I am using the SQLite backend. The roundup version is

> nikratio@ebox:~/stow$ bin/roundup-server --version
> 1.4.1 (python 2.4.4)

Since I did not keep the installation and test files, I downloaded roundup 1.4.4 
and run the test. That seems to work fine:

nikratio@ebox:~/roundup-1.4.4$ python ./run_tests.py . testDateLeapYear
Running unit tests at level 1

*** SOURCE WARNING: There are files missing (277/283 found)!
Missing: roundup-admin
Missing: roundup-demo
Missing: roundup-gettext
Missing: roundup-mailgw
Missing: roundup-server
Missing: roundup-xmlrpc-server
Running unit tests from /home/nikratio/roundup-1.4.4/.
Including anydbm tests
Skipping Xapian indexer tests
Skipping mysql tests
Skipping postgresql tests
Including sqlite tests
Skipping tsearch2 tests
testDateLeapYear (test.test_anydbm.anydbmDBTest) ... ok
testDateLeapYear (test.test_sqlite.sqliteDBTest) ... ok

----------------------------------------------------------------------
Ran 2 tests in 2.365s

OK


I therefore upgraded my installation to 1.4.4. Now I'm not able to reproduce the problem anymore.