Determine the coverage area for each color and estimate the number of gallons you'll need for each. For odd walls with angled ceilings, make your best guess. If you're not comfortable doing this, measure the wall at its highest height and multiply that by its width. Now subtract the lowest height from the highest height, multiply that number by the width, cut that answer in half, and finally subtract that new number from the original height by width. That should give you the wall area.
Prep work should include removing all loose paint, either with a pressure washer or by scraping; removing any trace of mildew using bleach and water or a commercial solution, and sealing or covering dark stains; caulking all seams, corners and around windows or trim; applying epoxy filler to repair serious woodwork problems; covering dark stains; sanding all rough surfaces, and priming the bare wood with a bonding primer.
On average, expect to pay $0.60–$1.60 per square foot for exterior painting. The average for painting labor across the country is $30–$40 per hour before you pay for paint, painting supplies, location costs, and equipment. To get a very general estimate, though, painting contractors will take into account the square footage of your home and the number of stories and also factor in normal prep work.
I hired a painting company to paint my house and garage. Price was about $5,000.Sherwin Williams paint T-1000. When he was questioned about the paint peeling two days after he painted the garage he quit even with a contract not a very professional person. So,now I have to find someone else to paint my house.After 3 weeks of them trying to paint around the rain. The original time frame was 3-4 days.Yes 3 weeks and all that got done was a small two car garage that could have been done in two days.I know he did not prep correctly and properly I will end up having to redo the garage. I went to Sherwin Williams and got the colors.So beware even with a contract and good references.
It's up to you. Outside is much harder because it requires more prep, patience, time, help, money and of course, effort. I have been painting my own houses and rental properties interiors for 20 years, and I painted the exterior of one, once. I then had it promptly done again by professionals who said it would have been cheaper if they didn't have to undo my work first. My advice is to get pros for the outside because everyone will see it.

Expect to pay between $600 to $3,500 or $1.25 to $3 per square foot to coat vinyl, with prices likely increasing for the finish. It is one of the more inexpensive siding materials to have repainted, especially with recent innovations in materials. Changing the finish on your siding is not recommended unless it's completely degraded and worn away by the weather. You can save nearly half the vinyl siding installation cost of $4 per square foot by painting rather than replacing. Before adding a new coat to vinyl siding,
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