diff --git a/Lib/test/datetimetester.py b/Lib/test/datetimetester.py
index df7d540cb362f75..a00ef2102f32450 100644
--- a/Lib/test/datetimetester.py
+++ b/Lib/test/datetimetester.py
@@ -1462,6 +1462,15 @@ def test_insane_fromtimestamp(self):
             self.assertRaises(OverflowError, self.theclass.fromtimestamp,
                               insane)
 
+    def test_fromtimestamp_large_year(self):
+        timestamp = 67_767_976_249_084_800  # Year 2147483648.
+        try:
+            year = _time.localtime(timestamp).tm_year
+        except (OverflowError, OSError):
+            self.skipTest('timestamp out of range on this platform')
+        with self.assertRaisesRegex(ValueError, rf'\b{year}\b'):
+            self.theclass.fromtimestamp(timestamp)
+
     def test_fromtimestamp_with_none_arg(self):
         # See gh-120268 for more details
         with self.assertRaises(TypeError):
diff --git a/Lib/test/test_time.py b/Lib/test/test_time.py
index 985984b55123ce6..c4a9683992c08f5 100644
--- a/Lib/test/test_time.py
+++ b/Lib/test/test_time.py
@@ -21,10 +21,11 @@
 
 from test.support import skip_if_buggy_ucrt_strfptime, SuppressCrashReport
 
-# Max year is only limited by the size of C int.
+# Years are limited by the range of struct tm's int tm_year field.
 SIZEOF_INT = sysconfig.get_config_var('SIZEOF_INT') or 4
-TIME_MAXYEAR = (1 << 8 * SIZEOF_INT - 1) - 1
-TIME_MINYEAR = -TIME_MAXYEAR - 1 + 1900
+C_INT_MAX = (1 << 8 * SIZEOF_INT - 1) - 1
+TIME_MAXYEAR = C_INT_MAX + 1900
+TIME_MINYEAR = -C_INT_MAX - 1 + 1900
 
 SEC_TO_US = 10 ** 6
 US_TO_NS = 10 ** 3
@@ -153,6 +154,23 @@ def test_clock_settime(self):
             self.assertRaises(OSError,
                               time.clock_settime, time.CLOCK_MONOTONIC, 0)
 
+    def test_large_timestamp_year(self):
+        # 2147483648-06-29 00:00:00 UTC, away from local year boundaries.
+        timestamp = 67_767_976_249_084_800
+        for convert in (time.gmtime, time.localtime, time.ctime):
+            with self.subTest(convert=convert):
+                try:
+                    result = convert(timestamp)
+                except (OverflowError, OSError):
+                    self.skipTest('timestamp out of range on this platform')
+                if isinstance(result, str):
+                    year = int(result.rsplit(' ', 1)[-1])
+                else:
+                    year = result.tm_year
+                self.assertEqual(year, 2**31)
+                if convert is time.localtime:
+                    self.assertEqual(time.asctime(result), time.ctime(timestamp))
+
     def test_conversions(self):
         self.assertEqual(time.ctime(self.t),
                          time.asctime(time.localtime(self.t)))
@@ -398,7 +416,7 @@ def test_strptime_leap_year(self):
     def test_asctime(self):
         time.asctime(time.gmtime(self.t))
 
-        # Max year is only limited by the size of C int.
+        # The year offset must fit into a C int.
         for bigyear in TIME_MAXYEAR, TIME_MINYEAR:
             asc = time.asctime((bigyear, 6, 1) + (0,) * 6)
             self.assertEqual(asc[-len(str(bigyear)):], str(bigyear))
@@ -769,7 +787,7 @@ def test_year(self, fmt=None, func=None):
     def test_large_year(self):
         self.assertEqual(self.yearstr(12345).lstrip('+'), '12345')
         self.assertEqual(self.yearstr(123456789).lstrip('+'), '123456789')
-        self.assertEqual(self.yearstr(TIME_MAXYEAR).lstrip('+'), str(TIME_MAXYEAR))
+        self.assertEqual(self.yearstr(C_INT_MAX).lstrip('+'), str(C_INT_MAX))
         self.assertRaises(OverflowError, self.yearstr, TIME_MAXYEAR + 1)
 
     def test_negative(self):
diff --git a/Misc/NEWS.d/next/Library/2026-10-22-03-55-33.gh-issue-159739.ce26e1.rst b/Misc/NEWS.d/next/Library/2026-10-22-03-55-33.gh-issue-159739.ce26e1.rst
new file mode 100644
index 000000000000000..94f97951af2712d
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2026-10-22-03-55-33.gh-issue-159739.ce26e1.rst
@@ -0,0 +1,4 @@
+Fix :mod:`time` functions returning a negative year or failing to accept
+their own output for large timestamps on platforms that support them. Avoid
+reporting an incorrect year in errors raised by :mod:`datetime` for those
+timestamps.
diff --git a/Modules/_datetimemodule.c b/Modules/_datetimemodule.c
index cd2dd94c8164a53..24845e7fc8fe19e 100644
--- a/Modules/_datetimemodule.c
+++ b/Modules/_datetimemodule.c
@@ -682,6 +682,18 @@ check_date_args(int year, int month, int day)
     return 0;
 }
 
+static int
+year_from_tm(const struct tm *tm, int *year)
+{
+    if (tm->tm_year > INT_MAX - 1900) {
+        PyErr_Format(PyExc_ValueError, "year must be in %d..%d, not %lld",
+                     MINYEAR, MAXYEAR, (long long)tm->tm_year + 1900);
+        return -1;
+    }
+    *year = tm->tm_year + 1900;
+    return 0;
+}
+
 /* Check that time arguments are in range.  Return 0 if they are.  If they
  * aren't, raise ValueError and return -1.
  */
@@ -3304,14 +3316,18 @@ date_fromtimestamp(PyTypeObject *cls, PyObject *obj)
 {
     struct tm tm;
     time_t t;
+    int year;
 
     if (_PyTime_ObjectToTime_t(obj, &t, _PyTime_ROUND_FLOOR) == -1)
         return NULL;
 
     if (_PyTime_localtime(t, &tm) != 0)
         return NULL;
+    if (year_from_tm(&tm, &year) < 0) {
+        return NULL;
+    }
 
-    return new_date_subclass_ex(tm.tm_year + 1900,
+    return new_date_subclass_ex(year,
                                 tm.tm_mon + 1,
                                 tm.tm_mday,
                                 cls);
@@ -5647,7 +5663,9 @@ datetime_from_timet_and_us(PyTypeObject *cls, TM_FUNC f, time_t timet, int us,
     if (f(timet, &tm) != 0)
         return NULL;
 
-    year = tm.tm_year + 1900;
+    if (year_from_tm(&tm, &year) < 0) {
+        return NULL;
+    }
     month = tm.tm_mon + 1;
     day = tm.tm_mday;
     hour = tm.tm_hour;
diff --git a/Modules/timemodule.c b/Modules/timemodule.c
index e5162fd3b678557..60cf6e38b8285b0 100644
--- a/Modules/timemodule.c
+++ b/Modules/timemodule.c
@@ -487,7 +487,7 @@ tmtotuple(time_module_state *state, struct tm *p
 #define SET(INDEX, VAL) \
     SET_ITEM((INDEX), PyLong_FromLong((long) (VAL)))
 
-    SET(0, p->tm_year + 1900);
+    SET_ITEM(0, PyLong_FromLongLong((long long)p->tm_year + 1900));
     SET(1, p->tm_mon + 1);         /* Want January == 1 */
     SET(2, p->tm_mday);
     SET(3, p->tm_hour);
@@ -629,7 +629,7 @@ static int
 gettmarg(time_module_state *state, PyObject *args,
          struct tm *p, const char *format)
 {
-    int y;
+    long long y;
 
     memset((void *) p, '\0', sizeof(struct tm));
 
@@ -645,12 +645,12 @@ gettmarg(time_module_state *state, PyObject *args,
                           &p->tm_wday, &p->tm_yday, &p->tm_isdst))
         return 0;
 
-    if (y < INT_MIN + 1900) {
+    if (y < (long long)INT_MIN + 1900 || y > (long long)INT_MAX + 1900) {
         PyErr_SetString(PyExc_OverflowError, "year out of range");
         return 0;
     }
 
-    p->tm_year = y - 1900;
+    p->tm_year = (int)(y - 1900);
     p->tm_mon--;
     p->tm_wday = (p->tm_wday + 1) % 7;
     p->tm_yday--;
@@ -906,7 +906,7 @@ time_strftime(PyObject *module, PyObject *args)
             return NULL;
     }
     else if (!gettmarg(state, tup, &buf,
-                       "iiiiiiiii;strftime(): illegal time tuple argument") ||
+                       "Liiiiiiii;strftime(): illegal time tuple argument") ||
              !checktm(&buf))
     {
         return NULL;
@@ -918,7 +918,7 @@ time_strftime(PyObject *module, PyObject *args)
 // physical devices (#123017).
 #if defined(_MSC_VER) || (defined(__sun) && defined(__SVR4)) || defined(_AIX) \
     || defined(__VXWORKS__) || defined(__ANDROID__)
-    if (buf.tm_year + 1900 < 1 || 9999 < buf.tm_year + 1900) {
+    if (buf.tm_year < 1 - 1900 || buf.tm_year > 9999 - 1900) {
         PyErr_SetString(PyExc_ValueError,
                         "strftime() requires year in [1; 9999]");
         return NULL;
@@ -1041,12 +1041,12 @@ _asctime(struct tm *timeptr)
         "Jul", "Aug", "Sep", "Oct", "Nov", "Dec"
     };
     return PyUnicode_FromFormat(
-        "%s %s%3d %.2d:%.2d:%.2d %d",
+        "%s %s%3d %.2d:%.2d:%.2d %lld",
         wday_name[timeptr->tm_wday],
         mon_name[timeptr->tm_mon],
         timeptr->tm_mday, timeptr->tm_hour,
         timeptr->tm_min, timeptr->tm_sec,
-        1900 + timeptr->tm_year);
+        (long long)timeptr->tm_year + 1900);
 }
 
 /*[clinic input]
@@ -1074,7 +1074,7 @@ time_asctime_impl(PyObject *module, PyObject *tup)
             return NULL;
     }
     else if (!gettmarg(state, tup, &buf,
-                       "iiiiiiiii;asctime(): illegal time tuple argument") ||
+                       "Liiiiiiii;asctime(): illegal time tuple argument") ||
              !checktm(&buf))
     {
         return NULL;
@@ -1130,7 +1130,7 @@ time_mktime(PyObject *module, PyObject *tm_tuple)
 
     time_module_state *state = get_time_state(module);
     if (!gettmarg(state, tm_tuple, &tm,
-                  "iiiiiiiii;mktime(): illegal time tuple argument"))
+                  "Liiiiiiii;mktime(): illegal time tuple argument"))
     {
         return NULL;
     }