Trying to figure out what makes the most sense

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Recently bought out my lease in NY (2019 Grand Cherokee Limited). Purchase price was $23,390 + $500 fee. I paid an additional $2,223 for the taxes & title. The KBB is between 32k-35k. I went on about 8 different car buying sites and my highest offer was $29k. I’m into the Cherokee for $26,713. If I sold it I’d profit about $2,300. I was hoping to get something a little nicer and/or a little bigger but not if it didn’t make sense as far as the payments. I haven’t looked into current lease offers so I’m not sure what deals there are. I’m really just trying to decide if I should just keep the Cherokee or get something new. I like it but would love something newer, I just don’t wanna spend $600+. I’m wondering if there’s anything similar in the $500 range. I was paying $390 per month with zero down. Is there anything out there or should I just keep it? Hoping someone can shed a little light.

2 posts were merged into an existing topic: Current lease (keep or sell)