diff --git a/CHANGES.txt b/CHANGES.txt
index 8651319d3..cf926d1e9 100644
--- a/CHANGES.txt
+++ b/CHANGES.txt
@@ -8,6 +8,10 @@ Note that build 228 was the last version supporting Python 2.
 
 Since build 300:
 ----------------
+* Fixed a bug where certain COM dates would fail to be converted to a Python
+  datetime object with `ValueError: microsecond must be in 0..999999`. Shoutout
+  to @hujiaxing for reporting and helping reproduce the issue (#1655)
+
 * Added win32com.shell.SHGetKnownFolderPath() and related constants.
 
 * Shifted work in win32.lib.pywin32_bootstrap to Python's import system from
diff --git a/com/win32com/test/testPyComTest.py b/com/win32com/test/testPyComTest.py
index f8394c1bc..6723ebd87 100644
--- a/com/win32com/test/testPyComTest.py
+++ b/com/win32com/test/testPyComTest.py
@@ -273,6 +273,9 @@ def TestCommon(o, is_generated):
     later = now + datetime.timedelta(seconds=1)
     TestApplyResult(o.EarliestDate, (now, later), now)
 
+    # The below used to fail with `ValueError: microsecond must be in 0..999999` - see #1655
+    o.MakeDate(18712.308206013888)
+
     progress("Checking currency")
     # currency.
     pythoncom.__future_currency__ = 1
diff --git a/win32/src/PyTime.cpp b/win32/src/PyTime.cpp
index 335152382..eb63fb286 100644
--- a/win32/src/PyTime.cpp
+++ b/win32/src/PyTime.cpp
@@ -380,11 +380,16 @@ PyObject *PyWin_NewTime(PyObject *timeOb)
         double minutes = (hours - (int)hours) * 60.0;
         double seconds = round((minutes - (int)minutes) * 60.0, 4);
         double milliseconds = round((seconds - (int)seconds) * 1000.0, 0);
-        // assert(milliseconds>=0.0 && milliseconds<=999.0);
-
         // Strip off the msec part of time
         double TimeWithoutMsecs = t - (ONETHOUSANDMILLISECONDS / 1000.0 * milliseconds);
 
+        // We might have rounded ms to 1000 which blows up datetime. Round up
+        // to the next second.
+        if (milliseconds >= 1000) {
+            TimeWithoutMsecs += 1.0;
+            milliseconds = 0;
+        }
+
         // Let the OS translate the variant date/time
         SYSTEMTIME st;
         if (!VariantTimeToSystemTime(TimeWithoutMsecs, &st)) {