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Chesapeake and Virginia Beach are two totally different cities. Virginia Beach has a lot to offer, beach, night-life, younger crowd, more singles, etc. Chesapeake is more laid back with great schools. By far Virginia Beach offers more rental choices. "Base traffic" can add to your commute so I would consider that when selecting an area to focus on. As to renting or buying....renting probably will be cheaper unless you have a respectable downpayment. Another consideration is how long you plan to stay in a condo/apartment. If its for just a few years I would recommend renting.
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