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Yes, you can always make an existing window bigger, but the job complexity varies widely depending on the location of the window and the framing around it. Exterior walls are always load-bearing, so making windows wider will require structural changes that make for a more complex but doable project. Making windows taller often won’t require structural changes.

Having a professional caulk your windows will cost you around $50 to $70 per window (or $1.25 to $4 per linear foot), including labor. However, caulking is one of the easiest DIYs there is, and you’ll save a lot of money by getting the supplies and doing it yourself. You’ll only pay $0.05 to $0.20 per linear foot if you DIY this one. Finally, different types of caulk don’t vary too much in price, with most tubes costing no more than $15 apiece (but typically only $3 to $10) at the most. 

The amount of time window lintels last is based on the environment they’re installed in and the material that’s installed. For example, a steel lintel installed in a temperate climate will always last longer than a wooden or brick lintel installed in an area with tons of rain, snow, and wind. No matter which material you choose or where you live, proper maintenance will ensure your lintels last as long as possible.

Whether you need a permit to install a bay window depends on the project's scope. Replacing an existing bay window typically does not require a permit. However, if you are adding a new bay window, requirements can vary. Adding a new bay window to the front of your house usually requires a building permit, while adding one to the side or back of your house often does not. It's always best to check with your local municipality to confirm the specific requirements in your area. Additionally, if you live in a historic district, you should consult your neighborhood association to ensure your project complies with their construction guidelines. If you're unsure about the process, a professional can provide guidance.