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Avraham spends considerable money and effort to acquire the cave of machpelah. I think the medrash mentions that Adam and Chava were buried there. My question is, is the cave of machpelah special because of the people who were buried there, or was that area special and therefore the Avot and Emaot wanted to be buried there? If the cave of machpelah has some sort of significance apart from the people who are buried there, what is it?

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can't find source atm, but I've seen meforshim before explain that Avraham paid the market rate for the cave (and the land around it), so that there was no question whatsoever who owned it. (Something that the UN still doesn't understand, but I digress). It's not because that spot had a special significance before Avraham purchased it, and buried Sara there. –  Jake Aug 25 at 19:57
    
@Jake why would he choose that spot over any other? why not just bury her in land he already owned? –  user6641 Aug 25 at 20:58
    
That's where Sara died. (Bereshis 23:1) Interestingly, it teaches us that Avraham somehow knew to be concerned about burying soon after death. He bought the nicest plot of land nearby, and insisted on paying full market value for it. –  Jake Aug 25 at 21:20

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The source of the name Maaras Hamachpeila could shed some light on this question. - According to one opinion in Eiruvin 53a, either Rav or Shmuel (the Gemara doesn't say which one said it) says the cave is named because it is "doubled with couples" i.e. there are many couples there. This would seem to imply that its main significance is who is buried there. (The other opinion says that it was named for its multiple levels.)

On the other hand, the Yalkut Reuveini brings from the Zohar on Chayei Sarah that this cave is the entranceway through which souls enter Gan Eden. This is why, the Zohar says, Adam chose to bury Chava there, and may very well be why Avraham wanted to bury Sarah there.

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I'm not sure I understand, wasn't it called machpelah before it was "doubled with couples"? The Yalkut/Zohar you bring is interesting but only pushes the question further back, why would that particular spot be the entrance way to gan eden (whatever that means!)? –  user6641 Aug 25 at 21:00
    
@user6641 A good question, but we find plenty of examples where something is named before the event before it was named occured. I don't know if it is prophetic, or the name is being narrated before it was really given. Regarding the Zohar, is there a reason any particular spot should have been the place more than any other? It is where Hashem made it. –  YEZ Aug 25 at 21:10
    
@user6641 According to the medrash discussing why Adam and Chava were buried there, the cave had places for couples so that they could be buried there. Thus it was "available" for couples from the beginning. Once Adam and Chava were buried there, the Avos wanted to be there as well. Once Avraham and Sarah were there, the following Avos regarded it as the "family plot". Not the medrash as to the dispute Esav had at the burial of Yaakov and the reason Chushim ben Dan killed him. Note also that Yishmael made no trouble for Yitzchak because he regarded Yitzchak as the rightful heir. –  sabbahillel Aug 25 at 22:11

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