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You should contact your driveway installer before winterizing a newly installed driveway. Winterizing it before the asphalt or concrete has fully cured can damage the driveway. But in many cases, you don't need to winterize a newly installed driveway anyway since it's likely freshly sealed and won't have much damage yet. 

The decision to repair or replace your driveway depends on the extent of the damage. If your driveway has a few small cracks, a simple repair will do the trick. If you see larger cracks and potholes, it may be time to consider resurfacing or replacement. Resurfacing is a great option if more than 25% of the surface is damaged, but if the damage is extensive—deep cracks or significant sinking—it’s best to replace the driveway entirely. A new driveway, with proper care, can last decades while patching or resurfacing might only hold up for a few years before needing more attention.

If your driveway is cracked, you can repave it with a process called asphalt overlay. Overlay is more cost-effective than a full replacement but is better suited for minor cracks and issues. If you have major cracks or other problems like water pooling, asphalt overlay isn’t your best bet. Plus, paving over a cracked driveway only extends the lifetime by about 10 years, whereas replacing it would start the clock over completely to give you up to 30 years.