diff --git a/src/main/java/com/fasterxml/jackson/annotation/JsonFormat.java b/src/main/java/com/fasterxml/jackson/annotation/JsonFormat.java
index f68c2aa6..75ccf5e4 100644
--- a/src/main/java/com/fasterxml/jackson/annotation/JsonFormat.java
+++ b/src/main/java/com/fasterxml/jackson/annotation/JsonFormat.java
@@ -484,18 +484,24 @@ public Features withOverrides(Features overrides) {
 
         public Features with(Feature...features) {
             int e = _enabled;
+            int d = _disabled;
             for (Feature f : features) {
-                e |= (1 << f.ordinal());
+                int mask = (1 << f.ordinal());
+                e |= mask;
+                d &= ~mask;
             }
-            return (e == _enabled) ? this : new Features(e, _disabled);
+            return (e == _enabled && d == _disabled) ? this : new Features(e, d);
         }
 
         public Features without(Feature...features) {
+            int e = _enabled;
             int d = _disabled;
             for (Feature f : features) {
-                d |= (1 << f.ordinal());
+                int mask = (1 << f.ordinal());
+                d |= mask;
+                e &= ~mask;
             }
-            return (d == _disabled) ? this : new Features(_enabled, d);
+            return (d == _disabled && e == _enabled) ? this : new Features(e, d);
         }
 
         public Boolean get(Feature f) {
@@ -822,7 +828,7 @@ public Value withLocale(Locale l) {
          */
         public Value withTimeZone(TimeZone tz) {
             return new Value(_pattern, _shape, _locale, null, tz,
-                    _features, _lenient);
+                    _features, _lenient, _radix);
         }
 
         /**
@@ -1020,6 +1026,7 @@ public int hashCode() {
                  hash += _locale.hashCode();
              }
              hash ^= _features.hashCode();
+             hash += _radix;
              return hash;
         }
 
@@ -1037,9 +1044,8 @@ public boolean equals(Object o) {
             return Objects.equals(_lenient, other._lenient)
                     && Objects.equals(_timezoneStr, other._timezoneStr)
                     && Objects.equals(_pattern, other._pattern)
-                    && Objects.equals(_timezone, other._timezone)
                     && Objects.equals(_locale, other._locale)
-                    && Objects.equals(_radix, other._radix);
+                    && (_radix == other._radix);
         }
     }
 }
diff --git a/src/main/java/com/fasterxml/jackson/annotation/JsonIgnoreProperties.java b/src/main/java/com/fasterxml/jackson/annotation/JsonIgnoreProperties.java
index ab219c39..23850c0f 100644
--- a/src/main/java/com/fasterxml/jackson/annotation/JsonIgnoreProperties.java
+++ b/src/main/java/com/fasterxml/jackson/annotation/JsonIgnoreProperties.java
@@ -384,7 +384,7 @@ public String toString() {
 
         @Override
         public int hashCode() {
-            return (_ignored.size())
+            return _ignored.hashCode()
                     + (_ignoreUnknown ? 1 : -3)
                     + (_allowGetters ? 3 : -7)
                     + (_allowSetters ? 7 : -11)
diff --git a/src/main/java/com/fasterxml/jackson/annotation/JsonInclude.java b/src/main/java/com/fasterxml/jackson/annotation/JsonInclude.java
index 4310fa2f..5a5a60d6 100644
--- a/src/main/java/com/fasterxml/jackson/annotation/JsonInclude.java
+++ b/src/main/java/com/fasterxml/jackson/annotation/JsonInclude.java
@@ -448,7 +448,7 @@ public Value withOverrides(Value overrides) {
 
             boolean viDiff = (vi != _valueInclusion) && (vi != Include.USE_DEFAULTS);
             boolean ciDiff = (ci != _contentInclusion) && (ci != Include.USE_DEFAULTS);
-            boolean filterDiff = (vf != _valueFilter) || (cf != _valueFilter);
+            boolean filterDiff = (vf != _valueFilter) || (cf != _contentFilter);
 
             if (viDiff) {
                 if (ciDiff) {
@@ -619,7 +619,9 @@ public String toString() {
         @Override
         public int hashCode() {
             return (_valueInclusion.hashCode() << 2)
-                    + _contentInclusion.hashCode();
+                    + _contentInclusion.hashCode()
+                    + ((_valueFilter == null) ? 0 : _valueFilter.hashCode())
+                    + ((_contentFilter == null) ? 0 : _contentFilter.hashCode());
         }
 
         @Override
diff --git a/src/main/java/com/fasterxml/jackson/annotation/JsonIncludeProperties.java b/src/main/java/com/fasterxml/jackson/annotation/JsonIncludeProperties.java
index 72568ef5..c3512201 100644
--- a/src/main/java/com/fasterxml/jackson/annotation/JsonIncludeProperties.java
+++ b/src/main/java/com/fasterxml/jackson/annotation/JsonIncludeProperties.java
@@ -181,7 +181,7 @@ public String toString() {
 
         @Override
         public int hashCode() {
-            return ((_included == null) ? 0 : _included.size())
+            return ((_included == null) ? 0 : _included.hashCode())
                     + (Boolean.TRUE.equals(_ordered) ? 1 : 0);
         }
 
diff --git a/src/test/java/com/fasterxml/jackson/annotation/JsonFormatTest.java b/src/test/java/com/fasterxml/jackson/annotation/JsonFormatTest.java
index ef5c4ce5..ba0766d7 100644
--- a/src/test/java/com/fasterxml/jackson/annotation/JsonFormatTest.java
+++ b/src/test/java/com/fasterxml/jackson/annotation/JsonFormatTest.java
@@ -263,6 +263,54 @@ public void testFeatures() {
         assertEquals(Boolean.TRUE, f4.get(Feature.WRITE_DATE_TIMESTAMPS_AS_NANOSECONDS));
     }
 
+    @Test
+    void testFeaturesWithClearsDisabled() {
+        // with() after without() on same feature should result in enabled
+        JsonFormat.Features f = JsonFormat.Features.empty()
+                .without(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY)
+                .with(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY);
+        assertEquals(Boolean.TRUE, f.get(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY));
+    }
+
+    @Test
+    void testFeaturesWithoutClearsEnabled() {
+        // without() after with() on same feature should result in disabled
+        JsonFormat.Features f = JsonFormat.Features.empty()
+                .with(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY)
+                .without(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY);
+        assertEquals(Boolean.FALSE, f.get(Feature.ACCEPT_SINGLE_VALUE_AS_ARRAY));
+    }
+
+    @Test
+    void testEqualsIgnoresTransientTimezone() {
+        // Two Values created from same timezone string should be equal
+        // regardless of whether getTimeZone() has been called
+        JsonFormat.Value v1 = new JsonFormat.Value("", Shape.ANY, "", "UTC",
+                JsonFormat.Features.empty(), null, DEFAULT_RADIX);
+        JsonFormat.Value v2 = new JsonFormat.Value("", Shape.ANY, "", "UTC",
+                JsonFormat.Features.empty(), null, DEFAULT_RADIX);
+        // Force lazy _timezone population on v1 only
+        v1.getTimeZone();
+        assertEquals(v1, v2);
+    }
+
+    @Test
+    void testWithTimeZonePreservesRadix() {
+        int binaryRadix = 2;
+        JsonFormat.Value v = JsonFormat.Value.forRadix(binaryRadix);
+        JsonFormat.Value withTz = v.withTimeZone(java.util.TimeZone.getTimeZone("UTC"));
+        assertEquals(binaryRadix, withTz.getRadix());
+    }
+
+    @Test
+    void testRadixInHashCode() {
+        JsonFormat.Value v1 = JsonFormat.Value.forRadix(2);
+        JsonFormat.Value v2 = JsonFormat.Value.forRadix(16);
+        // Not equal, so hashCodes should (very likely) differ
+        assertNotEquals(v1, v2);
+        assertNotEquals(v1.hashCode(), v2.hashCode());
+    }
+
     @Test
     void testRadix() {
         //Non-Default radix overrides the default
diff --git a/src/test/java/com/fasterxml/jackson/annotation/JsonIgnorePropertiesTest.java b/src/test/java/com/fasterxml/jackson/annotation/JsonIgnorePropertiesTest.java
index 5bc26d86..9e7eb6c8 100644
--- a/src/test/java/com/fasterxml/jackson/annotation/JsonIgnorePropertiesTest.java
+++ b/src/test/java/com/fasterxml/jackson/annotation/JsonIgnorePropertiesTest.java
@@ -149,6 +149,14 @@ public void testMergeIgnoreProperties()
         assertTrue(all.contains("c"));
     }
 
+    @Test
+    public void testHashCodeIncludesIgnoredContents() {
+        JsonIgnoreProperties.Value v1 = EMPTY.withIgnored("a", "b");
+        JsonIgnoreProperties.Value v2 = EMPTY.withIgnored("c", "d");
+        assertNotEquals(v1, v2);
+        assertNotEquals(v1.hashCode(), v2.hashCode());
+    }
+
     @Test
     public void testToString() {
         assertEquals(
diff --git a/src/test/java/com/fasterxml/jackson/annotation/JsonIncludePropertiesTest.java b/src/test/java/com/fasterxml/jackson/annotation/JsonIncludePropertiesTest.java
index 8804f196..1a0221fd 100644
--- a/src/test/java/com/fasterxml/jackson/annotation/JsonIncludePropertiesTest.java
+++ b/src/test/java/com/fasterxml/jackson/annotation/JsonIncludePropertiesTest.java
@@ -94,6 +94,14 @@ public void testFromAnnotationOrdered()
         assertEquals(Boolean.TRUE, v.getOrdered());
     }
 
+    @Test
+    public void testHashCodeIncludesContents() {
+        JsonIncludeProperties.Value v1 = new JsonIncludeProperties.Value(_set("a", "b"), null);
+        JsonIncludeProperties.Value v2 = new JsonIncludeProperties.Value(_set("c", "d"), null);
+        assertNotEquals(v1, v2);
+        assertNotEquals(v1.hashCode(), v2.hashCode());
+    }
+
     @Test
     public void testOrderedEquality()
     {
diff --git a/src/test/java/com/fasterxml/jackson/annotation/JsonIncludeTest.java b/src/test/java/com/fasterxml/jackson/annotation/JsonIncludeTest.java
index b48cf7fe..c09ddbca 100644
--- a/src/test/java/com/fasterxml/jackson/annotation/JsonIncludeTest.java
+++ b/src/test/java/com/fasterxml/jackson/annotation/JsonIncludeTest.java
@@ -136,6 +136,30 @@ public void testContentMerge76()
         assertEquals(JsonInclude.Include.NON_ABSENT, v21.getValueInclusion());
     }
 
+    @Test
+    public void testHashCodeIncludesFilters()
+    {
+        JsonInclude.Value v1 = new JsonInclude.Value(Include.CUSTOM, Include.CUSTOM,
+                Integer.class, Long.class);
+        JsonInclude.Value v2 = new JsonInclude.Value(Include.CUSTOM, Include.CUSTOM,
+                String.class, Double.class);
+        assertNotEquals(v1, v2);
+        assertNotEquals(v1.hashCode(), v2.hashCode());
+    }
+
+    // Verify that withOverrides() properly detects content filter changes
+    @Test
+    public void testWithOverridesContentFilter()
+    {
+        JsonInclude.Value base = new JsonInclude.Value(Include.NON_EMPTY, Include.NON_EMPTY,
+                null, null);
+        JsonInclude.Value overrideContentFilter = new JsonInclude.Value(
+                Include.USE_DEFAULTS, Include.USE_DEFAULTS, null, Long.class);
+
+        JsonInclude.Value merged = base.withOverrides(overrideContentFilter);
+        assertEquals(Long.class, merged.getContentFilter());
+    }
+
     @Test
     public void testFilters()
     {