diff --git a/pgxpool/pool.go b/pgxpool/pool.go
index 0a7c6c923..e6ff92d36 100644
--- a/pgxpool/pool.go
+++ b/pgxpool/pool.go
@@ -619,6 +619,13 @@ func (p *Pool) Acquire(ctx context.Context) (c *Conn, err error) {
 			return nil, err
 		}
 
+		// Handle race condition: If the connection is assigned to this waiter at the exact
+		// moment the waiter's context is canceled, we must safely return it to the idle pool.
+		if ctx.Err() != nil {
+			res.Release()
+			return nil, ctx.Err()
+		}
+
 		cr := res.Value()
 
 		// Destroy expired connections before doing any further work (such as
diff --git a/pgxpool/repro_test.go b/pgxpool/repro_test.go
new file mode 100644
index 000000000..e9dbadd01
--- /dev/null
+++ b/pgxpool/repro_test.go
@@ -0,0 +1,55 @@
+package pgxpool_test
+
+import (
+	"context"
+	"math/rand"
+	"os"
+	"sync"
+	"testing"
+	"time"
+
+	"github.com/jackc/pgx/v5/pgxpool"
+	"github.com/stretchr/testify/require"
+)
+
+func TestAcquireContextCancelRace(t *testing.T) {
+	t.Parallel()
+
+	connString := os.Getenv("PGX_TEST_DATABASE")
+	if connString == "" {
+		t.Skip("PGX_TEST_DATABASE is not set")
+	}
+
+	ctx, cancel := context.WithTimeout(context.Background(), 10*time.Second)
+	defer cancel()
+
+	config, err := pgxpool.ParseConfig(connString)
+	require.NoError(t, err)
+	config.MaxConns = 5
+
+	pool, err := pgxpool.NewWithConfig(ctx, config)
+	require.NoError(t, err)
+	defer pool.Close()
+
+	var wg sync.WaitGroup
+	for i := 0; i < 1000; i++ {
+		wg.Add(1)
+		go func() {
+			defer wg.Done()
+			
+			timeout := time.Duration(rand.Intn(5)+1) * time.Millisecond
+			ctx, cancel := context.WithTimeout(context.Background(), timeout)
+			defer cancel()
+
+			if conn, err := pool.Acquire(ctx); err == nil {
+				time.Sleep(2 * time.Millisecond)
+				conn.Release()
+			}
+		}()
+	}
+
+	wg.Wait()
+	time.Sleep(100 * time.Millisecond)
+
+	require.Equal(t, int32(0), pool.Stat().AcquiredConns())
+}