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Date: Fri, 16 May 2008 12:55:39 +0200 (CEST)
From: Wojciech Puchar <wojtek@wojtek.tensor.gdynia.pl>
To: Nikos Vassiliadis <nvass@teledomenet.gr>
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Cc: Manolis Kiagias <sonicy@otenet.gr>, freebsd-questions@freebsd.org
Subject: Re: Routing to internet addresses ending with 255
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>>
>> I have two home servers, on different locations, on two ADSL lines using
>> dynamic DNS. One is running Debian, the other FreeBSD 7.0-RELEASE.
>>
>> I usually ssh from one to the other. Today, the debian server had a
>> public (internet) IP ending in 255. The FreeBSD 7.0 system refused to
>> communicate with it. Another 6.3 system had no problem. The 6.3 and 7.0

doesn't your 7.0 system has same first 3 bytes of IP, and badly set 
netmask to /24 instead of narrower?

i don't think it's freebsd version dependent, unless developers made a 
bug.