Vinyl Siding Vs. Painting

[Franddy Aguasvivas]

Hi Biggerpockets Community!

I am pretty close on having an offer accepted on a huge 3 fmly, 9 bdrms, 3 bthrms, 4,600 sq. ft. house in Dorchester, MA. The outside it's totally distressed with old, ugly, flaky wood siding paint. I am debating if I should go with scrape and paint or removing existing wood siding and installing new vinyl siding. What would you do and how much should I look to spend on each one. Thanks in advance for your help!