John Dean

This is somewhat of a loaded question, especially if you are trying to sell the home alone. I think the first step is to speak with a real estate agent who is fluent in your market. I would explore things different marketing tactics, staging, drone photography as well as video. It boils down to getting the most eyes on your property.

Speak with the best mortgage broker. I would say Shant Banosian from Guaranteed Rate. He is the #1 Lender in the US

Have you tried to Google them ? Is this her ?https://www.realtor.com/realestateagents/56ce44aa0fa417010077c0db

I would contact an attorney to assist with ALL documents you are asked to sign. They can assist with the transaction and protect your interests. Do you have an agent ?

HOAs are great if you do not wish to handle many things, like maintenance. They also provide amenities like pools, security, and other services. They can be helpful. On the flip side, some can be a bit overbearing. I would recommend that you review meeting minutes and the bylaws before purchasing in any association.

There should be clarity on any issues with a home. Disclosure is the name of the game in MA and I would assume it would hold true in any market. Fail to disclose could cause massive legal issues. Disclose .. disclose ... disclose.

There are several issues. What if the renter does not leave ? What if they are in a lease ? What if damage is done at the end of the lease. Way to many issues to proceed without proper caution and documentation on the situation

Hard to answer this question without seeing the home but a fresh coat of paint does wonders and a good cleaner and stager to get the home photo ready. Declutter and let the experts help you. Upgrades can be different in every market and price point. Talk with your agent about it. I do it all the time for my clients.

I am sorry to hear about your father-in-law. I would utilize a local appraiser for this task. A real estate agent can also give their opinion of value. You could also reach out to the estate attorney who handled the estate for a connection and assistance.

Closing costs can vary . I would speak with your lender and real estate agent to determine the best fit for you

It really depends if you can finance your new home without selling your current home. Do you want to retain 2 homes and turn one into an investment rental property ?