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If a player has a feeling they are not going to win, but they want to quit, and they ask another player if they want to buy all of their properties for $1, is that cheating or not allowed?

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    This is generally considered bad sportsmanship at least.
    – Chris Dodd
    Commented May 25 at 9:52

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It is not cheating. Players are allowed to sell properties to other players. The usual rules (selling off all the improvements to the bank first) still apply.

Rules:

Unimproved properties, railroads and utilities (but not buildings) may be sold to any player as a private transaction for any amount the owner can get.

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    That said you’re likely to hurt feelings if your friends are competitive.
    – bob
    Commented May 26 at 16:28
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    Playing Monopoly is likely to hurt feelings. :-) Commented May 29 at 14:00

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