diff --git a/crates/ruff_linter/src/checkers/ast/annotation.rs b/crates/ruff_linter/src/checkers/ast/annotation.rs
index 86d1ba50f8..f545ba27eb 100644
--- a/crates/ruff_linter/src/checkers/ast/annotation.rs
+++ b/crates/ruff_linter/src/checkers/ast/annotation.rs
@@ -1,4 +1,4 @@
-use ruff_python_ast::StmtFunctionDef;
+use ruff_python_ast::{PythonVersion, StmtFunctionDef};
 use ruff_python_semantic::{ScopeKind, SemanticModel};
 
 use crate::rules::flake8_type_checking;
@@ -29,7 +29,11 @@ pub(super) enum AnnotationContext {
 impl AnnotationContext {
     /// Determine the [`AnnotationContext`] for an annotation based on the current scope of the
     /// semantic model.
-    pub(super) fn from_model(semantic: &SemanticModel, settings: &LinterSettings) -> Self {
+    pub(super) fn from_model(
+        semantic: &SemanticModel,
+        settings: &LinterSettings,
+        version: PythonVersion,
+    ) -> Self {
         // If the annotation is in a class scope (e.g., an annotated assignment for a
         // class field) or a function scope, and that class or function is marked as
         // runtime-required, treat the annotation as runtime-required.
@@ -59,7 +63,7 @@ impl AnnotationContext {
         // If `__future__` annotations are enabled or it's a stub file,
         // then annotations are never evaluated at runtime,
         // so we can treat them as typing-only.
-        if semantic.future_annotations_or_stub() {
+        if semantic.future_annotations_or_stub() || version.defers_annotations() {
             return Self::TypingOnly;
         }
 
@@ -81,6 +85,7 @@ impl AnnotationContext {
         function_def: &StmtFunctionDef,
         semantic: &SemanticModel,
         settings: &LinterSettings,
+        version: PythonVersion,
     ) -> Self {
         if flake8_type_checking::helpers::runtime_required_function(
             function_def,
@@ -88,7 +93,7 @@ impl AnnotationContext {
             semantic,
         ) {
             Self::RuntimeRequired
-        } else if semantic.future_annotations_or_stub() {
+        } else if semantic.future_annotations_or_stub() || version.defers_annotations() {
             Self::TypingOnly
         } else {
             Self::RuntimeEvaluated
diff --git a/crates/ruff_linter/src/checkers/ast/mod.rs b/crates/ruff_linter/src/checkers/ast/mod.rs
index 2a5a8f3a2b..819e28fdc0 100644
--- a/crates/ruff_linter/src/checkers/ast/mod.rs
+++ b/crates/ruff_linter/src/checkers/ast/mod.rs
@@ -1004,9 +1004,13 @@ impl<'a> Visitor<'a> for Checker<'a> {
                 }
 
                 // Function annotations are always evaluated at runtime, unless future annotations
-                // are enabled.
-                let annotation =
-                    AnnotationContext::from_function(function_def, &self.semantic, self.settings);
+                // are enabled or the Python version is at least 3.14.
+                let annotation = AnnotationContext::from_function(
+                    function_def,
+                    &self.semantic,
+                    self.settings,
+                    self.target_version(),
+                );
 
                 // The first parameter may be a single dispatch.
                 let singledispatch =
@@ -1203,7 +1207,11 @@ impl<'a> Visitor<'a> for Checker<'a> {
                 value,
                 ..
             }) => {
-                match AnnotationContext::from_model(&self.semantic, self.settings) {
+                match AnnotationContext::from_model(
+                    &self.semantic,
+                    self.settings,
+                    self.target_version(),
+                ) {
                     AnnotationContext::RuntimeRequired => {
                         self.visit_runtime_required_annotation(annotation);
                     }
@@ -1358,7 +1366,7 @@ impl<'a> Visitor<'a> for Checker<'a> {
             // we can't defer again, or we'll infinitely recurse!
             && !self.semantic.in_deferred_type_definition()
             && self.semantic.in_type_definition()
-            && self.semantic.future_annotations_or_stub()
+            && (self.semantic.future_annotations_or_stub()||self.target_version.defers_annotations())
             && (self.semantic.in_annotation() || self.source_type.is_stub())
         {
             if let Expr::StringLiteral(string_literal) = expr {
@@ -2585,7 +2593,8 @@ impl<'a> Checker<'a> {
                 // if they are annotations in a module where `from __future__ import
                 // annotations` is active, or they are type definitions in a stub file.
                 debug_assert!(
-                    self.semantic.future_annotations_or_stub()
+                    (self.semantic.future_annotations_or_stub()
+                        || self.target_version.defers_annotations())
                         && (self.source_type.is_stub() || self.semantic.in_annotation())
                 );
 
diff --git a/crates/ruff_python_ast/src/python_version.rs b/crates/ruff_python_ast/src/python_version.rs
index 20906a2510..a9add9d5a4 100644
--- a/crates/ruff_python_ast/src/python_version.rs
+++ b/crates/ruff_python_ast/src/python_version.rs
@@ -73,6 +73,10 @@ impl PythonVersion {
     pub fn supports_pep_701(self) -> bool {
         self >= Self::PY312
     }
+
+    pub fn defers_annotations(self) -> bool {
+        self >= Self::PY314
+    }
 }
 
 impl Default for PythonVersion {