doesn't make sense you can ask. Like hey how did you come up with this number. We are happy to share numbers and how we arrived at an offer.
That being said we can't pay top dollar, IMO this option is your quickest and easiest to get it done.
The market is hot in CT, although in my opinion we have the month of October and then it starts to flatten a bit. You can list it with a realtor and you may find great success going that route.
In CT you would want to deal with an attorney - if you do not have one I recommend attorney Keil
https://www.mlkrlaw.com/Lawren...
You may get the return back from doing projects, if the house needs a roof and you want to sell it as a done property for top dollar by all means put the roof on and power wash it.
A realtor knowledgeable in the market would be able to provide comps for you and suggest a listing price.
It sounds like you have a few options to choose and think about. Good luck. Weha is a great little town.